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Journal articles on the topic 'Cyano compound'

Author: Grafiati

Published: 5 June 2025

Last updated: 1 August 2025

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1

Wardakhan, Wagnat Wahba, El-Sayed Nahed Nasser Eid, and Rafat Milad Mohareb. "Synthesis and anti-tumor evaluation of novel hydrazide and hydrazide-hydrazone derivatives." Acta Pharmaceutica 63, no. 1 (2013): 45–57. http://dx.doi.org/10.2478/acph-2013-0004.

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The reaction of cyclopentanone with cyanoacetylhydrazine gave 2-cyano-2-cyclopentylideneacetohydrazide (1). Treatment of compound 1 with elemental sulphur in the presence of triethylamine afforded 2-amino-5,6-dihydro- -4H-cyclopenta[b]thiophene-3-carbohydrazide (2), which in-turn formed the corresponding intermediate diazonium salt. The latter was coupled with either ethyl cyanoacetate or ethyl acetoacetate to form 2-cyano-2-(3-(hydrazinecarbonyl)- 5,6-dihydro-4H-cyclopenta[b]thiophen-2-yl)hydrazono) acetate (3) and ethyl 2-(2-(3-(hydrazinecarbonyl)-5,6-dihydro- 4H-cyclopenta[b]thiophen-2-yl)h

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2

Chilakala, Nagendra Babu, Vishnu Thumma, B. Raju, Sharada Etnoori, Lakshmi Satya Boddu, and K. Premalatha. "Synthesis and Antitubercular Activity of Novel 1,5-Naphthyridin-2(1H)-one based Carbohydrazide Derivatives." Asian Journal of Chemistry 36, no. 9 (2024): 2197–202. http://dx.doi.org/10.14233/ajchem.2024.32150.

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A library of novel 1,5-naphthyridin-2(1H)-one based carbohydrazide derivatives (6a-j) were synthesized involving functional group interconversion, esterification and coupling reactions. All the newly synthesized carbohydrazide derivatives (6a-j) were evaluated for their ability to inhibit the growth of M. tuberculosis mc26230 by determining their minimum inhibitory concentration (MIC), with rifampicin used as the standard reference. Compound 6f (3-cyano) displayed potent activity with a MIC value of 4 µg/mL, compound 6g (4-cyano) displayed activity with an MIC value of 8 µg/mL, whereas the ort

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3

Garozzo, Adriana, Christian CC Cutri, Christophe Pannecouque, Angelo Castro, Francesco Guerrera, and Erik De Clercq. "Isothiazole Derivatives as Antiviral Agents." Antiviral Chemistry and Chemotherapy 18, no. 5 (2007): 277–83. http://dx.doi.org/10.1177/095632020701800503.

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We recently described the synthesis and antiviral activity of the compounds 5-phenyl-3-(4-cyano-5-phenylisothiazol-3-yl) disulphanyl-4-isothiazole-carbonitrile and S-(4-cyano-5-phenylisothiazol-3-yl)- O-ethyl thiocarbonate, which were found to be effective against both HIV-1 (IIIB) and HIV-2 (ROD). We have now evaluated these compounds against both RNA and DNA viruses, obtaining high selectivity indexes for poliovirus 1 (SI: 223 and 828, respectively) and Echovirus 9 (SI: 334 and 200, respectively). In our previous studies, 3-methylthio-5-(4- OBn-phenyl)-4-isothiazolecarbo-nitrile was found to

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4

Šindelář, Karel, Jiří Holubek, Oluše Matoušová, et al. "Aminoalkylidene and aminoalkyl derivatives of 6,11-dihydrodibenzo[b,e]thiepin-2- and -9-carbonitrile and 4,10-dihydrothieno[2,3-c]-1-benzothiepin-6-carbonitrile; Antidepressants with a new activity profile." Collection of Czechoslovak Chemical Communications 53, no. 2 (1988): 340–60. http://dx.doi.org/10.1135/cccc19880340.

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Starting from the bromo ketones VIIc, XIII, and XXIV and proceeding via the alcohols VIIIc, IXc, XIV, XVII, and XXVI, the olefinic compounds IIc (+ VI), Xc (+XI), XVc and XIXc(+XXc), and the saturated compound XVIc were prepared. The pairs of geometrical isomers were separated by crystallization of salts and the individual compounds Iic, Xc, XVc, XVIc, XIXc, and XXc were transformed by treatment with cuprous cyanide in hexamethylphosphoric triamide to the corresponding cyano compounds IIb, Xb, XVb, XVIb, XIXb, and XXb. Compound IIb was synthesized also from the ketone VIIc via the cyano ketone

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5

Penov Gaši, Katarina M., Srdjan Z. Stojanović, Marija N. Sakač, et al. "Synthesis and Biological Activity of Some 17a-Substituted Homolactones of Androst-5-ene Derivatives." Collection of Czechoslovak Chemical Communications 70, no. 9 (2005): 1387–96. http://dx.doi.org/10.1135/cccc20051387.

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Some new 17a-homolactones were prepared from 3β-hydroxy-16-(hydroxyimino)androst-5-en-17-one (1) as a starting compound, which was transformed first to the corresponding 17α-phenyl and 17α-benzyl derivatives 2 and 3. The structure of compound 3 was confirmed by X-ray structure analysis. Beckmann fragmentation of compounds 2 and 3 yielded 16,17-seco-cyano ketones 4-7, whose reduction with NaBH4 gave 16,17-seco-cyano alcohols 8-11, whereby the structure of compound 7 was established by X-ray structural analysis. Compounds 8-11 served as the starting compounds for obtaining lactones 12 and 13 in

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6

Gangadhar, S. Bhopalkar. "Synthesis and Characterization of 3-Cyano-6,9-dimethyl-4-oxo-2-methylthio- 4H-Pyrimido[2,1-b][1,3] Benzothiazole and its 2-Substituted derivatives." Chemistry Research Journal 6, no. 4 (2021): 132–35. https://doi.org/10.5281/zenodo.11758088.

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<strong>Abstract </strong>A compound 3-cyano-6, 9-dimethyl- 4-oxo 2-methylthio-4H-Pyrimido[2,1-<em>b</em>][1,3] benzothiazole 3 has been prepared by the reaction of<strong> </strong>2-amino- 4,7- dimethyl [1, 3] benzothiazole 1<strong> </strong>with Ethyl -2-cyano-3,3’-bis-methylthio acrylate 2<strong> </strong>in presence of anhydrous K<sub>2</sub>CO<sub>3</sub> in DMF. The compound pyrimido benzothiazole 3 has methylthio functional group at 2- position which was substituted by using selected nucleophiles like substituted phenols, anilines, heteryl amine and active methylene compounds t

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7

Matiichuk, Yuliia, Iryna Drapak, Serhii Kramarenko, et al. "Synthesis and antitumor activity of 2-cyanocinnamic acid amides and their indole analogues." Current Chemistry Letters 14, no. 1 (2025): 119–28. http://dx.doi.org/10.5267/j.ccl.2024.9.001.

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By the reaction of substituted benzaldehydes and indol-3-carbaldehydes (2E)-2-cyano-N-[5-(R-benzyl)-1,3-thiazol-2-yl]-3-(R1-phenyl)prop-2-enamides 3-(1-R1-1H-indol-3-yl)-2-cyano-N-(5-(R-benzyl)-1,3-thiazol-2-yl)prop-2-enamides were synthesised. The antitumor activity of prepared compounds were investigated. 3-(1-Benzyl-1H-indol-3-yl)-2-cyano-N-(5-(2-chlorobenzyl)-1,3-thiazol-2-yl)prop-2-enamide (7b) has been identified as hit compound with values of MG-MID GI50 = 3.903 µM, TGI = 29.10 µM, LC50 = 57.54 µM.

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8

Verma, Vikrant. "Synthesis of novel cyano quinolone derivatives and their antibacterial activities." Research Journal of Chemistry and Environment 28, no. 2 (2023): 10–17. http://dx.doi.org/10.25303/282rjce10017.

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Seven cyano 4-quinolone derivatives were synthesized 2 (A-G) and the synthesized compound's antibacterial activity was tested. Structural elucidation of the synthesized compounds was carried out by their mass, infrared and N.M.R analysis. Antibacterial activity was evaluated against six bacterial strains e.g. Escherichia coli, Enterococcus faecalis, Staphylococcus aureus, Staphylococcus epidermidis, Salmonella enterica and Pseudomonas aeruginosa. After the analysis of the antibacterial activity, it was inferred that compounds 2C and 2G were found to be more active against Gram-negative and Gra

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9

Gomha, Sobhi M., Tariq Z. Abolibda, Awatif H. Alruwaili, et al. "Efficient Green Synthesis of Hydrazide Derivatives Using L-Proline: Structural Characterization, Anticancer Activity, and Molecular Docking Studies." Catalysts 14, no. 8 (2024): 489. http://dx.doi.org/10.3390/catal14080489.

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Green synthesis using L-proline as an organocatalyst is crucial due to its reusability, mild conditions, clean reactions, easy workup, high purity, short reaction times, and high yields. However, existing methods often involve harsh conditions and longer reaction times. In this study, 2-cyano-N’-(2-cyanoacetyl)acetohydrazide (3) was prepared and condensed with various benzaldehyde derivatives to yield 2-cyano-N’-(2-cyano-3-phenylacryloyl)-3-phenylacrylohydrazide derivatives (5a–e, 7a,b) using a grinding technique with moist L-proline. Additionally, three 2-cyano-N’-(2-cyano-3-heterylbut-2-enoy

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10

Gangadhar, S. Bhopalkar. "Synthesis, Characterization and Antibacterial Activity of 3-amino-6,9-dimethyl-4-oxo-Pyrazolo[3,4-e] Pyrimido[2,3-b][1,3] Benzothiazole." Chemistry Research Journal 7, no. 3 (2022): 121–24. https://doi.org/10.5281/zenodo.11402591.

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<strong>Abstract </strong> Novel fused heterocyclic compound 3-amino-6,9-dimethyl-4-oxo pyrazolo[3,4-<em>e</em>]-pyrimido[2,1-<em>b</em>][1,3] benzothiazole (4) was prepared by the reaction of 3-cyano-6, 9-dimethyl- 4-oxo 2-methylthio-4H-pyrimido[2,1-<em>b</em>][1,3] benzothiazole (3) with hydrazine hydrate in presence of anhydrous K<sub>2</sub>CO<sub>3</sub> in DMF. The compound (3) was synthesized by the reaction of 2-amino- 4,7- dimethyl [1, 3] benzothiazole (1) with Ethyl -2-cyano-3,3’-bis-methylthio acrylate (2). All the synthesised compounds were characterised by spectral analysis

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11

Fontana, Álvaro, Fábio Santana dos Santos, Flávia Aparecida Fonseca, Adonilson Dos Reis Freitas, Andersson Barison, and Jarem Raul Garcia. "Synthesis and Characterization of PPV Monomer for Subsequent Electropolymerization." Journal of Chemistry 2015 (2015): 1–8. http://dx.doi.org/10.1155/2015/620938.

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Organic synthesis of the monomer of poly(p-phenylenevinylene) was performed starting by the 2,5-dimethylphenol compound. An iodine atom was added to one end of the aromatic ring and then the iodine atom was substituted by a cyano group. Opposite to the cyano group was added a chain of six carbon atoms and the end of the carbon chain has an added bromine atom. The characterizations of the obtained compounds were made by FTIR, GC-MS,1H, and13C NMR and showed that almost all of the proposed monomers were obtained in their totality.

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12

Ye, Zhong Hui, Qing Lin, Hai Fu Huang, Yun He, and Shao Hong Chen. "Mössbauer and Magnetic Property Study on Cyano-Bridged Complex [Gu(en)_x]_yM_A[Fe(CN)₆]_z·nH₂O(M_A=K⁺)." Advanced Materials Research 567 (September 2012): 21–24. http://dx.doi.org/10.4028/www.scientific.net/amr.567.21.

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The cyano-bridged complexe [Gu(en)x]yMA[Fe(CN)6]z·nH2O(MA=K+) have been synthesized. In the compound [Cu(en)2][KFe(CN)6]·H2O, we shows firstly a weak intramolecular anti-ferromagnetic coupling between Fe3+(ground state 5T2g, S=1/2) and Cu2+(ground state 6T2g3eg, S=1/2) through the long- range cyano bridges. The magnetic susceptibility obey the curie-weiss law [χ=C/(T-θ)] with a negative weiss constant,the curie constant C=0.42cm3·k·mol-1, the compound exists a strong Cu2+–CN–Fe3+ ferromagnetic interaction and a weak Cu2+(ground state 6T2g3eg, S=1/2)–Cu2+(ground state 6T2g3eg, S=1/2) antiferrom

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13

Pavlinac, Ida Boček, Katarina Zlatić, Leentje Persoons, et al. "Biological Activity of Amidino-Substituted Imidazo [4,5-b]pyridines." Molecules 28, no. 1 (2022): 34. http://dx.doi.org/10.3390/molecules28010034.

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A series of cyano- and amidino-substituted imidazo[4,5-b]pyridines were synthesized using standard methods of organic synthesis, and their biological activity was evaluated. Biological evaluation included in vitro assessment of antiproliferative effects on a diverse selection of human cancer cell lines, antibacterial activity against chosen Gram-positive and Gram-negative bacterial strains, and antiviral activity on a broad panel of DNA and RNA viruses. The most pronounced antiproliferative activity was observed for compound 10, which contained an unsubstituted amidino group, and compound 14,

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14

Atalla, Ahmed A., Adel M. Kamal El-Dean, and Abd El-Fattah A. Harb. "Synthesis of some new heterocyclic compounds containing chromene." Collection of Czechoslovak Chemical Communications 56, no. 4 (1991): 916–22. http://dx.doi.org/10.1135/cccc19910916.

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2-amino-3-cyano-4H-phenyl-benzo[f]chromene (I) was reacted with formamide, acetic anhydride, and ethyl cyanoacetate to produce compounds (II-IV), respectively. Compound IV reacted with HCONH2, POCl3 and P2S5 to produce corresponding pyrimidobenzochromene (V), chloropyridobenzochromene (VI) and mercaptopyridobenzochromene (VII). Compound VII reacted with α-halocompounds to produce corresponding S-alkylated derivatives (VIIIa to VIIIc), and compound (VI) reacted with different amines to produce corresponding alkyl amino-, or aryl aminopyridobenzochromene (IXa-IXc) but in using hydrazine hydrate,

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15

Xu, Jia-Ying, and Wei-Hua Cheng. "2-Cyano-2-methylpropanamide." Acta Crystallographica Section E Structure Reports Online 68, no. 4 (2012): o1250. http://dx.doi.org/10.1107/s1600536812013360.

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In the crystal structure of the title compound, C5H8N2O, molecules are linkedviapairs of N—H...O hydrogen bonds, forming inversion dimers. These dimers are linkedviapairs of N—H...H hydrogen bonds into zigzag chains propagating along [101].

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16

El-Gaby, Mohamed S. A., Moustafa M. S. Bakry, Modather F. Hussein, et al. "Insecticidal efficacy and structure activity relationship study of some synthesized cyano-benzylidene and bisbenzylidene derivatives against Aphis nerii." Current Chemistry Letters 12, no. 3 (2023): 529–36. http://dx.doi.org/10.5267/j.ccl.2023.3.003.

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In this study, seven cyano-benzylidene and bisbenzylidene derivatives were designed and synthesized. All synthesized compounds were evaluated to determine their insecticidal activities as potential insecticides against nymphs and adults of Aphis nerii. These efforts led to the discovery of compounds 3a-d, 5, 7 and 10 with potent insecticidal activity (LC50 range from 0.0141 to 3.4351ppm). Compound 5 exhibited the highest insecticidal potency with 0.0141ppm. In addition, it indicated that compound 3b is less toxic than benzylidene and other precursors. Therefore, our results suggest that compou

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17

Gouda, Ahmed M., Ahmed H. Abdelazeem, Ashraf N. Abdalla, and Muhammad Ahmed. "Pyrrolizine-5-carboxamides: Exploring the impact of various substituents on anti-inflammatory and anticancer activities." Acta Pharmaceutica 68, no. 3 (2018): 251–73. http://dx.doi.org/10.2478/acph-2018-0026.

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Abstract Towards optimization of the pyrrolizine-5-carboxamide scaffold, a novel series of six derivatives (4a-c and 5a-c) was prepared and evaluated for their anti-inflammatory, analgesic and anticancer activities. The (EZ)-7-cyano-6-((4-hydroxybenzylidene)amino)-N-(p-tolyl)-2,3-dihydro-1H-pyrrolizine-5-carboxamide (4b) and (EZ)-6-((4-chlorobenzylidene)-amino)-7-cyano-N-(p-tolyl)-2,3-dihydro-1H-pyrrolizine-5-carboxamide (5b) bearing the electron donating methyl group showed the highest anti-inflammatory activity while (EZ)-6-((4-chlorobenzylidene)amino)-7-cyano-N-phenyl-2,3-dihydro-1H-pyrroli

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18

Kurimoto, Shin-ichiro, Kouta Inoue, Taito Ohno, and Takaaki Kubota. "Ceratinadin G, a new psammaplysin derivative possessing a cyano group from a sponge of the genus Pseudoceratina." Beilstein Journal of Organic Chemistry 20 (December 9, 2024): 3215–20. https://doi.org/10.3762/bjoc.20.267.

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A new psammaplysin derivative, ceratinadin G (1), was obtained from the Okinawan marine sponge Pseudoceratina sp., and the gross structure was clarified through spectroscopic and spectrometric analyses. The absolute configuration of compound 1 was established by comparing its NMR and ECD data with those of the known psammaplysin derivative, psammaplysin F (2). Ceratinadin G (1) is a rare nitrile containing a cyano group as aminoacetonitrile, and is the first psammaplysin derivative possessing a cyano group. In vitro assays indicated that compound 1 displayed moderate cytotoxicity against L1210

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19

Zhang, Yue, Hai Wen Song, Ting Ting Liu, Man Du, Shi Xia Xu, and Wei Ling Li. "Preparation of 4,6-Trichloromethyl-2-(p-Acetobiphenyl)-1,3,5-Triazine." Advanced Materials Research 884-885 (January 2014): 578–81. http://dx.doi.org/10.4028/www.scientific.net/amr.884-885.578.

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Triazine Compound has many Potential Applications in Industries. in this Paper, a Convenient and Efficient Method for Preparation of 4,6-Trichloromethyl-2-(p-Acetobiphenyl)- 1,3,5-Triazine (compound 1) was Provided by Oxidition of 4,6-Trichloromethyl-2-(p-Ethylbiphenyl)- 1,3,5-Triazine (compound 4). Compound 4 was Prepared by Reacting 4-Cyano-4-Ethylbiphenyl with Trichloroacetonitrile.

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20

Tang, Yao, Nvjiang Wu, Junyu Xu, Xiaopo Zhang, Youbin Li, and Xuesong Wang. "Metal-Free Cascade Formation of C–C and C–N Bond for the Construction of 3-Cyano-2-Pyridones with Insecticidal Properties." Molecules 29, no. 12 (2024): 2792. http://dx.doi.org/10.3390/molecules29122792.

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A straightforward and efficient methodology has been developed for the synthesis of 3-cyano-2-pyridones via the C–C and C–N bond formation processes. A total of 51 diverse 3-cyano-2-pyridone derivatives were obtained in moderate to excellent yields. This reaction featured advantages such as a metal-free process, wide functional group tolerance, simple operation, and mild conditions. A plausible mechanism for the reaction was proposed. 3-cyano-2-pyridones as ricinine analogues for insecticidal properties were evaluated, and the compound 3ci (LC50 = 2.206 mg/mL) showed the best insecticidal prop

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21

Al-Matarneh, Maria Cristina, Roxana-Maria Amărandi, Ionel I. Mangalagiu, and Ramona Danac. "Synthesis and Biological Screening of New Cyano-Substituted Pyrrole Fused (Iso)Quinoline Derivatives." Molecules 26, no. 7 (2021): 2066. http://dx.doi.org/10.3390/molecules26072066.

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Several new cyano-substituted derivatives with pyrrolo[1,2-a]quinoline and pyrrolo[2,1-a]isoquinoline scaffolds were synthesized by the [3 + 2] cycloaddition of (iso)quinolinium ylides to fumaronitrile. The cycloimmonium ylides reacted in situ as 1,3-dipoles with fumaronitrile to selectively form distinct final compounds, depending on the structure of the (iso)quinolinium salt. Eleven compounds were evaluated for their anticancer activity against a panel of 60 human cancer cell lines. The most potent compound 9a showed a broad spectrum of antiproliferative activity against cancer cell lines re

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22

Xue, An-Qi, Yang-Yu Liu, Jia-Xin Li, et al. "The differential magnetic relaxation behaviours of slightly distorted triangular dodecahedral dysprosium analogues in a type of cyano-bridged 3d–4f zig-zag chain compounds." Dalton Transactions 49, no. 20 (2020): 6867–75. http://dx.doi.org/10.1039/d0dt00990c.

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23

Wang, Hui, Wen-Mo Liu, Jun Zhang, Jie-Ying Wu, and Yu-Peng Tian. "A tetranuclear organotin compound consisting of a core of three fused Sn2O2rings." Acta Crystallographica Section C Structural Chemistry 70, no. 2 (2014): 185–88. http://dx.doi.org/10.1107/s2053229614000758.

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The crystal structure of the tetranuclear organotin compound 1,1,3,3,5,5,7,7-octabutyl-7-((E)-2-cyano-3-{9-[2-(2-methoxyethoxy)ethyl]-9H-carbazol-3-yl}prop-2-enoyloxy)-4,8-dimethyl-2,4,6,8-tetroxa-1,3,5,7-tetrastannatricyclo[4.2.0.02,5]oct-3-yl (E)-2-cyano-3-{9-[2-(2-methoxyethoxy)ethyl]-9H-carbazol-3-yl}prop-2-enoate, [Sn4(C4H9)8(C21H19N2O4)2(CH3O)2(μ3-O)2], consists of a core of three fused Sn2O2rings. The central ring consists of two Sn atoms each coordinated by twon-butyl chains, two μ3-bridging O atoms and one μ2-bridging methanolate O atom. The peripheral Sn2O2rings consist of one of the

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24

Shao, Dong, Shao-Liang Zhang, Xin-Hua Zhao, and Xin-Yi Wang. "Spin canting, metamagnetism, and single-chain magnetic behaviour in a cyano-bridged homospin iron(ii) compound." Chemical Communications 51, no. 21 (2015): 4360–63. http://dx.doi.org/10.1039/c4cc10003d.

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Mohapatra, Seetaram, Nilofar Baral, Nilima Priyadarsini Mishra, Pravati Panda та Sabita Nayak. "Michael Addition of Imidazole to α, β -Unsaturated Carbonyl/Cyano Compound". Open Chemistry Journal 5, № 1 (2018): 18–31. http://dx.doi.org/10.2174/1874842201805010018.

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Introduction: Aza-Michael addition is an important reaction for carbon-nitrogen bond formation in synthetic organic chemistry. Expalantion: Conjugate addition of imidazole to α,β-unsaturated carbonyl/cyano compounds provides significant numbers of the biologically and synthetically interesting products, such as β-amino acids and β-lactams, which have attracted great attention for their use as key intermediates of anticancer agents, antibiotics and other drugs. Conclusion: This review addresses most significant method for the synthesis of N-substituted imidazole derivatives following Michael ad

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26

Montalvo-Sierra, María Isabel, Miriam A. Martins Alho, Ana María Herrera-Gonzalez, Jesús García-Serrano, and Paola Belem Bocardo-Tovar. "Synthesis of New Hexakis-Heterocyclic Compounds and their Use in the Formation and Stabilization of Au and Ag Nanoparticles." Advanced Materials Research 976 (June 2014): 3–7. http://dx.doi.org/10.4028/www.scientific.net/amr.976.3.

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The stabilization of nanoparticles in solution is a challenge of major proportions, and avoiding the formation of aggregates and eventual coalescence of particles is directly linked to the conservation of its unique properties. In this work, we reported the synthesis of two hexakis-heterocyclic compounds, containing the tetrazole or 2-amino-1,3,4-thiadiazole group, respectively. The hexa-heterocyclic compounds were used in the synthesis and stabilization of Au and Ag nanoparticles. To obtain these molecules was used phosphonitrilic chloride trimer compound as core, which reacted with phenols p

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27

Kliegel, Wolfgang, Gottfried Lubkowitz, Steven J. Rettig, and James Trotter. "Structural studies of organoboron compounds. XLII. 4,6-Bis(1-cyano-1-methylethyl)-2-mesityl-1,3-dioxa-4,6-diaza-2-boracyclohexane." Canadian Journal of Chemistry 69, no. 2 (1991): 234–38. http://dx.doi.org/10.1139/v91-037.

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The condensation of N,N′-bis(1-cyano-1-methylethyl)-N,N′-dihydroxymethanediamine and mesitylboronic acid gives 4,6-bis(1-cyano-1-methylethyl)-2-mesityl-1,3-dioxa-4,6-diaza-2-boracyclohexane in good yield. Crystals of the latter compound are orthorhombic, a = 15.825(1), b = 17.958(1), c = 14.014(1) Ǻ, Z = 8, space group Pbca. The structure was solved by direct methods and was refined by full-matrix least-squares procedures to R = 0.037 and Rw = 0.051 for 2844 reflections with 1 ≥ 3σ(I). The molecule has a six-membered cycloboronate structure featuring the first structurally characterized BONCNO

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28

Kammer, Michael N., Joel T. Mague, and Lynn V. Koplitz. "4-Cyano-1-methylpyridinium bromide." Acta Crystallographica Section E Structure Reports Online 68, no. 8 (2012): o2409. http://dx.doi.org/10.1107/s1600536812030449.

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In the crystal of the title molecular salt, C7H7N2+·Br−, the cations form inversion dimersviaweak pairwise C—H...N hydrogen bonds; their mean planes are separated by 0.292 (6) Å. Weak C—H...Br interactions involving all of the remaining H atoms tie the cations and anions together into sets of interpenetrating sheets. The title compound is isostructural with its iodide analogue.

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29

Markov, Oleg N., Alexander E. Moiseev, Boris N. Tarasevich, et al. "Diethyl 2-Cyano-3-oxosuccinate." Molbank 2023, no. 2 (2023): M1634. http://dx.doi.org/10.3390/m1634.

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The titular compound was characterized for the first time using a full range of spectroscopic methods, including UV, IR, 1H, and 13C NMR spectra. In solution, all methods showed a keto–enol equilibrium strongly shifted to the enol form. The X-ray structures determined for all simple 2-oxosuccinates showed only the enol form packed as hydrogen-bonded dimer stacks.

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30

Möhrle, Hans, and Robert Nießen. "Umsetzung von N-Alkylpyridinium-Salzen mit Hydroxylamin / Reaction of N-Alkylpyridinium Salts with Hydroxylamine." Zeitschrift für Naturforschung B 55, no. 5 (2000): 434–42. http://dx.doi.org/10.1515/znb-2000-0514.

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1-Methylpyridinium salts showed no reaction with excessive hydroxylamine, but nicotinic acid derivatives in HMPT gave the corresponding N-oxides. 3-Acetyl-1-methylpyridinium iodide generated the hydroximino-pyridine 1-oxide 13 and the isoxazoles 14, 15E, and 15Z. 2- and 4-Cyano-l-methylpyridinium iodides underwent no ring cleavage, but altered only the functional group. However, the 3-cyano compound was converted into the corresponding pyridine N-oxides with carboxamide, hydroxyamidine and carbaldoxime groups.

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31

Razali, Mohd R., Aron Urbatsch, Stuart K. Langley, et al. "Linear Trinuclear Copper(II) Complexes Derived from the Nucleophilic Addition Products of Dicyanonitrosomethanide [C(CN)2(NO)]–: Syntheses, Structures, and Magnetic Properties." Australian Journal of Chemistry 65, no. 7 (2012): 918. http://dx.doi.org/10.1071/ch12100.

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Two novel trinuclear CuII complexes have been synthesised from the nucleophilic addition derivatives of the small cyano anion, dicyanonitrosomethanide (dcnm). The reaction of CuII with the water adduct ligand, carbamoylcyanonitrosomethanide (ccnm) and teaH3 (triethanolamine) in a basic MeOH/MeCN solution results in the formation of [Cu3(acnm)2(teaH2)2]·2MeOH (1) (acnm = amidocarbonyl(cyano)nitrosomethanide and teaH2– = singly deprotonated triethanolamine). The reaction of CuII with dicyanonitrosomethanide (dcnm) and m-xylenediamine in a basic MeOH/MeCN solution results in the formation of [Cu3

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32

Costa, António G., Gonçalo Lopes, João F. G. Rodrigues, et al. "Cobalt and Iron Cyano Benzene Bis(Dithiolene) Complexes." Crystals 14, no. 5 (2024): 469. http://dx.doi.org/10.3390/cryst14050469.

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New iron and cobalt bis(dithiolene) complexes [M(3cbdt)2] (3cbdt = 3-cyanobenzene-1,2-dithiolate) were prepared as tetraphenylphosphonium (Ph4P+) salts for Fe in the monoanionic state and for Co in both the dianionic and monoanionic states: (Ph4P)2[Fe(III)(3cbdt)2]2 (1); (Ph4P)2[Co(III)(3cbdt)2]2 (2); (Ph4P)2[Co(II)(3cbdt)2] (3). These compounds were characterized by single-crystal X-ray diffraction, cyclic voltammetry, EPR, and static magnetic susceptibility. Their properties are discussed in comparison with the corresponding complexes based on the isomer ligand 4-cyanobenzene-1,2-dithiolate

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33

Dolliver, Debra D., David B. Delatte, Derek B. Linder, James E. Johnson, Diana C. Canesco, and Jeffrey E. Rowe. "Nucleophilic substitution reactions of N-alkoxyimidoyl fluorides by carbon nucleophiles." Canadian Journal of Chemistry 85, no. 11 (2007): 913–22. http://dx.doi.org/10.1139/v07-097.

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Nucleophilic substitutions of N-alkoxybenzoimidoyl fluorides [p-ClArC(F)=NOR; R = CH3, i-Pr] by enolate-type ions have been performed to produce compounds that can exist in two tautomeric forms: the imine form{p-ClArC(Y)=NOR [Y = CH(CN)2, CH(CN)(CO2Et), CH(CO2Et)2]}or the enamine form {p-ClArC(NHOR)=C(R1)(R2) [R1, R2 = CN, CO2Et]}. These compounds display varying ratios of imine–enamine tautomerizm in chloroform: the diester compound exists almost solely in the imine form, the dicyano compound exists solely in the enamine form, and the cyano-ester compound exists in both tautomeric forms. Comp

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34

Ha, Sie-Tiong, Guan-Yeow Yeap, and Peng-Lim Boey. "Synthesis and Thermotropic Properties of Some New Schiff Bases,N-[4-(4-n-Alkanoyloxybenzoyloxy)-2-Hydroxybenzylidene]-4-Cyano-, 4-Hydroxy-, 4-Thio- and 4-Nitroanilines." E-Journal of Chemistry 9, no. 4 (2012): 2550–56. http://dx.doi.org/10.1155/2012/276327.

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A series of elongated Schiff base esters containing three aromatic rings with hexadecanoyl chain as one of the terminal group and various R substituents (R = CN, OH, SH, and NO2) at the other end of molecule were prepared, and their structures were confirmed via physical measurement. The thermotropic properties of these compounds were investigated via differential scanning calorimetry and polarizing optical microscopy. The thermal data indicate that all of these compounds exhibit mesomorphic properties. Whilst compounds with R = OH, SH and NO2show nematic phases, compound containing cyano subs

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35

Svendsen, Helle, Jacob Overgaard, Marie A. Chevalier та Bo B. Iversen. "Hexaaqua-1κ3 O,3κ3 O-tri-μ-cyano-1:2κ2 N:C;2:3κ2 C:N;3:4κ2 N:C-nonacyano-2κ4 C,4κ5 C-pentakis(N,N-dimethylacetamide)-1κ3 O,3κ2 O-diiron(III)diytterbium(III) dihydrate". Acta Crystallographica Section E Structure Reports Online 62, № 4 (2006): m793—m795. http://dx.doi.org/10.1107/s160053680600883x.

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The title compound, [Fe2Yb2(CN)12(C4H9NO)5(H2O)6]·2H2O, is a tetranuclear complex, where the four metal centres are connected through three cyano bridges, the iron centres making one and two bridges, respectively. Each Fe atom is surrounded by six cyano ligands, forming almost ideal octahedra. The two Yb atoms have different ligand environments; both are coordinated by seven ligands, consisting of water molecules, dimethylacetamide (DMA) solvent and cyano groups, but not in the same ratio. Four of the five DMA molecules show various degrees of common structural disorder. The asymmetric unit al

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36

Hussein, Abdel Haleem Mostafa. "Utility of Cyano Acid Hydrazide in Heterocyclic Chemistry: A New Route for the Synthesis of New 1,2,4-Triazolo[1,5-a]pyridines and 1,2,4-Triazolo[1,5-a]isoquinolines." Zeitschrift für Naturforschung B 53, no. 4 (1998): 488–94. http://dx.doi.org/10.1515/znb-1998-0417.

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Cyano acid hydrazide 1 was condensed with cyclohexanone in refluxing ethanolic piperidine to yield the hydrazone 4. Compound 4 reacts with arylidines 5a-i to yield the 1,2.4- triazolo[1,5-a]pyridines 7a-i. Compound 4 also reacts with mixtures of aliphatic aldehydes and different active methylene reagents to yield 1,2,4-triazolo[1,5-a]pyridines 8a-d. Similarly reaction of 4 with arylazomalononitrile to yield the triazolopyridines 10a-d Reaction of 4 with aromatic aldehydes gives 12a-e. Compound 8a reacts with elemental sulfur to yield the thieno-1,2,4-triazolopyridine 13. This underwent cycload

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37

Danish, Isravel A., and Karnam J. R. Prasad. "An Elegant Synthetic Route to 3-Cyano-5,6-dihydro-2-ethoxy-4-phenyl-pyrido[2,3-a]carbazoles." Zeitschrift für Naturforschung B 59, no. 1 (2004): 106–8. http://dx.doi.org/10.1515/znb-2004-0115.

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Abstract 2-Benzylidene-1-oxo-1,2,3,4-tetrahydrocarbazoles (1a - e) obtained from the corresponding 1- oxo-1,2,3,4-tetrahydrocarbazoles on reaction with malononitrile in dry benzene with sodium hydride afforded 3-cyano-5,6-dihydro-2-ethoxy-4-phenyl-pyrido[2,3-a]carbazoles (2a - e) in good yields. A plausible mechanism for the formation of the title compound has been proposed and all the compounds were characterised by IR, NMR, mass spectral methods and elemental analysis.

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38

Dong, Dapeng, Yanjuan Zhang, Chengqi Jiao, et al. "Syntheses, structures, and magnetic properties of three new cyano-bridged heterobimetallic chains based on [Fe(Tp*)(CN)3]−." New Journal of Chemistry 40, no. 10 (2016): 8451–58. http://dx.doi.org/10.1039/c6nj01015f.

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39

Koplitz, Lynn V., Joel T. Mague, Michael N. Kammer, Cameron A. McCormick, Heather E. Renfro, and David J. Vumbaco. "2-Cyano-1-methylpyridinium nitrate." Acta Crystallographica Section E Structure Reports Online 68, no. 6 (2012): o1653. http://dx.doi.org/10.1107/s1600536812019460.

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In the title compound, C7H7N2 +·NO3 −, all atoms except the methyl H atoms lie on a crystallographic mirror plane. The interlayer distance, including that between aligned N atoms from alternating cations and anions in adjacent layers, is exceptionally short at 3.055 (1) Å. Two-dimensional C—H...O hydrogen-bonded networks link cations to anions, while C—H...N interactions link cations within each layer. Anion–π interactions with the cations assist in binding the layers together.

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40

Kammer, Michael N., Lynn V. Koplitz, and Joel T. Mague. "4-Cyano-1-methylpyridinium iodide." Acta Crystallographica Section E Structure Reports Online 68, no. 8 (2012): o2514. http://dx.doi.org/10.1107/s1600536812032230.

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In the crystal structure of the title compound, C7H7N2+·I−, the cations form inversion-related dimersviaweak pairwise C—H...N hydrogen bonds. In the dimers, the pyridinium rings are parallel to one another with their mean planes separated by a normal distance ofca0.28 Å. Weak C—H...N interactions between adjacent dimers generate a layer lying parallel to (10-1). The remaining H atoms form C—H...I interactions, which link the layers into a three-dimensional structure.

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41

Ziegler, Bernd, Robert Haegele, and Dietrich Babel. "Hexacyanomanganate(III) mit Kryolithstruktur: Cs2NaMn(CN)6 und Cs2KMn(CN)6 / Hexacyanomanganates(III) with Cryolite Type Structure: Cs2NaMn(CN)6 and Cs2KMn(CN)6." Zeitschrift für Naturforschung B 44, no. 8 (1989): 896–902. http://dx.doi.org/10.1515/znb-1989-0807.

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The crystal structures of the isotypic monoclinic cyano complexes Cs2NaMn(CN)6 (a = 759.7(1), b = 780.6(1), c = 1095.0(1) pm, β = 90.07(1)°) and Cs2KMn(CN)6 (a = 769.8(2), b = 820.4(1), c = 1120.7(2) pm, β = 90.25(1)°) have been refined from single crystal X-ray data in space group P21/n, Z = 2 (wR = 0.039 and 0.027, resp., using 1639 and 1732 independent reflections). The compounds are isostructural with cryolite, Na3AlF6, showing quite similar position parameters and nearly regular octahedra (average Mn—C= 198.8/199.6pm, C—N = 114.7/114.4pm for Na/K compound, resp.). The tilting of octahedra

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42

Pískala, Alois, Naeem B. Hanna, Milena Masojídková, Pavel Fiedler та Ivan Votruba. "Synthesis of N4-Amino and N4-Hydroxy Derivatives of 5-Azacytidine. A Facile Rearrangement of the N4-Amino Derivative to 5-(3-β-D-Ribofuranosylureido)-1H-1,2,4-triazole". Collection of Czechoslovak Chemical Communications 69, № 4 (2004): 905–17. http://dx.doi.org/10.1135/cccc20040905.

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Treatment of methoxyribosyltriazinone 4 with hydrazine in methanol afforded crude 4-hydrazino-1-β-D-ribofuranosyl-1,3,5-triazin-2(1H)-one (N4-amino-5-azacytidine) (2), which rearranged rapidly to isomeric 5-ribosylureidotriazole 6. The rearrangement proceeds easily also in water solutions of 2. Alkaline hydrolysis of 6 gave a mixture of 5-ureidotriazole 7 and 5-aminotriazole 8. Acid hydrolysis of 6 afforded only 7. This compound was also prepared by thermal rearrangement of 5-amino-1-carbamoyltriazole 9 or on reaction of cyano(formyl)guanidine 10 with hydrazine hydrochloride. Treatment of benz

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43

ACAR ÇEVİK, Ulviye, and Tugba ERCETİN. "Design, Synthesis and Evaluation of Pyrrol-thiazole Derivatives as AChE and BuChE Inhibitory and Antioxidant Activities." Cumhuriyet Science Journal 44, no. 4 (2023): 625–28. http://dx.doi.org/10.17776/csj.1255826.

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Thiazole rings are one of the most frequently used heterocyclic moieties and are found in a wide variety of biologically active chemicals. In this research project, we report the synthesis and biological activities of some new thiazole derivatives (2a-2c) as potent anti-Alzheimer’s agents. These final compounds’ structures were characterized by spectral (1H NMR, 13C NMR, and MS spectra) analyses. The highest inhibitory activity against AChE was demonstrated by compound 2c (23.73 ± 0.018 %) with chloro substitution at the meta and para positions of the phenyl ring, while the highest inhibitory

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44

Gangadhar, S. Bhopalkar. "Synthesis and Characterization of 3-Cyano- 9,12-Dimethyl -4,14-Dioxo-2-Methylthio- Pyrimido[2,3-b]Pyrazolo[3,4-e]Pyrimido[2,3-b][1,3]Benzothiazole and its 2-Substituted Derivatives." Pharmaceutical and Chemical Journal 9, no. 4 (2022): 52–55. https://doi.org/10.5281/zenodo.13973144.

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A novel fused heterocyclic compound 3-cyano- 9, 12-dimethyl -4, 14-dioxo- 2-methylthio- Pyrimido[2,3<em>-b</em>] Pyrazolo[3,4<em>-e</em>] Pyrimido[2,3<em>-b</em>][1,3] Benzothiazole (3) was prepared by the reaction of 3-amino - 6, 9-dimethyl- 4-oxo pyrazolo[3,4-<em>e</em>]-pyrimido[2,1-<em>b</em>][1,3] benzothiazole (1) with Ethyl-2-cyano-3,3’-bis-methylthio acrylate (2)<strong> </strong>in presence of anhydrous K<sub>2</sub>CO<sub>3</sub> in DMF.<strong> </strong>Moreover the compound (3) has thiomethyl functionality at 2- position act as best leaving group, which was get substituted di

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45

Ghorab, Mostafa M., and Mansour S. Alsaid. "Anti-breast cancer activity of some novel quinoline derivatives." Acta Pharmaceutica 65, no. 3 (2015): 271–83. http://dx.doi.org/10.1515/acph-2015-0030.

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Abstract To discover new bioactive lead compounds for medicinal purposes, 2-cyano-3-(4-substituted)-N-(quinolin-3-yl) acrylamide derivatives 2–24, chromenes 25, 26 and benzochromenes 27, 28 were synthesized. The structures of the newly synthesized compounds were confirmed by elemental analyses, IR, 1H NMR and 13C NMR spectroscopies. In addition, the structure of compound 1 was confirmed through X-ray crystallography. All the newly synthesized compounds were evaluated for their cytotoxic activity against the breast cancer cell line MCF7. The corresponding 2-cyano-3-(4-hydroxy-3-methoxyphenyl)-N

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46

Usha, M. K., H. T. Srinivas, Rajni Kant, Vivek K. Gupta, and D. Revannasiddaiah. "4-Cyano-3-fluorophenyl 4-(hexadecyloxy)benzoate." Acta Crystallographica Section E Structure Reports Online 70, no. 3 (2014): o244. http://dx.doi.org/10.1107/s1600536814001871.

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In the title compound, C30H40FNO3, the dihedral angle between the benzene rings is 57.76 (7)°. The alkyl chain adopts an all-transconformation. In the crystal, molecules are linked by pairs of C—H...O hydrogen bonds, forming inversion dimers.

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47

Gangadhar, S. Bhopalkar. "Synthesis and in-vitro Anticancer Activity of 3 -Cyano- 9, 12-Dimethyl -4, 14-Diimino- 2-Methylthio- Pyrimido[2,3-b] Pyrazolo[3,4-e] Pyrimido[2,3-b][1,3] Benzothiazole and its 2-Substituted Derivatives." Chemistry Research Journal 8, no. 4 (2023): 13–19. https://doi.org/10.5281/zenodo.11352251.

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<strong>Abstract </strong> A new heterocyclic compound 3 -Cyano- 9, 12-dimethyl -4, 14-diimino- 2-methylthio- pyrimido[2,3<em>-b</em>] pyrazolo[3,4<em>-e</em>] pyrimido[2,3<em>-b</em>][1,3] benzothiazole 3 has been synthesised by the reaction of 3-amino- 4-imino- 6, 9-dimethyl- pyrazolo-[3, 4<em>-e</em>] pyrimido [2, 3<em>-b</em>] [1, 3] benzothiazole 2  with bis - methylthio methylene malononitrile  in presence of anhydrous K<sub>2</sub>CO<sub>3</sub> in DMF. Compound 3 has thiomethyl functionality at 2- position which was substituted by using selected nucleophiles like substituted

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48

Mahdavi, M., A. Asadipour, S. Rajabalian, et al. "Synthesis andIn VitroCytotoxic Activity of 2-Amino-7-(dimethylamino)-4-[(trifluoromethyl)phenyl]-4H-chromenes." E-Journal of Chemistry 8, no. 2 (2011): 598–602. http://dx.doi.org/10.1155/2011/929673.

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Three 2-amino-4-(trifluoromethylphenyl)-3-cyano-7-(dimethylamino) -4H-chromene derivatives were synthesized and their cytotoxic activities were determined against six human tumor cell lines using MTT assay. Condensation of 3-(dimethylamino)phenol, trifluoromethybenzaldehydes and malonitrile in ethanol containing piperidine afforded corresponding chromenes(4a-c). The structure of the synthesized compound was confirmed by1H NMR, IR and Mass spectral data. Among compounds tested, 3-trifluoromethyl analogue(3b)was the most active against all human tumor cell lines (IC50=12-45 nM).

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49

Ngenge Tamfu, Alfred, Wafia Boukhedena, Sameh Boudiba, Samir Deghboudj, and Ozgur Ceylan. "Synthesis and evaluation of inhibitory potentials of microbial biofilms and quorum-sensing by 3-(1,3-dithian-2-ylidene) pentane-2,4-dione and ethyl-2-cyano-2-(1,3-dithian-2-ylidene) acetate." Pharmacia 69, no. 4 (2022): 973–80. http://dx.doi.org/10.3897/pharmacia.69.e87834.

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The virulence and resistance of pathogenic microorganisms are promoted by quorum-sensing (QS) mediated traits and biofilms. The development of antimicrobial agents which can reduce the incidence of microbial resistance by disrupting the establishment of biofilms and QS, constitute a suitable strategy to reduce the emergence of pathogenic strains that are resistant to antibiotics. In this study, 3-(1,3-dithian-2-ylidene) pentane-2,4-dione (1) and ethyl-2-cyano-2-(1,3-dithian-2-ylidene) acetate (2) were successfully synthesized and characterized using EIMS, 1H NMR and 13C NMR techniques. On S. a

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50

Severin, Oleksandr, Stepan Pilyo, Ivan Semenyuta, Maryna Kachaeva, Victor Zhirnov, and Volodymyr Brovaret. "Design, synthesis and anticancer activity of novel 4-(5-amino-4-cyano-1,3-oxazol-2-yl)benzenesulfonamide derivative." Current Chemistry Letters 14, no. 1 (2025): 159–72. http://dx.doi.org/10.5267/j.ccl.2024.8.001.

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Fourteen novel 4-(5-amino-4-cyano-1,3-oxazol-2-yl)benzenesulfonamides have been designed, synthesized, and characterized by spectroscopy and spectrometry methods. They have also been investigated on the NCI-60 cancer cell lines. The most activity compounds, 2, 3, and 9, in concentration 10 µM demonstrated mean GI50 values of 77, 70, and 68%, respectively, against the tumor cells. The best activity compound 2 showed the following GI50 values: non-small cell lung cancer (HOP-92) - 4.56 µM, breast cancer (MDA-MB-468) - 21.0 µM, melanoma (SK-MEL-5) - 30.3 µM. Besides, this compound indicates low t

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