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Journal articles on the topic 'C-Mannich'

Author: Grafiati

Published: 5 June 2025

Last updated: 1 August 2025

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1

Akiyama, T. "ChemInform Abstract: C-C Bond Formation: Mannich Reaction." ChemInform 44, no. 25 (2013): no. http://dx.doi.org/10.1002/chin.201325216.

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2

Ran, De Long, Jian Jun Xie, Kai Huang, Shui Ping Yin, Sheng Ming Chen, and Ying She Luo. "High Temperature Resistance of Epoxy Adhesives under the Room-Temperature Curing." Advanced Materials Research 284-286 (July 2011): 1804–7. http://dx.doi.org/10.4028/www.scientific.net/amr.284-286.1804.

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High-temperature resistant epoxy adhesives cured under room-temperature becomes more and more important in many industries such as aerospace and aviation, the locomotive and diesel, etc. In this paper three self-made amine-based mannich-amide was mixed with E-44 epoxy resin under the same technological parameters, and the epoxy adhesives cured by the three amine-based mannich-amides under room-temperature are tested by FTIR, TGA and DMA. Results of TGA show a quicker drop in weight occurrence within 150-250°C for epoxy networks cured by multiamine-based mannich amides than the long-chain alkyl

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3

Möhrle, Hans, та Georg Keller. "α-Dicarbonylmonohydrazone und ihre Acylderivate als Nucleophile und Nachbargruppen/α-Dicarbonylmonohydrazones and their Acylderivatives as Nucleophiles and Neighbouring Groups". Zeitschrift für Naturforschung B 58, № 9 (2003): 885–902. http://dx.doi.org/10.1515/znb-2003-0911.

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The aminomethylation of the α-carbonylhydrazones 1 and 14 with N,N,N′,N′-tetralkylaminals yields only N,N- or C,N-bis-aminomethyl products, but no C-mono-aminomethyl compounds. Phenylglyoxal N-methylhydrazone (24) yields the Mannich bases 27, while anilinocarbonyl hydrazone 29 dependent on the conditions gives rise to the N-aminomethyl derivatives 30 or to the Mannich bases 31. From benzoylhydrazone 33 and semicarbazone 35 the Mannich bases 34 and 36, respectively, are available. Mercury-EDTA reacts with 27 and 31 by twofold dehydrogenation and cyclization to form the lactams 46 and 47, respec

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4

Barta, Petra, Ferenc Fülöp, and István Szatmári. "Mannich base-connected syntheses mediated by ortho-quinone methides." Beilstein Journal of Organic Chemistry 14 (March 6, 2018): 560–75. http://dx.doi.org/10.3762/bjoc.14.43.

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This article provides an overview about specifically modified Mannich reactions where the process involves an ortho-quinone methide (o-QM) intermediate. The reactions are classified on the basis of the o-QM source followed by the reactant, e.g., the dienophile partner in cycloaddition reactions (C=C or C=N dienophiles) or by the formation of multicomponent Mannich adducts. Due to the important pharmacological activities of these reactive o-QM intermediates, special attention is paid to the biological activity of these compounds.

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5

Luo, Yanlong, Huaming Sun, Weiqiang Zhang, et al. "Triple zirconocene/brønsted acid/CuO cooperative and relay catalysis system for tandem Mannich addition/C–C formative cyclization/oxidation." RSC Advances 7, no. 46 (2017): 28616–25. http://dx.doi.org/10.1039/c7ra00870h.

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6

Li, Ziyi, Li Wang, Yunqi Huang, et al. "Asymmetric Mannich reactions of (S)-N-tert-butylsulfinyl-3,3,3-trifluoroacetaldimines with yne nucleophiles." Beilstein Journal of Organic Chemistry 16 (October 29, 2020): 2671–78. http://dx.doi.org/10.3762/bjoc.16.217.

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In the present work, arylethynes were studied as new C-nucleophiles in the asymmetric Mannich addition reactions with (S)-N-tert-butylsulfinyl-3,3,3-trifluoroacetaldimine. The reactions were conducted under operationally convenient conditions affording the corresponding Mannich adducts with up to 87% yield and 70:30 diastereoselectivity. The isomeric products can be separated using regular column chromatography to afford diastereomerically pure compounds. The purified Mannich addition products were deprotected to give the target enantiomerically pure trifluoromethylpropargylamines. A mechanist

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7

Han, Peipei, Wenhua Zhou, Mingxia Chen, and Qiuan Wang. "Microwave-assisted Synthesis of Polymethoxychalcone Mannich Bases and Their Antiproliferative Activity." Letters in Organic Chemistry 16, no. 2 (2019): 117–21. http://dx.doi.org/10.2174/1570178615666180627110223.

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A series of eight polymethoxychalcone Mannich base derivatives 2a-2h was synthesized via the microwave-assisted Mannich reaction of natural product 2&#039;-hydroxy-3,4,4&#039;,5,6&#039;-pentamethoxychalcone (1) with various secondary amines and formaldehyde. Compared to conventional heating method (80&#176;C), the microwave-assisted method (700W, 65&#176;C) is efficient with short reaction time (0.5-1 h) and good yields (74-88%). The antiproliferative activities of eight Mannich base derivatives were evaluated in vitro on a panel of three human cancer cell lines (Hela, HCC1

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8

Xie, Chen, Yanling Dai, Haibo Mei, Jianlin Han, Vadim A. Soloshonok та Yi Pan. "Asymmetric synthesis of quaternary α-fluoro-β-keto-amines via detrifluoroacetylative Mannich reactions". Chemical Communications 51, № 44 (2015): 9149–52. http://dx.doi.org/10.1039/c5cc02256h.

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9

Li, Ziyi, Hua Gao, Haibo Mei, Guangwei Wu, Vadim A. Soloshonok, and Jianlin Han. "Synthesis of Aminoalkyl Sclareolide Derivatives and Antifungal Activity Studies." Molecules 28, no. 10 (2023): 4067. http://dx.doi.org/10.3390/molecules28104067.

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Sclareolide was developed as an efficient C-nucleophilic reagent for an asymmetric Mannich addition reaction with a series of N-tert-butylsulfinyl aldimines. The Mannich reaction was carried out under mild conditions, affording the corresponding aminoalkyl sclareolide derivatives with up to 98% yield and 98:2:0:0 diastereoselectivity. Furthermore, the reaction could be performed on a gram scale without any reduction in yield and diastereoselectivity. Additionally, deprotection of the obtained Mannich addition products to give the target sclareolide derivatives bearing a free N-H group was demo

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10

She, Yuan Yuan, Xuan Yan Liu, and Zhi Gao Yang. "A Novel Environment Friendly Material: Sucrose Char Sulfonic Acid Catalyzed Three-Component Mannich Reaction." Advanced Materials Research 989-994 (July 2014): 134–37. http://dx.doi.org/10.4028/www.scientific.net/amr.989-994.134.

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Sucrose char sulfonic acid (SCSA) efficiently catalyzed the one-pot, three-component Mannich reaction of ketones, aromatic aldehydes and different amines in ethanol at 30°C and afforded the corresponding β-amino carbonyl compounds in good to excellent yields . This method provides a novel and improved modification of the three-component Mannich reaction in terms of mild reaction conditions , clean reaction profiles and a simple workup procedure.

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11

Aini, Nur, Bambang Purwono, and Iqmal Tahir. "STRUCTURE – ANTIOXIDANT ACTIVITIES RELATIONSHIP ANALYSIS OF ISOEUGENOL, EUGENOL, VANILIN AND THEIR DERIVATIVES." Indonesian Journal of Chemistry 7, no. 1 (2010): 61–66. http://dx.doi.org/10.22146/ijc.21714.

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Structure Activity Relationship (SAR) technique between the theoretical parameters and antioxidant activities of isoeugenol, eugenol, vanillin and their derivatives as Mannich reaction products, have been analyzed. Antioxidant activities were examined by oxidation reaction of oleic acid at 60 °C with b-carotene methods, whereas theoretical parameters of the activities were determined by calculating Bonding Dissociation Enthalpy (BDE) and net charge of oxygen atom(-OH) using AM1 semi empiric methods. The result from both test showed in the following orders: BHT > Mannich product of isoeugeno

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12

Sharghi, Hashem, and Reza Khalifeh. "Reaction on a solid surface — A simple, economical, and efficient Mannich reaction of azacrown ethers over graphite." Canadian Journal of Chemistry 86, no. 5 (2008): 426–34. http://dx.doi.org/10.1139/v08-026.

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Graphite brings about a rapid Mannich reaction with a range of activated and unactivated phenolic compounds such as p-cresol and p-nitrophenol. The reactions are carried out with azacrown ether and paraformaldehyde in solvent-free conditions at 100 °C for 20–30 min. The graphite powder can be reused up to three times after simple washing with acetone.Key words: azacrown ether, lariat ether, graphite, solvent-free, Mannich reaction.

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13

Frasinyuk, Mykhaylo S., Galyna P. Mrug, Svitlana P. Bondarenko, et al. "Application of Mannich bases to the synthesis of hydroxymethylated isoflavonoids as potential antineoplastic agents." Organic & Biomolecular Chemistry 13, no. 46 (2015): 11292–301. http://dx.doi.org/10.1039/c5ob01828e.

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14

Hamama, W. S. "Enaminouraciles as Precursors for Synthesis of Pyrimido[4,5-a]pyrimidine- 2,4-diones." Zeitschrift für Naturforschung B 55, no. 5 (2000): 443–47. http://dx.doi.org/10.1515/znb-2000-0515.

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The reaction of 6-aminouracil 1 with formaldehyde and secondary amines in ethanol at room temperature gave the corresponding 5-alkylaminomethyl derivatives (2a-c) and bis(4- pyrimidyl) methane (4). Also, Mannich reaction with primary aliphatic and aromatic amines at room temperature afforded pyrimid[4,5-d]pyrimidine (5 and 6). Treatment of 1 with o-phenylenediamine through transamination gave com pound 7 which cyclized through intramolecular Mannich reaction with formalin to yield pyrimido[4,5-e]-[l,4]diazepine (8).

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15

Anita, Pati, Sahu Shankarshan, Patra Manabendra, Majumdar Poulomi, and Kumar Behera Ajaya. "Mannich reactions on spiro-s-tetrazines and their antibacterial and antifungal activities." Journal of Indian Chemical Society Vol. 89, May 2012 (2012): 637–45. https://doi.org/10.5281/zenodo.5763179.

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0rganic Synthesis Laboratory, School of Chemistry, Sambalpur University, Jyoti Vihar, Burla-768 019, Orissa, India <em>E-mail</em> : ajaykumar.behera@yahoo.com National Institute of Science & Technology, Palur Hill, Berhampur-761 068, Orissa, India <em>Manuscript received 23 July 2010, revised 05 May 2011, accepted 23 August 2011</em> A number of novel Mannich bases from spiro-<em>s</em>-tetrazines 2 have been synthesized. The reaction of a tetraazaspiroalkanes 2 underwent Mannich reaction in two different routes to afford identical target molecule 6 and 7. Spiro-<em>s</em>-tetrazines 2 on

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16

Pramanik, Mukund M. D., Savita B. Nagode, Ruchir Kant, and Namrata Rastogi. "Visible light catalyzed Mannich reaction between tert-amines and silyl diazoenolates." Organic & Biomolecular Chemistry 15, no. 35 (2017): 7369–73. http://dx.doi.org/10.1039/c7ob01756a.

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17

Hammouda, M., A. S. El-Ahl, Y. M. El-Toukhee, and M. A. Metwally. "Reactions of Ketonic Mannich Bases with Malononitrile and Malononitrile dimer." Journal of Chemical Research 2002, no. 2 (2002): 89–94. http://dx.doi.org/10.3184/030823402103171258.

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The reaction of malononitrile with the tertiary Mannich base hydrochloride derived from acetophenone and some related compounds 1, 3, 5 and 7, in piperidine at 50°C afforded the pyrido[1,2-a]pyrimidine derivatives 2, tetrahydronaphthalene derivative 4 substituted quinolines 6 and benzopyran derivatives 8. While the condensation of malononitrile dimer with acetophenone, cyclohexanone and/ or α-tetralone Mannich bases hydrochloride 1, 3 and 9 gave the pyridine, isoquinoline and benzo[f]isoquinoline derivatives 10–12 in moderate to good yield.

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18

Bischoff, Kerstin, Ulrich Girreser, Dieter Heber, and Martin Schütt. "Two-Step Synthetic Approach to 6-Substituted Pyrido[2,3-d]pyrimidine(1H,3H)-2,4-diones from 6-Amino-, 6-Alkylamino-, and 6-Arylamino-1,3-dimethyluracils." Zeitschrift für Naturforschung B 61, no. 4 (2006): 486–94. http://dx.doi.org/10.1515/znb-2006-0415.

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The Mannich reaction of 7-aryl-5,6-dihydropyrido[2,3-d]pyrimidines 3, easily accessible by condensation of 6-amino-1,3-dimethyluracil (1) with Mannich bases 2a - c, gives rise to a mixture of 7-aryl-6-(N,N-dimethylaminomethyl)pyrido[2,3-d]pyrimidines 6 and 7 as well as 1,2-bis- (7-arylpyrido[2,3-d]pyrimidin-6-yl)ethane 13 the ratio of which depends on the reaction conditions and the amine used. 6-Alkylamino-1,3-dimethyluracils 15 - 18 were converted to the corresponding 5-(3-oxo-3-phenylpropyl)uracils 19 - 22 by condensation with the Mannich base 2a. Ring closure of 19 - 22 was performed by Vi

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19

Liu, Chao, Liangliang Song, Vsevolod A. Peshkov, and Erik V. Van der Eycken. "Transition metal-free selective C–S bond cleavage of Ugi-adducts for rapid preparation of peptidomimetics." Green Chemistry 24, no. 7 (2022): 2783–87. http://dx.doi.org/10.1039/d1gc04421d.

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20

He, Guiyuan, Shixuan Zhang, Liang Xu, et al. "C-8 Mannich base derivatives of baicalein display improved glucuronidation stability: exploring the mechanism by experimentation and theoretical calculations." RSC Advances 5, no. 109 (2015): 89818–26. http://dx.doi.org/10.1039/c5ra20213b.

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21

Afsah, Elsayed M., Saad S. Elmorsy, Soha M. Abdelmageed, and Zaki E. Zaki. "Synthesis of some new hydrazide-hydrazones related to isatin and its Mannich and Schiff bases." Zeitschrift für Naturforschung B 71, no. 11 (2016): 1147–57. http://dx.doi.org/10.1515/znb-2016-0130.

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AbstractThe hydrazide-hydrazones 6a–d and 7a, b were obtained by treating isatin (1) or its Mannich base 2 with hydrazides incorporating piperidine, morpholine, and piperazine units. The reaction of 1 and 2 with hydrazides related to triazenes having piperidine, morpholine, and 1,2,3,4-tetrahydroisoquinoline moieties gave 12a–c and 13a–c. Treatment of 1 and 2 with iminodiacetohydrazide (14) and ethylenediamine tetraacetohydrazide (18) afforded 15–17 and 19a, b, respectively. The Mannich reaction of the Schiff base 20 with formaldehyde and the appropriate hydrazide or bis(hydrazide) gave 21a, b

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22

Niño-Ramírez, Victor Alfonso, Zuly Jenny Rivera-Monroy, and Mauricio Maldonado. "C-2,8,14,20-tetra(propyl)-5,11,17,23-tetrakis(N–(piperidine)methyl)calix[4]resorcinarene." Molbank 2025, no. 1 (2025): M1973. https://doi.org/10.3390/m1973.

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Calix[4]resorcinarenes are polyhydroxylated macrocyclic compounds with four units of resorcinol. These compounds can be derivatized through modifications at the upper rim, allowing reactivity with secondary amines to produce Mannich base derivatives via Mannich-type aminomethylation reactions. In this paper, we report the reaction of C-tetra(propyl)calix[4]resorcinarene with piperidine in acetonitrile. The aminomethylated compound C-2,8,14,20-tetra(propyl)-5,11,17,23-tetrakis(N–(piperidine)methyl)calix[4]resorcinarene was obtained with a 52% yield, with an exact mass of 1044.6994 u and a mass

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23

Vasoya, S. L., P. T. Chovatia, D. H. Purohit, and H. S. Joshi. "Green chemistry approach to the synthesis of potentially bioactive aminobenzylated Mannich bases through active hydrogen compounds." Journal of the Serbian Chemical Society 70, no. 10 (2005): 1163–67. http://dx.doi.org/10.2298/jsc0510163v.

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An efficient and high yield method for the synthesis of aminobenzylated Mannich bases is described. The synthesis occurs in aqueous medium at 0 ?C. The compounds show moderate antitubercular and antimicrobial activities.

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24

Zheng, Yao, and Da-Ming Du. "Asymmetric Mannich/Cyclization Reaction of 2-Benzothiazolimines and 2-Isothiocyano-1-indanones to Construct Chiral Spirocyclic Compounds." Molecules 29, no. 13 (2024): 2958. http://dx.doi.org/10.3390/molecules29132958.

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An efficient and practical organocatalyzed asymmetric Mannich/cyclization tandem reaction strategy of 2-benzothiazolimines and 2-isothiocyanato-1-indanones was developed, and novel spirocyclic compounds containing benzothiazolimine and indanone scaffolds were obtained. This chiral thiourea-catalyzed Mannich/cyclization tandem reaction offers chiral spirocyclic compounds with continuous tertiary and quaternary stereocenters in good to high yields (up to 90%) with excellent diastereoselectivities (up to >20:1 dr) and enantioselectivities (up to 98% ee) at −18 °C. Additionally, the scaled-up s

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25

Korepin, A. G., P. V. Galkin, G. V. Lagodzinskaya, and L. T. Eremenko. "Vicinal N,C-difluorination of secondary polynitroalkylamine Mannich bases." Bulletin of the Academy of Sciences of the USSR Division of Chemical Science 40, no. 7 (1991): 1502–3. http://dx.doi.org/10.1007/bf00961268.

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26

Rueping, Magnus, and Nikita Tolstoluzhsky. "Copper Catalyzed C−H Functionalization for Direct Mannich Reactions." Organic Letters 13, no. 5 (2011): 1095–97. http://dx.doi.org/10.1021/ol103150g.

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27

Yu, Jin-Sheng, and Jian Zhou. "Organocatalytic enantioselective Mukaiyama–Mannich reaction of fluorinated enol silyl ethers and cyclic N-sulfonyl ketimines." Organic Chemistry Frontiers 3, no. 3 (2016): 298–303. http://dx.doi.org/10.1039/c5qo00407a.

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The first catalytic asymmetric Mukaiyama–Mannich reaction of fluorinated silyl enol ethers and ketimines is developed, allowing highly enantioselective synthesis of benzosultam based β-fluorinated C<sup>α</sup>-tetrasubstituted α-amino acid derivatives.

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28

Möhrle, H., E. Tot, and S. Rüdiger. "1.2.3.4-Tetrahydrochinoline als Substrate für Mannich-Verbindungen / 1.2.3.4-Tetrahydroquinolines as Substrates for Mannich Compounds." Zeitschrift für Naturforschung B 53, no. 7 (1998): 742–52. http://dx.doi.org/10.1515/znb-1998-0715.

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Abstract The product of the reaction of 1,2,3,4-tetrahydroquinoline (1) with 2-naphthol (2) and form aldehyde reported as the N -substituted tetrahydroquinoline 3 show s really the structure of the phenylogous bis-substituted tetrahydroquinoline 4. The function of 1, 6 -methyl-1,2,3,4-tetrahydroquinoline (9) and 1-methyl-1,2 ,3 ,4 -tetrahydroquinoline (17) as amines or C -nucleophilic compounds in Mannich condensations were examined .

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29

Möhrle, Hans, and Petra Arz. "Aminoalkylierung von Enhydrazinonen/ Aminoalkylation of Enhydrazinones." Zeitschrift für Naturforschung B 42, no. 8 (1987): 1035–46. http://dx.doi.org/10.1515/znb-1987-0819.

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AbstractEnhydrazinones. prepared from dimedone and N,N-disubstituted hydrazines, react with formaldehyde and secondary amines to C-aminoalkyl-derivatives, pyrazolinium betaines and methylenebis( enhydrazinones). With better yields the C-Mannich products result from the reaction with methyleniminium salts. The enhydrazinones give with two moles of formaldehyde and primary amines the corresponding tetrahydropyrimidines.

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30

Seebach, Dieter, Martin Schiess, and W. Bernd Schweizer. "On the Stereochemical Course of Asymmetric Mannich Reactions." CHIMIA 39, no. 9 (1985): 272. https://doi.org/10.2533/chimia.1985.272.

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In the TiCl4-mediated Mannich reaction, β-amino ketones are obtained with diastereoselectivities of 70-95%. The configuration of the major isomer obtained from benzaldehyde, piperidine, and cyclohexanone [2-(α-piperidinobenzyl)cyclohexanone 1] is shown by X-ray crystallography to be unlike (u, cf. Fig. 1). Thus, the trigonal centers combine to form the C–C bond with relative topicity like (lk, 3). Possible mechanisms of the reaction are briefly discussed.

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31

Bhatti, Huma, Rubina Rubina, Faisal Rashid, Sumera Zaib, Jamshed Iqbal, and Abdul Hameed. "Synthesis and antitumor activities of novel Mannich base derivatives derived from natural flavonoids." Natural Resources for Human Health 2, no. 2 (2022): 100–106. http://dx.doi.org/10.53365/nrfhh/141866.

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In our current study, a series of reactions with isolated natural flavonoids (2-phenylchromen-4-one) and flavanone (2,3-dihydro-2-phenylchromen-4-one) through Mannich base was carried out by a one-pot three-component reaction. Their structure-activity relationship study (SAR) reveals the anticancer activity of natural compounds and their Mannich bases. The flavones were substituted by imine at position C-8, while in the flavanones, the reaction takes place at positions C-8 and C-3. Spectroscopic techniques characterized all the isolated and newly synthesized derivatives. Anticancer activity wa

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32

Sultana, Shaheen, P. Pandian, and B. Rajkamal. "Microwave-Assisted Synthesis, Molecular Docking Studies and Biological Evaluation of Benzothiazole Containing Novel Indole Derivatives." Asian Journal of Chemistry 33, no. 11 (2021): 2755–61. http://dx.doi.org/10.14233/ajchem.2021.23404.

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The synthesis of novel indole derivatives 4a-o using a microwave assisted method via Schiff’s base and Mannich base reaction mechanism was described. Compounds 3a-c were synthesized via reaction of 2-amino benzothiazole with substituted isatin by Schiff base reaction mechanism. Also, indole derivatives 4a-o were synthesized via reaction of compounds 3a-c with substituted benzaldehydes by Mannich base reaction. The biological potentials of the newly synthesized indole derivatives were evaluated for their anthelmintic activity and in vitro anticancer activity by MTT assay. The anticancer activit

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33

Brzozowski, Martin, Jose A. Forni, G. Paul Savage та Anastasios Polyzos. "The direct α-C(sp3)–H functionalisation of N-aryl tetrahydroisoquinolines via an iron-catalysed aerobic nitro-Mannich reaction and continuous flow processing". Chemical Communications 51, № 2 (2015): 334–37. http://dx.doi.org/10.1039/c4cc07913b.

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An efficient nitro-Mannich type direct α-C(sp<sup>3</sup>)–H functionalisation of N-aryl-1,2,3,4-tetrahydroisoquinolines catalysed by simple iron salts in combination with O<sub>2</sub> as the terminal oxidant is described.

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34

Patel, Nalini, Vaishali Karkhanis, and Pinkal Patel. "Synthesis and Biological Evaluation of Some Piperazine Derivatives as Anti-Inflammatory Agents." Journal of Drug Delivery and Therapeutics 9, no. 4-s (2019): 353–58. http://dx.doi.org/10.22270/jddt.v9i4-s.3327.

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Some 1-((4-methylpiperazin-1yl)methyl)-1H-benzo[d]imidazole & 1-((4-phenylpiperazin-1yl)methyl)-1H-benzo[d]imidazole derivatives were synthesized through reaction of 1-substituted piperazines with different benzimidazole derivatives in methanol yielded the corresponding mannich bases (42-a to 42-i). All the synthesized compounds were elucidated by IR, 1H NMR and MASS spectroscopy. They were tested for anti-inflammatory activity using in-vivo (Carrageenan- induced rat paw edema model) method at a dose of 50mg/kg. result showed that compounds 42-c, 42-d and 42-h were found to be most potent

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35

GAMAL, A. AHMED. "Some Reactions of p-Nitrobenzal-o-methoxy-p-bromoacetophenone." Journal of Indian Chemical Society Vol. 72, Mar 1995 (1995): 181–83. https://doi.org/10.5281/zenodo.5901958.

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Chemistry Department, Faculty of Science, Zagazig University, Zagazig, Egypt <em>Manuscript received 12 March 1993, revised 20 October 1993, accepted 9 December 1993</em> Benzalacetophenone derivative (1) was allowed to react with hydrazines, hydroxylaminehydrochloride, thiourea and bromine to give Δ<sup>2</sup>-pyrazolines (2a,b), Δ<sup>2</sup>-isoxazoline (3), tetrahydropyrimidinethione derivative (4) and the chalcone dibromide' (5) respectively. Comopound 4 was reacted with hydrazinehydrate, acid hydrazides, phenylisocyanate and secondary amines (under Mannich reaction condi

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36

Hajare, Rahul. "Profile of Similarity of Electron Withdrawing Structure Towards Analgesic-Anti-Inflammatory Activity of The Novel Isatin Analogue: Design and Implementation of Phase I Drug Discovery." International Physiology Journal, no. 2 (May 3, 2018): 7–14. http://dx.doi.org/10.14302/issn.2578-8590.ipj-18-2113.

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Isatin (1H-indole-2,3-dione ) and derivatives demonstrate a diverse array of biological activities. Isatin and 5-halo derivatives has reacted to form the schiff’s bases , mannich bases and friedal craft alkylation’s to form C-C, C-N, C=N bonds. From the spectral studies, isatin has undergoes reaction at C-3 and N-1 position and synthesized lead in present schme and seen the similarity of structure and analgesic-anti-inflammatory activity.

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37

Isgor, Mehmet Mustafa, Altug Kucukgul, Muhammet Karaman, et al. "IN VITRO AND IN SILICO CYTOTOXICITY EVALUATION OF SOME ISATIN MANNICH BASES ON HUMAN MELANOMA CELLS." Journal of Applied Biological Sciences 16, no. 1 (2022): 102–14. https://doi.org/10.71336/jabs.968.

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Mannich bases tend to suppress cell proliferation in damaged tissues because of particular metal chelation properties. Amine components of isatin mannich bases - piperidine (P1), morpholine (P2) and N-methyl piperazine (P3) – were evaluated for their cytotoxicity potentials on melanoma cells. P1, P2 and P3 products were purified using crystallization and characterized by NMR. Human melanoma cells (G361) were produced in DMEM medium including 10% FBS, 1% penicillin/streptomycin at 37°C and 5% CO2 conditions. Compounds were applied to medium containers separated to 24 pieces plates as 1x105 mela

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Isgor, Kucukgul, Karaman, et al. "IN VITRO AND IN SILICO CYTOTOXICITY EVALUATION OF SOME ISATIN MANNICH BASES ON HUMAN MELANOMA CELLS." Apoptosis, cytotoxicity, isatin mannich bases, melanoma, molecular docking 16, no. 1 (2022): 102–14. https://doi.org/10.5281/zenodo.5826186.

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Mannich bases tend to suppress cell proliferation in damaged tissues because of particular metal chelation properties. Amine components of isatin mannich bases - piperidine (P1), morpholine (P2) and N-methyl piperazine (P3) – were evaluated for their cytotoxicity potentials on melanoma cells. P1, P2 and P3 products were purified using crystallization and characterized by NMR. Human melanoma cells (G361) were produced in DMEM medium including 10% FBS, 1% penicillin/streptomycin at 37°C and 5% CO<sub>2</sub> conditions. Compounds were applied to medium containers separated to 24 pieces

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39

Csuvik, Oszkár, Petra Barta, Antal Csámpai, and István Szatmári. "Fine-Tuned Reactivity of N-Containing Naphthol Analogues." International Journal of Molecular Sciences 23, no. 20 (2022): 12329. http://dx.doi.org/10.3390/ijms232012329.

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6-Hydroxyquinoline and 3-hydroxyisoquinoline as N-containing naphthol analogues were tested in modified Mannich reactions (mMr’s). In the case of 6-hydroxyquinoline, the outcomes of the attempted Mannich reactions were strongly influenced by the amine components. Aminoalkylation of this substrate with reagents 1-naphthaldehyde and N-benzylmethylamine led to the isolation of a diol regarded as a stabilised water adduct of an ortho-quinone methide (o-QM), of which formation can be ascribed to the presence of a hydroxide ion in a relatively higher concentration generated by the bulky and basic am

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40

Lipeeva, Alla V., Arkady O. Brysgalov, Tatyana G. Tolstikova, and Elvira E. Shults. "Synthesis, Transformations and Characterization of 8 Aminomethyl Substituted Umbelliferones as Probable Anti-Arrhythmic Agents." Current Bioactive Compounds 15, no. 1 (2019): 71–82. http://dx.doi.org/10.2174/1573407213666171030152601.

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Background: Coumarin and modified nitrogen heterocyclic nuclei show biological activity. Combining these into a hybrid molecule could lead to new pharmacological agents. A series of hybrid compounds combining coumarin and piperidine, piperazine, purine or tetrahydroisoquinoline moieties were synthesized and evaluated for anti-arrhythmic activity. Methods: The Mannich reaction of coumarins (peurutenicin, peucenol and 6-cyanoumbelliferrone) with formaldehyde and various amines, including several alkaloids – anabasine, theophylline or tetrahydroisoquinolines, proceeds by heating under reflux in d

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Rafaat, Mahmood Sherzad, Arzu Karatepe, Serhat Keser, Şule İnci, and Semih Dalkılıc. "In vitro Biological Evaluation of 1,2,4-triazole Mannich Base." BioMed Target Journal 1, no. 2 (2023): 22–30. http://dx.doi.org/10.59786/bmtj.123.

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Biological evaluation of a 1,2,4-triazole mannich base that has been synthesized for interesting behavior in medicinal chemistry, so it’s interesting to synthesize triazole derivatives and investigate their biological properties to evaluate their capacity in medicine. The aim of this study evaluate the antimicrobial, anticancer, and antioxidant activities of a 1,2,4-triazole Mannich base derivative and its power in the treatment of diseases. For antimicrobial activity four bacterial strains and one fungal strain based on the agar disc diffusion. While used two cancer cell lines for anticancer

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42

Mustafa Mahmood Mukhlif and May Mohammed Jawad Al-Mudhafar. "Synthesis, Characterization, and Preliminary Antimicrobial Evaluation of New Schiff Bases and Mannich Bases of Isatin." Iraqi Journal of Pharmaceutical Sciences( P-ISSN 1683 - 3597 E-ISSN 2521 - 3512) 32, Suppl. (2023): 156–63. http://dx.doi.org/10.31351/vol32isssuppl.pp156-163.

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Till now, isatin derivatives have received a lot of interest in organic and medicinal chemistry due to their significant biological and pharmacological activities. Schiff’s and Mannich bases of isatins are an effective group of heterocyclic derivatives that play a significant role in medicinal chemistry as antimicrobial agents. In light of these facts, new Schiff bases and Mannich bases of isatin were synthesized. The monomer Mannich bases; 3(a-e) have been synthesized by reacting isatin with different secondary amines, piperidine, morpholine, and pyrrolidine, dimethylamine, diphenylamine, sep

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Afsah, Elsayed M., Ez-el-Din M. Kandeel, Mona M. Khalifa, and Waleed M. Hammouda. "Mannich Bases as Synthetic Intermediates: Synthesis of 3- and 4-Functionalized 2-Pyrazolines." Zeitschrift für Naturforschung B 62, no. 4 (2007): 540–48. http://dx.doi.org/10.1515/znb-2007-0409.

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The reaction of styryl ketonic Mannich bases 2a - c with phenylhydrazine leads to 3-functionalized 2-pyrazolines 4 or 6 depending on the reaction conditions. 3-[β -(Arylamino)ethyl]-2-pyrazolines 8a,b were obtained via transamination between the methiodide salt 7 and primary arylamines. Treatment of 1-(p-anisyl)-1,2,5-tri(N-piperidino)pentan-3-one (11) with phenylhydrazine affords the 3,4-difunctionalized 2-pyrazoline 12. The reactions of the keto bases 19 or 21 with hydrazines lead to 4-functionalized 2-pyrazolines 20 and 22, the N-Mannich bases 23 and 24 are obtained from 22a. The synthesis

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Abdulridha, Maitham M., and Moayd N. Mohammed. "DESIGN, SYNTHESIS, CHARACTERIZATION, AND ANTIBACTERIAL ACTIVITY OF SOME NEW MANNICH BASES FROM ACETYLENE ETHER." Chemical Problems 23, no. 4 (2025): 580–91. https://doi.org/10.32737/2221-8688-2025-4-580-591.

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Some new Mannich bases 3a-3f were produced by the treatment of 4,4'-(phenylmethylene)bis((prop2-yn-1-yloxy)benzene) 2a-2f with acetylene ether in the presence of formaldehyde in ethanol. The 4,4'(((phenylmethylene)bis(4,1-phenylene))bis(oxy))bis(N,N-diethylbut-2-yn-1-amine) (Mannich bases) demonstrated anticancer efficacy through docking with the C-met tyrosine kinase receptor protein, evidenced by docking scores ranging from -3.58 to -5.0 kcal/mol, in comparison to the control Crizotinib value of -6.86 kcal/mol. The new compounds were assessed for their in vitro antibacterial activity by usin

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Mohrle, Hans, Thomas Platzek, Romanus Wille, and Detlef Wendisch. "Trisubstituted Cyclohexanes / Trisubstituted Cyclohexanes." Zeitschrift für Naturforschung B 40, no. 4 (1985): 524–33. http://dx.doi.org/10.1515/znb-1985-0415.

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C-Tertiarv vinylketones or the corresponding masked vinylketone derivatives react with pyrrolidin-2-one in the system sodium hydride.dimethylsulfoxide to substituted cyclohexanes of the 1,3.5- and sometimes additionally of the 1,2.4-type. Only acetophenone Mannich bases bearing a p-hydroxy or a dimethylamino group failed in cyclization.

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Shatat, Raid Saleh, and Shaik Kalimulla Niazi. "Using free radical polymerization and Mannich reaction, synthesis and characterization of cationic polyacrylamides having similar molecular weight but different charge densities." European Journal of Chemistry 9, no. 2 (2018): 79–83. http://dx.doi.org/10.5155/eurjchem.9.2.79-83.1684.

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Using free radical solution polymerization technique and Mannich reaction, five different polyacrylamides with similar molecular weight but variable charge densities were synthesized. High molecular weight polyacrylamides were synthesized using potassium persulfate and N,N,N',N'-tetramethylethylenediamine system as initiators. This was achieved by increasing the concentration of acrylamide monomer. They were then characterized by infrared spectroscopy, viscosity measurements and glass transition temperature measurement. These compounds with various cationic charge densities from 48.2, 161.7, 3

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Xu, Feng, Youping Tian, Jialin Sun, Kaihua Zhang, and Gaoqiang Li. "Catalyst-Free Synthesis of 3-(2-Quinolinemethylene)-Substituted Isoindolinones in Water." Synthesis 50, no. 11 (2018): 2255–65. http://dx.doi.org/10.1055/s-0037-1609491.

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A facile and environmentally benign approach toward the synthesis of novel 3-alkyl-substituted isoindolinones by three-component reactions of 2-formylbenzoic acids, primary amines and 2-methylazaarenes in water under catalyst- and additive-free conditions is described. This protocol features the direct construction of multiple C–N and C–C bonds via a tandem Mannich-type reaction and intramolecular cyclization in a one-pot fashion, affording the desired 3-(2-quinolinemethylene)-substituted isoindolinones in high to excellent yields.

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Jean, Alexandre, Jérôme Blanchet, Jacques Rouden, Jacques Maddaluno, and Michaël De Paolis. "An organocatalytic route to 2-heteroarylmethylene decorated N-arylpyrroles." Beilstein Journal of Organic Chemistry 9 (July 24, 2013): 1480–86. http://dx.doi.org/10.3762/bjoc.9.168.

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A concise and regioselective preparation of 2-heteroarylmethylene decorated N-arylpyrroles is described through a metal-free Mannich/Wittig/hydroamination sequence followed by isomerization of the N-arylpyrrolidine adducts. Furthermore, the C–H regioselective oxidation of these substrates is demonstrated, extending the molecular diversity and versatility of these scaffolds.

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Wilson, JG. "Phenolic Analogs of Amino Carboxylic Acid Ligands for 99mTc. 4. N-(2-Hydroxybenzyl)glycines (hbg)." Australian Journal of Chemistry 43, no. 7 (1990): 1283. http://dx.doi.org/10.1071/ch9901283.

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Ten tridentate ligands , N-(2-hydroxybenzyl) glycines ( hbg ) (5), were prepared by the Mannich reaction of a phenol with formaldehyde and glycine and/or by the reduction of the Schiff base of a substituted salicylaldehyde and glycine. In three instances the bis compounds (6b,c,i) were also formed by the first method.

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Rivera, Augusto, Jicli José' Rojas, Jaime Ríos-Motta, and Michael Bolte. "Crystal structure of 1,2-bis(6-bromo-3,4-dihydro-2H-benz[e][1,3]oxazin-3-yl)ethane: a bromine-containing bis-benzoxazine." Acta Crystallographica Section E Crystallographic Communications 72, no. 11 (2016): 1645–47. http://dx.doi.org/10.1107/s2056989016016509.

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The title benzoxazine molecule, C18H18Br2N2O2, was prepared by a Mannich-type reaction of 4-bromophenol with ethane-1,2-diamine and formaldehyde. The title compound crystallizes in the monoclinic space groupC2/cwith a centre of inversion located at the mid-point of the C—C bond of the central CH2CH2spacer. The oxazinic ring adopts a half-chair conformation. The structure is compared to those of other functionalized benzoxazines synthesized in our laboratory. In the crystal, weak C—H...Br and C—H...O hydrogen bonds stack the molecules along theb-axis direction.

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