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Journal articles on the topic 'Indazolo[1'

Author: Grafiati

Published: 3 June 2025

Last updated: 31 July 2025

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1

Lind, Natalie M., Natalie S. Joe, Brian S. Newell, and Aimee M. Morris. "High Yielding, One-Pot Synthesis of Bis(1H-indazol-1-yl)methane Catalyzed by 3d-Metal Salts." Reactions 3, no. 1 (2022): 59–69. http://dx.doi.org/10.3390/reactions3010005.

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Synthetic access to poly(indazolyl)methanes has limited their study despite their structural similarity to the highly investigated chelating poly(pyrazolyl)methanes and their potentially important indazole moiety. Herein is presented a high yielding, one-pot synthesis for the 3d-metal catalyzed formation of bis(1H-indazol-1-yl)methane from 1H-indazole utilizing dimethylsulfoxide as the methylene source. Complete characterization of bis(1H-indazol-1-yl)methane is given with 1H and 13C NMR, UV/Vis, FTIR, high resolution mass spectrometry and for the first time, single crystal X-ray diffraction.

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2

Chen, Dong-Mei, Jia-Yan Liu, Ming Wei, Bing-Wei Wang, Ruo-Han Chu, and Dong-Sheng Chen. "Synthesis of indazolo[5,4-b][1,6]naphthyridine and indazolo[6,7-b][1,6]naphthyridine derivatives." Heterocyclic Communications 25, no. 1 (2019): 15–21. http://dx.doi.org/10.1515/hc-2019-0006.

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AbstractA simple method for the synthesis of the title compounds by an efficient in-situ reduction and cyclization reactions of aromatic aldehydes, tert-butyl 2,4-dioxopiperidine-1-carboxylate and 5-nitro-1H-indazole or 6-nitro-1H-indazole was developed.

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3

Guan, Zong, Mimoza Gjikaj, and Andreas Schmidt. "2-Ethyl-1-phenylindazolium hexafluorophosphate. N-heterocyclic carbene formation, rearrangement, ring-cleavage reactions, and rhodium complex formation." Zeitschrift für Naturforschung B 70, no. 1 (2015): 83–89. http://dx.doi.org/10.1515/znb-2014-0188.

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Abstract2-Ethyl-1-phenylindazolium hexafluorophosphate was deprotonated by potassium 2-methyl-butan-2-olate to give theN-heterocyclic carbene of indazole, i.e., indazol-3-ylidene. ThisN-heterocyclic carbene undergoes a ring transformation to 9-ethylaminoacridine. Trapping of the carbene with sulfur, silver(I) oxide, and carbonylbis(triphenylphosphane)rhodium(I) chloride resulted in the formation of indazolethione, indazolone (X-ray structure analysis), and carbonylbis(triphenylphosphane)(2-ethyl-1-phenyl-1H-indazol-3-ylidene)rhodium(I) hexafluorophosphate (X-ray structure analysis), respective

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4

Alam, Ryan M., and John J. Keating. "Regioselective N-alkylation of the 1H-indazole scaffold; ring substituent and N-alkylating reagent effects on regioisomeric distribution." Beilstein Journal of Organic Chemistry 17 (August 2, 2021): 1939–51. http://dx.doi.org/10.3762/bjoc.17.127.

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The indazole scaffold represents a promising pharmacophore, commonly incorporated in a variety of therapeutic drugs. Although indazole-containing drugs are frequently marketed as the corresponding N-alkyl 1H- or 2H-indazole derivative, the efficient synthesis and isolation of the desired N-1 or N-2 alkylindazole regioisomer can often be challenging and adversely affect product yield. Thus, as part of a broader study focusing on the synthesis of bioactive indazole derivatives, we aimed to develop a regioselective protocol for the synthesis of N-1 alkylindazoles. Initial screening of various con

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5

Krishnan, Revathy, and Lalitha Appaswami. "CAN catalyzed synthesis of 1H-indazolotriones." Journal of Indian Chemical Society Vol. 92, Jun 2015 (2015): 857–59. https://doi.org/10.5281/zenodo.5636308.

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Department of Chemistry, Periyar University, Salem-636 011, Tamilnadu, India <em>E-mail</em> : lalitha2531@yahoo.co.in We have developed a potential method for the synthesis of biologically active<sup>1</sup> 2,2´-dimethyl-13-phenyl-2,3- dihydro-1<em>H</em>-indazolo[2,1-<em>b</em>]phthalazine-1,6,11(13<em>H</em>)-trione and its derivatives via an one-pot, four-component synthesis of phthalic anhydride, hydrazine, aromatic aldehydes and dimedone in the presence of ceric ammonium nitrate (CAN) at room temperature. The reaction was completed within 30 min yielding 70–90% of the corres

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6

Godajddr, Bijan, Masoumeh Etamad, and Soghra Soliemani. "Green synthesis and dye propertied of 2H-indazolo [2, 1-b] phthalazinetriones by PEG-MDIL." Oriental Journal of Chemistry 31, no. 2 (2015): 1231–36. http://dx.doi.org/10.13005/ojc/310283.

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7

S, Zine Babasaheb, Najan Sopan A, Dhonde Shrikant P, and Mazahar Farooqui. "Synthesis, Characterization and Biological Evaluation of Schiff's bases containing Indazole Moiety." Der Pharma Chemica 15, no. 3 (2023): 4. https://doi.org/10.5281/zenodo.13319875.

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Indazole containing derivatives represent one of the most important heterocycles in pharmaceuticals. Substituted indazole derivatives bear a variety of functional groups and display versatile biological activities. A series of new Indazolyl derivatives have been prepared from commercially available N-substituted-3-indazole carboxylic acid and methanol with sulphuric acid. Synthesis of these compounds proceeds through the formation of 1-ethyl-1H-indazole -3-carboxylate, by acidic esterification, then conveted in to 1-ethyl-1H-indazole -3-hydrazide using hyrdazine hydrate in ethanol at reflux te

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8

Babasaheb, S. Zine, A. Najan Sopan, and Farooqui Mazahar. "Synthesis, Characterization and Biological Evaluation of Schiff's bases containing Indazole Moiety." DER PHARMA CHEMICA 15, no. 3 (2023): 4. https://doi.org/10.4172/0975-413X.15.3.34-37.

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Indazole containing derivatives represent one of the most important heterocycles in pharmaceuticals. Substituted indazole derivatives bear a variety of functional groups and display versatile biological activities. A series of new Indazolyl derivatives have been prepared from commercially available N-substituted-3-indazole carboxylic acid and methanol with sulphuric acid. Synthesis of these compounds proceeds through the formation of 1-ethyl-1H-indazole -3-carboxylate, by acidic esterification, then conveted in to 1-ethyl-1H-indazole -3-hydrazide using hyrdazine hydrate in ethanol at reflux te

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9

S, Zine Babasaheb, Sopan A. Najan, Shrikant P. Dhonde, and Mazahar Farooqui. "Synthesis, Characterization and Biological Evaluation of Schiff's bases containing Indazole Moiety." Der Pharma Chemica 15, no. 3 (2023): 4. https://doi.org/10.5281/zenodo.10952012.

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Indazole containing derivatives represent one of the most important heterocycles in pharmaceuticals. Substituted indazole derivatives bear a variety of functional groups and display versatile biological activities. A series of new Indazolyl derivatives have been prepared from commercially available N-substituted-3-indazole carboxylic acid and methanol with sulphuric acid. Synthesis of these compounds proceeds through the formation of 1-ethyl-1H-indazole -3-carboxylate, by acidic esterification, then conveted in to 1-ethyl-1H-indazole -3-hydrazide using hyrdazine hydrate in ethanol at reflux te

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10

Saketi, Jagan Mohana Rao, S. N. Murthy Boddapati, Raghuram M., et al. "Pd(PPh3)4 Catalyzed Synthesis of Indazole Derivatives as Potent Anticancer Drug." Applied Sciences 10, no. 11 (2020): 3792. http://dx.doi.org/10.3390/app10113792.

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A series of 3-aryl indazoles and 1-methyl-3-aryl indazole derivatives are prepared with exceptional yields by coupling with several arylboronic acids and methylation by two dissimilar approaches. The as-prepared indazole derivatives (3a–3j) and their N-methyl derivatives (5a–5j) are evaluated for in vitro anticancer activity against two cancer cell lines, HCT-116 and MDA-MB-231. The results reveal that the indazole derivatives tested display mild to moderate anticancer activities against the cell lines tested.

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11

Dathu Reddy, Y., P. Praveen Kumar, B. Rama Devi, Venkata Ramana Reddy, and P. K. Dubey. "Four-Component Syntheses Of 1H-Pyrazolo [1, 2-B] Phthalazine and 2H-Indazolo [2, 1-B]Phthalazine-1, 6, 11(13H)-Triones In Water." Letters in Organic Chemistry 12, no. 999 (2015): 1. http://dx.doi.org/10.2174/1570178612666150526011425.

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12

Berber, Nurcan, Mustafa Arslan, Emre Yavuz, Cigdem Bilen, and Nahit Gencer. "Synthesis and Evaluation of New Phthalazine Urea and Thiourea Derivatives as Carbonic Anhydrase Inhibitors." Journal of Chemistry 2013 (2013): 1–8. http://dx.doi.org/10.1155/2013/742178.

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A new series of phthalazine substituted urea and thiourea derivatives were synthesized, and their inhibitory effects on the activity of purified human carbonic anhydrases (hCAs I and II) were evaluated. 2H-Indazolo[2,1-b]phthalazine-trione derivative(1)was prepared with 4-nitrobenzaldehyde, dimedone, and phthalhydrazide in the presence of TFA in DMF, and nitro group was reduced to amine derivative(2)with SnCl2·2H2O. The compound was reacted with isocyanates and isothiocyanates to get the final products(3a–p). The results showed that all the synthesized compounds inhibited the CA isoenzymes act

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13

Hao, Xue-chen, Jiu-fu Lu, Ye Chen, Yang Wang, Shi Ding, and Ju Liu. "Synthesis, Crystal Structure and Antitumour Activity of 3-Amino-N-(5-Fluoro-2-Methylphenyl)-4-Morpholino-1H-Indazole-1-Carboxamide." Journal of Chemical Research 41, no. 11 (2017): 624–26. http://dx.doi.org/10.3184/174751917x15065183733178.

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Compound 3-amino- N-(5-fluoro-2-methylphenyl)-4-morpholino-1 H-indazole-1-carboxamide has been synthesised by condensation of 4-fluoro-2-isocyanato-1-methylbenzene with 4-morpholino-1 H-indazol-3-amine, which was prepared from 2,6-difluorobenzonitrile by amination with morpholine and then cyclisation with hydrazine hydrate. The crystal structure of the title compound was determined. In addition, the compound inhibits proliferation of some cancer cell lines.

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14

Xie, Heng-Shen, Jun-qiang Wang, Ling Su, Jing-yang Lu, and Xiao-qian Zhao. "Crystal structure of 13-(4-fluorophenyl)-11,13-dihydro-1H-benzo[h]indazolo[6,7-b] [1, 6]naphthyridin-12(6H)-one — dimethylformamide — water (1/2/1), C29H31FN6O4." Zeitschrift für Kristallographie - New Crystal Structures 231, no. 2 (2016): 541–43. http://dx.doi.org/10.1515/ncrs-2015-0179.

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15

Ren, Demin, Guoqiang Kuang, Xiaolian Hu, and Xiaofang Li. "Synthesis of novel dispiro[indazole-5,3′-pyrrolidine-2′,3″-indole] derivatives via 1,3-dipolar cycloaddition of azomethine ylide." Journal of Chemical Research 41, no. 7 (2017): 427–29. http://dx.doi.org/10.3184/174751917x14981229444848.

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The 1,3-dipolar cycloaddition of azomethine ylide, generated in situ from isatin and sarcosine, to 5-arylmethylidene-1-phenyl-6,7-dihydro-1 H-indazol-4(5 H)-ones afforded novel 1′-methyl-4′-aryl-1-phenyl-6,7-dihydrodispiro[indazole-5,3′-pyrrolidine-2′,3″-indole]-2″,4(1 H,1″ H)-diones in moderate yields. The structures of all the products were characterised thoroughly by NMR, IR, HRMS, together with X-ray crystallographic analysis.

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16

Zhang, Shaowei, Demin Ren, Xiaolian Hu, Xingliang Fu, and Xiaofang Li. "Synthesis of Spiro Indazole-Tetrahydrothiophenes via Sulfa-Michael/Aldol Cascade Reactions." Journal of Chemical Research 41, no. 11 (2017): 641–44. http://dx.doi.org/10.3184/174751917x15094552081170.

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The sulfa-Michael/aldol cascade reaction of 5-arylmethylidene-1-phenyl-6,7-dihydro-1H-indazol-4(5H)-ones and 1,4-dithiane-2,5-diol yielded novel 2′-(4-aryl)-4′-hydroxy-1-phenyl-4′,5′,6,7-tetrahydro-2′H-spiro[indazole-5,3′-thiophen]-4(1H)-ones in moderate yields. The structures of all the products were characterised thoroughly by NMR, IR and HRMS, together with X-ray crystallographic analysis.

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17

Lu, Jiu-fu, Ling-xia Jin, Hong-guang Ge, et al. "Synthesis, Crystal Structure and Antitumour Activity of 4-(3-Amino-4-Morpholino-1H-Indazole-1-Carbonyl)Benzonitrile." Journal of Chemical Research 42, no. 6 (2018): 309–12. http://dx.doi.org/10.3184/174751918x15287920661730.

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The title compound, 4-(3-amino-4-morpholino-1 H-indazole-1-carbonyl)benzonitrile was synthesised by condensation of 4-cyanobenzoic acid with 4-morpholino-1 H-indazol-3-amine, which was prepared from 2,6-difluorobenzonitrile by amination with morpholine and then cyclisation with hydrazine hydrate. The crystal structure of the title compound was determined and the crystals belong to the monoclinic system, space group P21/ c. In addition, the compound showed some inhibition of the proliferation of some cancer cell lines.

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18

Guo, Shenghai, Lincong Sun, Xuzhuo Li, Xinying Zhang та Xuesen Fan. "Selective Synthesis of Indazolo[2,3‐ a ]quinolines via Rh(III)‐Catalyzed Oxidant‐Free [4+2] or [5+1] Annulation of 2‐Aryl‐2 H ‐indazoles with α ‐Diazo Carbonyl Compounds". Advanced Synthesis & Catalysis 362, № 4 (2020): 913–26. http://dx.doi.org/10.1002/adsc.201901422.

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19

Ji, Xiao-hui, Ling-xia Jin, Cai-bin Zhao, et al. "Synthesis, Crystal Structure and Antitumour Activity of 3-Amino-N-[4-chloro-3-(Trifluoromethyl)Phenyl]-4-Morpholino-1H-Indazole-1-Carboxamide." Journal of Chemical Research 42, no. 10 (2018): 504–7. http://dx.doi.org/10.3184/174751918x15380423621264.

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Compound 3-amino-N-[4-chloro-3-(trifluoromethyl)phenyl]-4-morpholino-1H-indazole-1-carboxamide has been synthesised by condensation of 1-chloro-4-isocyanato-2-(trifluoromethyl)benzene with 4-morpholino-1H-indazol-3-amine, which was prepared from 2,6-difluorobenzonitrile by amination with morpholine and then cyclisation with hydrazine hydrate. The crystal structure of the title compound was determined. In addition, the compound possesses a distinct inhibitory capacity against proliferation of the A549 and BGC-823 cancer cell lines.

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20

Petko, Kirill I., and Andrey A. Filatov. "N-Difluoromethylindazoles." Journal of Organic and Pharmaceutical Chemistry 20, no. 3 (2022): 3–11. http://dx.doi.org/10.24959/ophcj.22.265823.

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Aim. To study the possibility of the N-difluoromethylation and separation of 1-difluoromethyl and 2-difluoromethyl isomers of C-substituted indazoles, as well as some possibilities of functionalization of such molecules.Results and discussion. The N-difluoromethylation of indazole derivatives containing bromine, iodine, and nitro groups in various positions of the heterocyclic ring was studied. In all cases, the conditions for the separation of isomers – N-difluoromethylation products – in positions 1 and 2 were found. The corresponding amines, esters of carboxylic and boric acids were obtaine

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21

Balwe, Sandip Gangadhar, and Yeon Tae Jeong. "An approach towards the synthesis of novel fused nitrogen tricyclic heterocyclic scaffolds via GBB reaction." Organic & Biomolecular Chemistry 16, no. 8 (2018): 1287–96. http://dx.doi.org/10.1039/c7ob02933k.

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A concise and efficient one-pot synthesis of novel N-fused tricyclic derivatives has been developed by using the Groebke–Blackburn–Bienaymé (GBB) reaction, which involved the reaction of 3-amino-1H-indazoles, aldehydes and isonitriles to afford 2-aryl-5H-imidazo[1,2-b]indazol-3-amine derivatives via a formal [4 + 1] cycloaddition reaction.

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22

Lu, Jiu-fu, Xing-long Zhou, Yu-hang Xu, et al. "Synthesis, Crystal Structure, and Biological Activity of 3-Amino-4-Morpholino-N-[2-(Trifluoromethoxy)Phenyl]-1H-Indazole-1-Carboxamide." Journal of Chemical Research 41, no. 9 (2017): 526–28. http://dx.doi.org/10.3184/174751917x15033157981988.

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The title compound, 3-amino-4-morpholino- N-[2-(trifuoromethoxy)phenyl]-1 H-indazole-1-carboxamide has been synthesised by condensation of 1-isocyanato-2-(trifluoromethoxy)benzene with 4-morpholino-1 H-indazol-3-amine, which was prepared from 2,6-difluorobenzonitrile by amination with morpholine and then cyclisation with hydrazine hydrate. The crystal of the title compound belongs to the monoclinic system, space group P21/n with a = 11.0292(7) Å, b = 11.4332(8) Å, c = 15.6690(8) Å, α = 90°, β = 102.481(6)°, γ = 90°. In addition, the compound possesses distinct effective inhibition on the proli

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23

Saghdani, Nassima, Abdelali Chihab, Nabil El Brahmi, and Saïd El Kazzouli. "Synthesis and Characterization of Novel Indazole–Sulfonamide Compounds with Potential MAPK1 Inhibitory Activity for Cancer Treatment." Molbank 2024, no. 3 (2024): M1858. http://dx.doi.org/10.3390/m1858.

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Indazoles are a very important group of nitrogen-containing heterocycles with a wide range of biological and medicinal applications. These properties make them highly attractive for drug development, particularly when combined with sulfonamides to enhance their medicinal potential. In this work, we synthesized an indazole-based sulfonamide, namely the 1-((2-chloro-5-methoxyphenyl)sulfonyl)-5-nitro-1H-indazole (3). The reduction of the nitro group of 5-nitroindazole (1) to its corresponding amine was also performed to yield compound (4). Both compounds’ structures were elucidated using various

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24

Bui, Thi Thanh Cham, Hue Linh Luu, Thi Thanh Luong, et al. "An Alternative Method for Synthesizing N,2,3-Trimethyl-2H-indazol-6-amine as a Key Component in the Preparation of Pazopanib." Chemistry 6, no. 5 (2024): 1089–98. http://dx.doi.org/10.3390/chemistry6050063.

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Due to its application as an anti-cancer drug, pazopanib (1) has attracted the interest of many researchers, and several studies on pazopanib synthesis have been reported over the years. This paper provides a novel route for synthesizing N,2,3-trimethyl-2H-indazol-6-amine (5), which is a crucial building block in the synthesis of pazopanib from 3-methyl-6-nitro-1H-indazole (6). By alternating between the reduction and two methylation steps, compound 5 was obtained in a yield comparable (55%) to what has been reported (54%). It is noteworthy that the last step of N2-methylation also yielded N,N

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25

Wan, Yu, Chao Wang, Xiao-xiao Zhang, et al. "Regioselective Synthesis of Amino Substituted Indazolo[2,1-b]phthalazine-triones and Pyrazolo[1,2-b]phthalazine-2-carbonitriles Catalyzed by 2-1′-Methylimidazolium-3-yl-1-ethyl Sulfate." Journal of Heterocyclic Chemistry 51, S1 (2014): E77—E83. http://dx.doi.org/10.1002/jhet.1820.

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26

Wan, Yichao, Shengzhuo He, Wei Li, and Zilong Tang. "Indazole Derivatives: Promising Anti-tumor Agents." Anti-Cancer Agents in Medicinal Chemistry 18, no. 9 (2019): 1228–34. http://dx.doi.org/10.2174/1871520618666180510113822.

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Background: Currently, cancer continues being a dramatically increasing and serious threat to public health. Although many anti-tumor agents have been developed in recent years, the survival rate of patients is not satisfactory. The poor prognosis of cancer patients is closely related to the occurrence of drug resistance. Therefore, it is urgent to develop new anti-tumor agents to make up for the deficiency. Indazoles is an important class of heterocyclic compounds possessing a variety of biological activities, such as anti-tumor, anti-bacterial, antiinflammatory, anti-depressant and anti-hype

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27

Lopez, Maria Carmen, Rosa Maria Claramunt, and Paloma Ballesteros. "Synthesis of bis(indazolyl)alkanes from 1-(hydroxyalkyl)indazoles." Journal of Organic Chemistry 57, no. 19 (1992): 5240–43. http://dx.doi.org/10.1021/jo00045a043.

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28

Wan, Yu, Chao Wang, Xiao-xiao Zhang, et al. "ChemInform Abstract: Regioselective Synthesis of Amino Substituted Indazolo[2,1-b]phthalazine-triones and Pyrazolo[1,2-b]phthalazine-2-carbonitriles Catalyzed by 2-1′-Methylimidazolium-3-yl-1-ethyl Sulfate." ChemInform 46, no. 9 (2015): no. http://dx.doi.org/10.1002/chin.201509219.

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29

Jin, Tienan, Fan Yang, and Yoshinori Yamamoto. "Facile and efficient synthesis of indazole derivatives by 1,3-cycloaddition of arynes with diazo compounds and azomethine imides." Collection of Czechoslovak Chemical Communications 74, no. 6 (2009): 957–72. http://dx.doi.org/10.1135/cccc2009014.

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N-Unsubstituted indazoles 3 and 1-arylindazoles 4 are readily available in good to high yields through [3+2] cycloaddition of 2-(trimethylsilyl)aryl triflates 1 and diazo compounds in the presence of KF or CsF under mild reaction conditions. Furthermore, we found that azomethine imides also underwent cycloaddition reaction with 2-(trimethylsilyl)phenyl triflates (1a) in the presence of KF to afford indazolone derivatives 6 in moderate yields.

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30

Hamidinasab, Mahdia, and Akbar Mobinikhaledi. "Organoacid-Decorated NiFe2 O4 Nanoparticles: An Efficient Catalyst for Green Synthesis of 2H -Indazolo[2, 1-b]phthalazine-Triones and Pyrimido[1,2-a]benzimidazoles." ChemistrySelect 4, no. 1 (2019): 17–23. http://dx.doi.org/10.1002/slct.201802413.

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31

Keter, Frankline K., Margo J. Nell, Ilia A. Guzei, Bernard Omondi, and James Darkwa. "Anticancer Activities of bis(pyrazol-1-ylthiocarbonyl)disulfides against HeLa cells." Journal of Chemical Research 2009, no. 5 (2009): 322–25. http://dx.doi.org/10.3184/030823409x450453.

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Oxidation of the pyrazol-1-yldithiocarbamate compounds {[3,5-R2C3HN2CS2]- (R = H, Me} and indazol-1-lydithiocarbamate by iodine produces the sulfur-sulfur coupling compounds {R'C(S)S-S(S)CR'} (R’ = pyrazolyl, 3,5-dimethylpyrazolyl, indazolyl). All compounds were spectroscopically characterised, and, in some cases, structurally characterised. The X-ray structures reveal that these compounds contain a disulfide bridging the pyrazolylthiocarbonyl units. Two of the three disulfide compounds showed very good anticancer activities against HeLa cells at micromolar concentrations, with the most active

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32

Shekouhy, Mohsen, and Alireza Hasaninejad. "Ultrasound-promoted catalyst-free one-pot four component synthesis of 2H-indazolo[2,1-b]phthalazine-triones in neutral ionic liquid 1-butyl-3-methylimidazolium bromide." Ultrasonics Sonochemistry 19, no. 2 (2012): 307–13. http://dx.doi.org/10.1016/j.ultsonch.2011.07.011.

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33

Molina, Pedro, Aurelia Pastor, María Jesús Vilaplana, and Concepción Foces-Foces. "Vinyliminophosphorane-mediated preparation of 2-arylquinoline and 4-aryl-1-azaanthraquinone derivatives. X-Ray crystal structure of 1,2-dihydro-3H-indazolo[2,3-a]quinolin-4-one." Tetrahedron 51, no. 4 (1995): 1265–76. http://dx.doi.org/10.1016/0040-4020(94)01005-k.

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34

Reddymasu, Sreenivasulu, Hatti Islavathu, Venkata Sri Ranganath Kalluri, and Ramesh Raju Rudraraju. "Asymmetric hydrogenation of N-heterocycles with sodium cyanoborohydride and S-(–)-binol." Journal of Indian Chemical Society 93, Oct 2016 (2016): 1217–20. https://doi.org/10.5281/zenodo.5639391.

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Department of Chemistry, Acharya Nagarjuna University, Nagarjuna Nagar-522 510, Andhra Pradesh, India <em>E-mail</em> : rrrau1@gmail.com Department of Chemistry, Guru Ghasidas Viswavidyalaya (Central University), Bilaspur-495 009, Chhattisgarh, India <em>Manuscript received online 12 February 2016, accepted 22 May 2016</em> Asymmetric hydrogenation of indole-3-aldehydes, indazole-3-aldehyde and aza indole-3-aldehydes with sodium cyanoborohydride and S-binol under glac. acetic acid over a period of 1–2 h gave enantiomeric excess of 3-substituted 2,3-dihydro alcohols in good yields. This i

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35

Orozco-Guareño, E., J. Baudelio Campos, Maximiliano Bárcena-Soto, and Bernardo Zúñiga-Gutierrez. "Enthalpy of formation for indazoles (indazole, 1H-indazole-3-carboxylic acid, 1H-indazole-5-carboxylic acid, 1H-indazole-6-carboxylic acid and 1-methyl-1H-indazole-6-carboxylic methyl ester): experimental and theoretical studies." Journal of Thermal Analysis and Calorimetry 141, no. 2 (2019): 819–28. http://dx.doi.org/10.1007/s10973-019-09078-8.

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MOLINA, P., A. PASTOR, M. J. VILAPLANA, and C. FOCES-FOCES. "ChemInform Abstract: Vinyliminophosphorane-Mediated Preparation of 2-Arylquinoline and 4- Aryl-1-azaanthraquinone Derivatives. X-Ray Crystal Structure of 1,2- Dihydro-3H-indazolo(2,3-a)quinolin-4-one." ChemInform 26, no. 29 (2010): no. http://dx.doi.org/10.1002/chin.199529063.

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Safargalin, R. R., and R. R. Gataullin. "Ozonolysis Products of N-Mesyl- and N-Tosyl-2-(cycloalk-1-en-1-yl)anilines in the Synthesis of Benzo-Fused N,N-Heterocycles." Russian Journal of General Chemistry 95, no. 6 (2025): 1518–29. https://doi.org/10.1134/s1070363225601978.

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Abstract 5-[2-(N-Tosylamino)phenyl]-5-oxopentanoic acid was obtained by ozonation of N-tosyl-2-(cyclopent-1-en-1-yl)aniline followed by treatment of the reaction mixture with hydrogen peroxide in the presence of selenium dioxide. The reaction of the ozonation product of N-mesyl-2-(cyclohex-1-en-1-yl)aniline with hydroxylamine hydrochloride in isopropyl alcohol afforded 6-{2-[(methylsulfonyl)amino]phenyl}-6-oxohexanoic acid isopropyl ester, N-[2-(5-cyanopentanoyl)phenyl]methanesulfonamide, 6-(2-aminophenyl)-6-oxohexanoic acid N-mesylate and, presumably, N-mesyl-2-(2-oxocyclohex-1-yl)aniline in

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Tayebee, Reza, Malihe Jomei, Behrooz Maleki, Maryam Kargar Razi, Hojat Veisi, and Mohammad Bakherad. "A new natural based ionic liquid 3-sulfonic acid 1-imidazolopyridinium hydrogen sulfate as an efficient catalyst for the preparation of 2H-indazolo[2,1-b]phthalazine-1,6,11(13H)-triones." Journal of Molecular Liquids 206 (June 2015): 119–28. http://dx.doi.org/10.1016/j.molliq.2015.02.021.

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Jiang, Lilin, and Zumrat Druzhinin. "Preparation, characterization, and use of novel Cu@Fe3O4 MNPs in the synthesis of tetrahydrobenzimidazo[2,1-b]quinazolin-1(2H)-ones and 2H-indazolo[2,1-b]phthalazine-triones under solvent-free conditions." RSC Advances 9, no. 26 (2019): 15061–72. http://dx.doi.org/10.1039/c9ra01509d.

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Cu@Fe<sub>3</sub>O<sub>4</sub> MNPs as novel nanomagnetic reagents were prepared to investigate their catalytic behavior in the preparation of tetrahydrobenzimidazo[2,1-b]quinazolin-1(2H)-ones, as important biologically active compounds.

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Parameshwaraiah, Sindhu M., Zhang Xi, Akshay Ravish, et al. "Development of an Environment-Friendly and Electrochemical Method for the Synthesis of an Oxadiazole Drug-Scaffold That Targets Poly(ADP-Ribose)Polymerase in Human Breast Cancer Cells." Catalysts 13, no. 8 (2023): 1185. http://dx.doi.org/10.3390/catal13081185.

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The development of environment-friendly new Poly-adenosine diphosphate (ADP)-ribose Polymerase (PARP) inhibitors are highly essential because of their involvement in the survival of cancer cells. Therefore, a library of indazolyl-substituted-1,3,4-oxadiazoles known to inhibit PARP in cancer cells was synthesized by a green protocol. Furthermore, the cytotoxic effects of these compounds were evaluated in human MCF-7 breast cancer (BC) cells, which revealed that the compound 2-(3-bromo-4-nitrophenyl)-5-(1-methyl-1H-indazol-3-yl)-1,3,4-oxadiazole (8) inhibited viability with an IC50 value of 1.57

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Liu, Cuibo, Zhongxin Chen, Huan Yan, et al. "Expedient synthesis of E-hydrazone esters and 1H-indazole scaffolds through heterogeneous single-atom platinum catalysis." Science Advances 5, no. 12 (2019): eaay1537. http://dx.doi.org/10.1126/sciadv.aay1537.

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Unprotected E-hydrazone esters are prized building blocks for the preparation of 1H-indazoles and countless other N-containing biologically active molecules. Despite previous advances, efficient and stereoselective synthesis of these compounds remains nontrivial. Here, we show that Pt single atoms anchored on defect-rich CeO2 nanorods (Pt1/CeO2), in conjunction with the alcoholysis of ammonia borane, promotes exceptionally E-selective hydrogenation of α-diazoesters to afford a wide assortment of N-H hydrazone esters with an overall turnover frequency of up to 566 hours−1 upon reaction completi

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Mollineda-Diogo, Niurka, Sergio Sifontes-Rodríguez, María Magdalena Aguirre-García, et al. "3-Alkoxy-1-Benzyl-5-Nitroindazole Derivatives Are Potent Antileishmanial Compounds." International Journal of Molecular Sciences 25, no. 19 (2024): 10582. http://dx.doi.org/10.3390/ijms251910582.

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Indazoles have previously been identified as molecules with antiprotozoal activity. In this study, we evaluate the in vitro activity of thirteen 3-alkoxy-1-benzyl-5-nitroindazole derivatives (series D) against L. amazonensis, L. infantum, and L. mexicana. In vitro, cytotoxicity against mouse peritoneal macrophages and growth inhibitory activity in promastigotes were evaluated for all compounds, and those showing adequate activity and selectivity were tested against intracellular amastigotes. Transmission and scanning electron microscopy were employed to study the effects of 3-alkoxy-1-benzyl-5

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Saberi Biroon, Shabnam, Nahid Shajari, and Hooriye Yahyaei. "Green and efficient synthesis of 1 H ‐indazolo[1,2‐ b ] phthalazine‐1,6,11(13 H )‐triones using ZrO(NO 3 ) 2 .2H 2 O as a novel catalyst and theoretical study of synthesized compounds." Journal of Heterocyclic Chemistry 57, no. 6 (2020): 2433–45. http://dx.doi.org/10.1002/jhet.3959.

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Chattha, Fauzia Anjum, Fatima Naeem, and Soha Ahmad. "Effect of 3-Arylindazol -1-acetic acids on plants growth." Horticulture International Journal 8, no. 3 (2024): 77–82. https://doi.org/10.15406/hij.2024.08.00307.

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Background: Indazole are herbicides and are used widely but their acetic acids function s still detectable that might have some prominent effects on seed germination and growth of plants. A series of 3-arylindazole-1-acetic acids was done by alkylation of 3- aryl-1H-indazoles. Study Overview: These compounds were subjected to evaluate their biological action on wheat (Triticum aestivum) and sorghum (Sorghum bicolor) seeds germination along with early growth of seedlings. Key Findings: The results showed that these compounds are found to be depressant of seed germination hence can be successful

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Zaky, Omnyia Said, Maghraby Ali Selim, Manal Makboul Ebied, and Kamal Usef Sadek. "Glycerol: A Promising Benign Solvent for Catalyst‐free One‐pot Multi‐component Synthesis of 1 H ‐Pyrozolo[1,2‐ b ]phthalazine‐5,10‐diones and 2 H ‐Indazolo[2,1‐ b ]phthalazine‐triones Under Controlled Microwaves Irradiation." Journal of Heterocyclic Chemistry 56, no. 10 (2019): 2796–803. http://dx.doi.org/10.1002/jhet.3659.

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Yang, Jingya, Yunfen Bao, Hongyan Zhou, Tianyuan Li, Nana Li, and Zheng Li. "Highly Efficient Synthesis of N 1-Substituted 1H-Indazoles by DBU-Catalyzed Aza-Michael Reaction of Indazole with Enones." Synthesis 48, no. 08 (2016): 1139–46. http://dx.doi.org/10.1055/s-0035-1561334.

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El Brahmi, Nabil, Mohammed Benchidmi, El Mokhtar Essassi, Sonia Ladeira, and Lahcen El Ammari. "1-Allyl-6-nitro-1H-indazole." Acta Crystallographica Section E Structure Reports Online 68, no. 12 (2012): o3368. http://dx.doi.org/10.1107/s1600536812046478.

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Nascimento, José Edmilson Ribeiro do, Daniela Hartwig, Raquel Guimarães Jacob, and Márcio Santos Silva. "3-Isobutyl-5,5,7-tris(3-methylbut-2-en-1-yl)-1-phenyl-1,7-dihydro-4H-indazole-4,6(5H)-dione." Molbank 2022, no. 1 (2022): M1330. http://dx.doi.org/10.3390/m1330.

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Here we describe the functionalization of lupulone natural compound in obtaining 3-isobutyl-5,5,7-tris(3-methylbut-2-en-1-yl)-1-phenyl-1,7-dihydro-4H-indazole-4,6(5H)-dione. The lupulone-H-indazole derivative was prepared with 75% yield through the reaction between lupulone and phenyl-hydrazine employing SiO2/ZnCl2 (30% m/m) as a support solid in a solvent-free condition. Based on the possibilities of products, a complete NMR structural characterization of this lupulone-H-indazole was performed by 1H, 13C{1H}, COSY, HSQC and HMBC NMR experiments, showing an important contribution in producing

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Rao, T. N., Y. Prasanthi, Parvatamma Botsa, G. Kumara, and K. A. Rao. "A NEW METHOD DEVELOPMENT AND VALIDATION FOR RELATED SUBSTANCES OF GRANISETRON IN ACTIVE PHARMA INGREDIENT BY HPLC." INDIAN DRUGS 54, no. 07 (2017): 52–59. http://dx.doi.org/10.53879/id.54.07.10746.

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A simple and inexpensive method was developed using high performance liquid chromatography with PDA detection for determination of granisetron hydrochloride and related impurities (2-methyl-N- [(1R,3r,5S)-9-methyl-9-azabicyclo[3.3.1]non-3-yl]-2H-indazole-3-carboxamide, 1-Methyl-N-[(1R,3r,5S)- 9-methyl-9-azabicyclo[3.3.1]non-3-yl]-1H-indazole-3-carboxamide hydrochloride, N-[(1R,3r,5S)-9- azabicyclo[3.3.1]non-3-yl]-1-methyl-1H-indazole-3-carboxamide and 1-methyl-1H-indazole-3-carboxylic acid. The chromatographic separations were achieved on (250×4.6 mm), 5.0 μm make: Waters, Symmetry Shield C8 c

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Muñoz, Bianca K., Wilfried-Solo Ojo, Kane Jacob, et al. "Perfluorinated 1H-indazoles and hydrotris(indazol-1-yl)borates. Supramolecular organization and a new synthetic procedure to form scorpionate ligands." New J. Chem. 38, no. 6 (2014): 2451–61. http://dx.doi.org/10.1039/c4nj00136b.

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