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Journal articles on the topic '4-chloroquinoline'

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Published: 4 June 2025

Last updated: 1 August 2025

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1

Motiwala, Hashim F., Raj Kumar, and Asit K. Chakraborti. "Microwave-Accelerated Solvent- and Catalyst-Free Synthesis of 4-Aminoaryl/alkyl-7-chloroquinolines and 2-Aminoaryl/alkylbenzothiazoles." Australian Journal of Chemistry 60, no. 5 (2007): 369. http://dx.doi.org/10.1071/ch06391.

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An efficient synthesis of 4-aminoaryl/alkyl-7-chloroquinolines and 2-aminoaryl/alkylbenzothiazoles has been developed by microwave-accelerated regioselective aromatic nucleophilic substitution of 4,7-dichloroquinoline and 2-chlorobenzothiazole with aromatic and aliphatic amines under solvent-free conditions in the absence of any added protic or Lewis acid catalyst. Chemoselective reaction with the amino group in preference to the phenolic hydroxy group was observed. Thus, the treatment of 4,7-dichloroquinoline (1 equiv.) with a mixture of aniline (2 equiv.) and phenol (2 equiv.) afforded exclu

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2

Le, Trong Duc, Ngoc Nam Pham, and Tien Cong Nguyen. "Preparation and Antibacterial Activity of Some New 4-(2-Heterylidenehydrazinyl)-7-chloroquinoline Derivatives." Journal of Chemistry 2018 (2018): 1–7. http://dx.doi.org/10.1155/2018/4301847.

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N-(4-Substituted phenyl)acetamides, which were prepared from acetic anhydride and p-substituted anilines, were utilized as precursors for reactions to Vilsmeier-Haack reagent to form 6-substituted-2-chloroquinoline-3-carbaldehydes 3a–c. Meanwhile, a similar reagent was applied to 1-[1-(4-substituted phenyl)ethylidene]-2-phenylhydrazines as substrates, which were synthesized from phenylhydrazine hydrochloride and p-substituted acetophenones, and 1,3-diarylpyrazole-4-carbaldehydes 3d–f were observed as a result. Reactions between the aldehydes 3a–f and 7-chloro-4-hydrazinylquinoline 2, obtained

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3

Barlin, GB, SJ Ireland, TMT Nguyen, B. Kotecka, and KH Rieckmann. "Potential Antimalarials. XVIII. Some Mono- and Di-Mannich Bases of 3-[7-Chloro(and trifluoromethyl)quinolin-4-ylamino]phenol." Australian Journal of Chemistry 46, no. 11 (1993): 1685. http://dx.doi.org/10.1071/ch9931685.

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Syntheses are reported for mono- and di-Mannich base derivatives of 3-[7-chloro(and trifluoro-methyl)quinolin-4-ylamino]phenols by Mannich reaction on 3-[7-chloro(and trifluoromethyl )-quinolin-4-ylamino]phenols or by condensation of Mannich base derivatives of 3-aminophenol, prepared from 3-nitrophenol, with the appropriate 4-chloroquinoline. The antimalarial activity of 3-(7′-chloroquinolin-4′-ylamino)-2,6-bis[ pyrrolidin-1″-ylmethyl -(or piperidin-1″-ylmethyl)]phenol against the FC-27 isolate of Plasmodium falciparum was comparable to that of chloroquine, and it was not significantly dimini

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4

Kit, O. I., V. I. Minkin, E. A. Lukbanova, et al. "Evaluation of the cytotoxic activity and toxicity of a tropolone derivative with a potential antitumor effect." Bulletin of Siberian Medicine 21, no. 2 (2022): 60–66. http://dx.doi.org/10.20538/1682-0363-2022-2-60-66.

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The aim. To study the toxicity of 2-(6,8-dimethyl-5-nitro-4-chloroquinoline-2-yl)-5,6,7-trichloro-1,3-tropolone in vitro and in vivo.Materials and methods. 2-(6,8-dimethyl-5-nitro-4-chloroquinoline-2-yl)-5,6,7-trichloro-1,3-tropolone was synthesized using a method for expanding the o-quinone cycle during the reaction between 5-nitro-2,6,8-trimethyl4-chloroquinoline and 3,4,5,6-tetrachloro-1,2-benzoquinone while boiled in dioxane. An in vitro experiment was carried out in the human A549 cell line. Cell viability was assessed using the MTT colorimetric assay by reducing the optical density of th

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5

Devi, Kavita, Yumna Asmat, Sonika Jain, Swapnil Sharma, and Jaya Dwivedi. "An Efficient Approach to the Synthesis of Novel Oxazolidinones as Potential Antimicrobial Agents." Journal of Chemistry 2013 (2013): 1–5. http://dx.doi.org/10.1155/2013/252187.

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Oxazolidinone, either mononuclear or condensed with other heterocyclics, has established its importance in medicinal chemistry. A variety of biological activities have been reported by oxazolidinone derivatives. The present work describes the synthesis of several oxazolidinone derivatives, 3-(2-(7-chloroquinoline-4-ylamino)ethyl)-2-imino-5-(4-chloro/nitro/methoxy benzylidene)oxazolidin-4-one 4(a–c) and 4-(2-(7-chloroquinolin-4-ylamino)ethyl)-2(4-chloro/nitro/methoxy-benzylidene)-1,6-diox-4,9-di-azaspiro[4,4]nonane-3,8-dione 5(a–c). Synthesized compounds (1, 3, 4a, 5a, and 5c) were screened aga

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6

da Silva, Manuel A. V. Ribeiro, Maria Agostinha R. Matos, and Luísa M. P. F. Amaral. "Standard molar enthalpies of formation of 2-chloroquinoline, 4-chloroquinoline, 6-chloroquinoline and 4,7-dichloroquinoline by rotating-bomb calorimetry." Journal of Chemical Thermodynamics 38, no. 1 (2006): 49–55. http://dx.doi.org/10.1016/j.jct.2005.03.011.

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7

Baumer, Vyacheslav N., Oleg V. Shishkin, Igor V. Ukrainets, Svetlana G. Taran, and Jaradat Nidal Amin. "Ethyl 4-butylamino-2-chloroquinoline-3-carboxylate." Acta Crystallographica Section E Structure Reports Online 57, no. 3 (2001): o254—o255. http://dx.doi.org/10.1107/s1600536801002276.

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8

Kumara, Tholappanavara H. Suresha, Gopalpur Nagendrappa, Nanjappa Chandrika, et al. "Reactions between arylhydrazinium chlorides and 2-chloroquinoline-3-carbaldehydes: molecular and supramolecular structures of a hydrazone, a 4,9-dihydro-1H-pyrazolo[3,4-b]quinoline and two 1H-pyrazolo[3,4-b]quinolines." Acta Crystallographica Section C Structural Chemistry 72, no. 9 (2016): 670–78. http://dx.doi.org/10.1107/s205322961601278x.

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Hydrazone derivatives exhibit a wide range of biological activities, while pyrazolo[3,4-b]quinoline derivatives, on the other hand, exhibit both antimicrobial and antiviral activity, so that all new derivatives in these chemical classes are potentially of value. Dry grinding of a mixture of 2-chloroquinoline-3-carbaldehyde and 4-methylphenylhydrazinium chloride gives (E)-1-[(2-chloroquinolin-3-yl)methylidene]-2-(4-methylphenyl)hydrazine, C17H14ClN3, (I), while the same regents in methanol in the presence of sodium cyanoborohydride give 1-(4-methylphenyl)-4,9-dihydro-1H-pyrazolo[3,4-b]quinoline

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9

Singh, Jay Bahadur, Kalpana Mishra, Tanu Gupta, and Radhey M. Singh. "Copper-catalyzed cascade reaction: synthesis of pyrimido[4,5-b]quinolinones from 2-chloroquinoline-3-carbonitriles with (aryl)methanamines." New Journal of Chemistry 42, no. 5 (2018): 3310–14. http://dx.doi.org/10.1039/c7nj04689h.

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Cu-catalyzed cascade reaction of 2-chloroquinoline-3-carbonitriles with benzyl amines using sodium hydroxide in aerobic atmosphere has been developed for the synthesis of pyrimido[4,5-b]quinoline-4-ones.

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10

Gomes, Ligia R., John Nicolson Low, James L. Wardell, Laura N. de F. Cardoso та Marcus V. N. De Souza. "Substituted 4-alkoxy-7-Cl-quinolines exhibiting π–π stacking". Acta Crystallographica Section C Crystal Structure Communications 69, № 2 (2013): 191–94. http://dx.doi.org/10.1107/s0108270113001510.

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The molecules of 4-allyloxy-7-chloroquinoline, C12H10ClNO, (I), 7-chloro-4-methoxyquinoline, C10H8ClNO, (II), and 7-chloro-4-ethoxyquinoline, C11H10ClNO, (III), are all planar. In all three structures, π–π interactions between the quinoline ring systems are generated by unit-cell translations along theaaxes, irrespective of space group. These structures are the first reported for 4-alkoxyquinolines.

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11

Bonyad, Ali Moin. "Synthesis of Chalcones from Acetone and tetrazole and 2-acetyl naphthalene Assisted by Microwave." Engineering and Technology Quarterly Reviews 3, no. 1 (2020): 16–22. https://doi.org/10.5281/zenodo.3686827.

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In the present study, we understood the total synthesis one chalcone derivative via Claisen-Schmidt condensation of the respective aldehydes and ketones using Microwave assisted irradiation method. In the microwave environment, chemical reactions usually proceed faster and give higher yields with fewer by- products. In the synthesis, a common aldehyde namely tetrazolo {1, 5-a} quinoline-4-carbaldehyde was used while the ketones used were respectively acetone, 2- acetyl Naphthalene. The Chalcone synthesised from Tetrazolo {1, 5-a} quinolone-4-carbaldehyde and acetone was 4-(tetrazolo {1, 5-a} q

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12

Mekheimer, Ramadan A., Mariam A. Al-Sheikh, Hanadi Y. Medrasi, Ghayah A. Bahatheg, and Kamal U. Sadek. "Chloroquinoline-3-carbonitriles: Synthesis and Reactions." Current Organic Chemistry 23, no. 7 (2019): 823–51. http://dx.doi.org/10.2174/1385272823666190516120946.

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We herein describe the first review which aims to focus soberly the various synthetic methods and chemical reactions of chloroquinoline-3-carbonitrile derivatives. The reactions are subdivided into groups that cover reactions of chloro substituent at 2 or 4 and 2,4 positions, as well as cyano substituent at 3 position and reactions which involve both groups. Most types of reactions have been successfully applied and used in the production of biologically active compounds.

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13

Komarova, E. F., E. A. Lukbanova, E. A. Dzhenkova, et al. "Immunohistochemical assessment of possible anticancer effect mechanisms of 2-(6,8-dimethyl-5-nitro-4-chloroquinoline-2-yl)- 5,6,7-trichloro-1,3-tropolone in PDX models of lung cancer." South Russian Journal of Cancer 4, no. 1 (2023): 6–13. http://dx.doi.org/10.37748/2686-9039-2023-4-1-1.

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Purpose of the study. Evaluation of the expression of immunohistochemical tumor markers Ki-67, b-catenin, Bcl-2, P53, connexin 32 and connexin 43 when using 2-(6,8-dimethyl-5-nitro-4-chloroquinoline-2-yl)-5,6,7-trichloro-1,3-tropolone in mice with xenographs of squamous cell lung cancer.Materials and methods. Subcutaneous PDX models of human squamous cell lung cancer were created in immunodeficient BALB/c Nude mice. A fragment of the patient’s tumor (3 × 3 × 3 mm) was implanted subcutaneously in the right thigh of a previously anesthetized mouse. 200 μl of 2-(6,8-dimethyl-5-nitro-4-chloroquino

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14

Lukbanova, Ekaterina A., Elena A. Dzhenkova, Marina A. Engibaryan, et al. "Assessment of antitumor effect of 2-(6,8-dimethyl-5-nitro-4-chloroquinoline-2-yl)-5,6,7-trichloro-1,3-tropolone in subcutaneous xenografts of A-549 tumor cell culture." Journal of Clinical Oncology 40, no. 16_suppl (2022): e20520-e20520. http://dx.doi.org/10.1200/jco.2022.40.16_suppl.e20520.

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e20520 Background: The aim of the study was an assessment of antitumor effect of 2-(6,8-dimethyl-5-nitro-4-chloroquinoline-2-yl)-5,6,7-trichloro-1,3-tropolone for subcutaneous xenografts of A-549 lung tumor cells in immunodeficient Balb/c Nude mice. Methods: 2-(6,8-dimethyl-5-nitro-4-chloroquinoline-2-yl)-5,6,7-trichloro-1,3-tropolone is a new compound in the series of 2-quinoline-2-yl-1,3-tropolone derivatives. The study included 50 immunodeficient Balb/c Nude mice divided into 5 groups depending on the dosage of the studied substance (0.0055; 0.055; 0.55 and 2.75 mg/g). The A-549 cells of lu

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15

Khidre, Rizk E., Tahah A. Ameen, and Mounir A. I. Salem. "Tetrazoloquinolines: Synthesis, Reactions, and Applications." Current Organic Chemistry 24, no. 4 (2020): 439–64. http://dx.doi.org/10.2174/1385272824666200217095341.

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This review summarizes the synthesis, reactions, and biological activities of tetrazolo[1,5-a]quinoline derivatives. These derivatives were synthesized by several methods such as i) from the reaction of 2-chloroquinoline with sodium azide ii) from diazotization 2-hydrazinylquinoline derivatives, and iii) from intramolecular cyclocondensation of 2-azidoarylidenes. Also, the chemical reactions and pharmacological activities of some tetrazoloquinolines such as tetrazolo[1,5-a]quinoline-4-carbaldehyde, 5-chlorotetrazolo[ 1,5-a]quinoline, 4-(chloromethyl)tetrazolo[1,5-a]quinoline, tetrazolo[1,5- a]

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16

Romanov, V. V., Ya P. Nizhnik, and A. D. Fofanov. "Conformational and structural analysis of bis(4-chloroquinoline-N-oxide)hydrogen tribromide." Journal of Structural Chemistry 56, no. 2 (2015): 365–69. http://dx.doi.org/10.1134/s0022476615020237.

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17

Mekheimer, Ramadan Ahmed, Afaf Mohamed Abdel Hameed, Saeed Mohamed Refaey, Mohamed Ashry Ibrahim, Kamal Usef Sadek, and Anamik Shah. "Fused Quinoline Heterocycles IX: First Example of a 3,4-Diamino-1H-pyrazolo[4,3-c]quinoline and a 3-Azido-1H-1,2,4,5,6,6a-hexaazabenzo[a]indacene." Zeitschrift für Naturforschung B 64, no. 8 (2009): 973–79. http://dx.doi.org/10.1515/znb-2009-0813.

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4-Alkylamino-2-chloroquinoline-3-carbonitriles 4a - c react with NaN3 to give the corresponding tetrazolo[1,5-a]quinoline-4-carbonitriles 5a - c which are converted into 2-amino-quinoline-3-carbonitriles 8a - c by reaction with PPh3 via an iminophosphorane and subsequent hydrolysis. On the other hand, the new 3,4-diamino-1H-pyrazolo[4,3-c]quinoline (11) was prepared by fusion of the aminoquinolines 8a - c with hydrazine hydrate. Diazotization of 11 followed by reaction with NaN3 yielded the novel tetracyclic ring system 3-azido-1H-1,2,4,5,6,6a-hexaazabenzo[a]indacene (13)

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18

Coghi, Paolo, Jerome P. L. Ng, Ali Adnan Nasim, and Vincent Kam Wai Wong. "N-[7-Chloro-4-[4-(phenoxymethyl)-1H-1,2,3-triazol-1-yl]quinoline]-acetamide." Molbank 2021, no. 2 (2021): M1213. http://dx.doi.org/10.3390/m1213.

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The 1,2,3-triazole is a well-known biologically active pharmacophore constructed by the copper-catalyzed azide–alkyne cycloaddition. We herein reported the synthesis of 4-amino-7-chloro-based [1,2,3]-triazole hybrids via Cu(I)-catalyzed Huisgen 1,3-dipolar cycloaddition of 4-azido-7-chloroquinoline with an alkyne derivative of acetaminophen. The compound was fully characterized by Fourier-transform infrared (FTIR), proton nuclear magnetic resonance (1H-NMR), carbon-13 nuclear magnetic resonance (13C-NMR), heteronuclear single quantum coherence (HSQC), ultraviolet (UV) and high-resolution mass

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19

Yun, Xiaoyun, Yuhan Xie, Jerome P. L. Ng, Betty Yuen Kwan Law, Vincent Kam Wai Wong, and Paolo Coghi. "2-Bromo-3-((1-(7-chloroquinolin-4-yl)-1H-1,2,3-triazol-4-yl)-methoxy)-benzaldehyde." Molbank 2022, no. 1 (2022): M1351. http://dx.doi.org/10.3390/m1351.

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The 1,2,3-triazole ring system can be easily obtained by copper-catalyzed click reaction of azides with alkynes. 1,2,3-Triazole exhibits a myriad of biological activities, including antimalarial, antibacterial, and antiviral activities. We herein reported the synthesis of quinoline-based [1,2,3]-triazole hybrid via Cu(I)-catalyzed click reaction of 4-azido-7-chloroquinoline with alkyne derivative of 2-bromobenzaldehyde. The compound was fully characterized by proton nuclear magnetic resonance (1H-NMR), carbon-13 nuclear magnetic resonance (13C-NMR), heteronuclear single quantum coherence (HSQC

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20

Kim, Chun-Hyung, Pierre Leblanc, and Kwang-Soo Kim. "4-amino-7-chloroquinoline derivatives for treating Parkinson’s disease: implications for drug discovery." Expert Opinion on Drug Discovery 11, no. 4 (2016): 337–41. http://dx.doi.org/10.1517/17460441.2016.1154529.

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21

Le Gall, Erwan, Corinne Gosmini, Jean-Yves Nédélec, and Jacques Périchon. "Cobalt-catalyzed electrochemical cross-coupling of functionalized phenyl halides with 4-chloroquinoline derivatives." Tetrahedron Letters 42, no. 2 (2001): 267–69. http://dx.doi.org/10.1016/s0040-4039(00)01936-5.

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22

Navaneetham, N. S., N. Rajasekar, R. Kalyanasundaram, and S. Soundararajan. "Lanthanide perchlorate complexes of 4-chloroquinoline-1-oxide and 5-chloroisoquinoline-2-oxide." Inorganica Chimica Acta 128, no. 2 (1987): 277–82. http://dx.doi.org/10.1016/s0020-1693(00)86558-5.

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23

PONOMAREV, I. I., O. V. SHISHKIN, S. V. LINDEMAN, and YU V. VOLKOVA. "ChemInform Abstract: Synthesis and Structure of 2,3-Trimethylene-4-phenyl-6-chloroquinoline (III)." ChemInform 28, no. 3 (2010): no. http://dx.doi.org/10.1002/chin.199703194.

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24

Sangula, Vara Satish, and Paul Douglas Sanasi. "Green Synthesis of N-Aryl, 2-(Chloroquinoline)-4-Thiazolidinone Derivatives using Magnetically Separable Copper Oxide Nano Particles and their Anti-Cancer Activity Studies." Research Journal of Chemistry and Environment 27, no. 12 (2023): 12–23. http://dx.doi.org/10.25303/2712rjce012023.

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Multi-component one-pot synthesis of biologically active heterocyclic compounds has been prevailing as a potential methodology to meet the therapeutic requirements of the pharmaceutical industry. On this background, a facile one-pot green synthesis of Nsubstitutedaryl- 2-(chloroquinoline)-4-thiazolidinone derivatives (4a-h) was conducted with a mixture of 2- chloroquinoline-3-carbaldehyde (1), thioglycolic acid (2) and various aromatic amines (3a-h). The reaction involved cyclo-condensation mechanism catalyzed by the synthesized CuO NPs which were obtained through hydrothermal method. These NP

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25

Zadsirjan, Vahideh, Sayyed Jalil Mahdizadeh, Majid M. Heravi, and Masumeh Heydari. "Synthesis of novel N-functionalized 4-aryl-tetrahydrobiquinoline-2,5-(1H,3H)-diones via one-pot three-component reaction: a joint experimental and computational study." Canadian Journal of Chemistry 96, no. 12 (2018): 1071–78. http://dx.doi.org/10.1139/cjc-2017-0564.

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A novel series of N-functionalized 4-aryl-tetrahydrobiquinoline-2,5-(1H,3H)-diones were synthesized in high yields by a one-pot three-component reaction involving 2-chloroquinoline-3-carbaldehydes, Meldrum’s acid, and enaminones (dimedone-based enaminones) in the presence of K2CO3 in CH3CN under reflux condition. To gain a deep insight on the mechanism of the reaction, an extensive series of quantum mechanics calculations in the framework of density functional theory (DFT) were carried out for supporting the suggested reaction pathway.

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26

Peng, Lizeng, Tao Zhang, Ying Li, and Yulin Li. "SYNTHESIS OF PYRAZOLE DERIVATIVES 4(1H)-QUINOLONE AND 4-CHLOROQUINOLINE BY THERMOLYSIS OF ARYLAMINOMETHYLENE MELDRUM's ACID DERIVATIVE." Synthetic Communications 32, no. 5 (2002): 785–91. http://dx.doi.org/10.1081/scc-120002520.

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27

M, Heravi; Majid, V. Zadsirjan, S.J. Mahdizadeh, and M. Heydari. "Synthesis of novel N -functionalized 4-aryl-tetrahydrobiquinoline-2,5-(1 H,3 H)-diones via one-pot three-component reaction: A joint experimental and computational study." Canadian Journal of Chemistry 96, no. 12 (2018): 1071–78. https://doi.org/10.1139/cjc-2017-0564.

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A novel series of N-functionalized 4-aryl-tetrahydrobiquinoline-2,5-(1H,3H)-diones were synthesized in high yields by a one-pot three-component reaction involving 2-chloroquinoline-3-carbaldehydes, Meldrum's acid, and enaminones (dimedone-based enaminones) in the presence of K<sub>2</sub>CO<sub>3</sub> in CH<sub>3</sub>CN under reflux condition. To gain a deep insight on the mechanism of the reaction, an extensive series of quantum mechanics calculations in the framework of density functional theory (DFT) were carried out for supporting the suggested reaction pathway.

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Fai, Leong Ka, Margrate Anyanwu, Jiang Ai, et al. "4-(4-(((1H-Benzo[d][1,2,3]triazol-1-yl)oxy)methyl)-1H-1,2,3-triazol-1-yl)-7-chloroquinoline." Molbank 2022, no. 3 (2022): M1404. http://dx.doi.org/10.3390/m1404.

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The 1,2,3-triazole ring system can be easily obtained by widely used copper-catalyzed click reaction of azides with alkynes. 1,2,3-triazole exhibits myriad of biological activities, including antibacterial antimalarial, and antiviral activities. We herein reported the synthesis of quinoline-based [1,2,3]-triazole hybrid derivative via Cu(I)-catalyzed click reaction of 4-azido-7-chloroquinoline with alkyne derivative of hydroxybenzotriazole (HOBt). The compound was fully characterized by proton nuclear magnetic resonance (1H-NMR), carbon-13 nuclear magnetic resonance (13C-NMR), correlated spect

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29

Šegan, Sandra, Igor Opsenica, Mario Zlatović, Dušanka Milojković-Opsenica, and Bogdan Šolaja. "Quantitative structure retention/activity relationships of biologically relevant 4-amino-7-chloroquinoline based compounds." Journal of Chromatography B 1012-1013 (February 2016): 144–52. http://dx.doi.org/10.1016/j.jchromb.2016.01.033.

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Epishina, Tatiana M. "ASSESSMENT OF BIOLOGICAL INFLUENCE OF CHLOROQUINOLINE DERIVATIVE." Hygiene and sanitation 97, no. 6 (2018): 505–8. http://dx.doi.org/10.18821/0016-9900-2018-97-6-505-508.

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Introduction. The antidote of chloroquinoline derivative contains in the stuff of selective, post-emergence herbicide of systemic action against a broad spectrum of annual cereals weeds for one-time ground handings of spring and winter weed crops. Cultural cereals are protected by the presence of the antidote chlorhinoline derivative in the preparation. The aim of the study. To investigate the exploring chronic influence of the antidote chloroquinoline derivative in its multiple entering warm-blooded organisms (male rats) for finding out the kind of the biological influence, active and non-act

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Lukbanova, E. A., E. A. Dzhenkova, A. S. Goncharova, et al. "Study of biological activity of 2-quinoline-2-yl-derivative 1,3-tropolone in experiment." Research and Practical Medicine Journal 9, no. 2 (2022): 50–64. http://dx.doi.org/10.17709/2410-1893-2022-9-2-4.

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Purpose of the study. Was to reveal the antitumor effect of 2‑(6,8‑dimethyl‑5‑nitro‑4‑chloroquinoline‑2‑yl)‑5,6,7‑trichloro‑1,3‑tropolone in subcutaneous PDX models of human lung cancer.Material and methods. The studied tropolone was synthesized using a method of expanding the o‑quinone cycle. Assess to it’s toxic effects was given by the survival and changes in the health status of female Balb/c Nude mice. Antitumor tropolone effects were studied in subcutaneous patient‑derived xenograft (PDX) models of human squamous cell lung cancer in Balb/c Nude mice. The average volumes of tumor nodes an

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Hamana, Masatomo, Yasuo Fujimura, and Terushi Haradahira. "Reactions of Quinoline and 4-Chloroquinoline 1-Oxides with Phenoxyacetonitrile, Chloromethylphenylsulfone, and Methylthiomethyl-p-tolylsulfone." HETEROCYCLES 25, no. 1 (1987): 229. http://dx.doi.org/10.3987/s-1987-01-0229.

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33

Wang, Shun-Li, and Ju-Mei Lin. "Photophysics and applications in biosensor for 4′-N,N-dimethylamino-2-trans-styryl-(6-chloroquinoline)." Chemical Physics Letters 444, no. 1-3 (2007): 71–75. http://dx.doi.org/10.1016/j.cplett.2007.06.122.

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Le Gall, Erwan, Corinne Gosmini, Jean-Yves Nedelec, and Jacques Perichon. "ChemInform Abstract: Cobalt-Catalyzed Electrochemical Cross-Coupling of Functionalized Phenyl Halides with 4-Chloroquinoline Derivatives." ChemInform 32, no. 17 (2001): no. http://dx.doi.org/10.1002/chin.200117143.

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Wang, Quanrui, Chao Wang, Caifei Tang, and Zhiming Li. "Palladium-Catalyzed Synthesis of 1H-Pyrazolo[4,3-c]quinolines and 4-Anilinoquinoline-3-carbonitriles from 4-Chloroquinoline-3-carbaldehydes." Synthesis 47, no. 20 (2015): 3139–46. http://dx.doi.org/10.1055/s-0034-1381010.

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Rajesh, K., P. Iniyavan, M. Venkatesh, et al. "Regioselective synthesis of novel 2-chloroquinoline-based methyl 4-(4-hydroxyphenyl)-2-methyl-5-oxo-1,4,5,6,7,8-hexahydroquinoline-3-carboxylates." Research on Chemical Intermediates 41, no. 3 (2013): 1315–25. http://dx.doi.org/10.1007/s11164-013-1275-0.

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Kimber, Marc C., Jason P. Geue, Stephen F. Lincoln, A. David Ward, and Edward R. T. Tiekink. "A Preparative and Preliminary Spectroscopic Study of Analogues of a Zinquin-Related Fluorophore." Australian Journal of Chemistry 56, no. 1 (2003): 39. http://dx.doi.org/10.1071/ch01071.

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The syntheses of the 4- and 5-methoxy isomers of 4-N-(6-methoxy-2-methyl-8-quinolyl)-4-methylbenzenesulfon-amide and of N-(2-methoxy-8-quinolyl)-4-methylbenzenesulfonamide are described. The 6-methoxy compound is a precursor of Zinquin ester, a specific fluorophore for Zn(II). The 2-methoxy analogue was synthesized by nitration of 2-chloroquinoline and subsequent functional group manipulation. The 4-methoxy isomer was synthesized from a 4-quinolone derivative, and the 5-methoxy isomer was synthesized by a standard Skraup quinoline synthesis. The structures of the 4- and 5-methoxy isomers were

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Peng, Lizeng, Tao Zhang, Ying Li, and Yulin Li. "ChemInform Abstract: Synthesis of Pyrazole Derivatives 4(1H)-Quinolone and 4-Chloroquinoline by Thermolysis of Arylaminomethylene Meldrum′s Acid Derivative." ChemInform 33, no. 31 (2010): no. http://dx.doi.org/10.1002/chin.200231158.

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Đức, Lê Trọng, Nguyễn Tiến Công та Nguyễn Quang Tùng. "Tổng hợp và xác định cấu trúc một số hợp chất 4-(2-arylidenehydrazinyl)-7-chloroquinoline". Tạp chí Khoa học 14, № 3 (2019): 5. http://dx.doi.org/10.54607/hcmue.js.14.3.2133(2017).

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7-Chloro-4-hydrazinylquinoline and seven hydrazone derivatives were synthesized from 4,7-dichloroquinoline. The structures of the compounds were determined by IR, 1H-NMR, 13C-NMR and HR-MS spectral data

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da Costa Rodrigues, Karline, Cristiani Folharini Bortolatto, Renata Leivas de Oliveira, et al. "4-Phenylselanyl-7-chloroquinoline attenuates hepatic injury triggered by neonatal exposure to monosodium glutamate in rats." Life Sciences 280 (September 2021): 119751. http://dx.doi.org/10.1016/j.lfs.2021.119751.

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Silva, Vanessa D. G., Angélica S. Reis, Mikaela P. Pinz, et al. "Further analysis of acute antinociceptive and anti-inflammatory actions of 4-phenylselenyl-7-chloroquinoline in mice." Fundamental & Clinical Pharmacology 31, no. 5 (2017): 513–25. http://dx.doi.org/10.1111/fcp.12295.

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Reis, Angélica S., Mikaela Pinz, Luis Fernando B. Duarte, et al. "4-phenylselenyl-7-chloroquinoline, a novel multitarget compound with anxiolytic activity: Contribution of the glutamatergic system." Journal of Psychiatric Research 84 (January 2017): 191–99. http://dx.doi.org/10.1016/j.jpsychires.2016.10.007.

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43

Wang, Chao, Caifei Tang, Zhiming Li, and Quanrui Wang. "ChemInform Abstract: Palladium-Catalyzed Synthesis of 1H-Pyrazolo[4,3-c]quinolines and 4-Anilinoquinoline-3-carbonitriles from 4-Chloroquinoline-3-carbaldehydes." ChemInform 47, no. 8 (2016): no. http://dx.doi.org/10.1002/chin.201608178.

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Lukbanova, Ekaterina A., Anna S. Goncharova, A. V. Volkova, et al. "Antitumor efficacy of 2-(6,8-dimethyl-5-nitro-4-chloroquinoline-2-yl)-5,6,7-trichloro-1,3-tropolone in lung cancer xenografts." Journal of Clinical Oncology 39, no. 15_suppl (2021): e15008-e15008. http://dx.doi.org/10.1200/jco.2021.39.15_suppl.e15008.

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e15008 Background: Lung cancer is the most common cancer worldwide. The efficacy of chemotherapy for this tumor does not exceed 40%. Moreover, all cytotoxic agents cause many side effects. The search for new substances with an antitumor effect seems to be relevant. Tropolone alkaloids, which are seven-membered non-benzenoid aromatic compounds, are promising inhibitors of tumor growth. The purpose of the study was to evaluate the antitumor efficacy of 2-(6,8-dimethyl-5-nitro-4-chloroquinoline-2-yl)-5,6,7-trichloro-1,3-tropolone in subcutaneous xenografts of lung cancer A549 cells in immunodefic

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Freier, C., G. Alberici, P. Turk, F. Baud, and C. Bohuon. "A radioimmunoassay for the antimalarial drug chloroquine." Clinical Chemistry 32, no. 9 (1986): 1742–45. http://dx.doi.org/10.1093/clinchem/32.9.1742.

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Abstract We describe a 3H-based RIA for the antimalarial drug chloroquine (CLQ), the most commonly used antimalarial drug. In the assay a monoclonal antibody is used that is directed against 4-amino-7-chloroquinoline conjugated to keyhole limpet hemocyanin by the glutaraldehyde method. Besides CLQ, this antibody also recognizes with good affinity the 4-aminoquinoline homologs, hydroxychloroquine and amodiaquine. No extraction step or sample preparation is required, and the method can detect as little as 10 micrograms/L, the lower concentration in plasma of humans who are taking CLQ as a preven

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Pinz, Mikaela, Angélica S. Reis, Vanessa Duarte, et al. "4-Phenylselenyl-7-chloroquinoline, a new quinoline derivative containing selenium, has potential antinociceptive and anti-inflammatory actions." European Journal of Pharmacology 780 (June 2016): 122–28. http://dx.doi.org/10.1016/j.ejphar.2016.03.039.

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Funguetto-Ribeiro, Ana Cláudia, Kelly Ayumi Nakama, Mikaela Peglow Pinz, et al. "Development and In Vivo Assessment of 4-Phenyltellanyl-7-chloroquinoline-loaded Polymeric Nanocapsules in Alzheimer’s Disease Models." Brain Sciences 13, no. 7 (2023): 999. http://dx.doi.org/10.3390/brainsci13070999.

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Alzheimer’s disease (AD) is the most common form of dementia in older people, and available treatments are palliative and produce undesirable side effects. The 4-phenyltellanyl-7-chloroquinoline (TQ) is an organochalcogen compound studied due to its pharmacological properties, particularly its antioxidant potential. However, TQ possesses some drawbacks such as low aqueous solubility and high toxicity, thus warranting the search for tools that improve the safety and effectiveness of new compounds. Here, we developed and investigated the biological effects of TQ-loaded polymeric nanocapsules (NC

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Burnett, James C., Dejan Opsenica, Kamaraj Sriraghavan, et al. "A Refined Pharmacophore Identifies Potent 4-Amino-7-chloroquinoline-Based Inhibitors of the Botulinum Neurotoxin Serotype A Metalloprotease." Journal of Medicinal Chemistry 50, no. 9 (2007): 2127–36. http://dx.doi.org/10.1021/jm061446e.

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Hebenbrock, Marian, and Jens Müller. "1H-[1,2,4]Triazolo[4,3-a]pyridin-4-ium and 3H-[1,2,4]triazolo[4,3-a]quinolin-10-ium derivatives as new intercalating agents for DNA." Zeitschrift für Naturforschung B 73, no. 11 (2018): 885–93. http://dx.doi.org/10.1515/znb-2018-0089.

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AbstractTwo new cationic DNA intercalators, 3-phenyl-1-(6-phenylpyridin-2-yl)-1H-[1,2,4]triazolo[4,3-a]pyridin-4-ium (1a)+ and 1-phenyl-3-(6-phenylpyridin-2-yl)-3H-[1,2,4]triazolo[4,3-a]quinolin-10-ium (1b)+, were synthesized from 2-chloropyridine and 2-chloroquinoline, respectively, in a four-step procedure. Generation of the hydrazine, followed by condensation with an aldehyde to give a hydrazone and subsequent Buchwald-Hartwig amination gave a mixture of E- and Z-configured N,N-functionalized hydrazones. Finally, oxidative cyclisation gave rise to the formation of the cationic DNA intercala

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Bhat, Balkrishen, and A. P. Bhaduri. "Grignard Reaction of 2-Substituted-3-Cyanoquinolines." Zeitschrift für Naturforschung B 40, no. 7 (1985): 990–95. http://dx.doi.org/10.1515/znb-1985-0724.

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Abstract Grignard reactions of 2-morpholino and 2-methylthio-3-cyanoquinoline, 2-chloro-3-cyanoquinoline, 2-chloro-3-cyano-6-methoxyquinoline and 2-chloro-3-cyano-7-methylquinoline with alkyl or aryl magnesium halides have been studied. It was found that 2-morpholino and 2-methylthio- 3-cyanoquinolines gave 1,4-addition products followed by rapid aromatisation. 2-Chloro-3- cyanoquinoline with alkyl magnesium halides furnished 1,4-addition products but with aryl magnesium halides 1,4- and 1,2-addition products were obtained. The cyano group of 4-aryl-2-chloro- 3-cyano-1,4-dihydroquinolines was

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