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Journal articles on the topic 'Quinolinic Anhydride'

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Published: 5 June 2025

Last updated: 1 August 2025

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1

Park, Hyunjin, Myong Yong Choi, Cheol Joo Moon, and Tae Ho Kim. "Crystal structure ofN-[2-(cyclohexylsulfanyl)ethyl]quinolinic acid imide." Acta Crystallographica Section E Crystallographic Communications 73, no. 9 (2017): 1372–74. http://dx.doi.org/10.1107/s2056989017012142.

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The title compound, C15H18N2O2S {systematic name: 6-[2-(cyclohexylsulfanyl)ethyl]-5H-pyrrolo[3,4-b]pyridine-5,7(6H)-dione}, was obtained from the reaction of pyridine-2,3-dicarboxylic anhydride (synonym: quinolinic anhydride) with 2-(cyclohexylsulfanyl)ethylamine. The dihedral angle between the mean plane of the cyclohexyl ring and the quinolinic acid imide ring is 25.43 (11)°. In the crystal, each molecule forms two C—H...O hydrogen bonds and one weak C—O...π [O...ring centroid = 3.255 (2) Å] interaction with neighbouring molecules to generate a ladder structure along theb-axis direction. The

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2

Fathi, Anwar Abdulghani, Yassir Shakeeb Al Jawaheri, and Shaimaa Samir Ismaee. "Synthesis of some new substituted imines from aldehydes and ketones derived from quinolinic acid." Ecletica Quimica 48, no. 2 (2023): 49–65. http://dx.doi.org/10.26850/1678-4618eqj.v48.2.2023.p49-65.

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In this paper, some substituted imines compounds have been prepared from quinolinic acid as a starting material. Firstly, the quinolinic acid was treated with acetic anhydride and acetic acid to form furo[3,4-b]pyridine-5,7-dione (1); the resulting compound was heated with urea to form 5H-pyrrolo[3,4-b]pyridine-5,7(6H)-dione (2). After that, it was treated with potassium hydroxide to give potassium 5,7-dioxo-5,7-dihydropyrrolo[3,4-b]pyridin-6-dione, which was directly and easily converted to 6-(2-([1,1'-biphenyl]-4-yl)-2-oxoethyl)-5H-pyrrolo[3,4-b]pyridine-5,7(6H)-dione (3) by the reaction wit

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3

Afsah, Elsayed M., Saad S. Elmorsy, Soha M. Abdelmageed, and Zaki E. Zaki. "Synthesis of some new mixed azines, Schiff and Mannich bases of pharmaceutical interest related to isatin." Zeitschrift für Naturforschung B 70, no. 6 (2015): 393–402. http://dx.doi.org/10.1515/znb-2014-0262.

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AbstractThe mixed azines 3a–h and 4 were obtained by treating 3-hydrazonoindolin-2-one (2) with the appropriate aldehyde or dialdehyde. Treatment of 3b or 3c with formaldehyde or glutaric dialdehyde and the appropriate amine afforded the azine Mannich bases 5–7. The condensation of isatin or its N-Mannich base 8 with 1-aminopiperidine, 4-aminomorpholine and 1,4-diaminopiperazine gave 10a–d, 12 and 13. The Mannich bases 14 and 15 were obtained from 10a and 10b. Treatment of 2 with succinic, phthalic and quinolinic anhydride and pyromellitic dianhydride afforded compounds 16, 17a, 17b and 18, re

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4

Son, Jung-Ho, Sem Raj Tamang, Jason C. Yarbrough, and James D. Hoefelmeyer. "Hydrolysis of 8-(pinacolboranyl)quinoline: where is the 8-quinolylboronic acid?" Zeitschrift für Naturforschung B 70, no. 11 (2015): 775–81. http://dx.doi.org/10.1515/znb-2015-0031.

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AbstractThe compound 8-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-quinoline was prepared and found to hydrolyze rapidly in air; however, the expected product (quinolin-8-yl)boronic acid was not observed. Instead, the (quinolinium-8-yl)trihydroxyborate zwitterion or an anhydride were observed depending on the conditions of hydrolysis. The two products are related to one another in the degree of hydration, and the two forms could be interconverted. Both hydrolysis products were structurally characterized. Additionally, a commercial sample of ‘8-quinolylboronic acid’ was actually found to be t

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5

Bakhite, Etify Abdel-Ghafar. "Synthesis and Reactions of Some New 3-Amino-2-substituted Thieno[2,3-b]quinolines." Collection of Czechoslovak Chemical Communications 57, no. 11 (1992): 2359–66. http://dx.doi.org/10.1135/cccc19922359.

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Reaction of 3-cyano-quinolin-2(1H)-thione (II) with ω-bromoacetophenones gave 3-amino-2-aroyl-thieno[2,3-b]quinolines (IVa-IVd). Whereas, interaction of II with chloroacetanilides yielded the corresponding thioesters Va-Vc which cyclized into 3-amino-2-arylcarbamoylthiene[2,3-b]quinolines (VIa-VIc) on treatment with ethoxide. Compounds VIa-VIc were reacted with nitrous acid, triethyl orthoformate and carbon disulfide to afford the fused polycyclic compounds VIIa-VIIc, VIIIa-VIIIc and IXa-IXc, respectively. Also treatment of IXa-IXc with ethyl iodide gave 3-ethylthio derivatives Xa-Xc. Moreover

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6

Jentsch, Nicholas G., Jared D. Hume, Emily B. Crull, et al. "Quinolines from the cyclocondensation of isatoic anhydride with ethyl acetoacetate: preparation of ethyl 4-hydroxy-2-methylquinoline-3-carboxylate and derivatives." Beilstein Journal of Organic Chemistry 14 (September 28, 2018): 2529–36. http://dx.doi.org/10.3762/bjoc.14.229.

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A convenient two-step synthesis of ethyl 4-hydroxy-2-methylquinoline-3-carboxylate derivatives has been developed starting from commercially available 2-aminobenzoic acids. In step 1, the anthranilic acids are smoothly converted to isatoic anhydrides using solid triphosgene in THF. In step 2, the anhydride electrophiles are reacted with the sodium enolate of ethyl acetoacetate, generated from sodium hydroxide, in warm N,N-dimethylacetamide resulting in the formation of substituted quinolines. A degradation–build-up strategy of the ethyl ester at the 3-position allowed for the construction of t

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7

Luque, Adriana L., Carlos M. Sanabria, Alirio Palma, Justo Cobo, and Christopher Glidewell. "Unexpected ring-closure products derived from 3-(2-allylanilino)-3-phenylacrylate esters: crystal and molecular structures of 3-acetyl-8-allyl-6-methyl-2-phenylquinolin-4-yl acetate and (2RS)-2,8-dimethyl-4-phenyl-1,2-dihydro-6H-pyrrolo[3,2,1-ij]quinolin-6-one." Acta Crystallographica Section C Structural Chemistry 72, no. 8 (2016): 619–26. http://dx.doi.org/10.1107/s2053229616011062.

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The reactions of two 3-(2-allylanilino)-3-phenylacrylate esters with acetic anhydride and with strong acids has revealed a richly diverse reactivity providing a number of unexpected products. Thus, acetylation of ethyl 3-(2-allylanilino)-3-phenylacrylate, (Ia), or ethyl 3-(2-allyl-4-methylanilino)-3-phenylacrylate, (Ib), with acetic anhydride yields not only the expected acetylated esters, (II), as the major products but also the unexpected polysubstituted quinolines 3-acetyl-8-allyl-2-phenylquinolin-4-yl acetate, (IIIa), and 3-acetyl-8-allyl-6-methyl-2-phenylquinolin-4-yl acetate, (IIIb), as

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8

Mekheimer, Ramadan Ahmed, Essam Khalaf Ahmed, Hassan Attia El-Fahhama, Laila Hanafy Kamel, and Dietrich Döpp. "Fused Quinoline Heterocycles V. Synthesis of Novel 1,2,3,5,6-Pentaazaaceanthrylene Derivatives." Journal of Chemical Research 2003, no. 7 (2003): 388–89. http://dx.doi.org/10.3184/030823403103174506.

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2,4-Dichloroquinoline-3-carbonitrile (1) with phenylhydrazine in DMF at room temperature gave the 3-amino-4-chloro-1-phenylpyrazolo[4,3- c]quinoline (2). Reaction of 2 with phenyl isothiocyanate afforded the novel fused tetracyclic ring system 1,5-diphenyl-1,5-dihydro-1,2,3,5,6-pentaazaaceanthrylene-4(3 H)-thione (7). Refluxing 2 with excess of a primary amines 8a-d in boiling DMF yielded the corresponding aminopyrazolo[4,3- c]quinolines 9a-d which react with an excess of triethyl orthoformate to furnish 5-substituted 1-phenyl-1,2,3,5,6-pentaaza-aceanthrylenes 11a-d. Reacting 9a with acetic an

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9

Rečnik, Simon, Anton Meden, Branko Stanovnik, and Jurij Svete. "Ring Contractions of 3-Azido-4H-quinolizin-4-ones and 3-Azido-4H-azino[1,2 - x]pyrimidin-4-ones: a Novel Approach to 3-Aminoindolizines and their Aza Analogues." Australian Journal of Chemistry 61, no. 2 (2008): 107. http://dx.doi.org/10.1071/ch07318.

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Thermal transformations of 3-azido-4H-quinolizin-4-ones 4a,b and 3-azido-4H-azino[1,2–x]pyrimidin-4-ones 4c,d, available from the corresponding heteroarylamines 2a–d, were studied. The reaction products were mostly dependent on the solvent. Thus, heating of 3-azido-1-cyano-4H-quinolizin-4-one (4a) in toluene afforded 2-(pyridin-2-yl)fumaronitrile 5a, whereas 3-amino-1-cyano-4H-quinolizin-4-one (8) was obtained on treatment of 4a in a mixture of toluene and trifluoroacetic anhydride. However, heating of 4a in acetic anhydride and in acetic acid resulted in a ring contraction to produce 3-(diace

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10

Nanaji, Yerramsetti, Seema Kirar, Sandip V. Pawar, and Ashok Kumar Yadav. "A mild and metal-free synthesis of 2- and 1-alkyl/aryl/dialkyl-aminoquinolines and isoquinolines." RSC Advances 10, no. 13 (2020): 7628–34. http://dx.doi.org/10.1039/c9ra10397j.

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A synthetic strategy has been developed for synthesis of 2 and 1-aminoquinolines and isoquinolines from quinoline and isoquinoline-N-oxides, amines and triflic anhydride in acetonitrile at 0 °C to room temperature.

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11

Zhang, Rui, Dewen Dong, Qian Zhang, et al. "Triflic Anhydride Promoted Intramolecular Cyclization of N-Aryl Cinnamides: Access to Polysubstituted Quinolin-2(1H)-ones." Synthesis 49, no. 22 (2017): 4996–5002. http://dx.doi.org/10.1055/s-0036-1590821.

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A facile and efficient synthesis of polysubstituted quinolin-2(1H)-ones is developed via intramolecular cyclization of readily available N-aryl cinnamides promoted by triflic anhydride in N,N-dimethyl trifluoroacetamide (DTA) under mild conditions.

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12

Golik, Mykola, Tetiana Titko, Angelina Shaposhnyk, et al. "QSAR analysis and molecular docking study of pyrrolo- and pyridoquinolinecarboxamides with diuretic activity." ScienceRise: Pharmaceutical Science, no. 3(31) (June 30, 2021): 19–27. http://dx.doi.org/10.15587/2519-4852.2021.234493.

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The aim. The aim of the study was to reveal QSAR and ascertain the possible mechanism of action via docking study in the row of tricyclic quinoline derivatives with diuretic activity. Materials and methods. Pyrrolo- and pyridoquinolinecarboxamides with proven diuretic activity were involved in the study. Molecular descriptors were calculated using HyperChem and GRAGON software, and QSAR models were built using BuildQSAR software. For receptor-oriented flexible docking, the Autodock 4.2 software package was used. Results. Multivariate linear QSAR models were built on two datasets of

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13

Shklyaeva, Elena V., Anastasya V. Ozhgikhina та Georgii G. Abashev. "Quinoline-containing п-conjugated systems: synthesis, investigation and application of quinophthalone dyes (review)". Вестник Пермского университета. Серия «Химия» = Bulletin of Perm University. CHEMISTRY 13, № 3 (2023): 119–49. http://dx.doi.org/10.17072/2223-1838-2023-3-119-149.

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Here we present the literary review concerning the methods of synthesis and application fields of substituted quinophthalonesan interesting class of heterocyclic compounds, which structures include fragments of the substi- tuted / nonsubstituted quinolines and phthalic anhydride. Such compounds are characterized by an extended π- conjugated system and therefore are most often used as dyes.

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14

Mykola, Golik, Titko Tetiana, Shaposhnyk Angelina, et al. "QSAR analysis and molecular docking study of pyrrolo- and pyridoquinolinecarboxamides with diuretic activity." ScienceRise: Pharmaceutical Science, no. 3(31) (June 30, 2021): 19–27. https://doi.org/10.15587/2519-4852.2021.234493.

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<strong>The aim</strong>. The aim of the study was to reveal QSAR and ascertain the possible mechanism of action via docking study in the row of tricyclic quinoline derivatives with diuretic activity. <strong>Materials and methods. </strong>Pyrrolo- and pyridoquinolinecarboxamides with proven diuretic activity were involved in the study. Molecular descriptors were calculated using HyperChem and GRAGON software, and QSAR models were built using BuildQSAR software. For receptor-oriented flexible docking, the Autodock 4.2 software package was used. <strong>Results.</strong> Multivariate

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15

Yue, Youfeng, Mingxin Yu, and Longguan Zhu. "Synthesis and Photophysical Properties of Conjugated Quinolines." Journal of Chemical Research 2009, no. 7 (2009): 427–29. http://dx.doi.org/10.3184/030823409x465286.

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Aryl halides were prepared by condensation of 2-methylquinoline and bromo- or chloro-arylaldehydes in acetic anhydride. Diarylamines reacted with the aryl halides to afford novel triarylamine derivatives using Pd(OAc)2/P ( o-tolyl)3 as catalyst. These compounds have potential as organic light-emitting device materials and were characterised by FT-IR, 1H NMR and elemental analyses. The UV-vis absorption and photoluminescent spectra of the compounds in CH2CI2 were investigated. The lowest absorption band of the triarylamine derivatives centred at about 400 nm was assigned to a charge-transfer tr

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16

Deeb, Ali, Abdel Naby Essawy, Fathy Yasine, and Rida Fikry. "Pyridazine Derivatives and Related Compounds, Part 3 [1] Some Reactions with 4-Cyano-3(2H)-pyridazinethione." Zeitschrift für Naturforschung B 46, no. 6 (1991): 835. http://dx.doi.org/10.1515/znb-1991-0620.

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The reaction of 5-amino-3,4-diphenylthieno[2,3-c]pyridazine-6-carboxamide 2 with formamide, acetic anhydride and carbon disulphide yielded pyrimido[4′,5′ :4,5]thieno[2,3-c]-pyridazin-4-one derivatives. Pyrimido[4,5-c]pyridazinethione and dithione derivatives were obtained by cyclocondensation of 3-amino-5,6-diphenylpyridazine-4-carbonitrile (8) with phenyl isothiocyanate and carbon disulphide, respectively. Tetrahydropyridazino[3,4-b]-quinoline (11) was prepared by reaction of 8 with cyclohexanone in presence of zinc chloride.

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17

Metobo, Sammy E., Salman Y. Jabri, Evangelos Aktoudianakis, Jared Evans, Haolun Jin, and Choung U. Kim. "Highly regioselective ring opening of quinolinic[2,3]anhydrides under mild conditions." Tetrahedron Letters 54, no. 49 (2013): 6782–84. http://dx.doi.org/10.1016/j.tetlet.2013.10.020.

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18

Kuckländer, Uwe, Krystina Kuna, Gabriele Zerta, and Wolfgang Poll. "Untersuchung zur 6-Hydroxyindol-Bildung bei der Nenitzescu-Reaktion, IV [1]. Cyclisierung von N-(Chinonylalkyl)enaminon-Derivaten, II [2] / Investigation on the Formation of 6-Hydroxyindole in the Nenitzescu Reaction, IV [1]. Cyclization of N-(Quinonylalkyl)enaminone Derivatives, II [2]." Zeitschrift für Naturforschung B 47, no. 10 (1992): 1403–10. http://dx.doi.org/10.1515/znb-1992-1011.

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Quinonylmethylenaminones 5 and 6 are synthesized and cyclized to spiro compounds 7 and 8. Quinonylpropylenaminone 15 is made in the same way. Cyclization in acetic acid yields quinolines 11 and 12, in trifluoroacetic acid/trifluoroacetic anhydrid diacylenamine 16 is obtained. The product of 15 in perchloric acid is benzazocine 20. The structure of 20 is proven by X-ray analysis. The course of the reaction is discussed.

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19

Mrs. AnjuJose, Mrs AnjuJose, Beema Ansila Ansari, and Farsana Sadhik. "Design, Synthesis and Insilico Studies of Quinoline Derivatives." International Journal of Pharmaceutical Research and Applications 10, no. 1 (2025): 1636–40. https://doi.org/10.35629/4494-100116361640.

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Quinoline, a prominent heterocyclic compound, has emerged as an essential scaffold in the development of new drug entities due to its diverse biological activities. Quinoline and its derivatives have been extensively tested for their efficacy against a range of diseases, making them a valuable class for drug discovery. These compounds have shown significant promise in treating conditions such as anxiety, convulsions, Alzheimer’s disease, and Parkinson’s disease, among others. The review highlights the natural sources of quinoline and provides insights into quinoline-based drugs that have reach

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20

B. Bakare, S. "Synthesis and biological evaluation of some hybrid 2-quinolinone derivatives containing cinnamic acid as anti-breast cancer drugs." Bulletin of the Chemical Society of Ethiopia 35, no. 3 (2022): 551–64. http://dx.doi.org/10.4314/bcse.v35i3.7.

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ABSTRACT. A new series of hybrid 2-quinolinone derivatives were synthesized by using 7-hydroxy-4-methyl-1-amino-quinolin-2-one (2) and cinnamic acid. Hybrid halogenated 2-quinolinone derivatives (3-(7-hydroxy-4-methyl-3,6,8-tribromo-2-oxo-2H-quinolin-1-ylamino)-3-phenyl acrylic acid (4) and 3-(7-acetoxy-4-methyl-3,6,8-tribromo-2-oxo-1H-quinolin-1-ylamino)-3-phenyl acrylic acid (7)) were prepared via the halogenation of 3-(7-hydroxy-4-methyl-2-oxo-2H-quinolin-1-ylamino)-3-phenyl acrylic acid (3) with bromine to give compound 4 with acetic anhydride led to the formation of hydride halogenated 2-

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21

Bei, M. P., A. P. Yuvchenko, V. I. Potkin, and S. K. Petkevich. "Synthesis and properties of maleopimaric acid amides, imides and imidoamides with arylisoxazole and quinoline fragments." Proceedings of the National Academy of Sciences of Belarus, Chemical Series 57, no. 4 (2021): 424–30. http://dx.doi.org/10.29235/1561-8331-2021-57-4-424-430.

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The method for maleopimaric acid N-(5-arylisoxazol-3-yl)amides synthesis has been developed by reaction of maleopimaric acid chloride with 3-amine-5-phenyl(4-methylphenyl)isoxazoles. N’-butyl-, N’-(2-hydroxyethyl)imides of maleopimaric acid N-(5-arylisoxazol-3-yl)amides were prepared. Heterocyclic imide – maleopimaric acid N-(quinolin-8-yl) imide was prepared by reaction of maleopimaric acid and 8-aminoquinoline in toluene at reflux in 97.1 % yield. It was established that refluxing of toluene solution of 8-aminoquinoline and maleated rosin, prepared by treatment of rosin with maleic anhydride

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22

Metobo, Sammy E., Salman Y. Jabri, Evangelos Aktoudianakis, Jared Evans, Haolun Jin, and Choung U. Kim. "ChemInform Abstract: Highly Regioselective Ring Opening of Quinolinic[2,3]anhydrides under Mild Conditions." ChemInform 45, no. 17 (2014): no. http://dx.doi.org/10.1002/chin.201417039.

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23

Xu, Yu-Xing, Wei-Ji Hu, and Guo-Liang Zhao. "Crystal structure of methyl (E)-4-[2-(8-hydroxyquinolin-2-yl)vinyl]benzoate." Acta Crystallographica Section E Crystallographic Communications 72, no. 9 (2016): 1251–53. http://dx.doi.org/10.1107/s205698901601210x.

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The title compound, C19H15NO3, was synthesized by a Perkin reaction of 2-methyl-8-hydroxyquinoline and 4-formyl-2-methylbenzoate in acetic anhydride under a nitrogen atmosphere. The molecule has anEconformation about the C=C bond, and the quinoline ring system and the benzene ring are inclined to one another by 29.22 (7)°. There is an intramolecular O—H...N hydrogen bond in the 8-hydroxyquinoline moiety. In the crystal, molecules are linked by pairs of O—H...O hydrogen bonds, forming inversion dimers with anR22(28) ring motif. The dimers are linked by C—H...O hydrogen bonds and C—H...π interac

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24

Miura, Yutaka, Yasuo Fujimura, Sakae Takaku, and Masatomo Hamana. "Synthesis of 2,3-Fused Quinolines from 3-Substituted Quinoline 1-Oxides. Part III. Intramolecular Cyclization of Quinoline 1-Oxides Bearing Active Methylene Groups at the 3-Position in the Presence of Acetic Anhydride." HETEROCYCLES 35, no. 2 (1993): 693. http://dx.doi.org/10.3987/com-92-s(t)131.

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25

Pirgal, Dimple. "Microwave assisted synthesis of 3-substituted aryl aminochloro flouroquinoline derivatives for antimicrobial activities." Journal of medical pharmaceutical and allied sciences 11, no. 6 (2022): 5461–68. http://dx.doi.org/10.55522/jmpas.v11i6.3968.

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Quinoline derivatives found to possess various activities such as antimicrobial, anti-tubercular, antifungal etc. 2,7-dichloro-6- fluoroquinoline-3-carbaldehyde was synthesized by treating 3-chloro-4-fluoroaniline with acetic anhydride, the intermediate (substituted acetanilide) obtained was further treated under microwave with dimethyl formamide /phosphorus oxychloride to get the desired product. Derivatives of 2,7- dichloro-6-fluoroquinoline-3- carbaldehyde [R-02] to [R-10] were synthesized by treating it with different anilines, oxindole and rhodanine. Synthesized derivatives were character

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MIURA, Y., Y. FUJIMURA, S. TAKAKU, and M. HAMANA. "ChemInform Abstract: Synthesis of 2,3-Fused Quinolines from 3-Substituted Quinoline 1- Oxides. Part 3. Intramolecular Cyclization of Quinoline 1-Oxides Bearing Active Methylene Groups at the 3-Position in the Presence of Acetic Anhydride." ChemInform 24, no. 50 (2010): no. http://dx.doi.org/10.1002/chin.199350233.

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Gaber, Ahmed, Walaa F. Alsanie, Majid Alhomrani, Abdulhakeem S. Alamri, Ibrahim M. El-Deen, and Moamen S. Refat. "Synthesis and Characterization of Some New Coumarin Derivatives as Probable Breast Anticancer MCF-7 Drugs." Crystals 11, no. 5 (2021): 565. http://dx.doi.org/10.3390/cryst11050565.

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This study aimed to synthesize quinolinone derivatives and investigate their cytotoxic activity. The compound 1-azacoumarin-3-carboxylic acid (2-oxo-1H-quinoline-3-carboxylic acid) was obtained via the cyclocondensation of 2-hydroxybenzaldehyde with diethyl malonate in base catalyst to give ethyl coumarin-3-carboxylate, followed by the ammonolysis of ester (ethyl coumarin-3-carboxylate) with ammonia in the presence of anhydrous potassium carbonate. Treatment of 2-oxo-1H-quinoline-3-carboxylic acid with acetic anhydride, cinnamaldehyde, cinnamic acid and methyl 5-phenyl-2-cyano-2,4-pentadienoat

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Jida, Mouhamad, and Benoit Deprez. "Friedländer synthesis of polysubstituted quinolines and naphthyridines promoted by propylphosphonic anhydride (T3P®) under mild conditions." New Journal of Chemistry 36, no. 4 (2012): 869. http://dx.doi.org/10.1039/c2nj21043f.

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Li, Lian-Hua, Zhi-Jie Niu, and Yong-Min Liang. "Synthesis of Functionalized Quinolines through a Reaction of Amides and Alkynes Promoted by Triflic Anhydride/Pyridine." Chemistry - A European Journal 23, no. 61 (2017): 15300–15304. http://dx.doi.org/10.1002/chem.201703832.

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30

Šilhánková, Alexandra, Petr Trška, Daniela Vlková, and Miloslav Ferles. "Preparation of some derivatives of benzo[ij]quinolizine." Collection of Czechoslovak Chemical Communications 50, no. 5 (1985): 1048–56. http://dx.doi.org/10.1135/cccc19851048.

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Reaction of 1,2,3,4-tetrahydroquinoline with 1-chloro-2,3-epoxypropane afforded l-(3-chloro-2-hydroxypropyl)-l,2,3,4-tetrahydroquinoline (IIb) which was thermolabile and on heating in vacuo was converted into 2,3,6,7-tetrahydro-1H,5H-benzo[ij]quinolizin-2-ol (Ib). This compound reacted with acetic anhydride and p-toluenesulfonyl chloride to give 2-acetoxy-2,3,6,7-tetrahydro-1H,5H-benzo[ij]quinolizine (Ic) and 2-(p-toluenesulfonyloxy)-2,3,6,7-tetrahydro-1H,5H-benzo[ij]quinolizine (Id), respectively. N,N-Bis(3-chloro-2-hydroxypropyl)aniline (IIIb) on heating gave a mixture of cis- and trans-2,3,

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El-Kalyoubi, Samar A., Ehab S. Taher, Tarek S. Ibrahim, Mohammed Farrag El-Behairy, and Amany M. M. Al-Mahmoudy. "Uracil as a Zn-Binding Bioisostere of the Allergic Benzenesulfonamide in the Design of Quinoline–Uracil Hybrids as Anticancer Carbonic Anhydrase Inhibitors." Pharmaceuticals 15, no. 5 (2022): 494. http://dx.doi.org/10.3390/ph15050494.

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A series of quinoline–uracil hybrids (10a–l) has been rationalized and synthesized. The inhibitory activity against hCA isoforms I, II, IX, and XII was explored. Compounds 10a–l demonstrated powerful inhibitory activity against all tested hCA isoforms. Compound 10h displayed the best selectivity profile with good activity. Compound 10d displayed the best activity profile with minimal selectivity. Compound 10l emerged as the best congener considering both activity (IC50 = 140 and 190 nM for hCA IX and hCA XII, respectively) and selectivity (S.I. = 13.20 and 9.75 for II/IX, and II/XII, respectiv

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Merkulov, V. V., A. I. Almazov, S. K. Kabiyeva, S. N. Mantler, and V. V. Konshin. "A Simple Procedure for Synthesis of Biological Active 4-oxo-4-(quinolin-8-yloxy)but-2-enoic acid." Eurasian Chemico-Technological Journal 24, no. 1 (2022): 51. http://dx.doi.org/10.18321/ectj1148.

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The article is devoted to research on the synthesis of hydroxyquinoline derivative based on 8-oxyquinoline and maleic anhydride. Analysis of available literature was carried out, some drugs were found that are produced based on hydroxyquinoline derivatives and have antiprotozoal, antimicrobial and antiseptic effects, used alone or in combination with other active substances. A technique has been developed for the synthesis of a new derivative in the medium of petroleum distillate using sulfuric acid as a catalyst. A water-soluble ester of 8-oxyquinoline and maleic acid was obtained in good yie

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Sethi, Arun, Akriti Bhatia, Ranvijay Pratap Singh, and Atul Srivastava. "Synthesis and Evaluation of Some Novel Pregnane Derivatives as Anti-Hyperlipidemic and Anti-Oxidant Agents." Letters in Organic Chemistry 16, no. 1 (2018): 40–49. http://dx.doi.org/10.2174/1570178615666180806123719.

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In the present paper, synthesis of few novel pregnane derivatives and their evaluation as potential anti-hyperlipidemic and anti-oxidant agents has been reported. The synthesis of 3&#946;-hydroxy- 16&#945;-methoxy pregn-5-en-20-one (4) was achieved by reaction of 3&#946;-hydroxy-5,16-pregnadiene-20-one (3) with KOH/MeOH under reflux. Compound 4 on treatment with succinic and phthalic anhydride afforded compound 6 and 7, respectively. The reaction of the C-20-oxime-pregnadiene (8) with 1,5- dibromohexane yielded 20-(O-6-bromo hexyl)-oximino-3&#946;-hydroxy-pregn-5, 16-diene (9).

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Jida, Mouhamad, and Benoit Deprez. "ChemInform Abstract: Friedlaender Synthesis of Polysubstituted Quinolines and Naphthyridines Promoted by Propylphosphonic Anhydride (T3P®) under Mild Conditions." ChemInform 43, no. 37 (2012): no. http://dx.doi.org/10.1002/chin.201237148.

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Cakmak, Elmas Begum, Belma Zengin Kurt, Dilek Ozturk Civelek, et al. "Quinoline-sulfamoyl carbamates/sulfamide derivatives: Synthesis, cytotoxicity, carbonic anhydrase activity, and molecular modelling studies." Bioorganic Chemistry 110 (May 2021): 104778. http://dx.doi.org/10.1016/j.bioorg.2021.104778.

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Paruch, Kinga, Łukasz Popiołek, Anna Biernasiuk, Anna Hordyjewska, Anna Malm, and Monika Wujec. "Novel 3-Acetyl-2,5-disubstituted-1,3,4-oxadiazolines: Synthesis and Biological Activity." Molecules 25, no. 24 (2020): 5844. http://dx.doi.org/10.3390/molecules25245844.

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The aim of our study was the two-stage synthesis of 1,3,4-oxadiazole derivatives. The first step was the synthesis of hydrazide–hydrazones from 3-methyl-4-nitrobenzhydrazide and the corresponding substituted aromatic aldehydes. Then, the synthesized hydrazide–hydrazones were cyclized with acetic anhydride to obtain new 3-acetyl-2,3-disubstituted-1,3,4-oxadiazolines. All of obtained compounds were tested in in vitro assays to establish their potential antimicrobial activity and cytotoxicity. Our results indicated that few of the newly synthesized compounds had some antimicrobial activity, mainl

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Kalkhambkar, Rajesh G., and H. Yuvaraj. "Triflic Anhydride: A Mild Reagent for Highly Efficient Synthesis of 1,2-Benzisoxazoles, Isoxazolo, and Isothiazolo Quinolines Without Additive or Base." Synthetic Communications 44, no. 4 (2013): 547–55. http://dx.doi.org/10.1080/00397911.2013.821617.

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Shaldam, Moataz, Alessio Nocentini, Zainab M. Elsayed, et al. "Development of Novel Quinoline-Based Sulfonamides as Selective Cancer-Associated Carbonic Anhydrase Isoform IX Inhibitors." International Journal of Molecular Sciences 22, no. 20 (2021): 11119. http://dx.doi.org/10.3390/ijms222011119.

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A new series of quinoline-based benzenesulfonamides (QBS) were developed as potential carbonic anhydrase inhibitors (CAIs). The target QBS CAIs is based on the 4-anilinoquinoline scaffold where the primary sulphonamide functionality was grafted at C4 of the anilino moiety as a zinc anchoring group (QBS 13a–c); thereafter, the sulphonamide group was switched to ortho- and meta-positions to afford regioisomers 9a–d and 11a–g. Moreover, a linker elongation approach was adopted where the amino linker was replaced by a hydrazide one to afford QBS 16. All the described QBS have been synthesized and

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Thacker, Pavitra S., Pirpasha Shaikh, Andrea Angeli, Mohammed Arifuddin, and Claudiu T. Supuran. "Synthesis and biological evaluation of novel 8-substituted quinoline-2-carboxamides as carbonic anhydrase inhibitors." Journal of Enzyme Inhibition and Medicinal Chemistry 34, no. 1 (2019): 1172–77. http://dx.doi.org/10.1080/14756366.2019.1626376.

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Kalkhambkar, Rajesh G., and H. Yuvaraj. "ChemInform Abstract: Triflic Anhydride: A Mild Reagent for Highly Efficient Synthesis of 1,2-Benzisoxazoles, Isoxazolo, and Isothiazolo Quinolines Without Additive or Base." ChemInform 45, no. 25 (2014): no. http://dx.doi.org/10.1002/chin.201425034.

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Madkour, H., M. R. Mahmoud Mahmoud, A. Sakr, and M. Habashy. "SYNTHESIS AND ANTIBACTERIAL ACTIVITY OF NEW 4H-PYRANO [3,2-h]QUINOLINES AND FUSED DERIVATIVES." Scientia Pharmaceutica 69, no. 1 (2001): 33–52. http://dx.doi.org/10.3797/scipharm.aut-01-05.

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The starting materials, 2-amino-3-cyano-4-(3,4,5-trimethoxyphenyl)-4H-pyran0[3,2-hlquinoline 1 and ethyl-2-amino-4-(3,4,5-trimethoxyphenyl)-4H-pyrano [3,2-hlquinolin-3-carboxylate 2 were synthesised from 8-hydroxyquinoline and a-cyano-3,4,5-trimethoxycinnamonitrileand/or ethyl-a-cyano-3,4,5-trimethoxy-cinnamatre respectively. In order to construct a third heterocyclic ring 1 and 2were condensed with ethyl bromoacetate, formarnide, carbon disulfide to afford pyrrolo-, pyrimido- and thiazinopyranoquinolines 3-6respectively. The S-alkylated products 7 and 8 were obtained by the effect of chloroac

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Zubkov, F. I., V. P. Zaitsev, A. S. Peregudov, N. M. Mikhailova, and A. V. Varlamov. "New synthetic approach to epoxyisoindolo[2,1-a]quinolines based on cycloaddition reactions of 2-furyl-substituted tetrahydroquinolines with maleic anhydride and acryloyl chloride." Russian Chemical Bulletin 56, no. 5 (2007): 1063–79. http://dx.doi.org/10.1007/s11172-007-0159-0.

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Singh, Priti, Nerella Sridhar Goud, Baijayantimala Swain, et al. "Synthesis of a new series of quinoline/pyridine indole-3-sulfonamide hybrids as selective carbonic anhydrase IX inhibitors." Bioorganic & Medicinal Chemistry Letters 70 (August 2022): 128809. http://dx.doi.org/10.1016/j.bmcl.2022.128809.

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44

Al-Sanea, Mohammad M., Ahmed Elkamhawy, Sora Paik, et al. "Synthesis and biological evaluation of novel 3-(quinolin-4-ylamino)benzenesulfonamides as carbonic anhydrase isoforms I and II inhibitors." Journal of Enzyme Inhibition and Medicinal Chemistry 34, no. 1 (2019): 1457–64. http://dx.doi.org/10.1080/14756366.2019.1652282.

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Agrawal, Vijay K., Shahnaz Bano, Claudiu T. Supuran, and Padmakar V. Khadikar. "QSAR study on carbonic anhydrase inhibitors: aromatic/heterocyclic sulfonamides containing 8-quinoline-sulfonyl moieties, with topical activity as antiglaucoma agents." European Journal of Medicinal Chemistry 39, no. 7 (2004): 593–600. http://dx.doi.org/10.1016/j.ejmech.2004.03.002.

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Coppola, Gary M. "The Chemistry of 2H-3,1-Benzoxazine-2,4(1H)-dione (Isatoic Anhydride). 201. Synthesis and Wittig Reactions of Dimethyl (4-Oxo-1,4-dihydro-Quinolin-2-yl)methanephosphonates." Synthesis 1988, no. 01 (1988): 81–84. http://dx.doi.org/10.1055/s-1988-27474.

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Brown, Roger F. C., Karen J. Coulston, Frank W. Eastwood, and Mark R. Moffat. "Pyrolysis of quinoline-3,4-dicarboxylic anhydrides bearing 2-phenyl, 2-benzyl and 2-o-tolyl substituents: Formation of products of carbene insertion and addition." Tetrahedron 48, no. 36 (1992): 7763–74. http://dx.doi.org/10.1016/s0040-4020(01)90386-2.

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Zubkov, Fedor I., Ekaterina V. Boltukhina, Konstantin F. Turchin, Roman S. Borisov, and Alexey V. Varlamov. "New synthetic approach to substituted isoindolo[2,1-a]quinoline carboxylic acids via intramolecular Diels–Alder reaction of 4-(N-furyl-2)-4-arylaminobutenes-1 with maleic anhydride." Tetrahedron 61, no. 16 (2005): 4099–113. http://dx.doi.org/10.1016/j.tet.2005.02.017.

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BROWN, R. F. C., K. J. COULSTON, F. W. EASTWOOD, and M. R. MOFFAT. "ChemInform Abstract: Pyrolysis of Quinoline-3,4-dicarboxylic Anhydrides Bearing 2-Phenyl, 2- Benzyl and 2-o-Tolyl Substituents: Formation of Products of Carbene Insertion and Addition." ChemInform 23, no. 52 (2010): no. http://dx.doi.org/10.1002/chin.199252082.

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El-Malah, Afaf, Ehab S. Taher, Andrea Angeli, et al. "Schiff bases as linker in the development of quinoline-sulfonamide hybrids as selective cancer-associated carbonic anhydrase isoforms IX/XII inhibitors: A new regioisomerism tactic." Bioorganic Chemistry 131 (February 2023): 106309. http://dx.doi.org/10.1016/j.bioorg.2022.106309.

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