Quinolinic-2-carboxylic acid

PyrimidoX4,5-6]quinoline-2-carboxylic acids synthesis, 3, 224-225 Pyrimido[4,5-6]quinoline-2,4-diones synthesis, 3, 224 Pyrimido[5,4-6]quinolinediones synthesis, 3, 219 Pyrimido[4,5-6]quinolines synthesis, 3, 219, 224, 227, 228, 230, 231 Pyrimido[4,5-c]quinolines synthesis, 3, 224, 227 tautomerism, 3, 205 Pyrimido[5,4-6]quinolines synthesis, 3, 227 Pyrimido[5,4-c]quinolines synthesis, 3, 219, 224, 227, 230 Pyrimido[5,4-6]quinoline-1,3,5-trione, 7-chloro-synthesis, 3, 221... 

Chloro-oxazolo[4,5-/i]quinoline-2-carboxylic acid methyl ester was the most active compound in tests for inhibitors of antigen-induced release of histamine in vitro from rat peritoneal mast cells (IC50 of 0.3 p,M) and as inhibitors of IgE-mediated passive cutaneous anaphylaxis in the rat (ED50 (intraperitoneal) of 0.1 mg/kg in dose 0.5 mg/kg as an inhibitor of the test)—10 times and 60 times more potent, respectively, than the disodium salt of cromoglycic acid (85JMC1255). 

Quinoline, 8-mercapto-2-methyl-metal complexes, 2, 800 Quinoline, 2-methyl-8-(methylthio)-metal complexes, 2,801 Quinoline, 8-methylthio-metal complexes, 2, 801 Quinoline-2-carboxylic-acid, 8-hydroxy-methyl ester... 

CN 5,6-dihydro-7,8-dimethyl-4,5-dioxo-4//-pyrano[3,2-c]quinoline-2-carboxylic acid 3-methylbutyl ester... 

The cyclization of isopropylidene 1-indolinylmethylenemalonates (1202) was carried out in polyphosphoric acid at 100°C to yield pyrrolo[3,2,l-y]quinoline-2-carboxylic acids (1203) [82BEP891046, 82BEP891537 83JAP(K)90511], Further pyrrolo[3,2,l-(/]quinolinecarboxylic acids were prepared similarly, in 82-86% yields [82BEP891046, 82BEP891537, 82JAP(K)2285]. 

Permanganate oxidation of the benzo[c]quinolizinium ion (Scheme 35) likewise involves attack of the quinolizinium nucleus to produce quinoline-2-carboxylic acid. Similar behavior is shown by the 10-nitrobenzo[c]quinolizinium ion (71JCS(C)3650). 

In the Reissert reaction, 1-benzoylquinolinium ions (formed in situ from quinolines and PhCOCl) and cyanide ions give Reissert compounds thus, quinoline itself forms (313). These Reissert compounds are hydrolyzed by dilute alkali to, for example, quinoline-2-carboxylic acids and benzaldehyde. Isoquinolines also form Reissert compounds (e.g. 314). 

Treatment of ethyl l-oxo-l//-pyrimido[l,2-a]quinoline-2-carboxylates with ammonia in methanol and hydrazine hydrate in ethanol at ambient temperature afforded 2-carboxamides and 2-carbohydrazides, respectively (74MIP1 79MIP2). Reaction of l-oxo-l//-pyrimido[l,2,-a]quinoline-2-carboxylic acids (169) with A-. /V-carbonyldiimidazole in dimethyl-formamide, then with 5-aminotetrazole gave 7V-(5-tetrazolyl)-1 -oxo-1H-pyrimido[l,2-a]quinoline-2-carboxamides (170) (77GEP2630469 77USP 4017625). 

Heating ethyl 6-methoxy-l-oxo-l//-pyrimido[l, 2-a]quinoline-2-carbox-ylate in 30% hydrobromic acid in boiling acetic acid for 3.5 h gave 6-hydroxy-l-oxo-l//-pyrimido[l,2-a]quinoline-2-carboxylic acid (75GEP 2513930 77GEP2628571,77USP4031217). 

Experiment 6.152 QUINALDINIC ACID (Quinoline-2-carboxylic acid)... 

The application of 4-oxo-4-arylbut-2-enonic acids 274 as unsaturated carbonyls in reactions with anilines allows the synthesis of quinoline-2-carboxylic acids 275 [212] (Scheme 3.76). Reactions of anilines with arylidenepyruvic acids can also yield quiniline carboxylic acids (or their decarboxylated analogues)... 

Adamantan-1 -yl-quinoline-2-carboxylic acid alkylidene hydrazides 30 CoMFA and CoMSIA Models tested with 14 molecules CoMFA (R2 = 0.49) and CoMSIA (R2 = 0.49) Nayyar et al. (44)... 

K17. Kotake, Y., and Kato, M., Xanthurenic acid, XVI. Action of 4-hydroxy-8-methoxy-quinoline-2-carboxylic acid as the inhibiting agent with regard to the diabetogenic property of xanthurenic acid. Proc. Japan Acad. 32, 210-213 (1956). 

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