Reference

Esters of 3-(2-hydroxyethyl)-4(3H)-quinazolinone with analgesic activity

Esters of 3-(2-hydroxyethyl)-4(3H)-quinazolinone with analgesic activity. Fisnerova, L.; Grimova, J.; Roubal, Z. 107250-13-5 and 16529-06-9 are also occured in this study.; Maturova, E.; Brunova, B. (Vyzk. Ustav Farm. Biochem., Prague, Czech.). Cesk. Farm., 35(10), 447-50 (Czech) 1986. CODEN: CKFRAY. ISSN: 0009-0530. DOCUMENT TYPE: Journal CA Section: 1 (Pharmacology) Section cross-reference(s): 28 A series of 13 new compds. (I; R = substituted Ph, substituted benzyl, pyridinyl, substituted benzimidazolyl, etc.), esters of 3-(2-hydroxyethyl)-4(3H)-quinazolinone [2981-86-4] and 4-chlorophenylacetic [1878-66-6], 4-methoxyphenylacetic [104-01-8], 3,4-dimethoxyphenylacetic [93-40-3], phenoxyacetic [122-59-8], 4-chlorophenoxyacetic [122-88-3], 2,2-dimethyl-2-(4-chlorophenoxy)acetic [882-09-7], 4-chlorobenzoic [74-11-3], diphenylacetic [117-34-0], benzilic [76-93-7], nicotinic [59-67-6], isonicotinic [55-22-1], 2-(2-benzimidazolyl)benzoic [16529-06-9], and 3-(2-benzimidazolyl)propionic acid [23249-97-0] was prepd. Synthesis was performed by a procedure based on the reaction of acid imidazolides developed from the acids and 1,1-carbonyldiimidzole with hydroxy quinazolinone derivs., and by a procedure based on the reaction of the Na salt of the acid with 3-(2-iodoethyl)-4(3H)-quinazolinone [107249-90-1]. The substances were tested primarily as to their analgesic effectiveness in mice. The most important analgesic activity with very low acute toxicity (in comparison with the pyrazolone analgesic agent aminophenazone) was shown by the esters of 2-(2-benzimidazolyl)benzoic acid, i.e., 3-[2-[2-(2-benzimidazolyl)benzoyloxy]ethyl]-4(3H)-quinazolinone [101388-47-0]. .

2-Hydroxymethyl- and 2-(2-hydroxyethyl)benzimidazole esters and 2-aminobenzimidazole-derived amides

2-Hydroxymethyl- and 2-(2-hydroxyethyl)benzimidazole esters and 2-aminobenzimidazole-derived amides. Fisnerova, L.; Grimova, J.; Maturova, E. 614-61-9 are also occured in this study.; Brunova, B. (Vyzk. Ustav Farm. Biochem., Prague, Czech.). Cesk. Farm., 35(10), 440-6 (Czech) 1986. CODEN: CKFRAY. ISSN: 0009-0530. DOCUMENT TYPE: Journal CA Section: 1 (Pharmacology) Section cross-reference(s): 28 A series of 15 new and 2 known esters (I; n = 1) of 2-hydroxymethylbenzimidazole, 17 new esters (I; n = 2) of 2-(2-hydroxyethyl)benzimidazole and 17 amide derivs. (II) of 2-aminobenzimidazole (in I and II R = substituted Ph, or indole, or pyridine) was prepd. from following acids: 1-(p-chlorobenzoyl)-5-methoxy-2-methoxyindole-3-acetic acid [53-86-1], 4-chlorophenylacetic acid [1878-66-6], 4-methoxyphenylacetic acid [104-01-8], 4-fluorophenylacetic acid [405-50-5], 4-nitrophenylacetic acid [104-03-0], 3,4-dimethoxyphenylacetic acid [93-40-3], phenoxyacetic acid [122-59-8], 2-chlorophenoxyacetic acid [614-61-9], 4-chlorophenoxyacetic acid [122-88-3], 2,4-dichlorophenoxyacetic acid [94-75-7], 2,2-dimethylphenoxyacetic acid [943-45-3], 2,2-dimethyl-2-(4-chlorophenoxy)acetic acid [882-09-7], 4-chlorobenzoic acid [74-11-3], nicotinic acid [59-67-6], isonicotinic acid [55-22-1], diphenylacetic acid [117-34-0], and benzilic acid [76-93-7]. All esters were prepd. in 1 step by a reaction of imidazolides of acids with the pertinent alcs., and amides with 2-aminobenzimidazole. Pharmacol. screening showed that most drugs tested are relatively nontoxic and exert a certain degree of analgesic activity on models of exptl. pain. I (n = 1, R = Ph2CH) [95163-66-9], I (n = 1, R = 4-ClC6H4CH2) [105278-53-3], I (n = 2, R = 4-ClC6H4OCMe2) [105306-13-6], I (n = 2, R = 3-pyridinyl) [105278-76-0], and II (R = substituted N-chlorobenzoylindole) appear to be worthy of further study. .