Basic antiinflammatory compounds. N, N', N''-Trisubstituted guanidines

…, I Ahnfelt-Rønne, E Arrigoni-Martelli

Index: Rachlin, Schneur; Bramm, E.; Ahnfelt-Ronne, I.; Arrigoni-Martelli, E. Journal of Medicinal Chemistry, 1980 , vol. 23, # 1 p. 13 - 20

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Citation Number: 21

Abstract

A variety of basic N, N', N”-trisubstituted guanidines was prepared and tested for antiinflammatory activity. Compounds with a thiazolylguanidine moiety linked to the 4 position of the 2-methylquinoline ring exhibited fairly high antiinflammatory activity. Optimal activity was associated with the presence of N-cycloalkyl substituents on

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N-tert-butyl-N-(thiazol-2-yl)methanediimine Structure

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N-tert-butyl-N-...

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2-tert-butyl-1-(2-methylquinolin-4-yl)-3-(1,3-thiazol-2-yl)guanidine Structure

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2-tert-butyl-1-(2-methylquinolin-4-yl)-3-(4-methyl-1,3-thiazol-2-yl)guanidine Structure

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N-tert-butyl-N-(2-methylquinolin-4-yl)methanediimine Structure

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2-tert-butyl-1-(2-methylquinolin-4-yl)-3-phenylguanidine Structure

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~46%

2-tert-butyl-1-(2-methylquinolin-4-yl)-3-(1,2,4-triazol-4-yl)guanidine Structure

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2-tert-butyl-1-isoquinolin-1-yl-1-(1,3-thiazol-2-yl)guanidine Structure

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N-(cyclohexylcarbonimidoyl)-2-methylquinolin-4-amine Structure

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1-cyclohexyl-3-(2-methyl-4-quinolyl)urea Structure

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2-cyclohexyl-1-(2-methylquinolin-4-yl)guanidine Structure

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1-cyclohexyl-3-(2-methyl-4-quinolyl)urea Structure

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71079-44-2

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~37%

1-(2-methylquinolin-4-yl)-3-(1,3-thiazol-2-yl)-2-(2,4,4-trimethylpentan-2-yl)guanidine Structure

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72042-04-7

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2-tert-butyl-1-pyridin-4-yl-3-(1,3-thiazol-2-yl)guanidine Structure

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2-Aminothiazole

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60572-87-4

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67026-82-8

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71079-33-9

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~37%

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71132-06-4

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71079-18-0

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2349-67-9

5-Amino-1,3,4-t...

~59%

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~%

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71253-70-8

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60573-13-9

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~30%

2-(2,4-dimethylpentan-2-yl)-1-pyridin-4-yl-3-(1,3-thiazol-2-yl)guanidine Structure

72041-83-9

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1125-60-6

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72042-12-7

N-tert-butyl-N-...

~39%

3-isoquinolin-5-yl-2-tert-butyl-1-(1,3-thiazol-2-yl)guanidine Structure

72041-87-3

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