Nonsteroidal antiinflammatory agents. 1. 2,4-Diphenylthiazole-5-acetic acid and related compounds

1,1,3-Trisubstituted cyclobutanes containing thiazole and thiourea fragments

“…1 H NMR spectrum (CDCl 3 ), δ, ppm: 6.86-7.06 (3H, m, Ar-H); 5.95 (1H, s, =CH-S, thiazole); 5.48 (2H, s, NH 2 ); 3.52 (1H, quint, J = 8.80, CH, cyclobutane); 2.76-2.80 (4H, m, the alicyclic protons of tetralin); 2.33-2.55 (4H, m, CH 2 , cyclobutane); 1.81-1.84 (4H, m, alicyclic protons of tetralin); 1.54 (3H, s, CH 3 ). 13 C NMR spectrum, δ, ppm: 170.60 (C (1) ), 157.85 (C (2) ), 152.09 C (3) ), 42.55 (C (4) ), 40.18 C (5) ), 32.66 C (6) ), 31.50 C (7) ), 31.05 (C (8) ), 138.87 C (9) ), 136.18 (C (10) ), 131.04 (C (11) ), 127.52 (C (12) ), 124.30 (C (13) ), 102.27 (C (14) ), 25.35 (C (15) ), 25.31 (C( 16) 2-Amino-4-(3-mesityl-3-methylcyclobutyl)thiazole (3b) was synthesized like compound 3a except that the product was crystallized from aqueous methanol (1:4). Yield 65%.…”

“…1 H NMR spectrum, δ, ppm: 6.70 (2H, s, Ar-H); 5.96 (1H, s, =CH, thiazole ring); 5.44 (2H, s, NH 2 ); 3.50 (1H, quint, J = 9.00, CH, cyclobutane); 2.55 (4H, m, CH 2 , cyclobutane); 2.21 (3H, s, CH 3 , mesityl); 2.14 (6H, s, CH 3, mesityl); 1.49 (3H, s, CH 3 ). 13 C NMR spectrum, δ, ppm: 170.53 (C (1) ), 157.86 (C (2) ), 130.30 (C (3) ), 127.41 (C (4) ), 126.98 (C (5) ), 126.96 (C (6) ), 102.56 (C (7) ), 42.43 (C (8) ), 40.62 (C (9) ), 32.73 (C (10) ), 32.24 (C (11) ), 26.45 (C (12) ), 23.38 (C (13) ). Found, %: C 71.…”

Cyclobutane‐substituted diacetamido sulfides and 2,5‐diacylthiophenes

“…It is well known that 3-substituted cyclobutane carboxylic acid derivatives exhibit antiinflammatory and antidepressant activities [4,5] and liquid crystal properties [6]. Various thiazole derivatives show herbicidal [7], antiinflammatory [8,9], antimicrobial [10], or antiparasitic activity [11].…”

Synthesis and biological activity of new 2-amino-4-[3-methyl-3-(5,6,7,8-tetrahydro-2-naphthyl)cyclobutyl]thiazole derivatives

“…Derivatives of 3-substituted cyclobutanecarboxylic acid exhibit antiinflammatory and antidepressant activity [6,7], as well as liquid crystal properties [8]. Various thiazole derivatives were shown to exert herbicidal [9], antiinflammatory [10,11], antimicrobial [12], and antiparasitic action [13]. Schistosomiasis is a chronic and debilitating disease which infects about 300 millions people in tropical and subtropical regions [14].…”