2-(3-PHENYL-2-PIPERAZINYL-3,4-DIHYDROQUINAZOLINE-4-YL) ACETIC ACIDS AS ANTI-VIRAL AGENTS, ESPECIALLY AGAINST CYTOMEGALO VIRUSES

摘要

2-(2-(4-Phenyl-1-piperazinyl)-3-phenyl-3,4-dihydro-4-quinazolinyl)-acetic acid derivatives (I) are new. 2-(2-(4-Phenyl-1-piperazinyl)-3-phenyl-3,4-dihydro-4-quinazolinyl)-acetic acid derivatives of formula (I) and their salts, solvates and hydrated salts are new. [Image] Ar : aryl (optionally substituted (os) by 1-3 Q); Q : alkyl, alkoxy, CHO, COOH, alkylcarbonyl, alkoxycarbonyl, CF 3, halo, CN, OH, NH 2, alkylamino, CONH 2 or NO 2 (where alkyl is os by 1-3 halo, NH 2, alkylamino, OH or aryl), or Q + Q : a group completing a fused 1,3-dioxolan, cyclopentane or cyclohexane ring; R 1-R 3H, alkyl, alkoxy, CN, halo, NO 2 or CF 3, or two of R 1-R 3a group completing a fused 1,3-dioxolan, cyclopentane or cyclohexane ring, and R 4, R 5H or alkyl, or R 4 and R 5 on opposite C atoms : CH 2, CHMe or CMe 2 bridge. provided that R 1-R 3 are not all H. An independent claim is included for the preparation of (I). ACTIVITY : Virucide. In tests for effectiveness against human cytomegalovirus (HCMV) infections in human foreskin fibroblast cultures, 2-(2-(4-(4-fluoro-3-methylphenyl)-1-piperazinyl)-3-(3-trifluoromethyl)-phenyl)-3,4-dihydro-4-quinazolinyl)-acetic acid (Ia) had an antiviral EC 50 value of 0.027 mu M and a cytotoxic CC 5 0 value of 17 mu M (corresponding to a selectivity index of 630). MECHANISM OF ACTION : None given.