| Literature DB >> 2431144 |
N P Peet, L E Baugh, S Sunder, J E Lewis, E H Matthews, E L Olberding, D N Shah.
Abstract
Syntheses for 3-(1H-tetrazol-5-yl)-4(3H)-quinazolinone sodium salt monohydrate (9; MDL 427) and the related formamido compound, 2-(formylamino)-N-1H-tetrazol-5-ylbenzamide (10), are described. Both compounds are active in the rat passive cutaneous anaphylaxis and passive peritoneal anaphylaxis tests. A 94:6 equilibrium mixture of 9 and ionized 10, respectively, forms in aqueous buffer systems at a pH-dependent rate. In addition, analogues of 3-(1H-tetrazol-5-yl)-4(3H)-quinazolinone (8) bearing substituents on the benzene ring, substituents at the 2-position, and heteroaryl groups at the 3-position other than tetrazole were prepared. These analogue sets demonstrated that an accessible electrophilic center and an acidic functionality were requirements for good antiallergic activity.Entities:
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Year: 1986 PMID： 2431144 DOI： 10.1021/jm00161a045
Source DB: PubMed Journal: J Med Chem ISSN： 0022-2623 Impact factor: 7.446