4-OXO-1,2,3,4-TETRAHYDROQUINAZOLINES .I. SYNTHESES AND PHARMACOLOGICAL PROPERTIES OF 2-METHYL-3-ARYL-4-OXO-1,2,3,4-TETRAHYDROQUINAZOLINES AND THEIR 1-ACYL DERIVATIVES
4-OXO-1,2,3,4-TETRAHYDROQUINAZOLINES .I. SYNTHESES AND PHARMACOLOGICAL PROPERTIES OF 2-METHYL-3-ARYL-4-OXO-1,2,3,4-TETRAHYDROQUINAZOLINES AND THEIR 1-ACYL DERIVATIVES
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DOI：
10.1021/jm00308a036
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发表时间：
1968-01-01
影响因子：
7.3
通讯作者：
NAKAMA, M
中科院分区：
文献类型：
--
作者：
OKUMURA, K;OINE, T;NAKAMA, M
Reduction of J-inethyl-d-ary 1-4 (311)-quinazolinone hydrochloride (VIII, Ar=(Jells, 2-Cll» C «Ht, and2, 3-(CIIj) jC «lí») with XaBIL gave the corresponding 2-methyl-3-aryl-4-oNo-|, 2, 3, 4-tetrahydro (iuinazolines (IX) in high yield. 2-Elhylamiiiobenzanilide was prepared by XaBH4 reduet ion of 2-methyl-3-phenyl-4-oxo-l, 2, 3, 4-t et rahydroquinazoline (IV). Acetylation of IX gave the 1-acetyl derivative (X), and l-(X, X-disubstituted aminoacetyl) derivatives (XII) were synthesized from IX through l-chlomaeetyl derivatives (XI). In pharma-cological test, compounds 10 and 13 showed analgetic activity as potent as aminopyriiie. With compounds 6 and 9 antiinflammatory activity was observed.Since Gujral and co-workers' have reported that 2-methyl-3-(2-tolyl)-4 (3H)-quinazolinones have hypnotic properties, detailed synthetic and biological studies on 3-aryl-4 (3H)-quinazolinone derivatives have been made, 2-4 but the synthesis and biological properties of 2-methyl-3-aryl-4-oxo-1, 2, 3, 4-
