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[1,3位含杂原子的多环吖嗪。40. 杂环免疫调节剂的合成。3. 由双(2-(2-氨基苯甲酰氨基)乙基)二硫合成n-1取代的3-(2-巯基乙基)喹唑啉-2,4-(1H,3H)-二酮及免疫刺激活性测试]

[Polycyclic azines with heteroatoms in the 1- and 3-position. 40. Synthesis of heterocyclic immunomodulators. 3. Synthesis of n-1 substituted 3-(2-mercaptoethyl)quinazoline-2,4-(1H,3H)-diones from bis(2-(2-aminobenzoylamino)ethyl)disulfane and testing of immunostimulant activity].

作者信息

Gütschow M, Drössler K, Leistner S

机构信息

Institut für Pharmazie, Universität Leipzig, Leipzig, Germany.

出版信息

Arch Pharm (Weinheim). 1995 Mar;328(3):277-81. doi: 10.1002/ardp.19953280314.

DOI:10.1002/ardp.19953280314
PMID:7763144
Abstract

A 3-step synthesis, starting from substituted isatoic anhydride was used to prepare substituted 3-(2-mercaptoethyl)quinazoline-2,4(1H,3H)-diones 4. Reaction of 1 with cystamine afforded bis[2-(2-amino-benzoyl-amino)ethyl]disulfanes 2. Reaction of 2 with ethyl chloroformate and subsequent reduction of the heterocyclic disulfanes 3 gave mercaptoethylquinazoline-2,4-diones 4a-f.N-1 methyl and benzyl substituted derivatives 4b and 4c, respectively, show immuno-stimulating activity in various tests.

摘要

以取代的异吲哚酮酸酐为起始原料，采用三步合成法制备了取代的3-(2-巯基乙基)喹唑啉-2,4(1H,3H)-二酮4。1与胱胺反应得到双[2-(2-氨基苯甲酰氨基)乙基]二硫醚2。2与氯甲酸乙酯反应，随后还原杂环二硫醚3，得到巯基乙基喹唑啉-2,4-二酮4a-f。N-1甲基和苄基取代衍生物4b和4c分别在各种测试中显示出免疫刺激活性。

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