Synthesis and antiallergy activity of [1,3,4]thiadiazolo[3,2-a]-1,2,3-triazolo[4,5-d]pyrimidin-9 (3H)-one derivatives. I

Suzuki, N; Miwa, T; Aibara, S; Kanno, H; Takamori, H; Tsubokawa, M; Ryokawa, Y; Tsukada, W; Isoda, S

HERO ID

4932906

Reference Type

Journal Article

Year

1992

Language

English

PMID

1606631

HERO ID 4932906
In Press No
Year 1992
Title Synthesis and antiallergy activity of [1,3,4]thiadiazolo[3,2-a]-1,2,3-triazolo[4,5-d]pyrimidin-9 (3H)-one derivatives. I
Authors Suzuki, N; Miwa, T; Aibara, S; Kanno, H; Takamori, H; Tsubokawa, M; Ryokawa, Y; Tsukada, W; Isoda, S
Journal Chemical and Pharmaceutical Bulletin
Volume 40
Issue 2
Page Numbers 357-363
Abstract A series of 6-substituted [1,3,4]thiadiazolo[3,2-a]-1,2,3-triazolo[4,5-d]pyrimidin-9(3H)-one derivatives 4a--z were synthesized from 5-substituted 1,3,4-thiadiazol-2-amines 5 by the following consecutive reactions: pyrimidine ring closure with bis(2,4,6-trichlorophenyl) malonate, nitration, chlorination, amination, hydrogenation and diazotization. The structure of 4 was confirmed by an alternate synthesis of 4, involving reaction of 5-substituted 2-azido-1,3,4-thiadiazole 13 with ethyl cyanoacetate, followed by the Dimroth rearrangement and ring closure. The antiallergic activities (anti-passive peritoneal anaphylaxis, anti-passive cutaneous anaphylaxis and anti-slow reacting substance of anaphylaxis activities) of the products were evaluated.
Pmid 1606631
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Dupe Override No
Is Public Yes
Language Text English