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[含草酰胺酸或草酰胺酸烷基酯残基的噻吩并(2,3 - b)吡啶以及4 - 烷氧基 - 吡啶并(3',2':4,5)噻吩并(3,2 - d)吡啶 - 2 - 羧酸衍生物的合成]

[Synthesis of thieno(2,3-b)pyridines with oxalamidic acid or an oxalamidic alkylester residues and of 4-alkoxy-pyrido(3',2':4,5)thieno(3,2-d)pyridine-2-carboxylic acid derivates].

作者信息

Wagner G, Leistner S, Vieweg H, Krasselt U, Prantz J

机构信息

Fachbereich Biowissenschaften der Universität Leipzig.

出版信息

Pharmazie. 1993 May;48(5):342-6.

PMID:8327562
Abstract

N-(2-Alkoxycarbonyl-thieno[2,3-b]pyrid-3-yl)oxalamide acid alkylester B were synthesized by the reaction of 3-amino-2-carboxylic esters A with oxalic acid diethylester in presence of sodium alkoxides. The 3-amino-2-cyano-thieno[2,3-b]pyridines C yielded under the same conditions via the N-(2-cyano-thieno[2,3-b]pyrid-3-yl)oxalamidic acid alkylesters D/1-D/4 the 4-alkoxy-pyrido[3',2':4,5]thieno[3,2-d]pyrimidine-2-carboxylic acid alkylesters E/1-E/8. The compounds D/1, D/2 and E/1-E/5 were hydrolyzed to give the corresponding carboxylic acids. The 3-amino-furo[2,3-b]pyridine-2-carboxylic acid ethylester H reacted with oxalic ethylester chloride to give the oxalamide ethylester I. The synthesized substances showed an antinaphylactic activity.

摘要

N-(2-烷氧羰基-噻吩并[2,3-b]吡啶-3-基)草酰胺酸烷基酯B是通过3-氨基-2-羧酸酯A与草酸二乙酯在醇钠存在下反应合成的。3-氨基-2-氰基-噻吩并[2,3-b]吡啶C在相同条件下通过N-(2-氰基-噻吩并[2,3-b]吡啶-3-基)草酰胺酸烷基酯D/1-D/4生成4-烷氧基-吡啶并[3',2':4,5]噻吩并[3,2-d]嘧啶-2-羧酸烷基酯E/1-E/8。化合物D/1、D/2和E/1-E/5被水解以得到相应的羧酸。3-氨基-呋喃并[2,3-b]吡啶-2-羧酸乙酯H与草酰氯乙酯反应得到草酰胺乙酯I。合成的物质显示出抗过敏活性。

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1
[Synthesis of thieno(2,3-b)pyridines with oxalamidic acid or an oxalamidic alkylester residues and of 4-alkoxy-pyrido(3',2':4,5)thieno(3,2-d)pyridine-2-carboxylic acid derivates].[含草酰胺酸或草酰胺酸烷基酯残基的噻吩并(2,3 - b)吡啶以及4 - 烷氧基 - 吡啶并(3',2':4,5)噻吩并(3,2 - d)吡啶 - 2 - 羧酸衍生物的合成]
Pharmazie. 1993 May;48(5):342-6.
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