[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].
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.
Wagner
G
G
Fachbereich Biowissenschaften der Universität Leipzig.
Leistner
S
S
Vieweg
H
H
Krasselt
U
U
Prantz
J
J
D000818:Animals; D002264:Carboxylic Acids / Q000138:chemical synthesis* / Q000494:pharmacology; D010323:Passive Cutaneous Anaphylaxis / Q000187:drug effects*; D011725:Pyridines / Q000138:chemical synthesis* / Q000494:pharmacology; D051381:Rats
D002264:Carboxylic Acids; D011725:Pyridines
Synthese von Thieno(2,3-)pyridinen mit Oxalamidsäure- bzw. Oxalamidsäurealkylester-Rest und von 4-Alkoxy-pyrido(3',2':4,5)thieno(3,2-d)pyrimidin-2-carbons]aure-Derivat en