70438-00-5

Basic information

• Product Name: 4-ethoxy-thiophene-3-carboxylic acid
• CAS NO: 70438-00-5
• Molecular Weight: 172.205
• Mol File: 70438-00-5.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: 4-ethoxy-thiophene-3-carboxylic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 4-ethoxy-thiophene-3-carboxylic acid(70438-00-5)
• EPA Substance Registry System: 4-ethoxy-thiophene-3-carboxylic acid(70438-00-5)

Safety Data

• Hazardous Substances Data: 70438-00-5(Hazardous Substances Data)

Upstream product

• 70437-99-9 4-ethoxy-3-thiophenecarboxylic acid ethyl ester 
• 78071-37-1 4-bromo-3-thiophenecarboxylic acid methyl ester 
• 16694-17-0 4-bromo-3-thiophenecarboxylic acid 
• 141-52-6 sodium ethanolate 
• 224449-33-6 4.-brorno-thiophene-3-carboxylic acid ethyl ester 

Downstream Products

• 70438-21-0 2,2'-dithiobis(4-ethoxythiophene-3-carboxanilide) 
• 72205-91-5 S- 4-ethoxythiophene-3-carbothioate 
• 72205-93-7 4-ethoxy-2'-(methylthio)thiophene-3-carboxanilide 
• 70438-22-1 4-ethoxy-2'-mercaptothiophene-3-carboxanilide 
• 70438-02-7 4-ethoxy-2'-hydroxythiophene-3-carboxanilide 
• 70438-01-6 4-ethoxy-3-thiophenecarbonyl chloride 

Relevant articles and documents

Synthesis of thiophenecarboxamides, thieno[3,4-c]pyridin-4(5H)-ones and thieno[3,4-d]pyrimidin-4(3H)-ones and preliminary evaluation as inhibitors of poly(ADP-ribose)polymerase (PARP)

Inhibitors of poly(ADP-ribose)polymerase (PARP) inhibit repair of damaged DNA and thus potentiate radiotherapy and chemotherapy of cancer. Treatment of 3-cyanothiophene with potassium nitrate and concentrated sulphuric acid gave 5-nitrothiophene-3-carboxamide. 4-Nitrothiophene-2-carboxamide and 5-nitrothiophene-2-carboxamide were formed similarly from 2-cyanothiophene. Reduction with tin(II) chloride gave the corresponding aminothiophenecarboxamide salts which were isolated via their N-Cbz derivatives. Lithiation of 3,4-dibromothiophene at -116°C and quenching with alkyl chloroformates gave 4-bromothiophene-3-carboxylates, which were hydrolysed to 4-bromothiophene-3-carboxylic acid. Hurtley reactions with the enolates of pentane-2,4-dione and of 1-phenylbutane-1,3-dione, followed by acyl cleavage, led to 4-(2-oxopropyl)thiophene-3-carboxylic acid and 4-phenacylthiophene-3-carboxylic acid, respectively. Condensation with ammonia in acetic acid gave 6-methyl- and 6-phenyl-thieno[3,4-c]pyridin-4-ones, which were selectively nitrated at the 1- and 7-positions or were dinitrated. Ethyl 4-acetamido- and 4-benzamido-thiophene-3-carboxylates were cyclised to 2-methyl- and 2-phenyl-thieno[3,4-d][1,3]oxazin-4-ones, respectively. Ring-opening with ammonia and recyclisation led to 2-substituted thieno[3,4-d]pyrimidin-4-ones. The aminothiophenecarboxamides are analogues of 3-aminobenzamide, a selective inhibitor of poly(ADP-ribose)polymerase (PARP); the thienopyridinones and the thienopyrimidinones are analogues of isoquinolin-1-ones and quinazolin-4-ones, respectively, which inhibit this enzyme. In preliminary assays, several thienopyridinones and thienopyrimidinones showed potent inhibitory activity against PARP. Copyright (C) 1999 Published by Elsevier Science Ltd.

Thieno[3,4-b][1,5]benzoxazepin-10-ones and thieno[3,4-b][1,5]benzothiazepin-10-ones

This disclosure describes novel substituted thieno[3,4-b][1,5]benzoxazepin-10 (9H)-ones and thieno[3,4-b][1,5]benzothiazepin-10(9H)-ones which are useful as intermediates for the preparation of 10-[4-(substituted)-1-piperazinyl]thieno[3,4-b][1,5]benzoxaze