253434-02-5

Basic information

• Product Name: acetic acid 1-{4-[3-[(benzyl-methyl-amino)-methyl]-7-(2,6-difluoro-benzyl)-5-isobutyryl-4-oxo-4,7-dihydro-thieno[2,3-b]pyridin-2-yl]-phenylcarbamoyl}-1-methyl-ethyl ester
• Synonyms: acetic acid 1-{4-[3-[(benzyl-methyl-amino)-methyl]-7-(2,6-difluoro-benzyl)-5-isobutyryl-4-oxo-4,7-dihydro-thieno[2,3-b]pyridin-2-yl]-phenylcarbamoyl}-1-methyl-ethyl ester
• CAS NO: 253434-02-5
• Molecular Weight: 699.819
• Mol File: 253434-02-5.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: acetic acid 1-{4-[3-[(benzyl-methyl-amino)-methyl]-7-(2,6-difluoro-benzyl)-5-isobutyryl-4-oxo-4,7-dihydro-thieno[2,3-b]pyridin-2-yl]-phenylcarbamoyl}-1-methyl-ethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: acetic acid 1-{4-[3-[(benzyl-methyl-amino)-methyl]-7-(2,6-difluoro-benzyl)-5-isobutyryl-4-oxo-4,7-dihydro-thieno[2,3-b]pyridin-2-yl]-phenylcarbamoyl}-1-methyl-ethyl ester(253434-02-5)
• EPA Substance Registry System: acetic acid 1-{4-[3-[(benzyl-methyl-amino)-methyl]-7-(2,6-difluoro-benzyl)-5-isobutyryl-4-oxo-4,7-dihydro-thieno[2,3-b]pyridin-2-yl]-phenylcarbamoyl}-1-methyl-ethyl ester(253434-02-5)

Safety Data

• Hazardous Substances Data: 253434-02-5(Hazardous Substances Data)

Upstream product

• 174072-26-5 2-(4-aminophenyl)-3-(N-benzyl-N-methylaminomethyl)-7-(2,6-difluorobenzyl)-4,7-dihydro-5-isobutyryl-4-oxothieno[2,3-b]pyridine 
• 40635-66-3 2-acetoxy-2-methylpropanoyl chloride 
• 174070-98-5 ethyl 3-(N-benzyl-N-methylaminomethyl)-7-(2,6-difluorobenzyl)-4,7-dihydro-2-(4-nitrophenyl)-4-oxothieno[2,3-b]pyridine-5-carboxylate 
• 174071-01-3 2-(4-aminophenyl)-3-(N-benzyl-N-methylaminomethyl)-7-(2,6-difluorobenzyl)-4,7-dihydro-4-oxothieno[2,3-b]pyridine-5-carboxylic acid ethyl ester 
• 174069-67-1 3-bromomethyl-7-(2,6-difluorobenzyl)-4,7-dihydro-2-(4-nitrophenyl)-4-oxothieno[2,3-b]pyridine-5-carboxylic acid ethyl ester 
• 174069-42-2 ethyl 7-(2,6-difluorobenzyl)-4,7-dihydro-3-methyl-2-(4-nitrophenyl)-4-oxothieno[2,3-b]pyridine-5-carboxylate 
• 174069-44-4 ethyl 7-(2,6-difluorobenzyl)-4,7-dihydro-3-methyl-4-oxo-2-phenylthieno[2,3-b]pyridine-5-carboxylate 
• 174072-80-1 ethyl 4-hydroxy-3-methyl-2-phenylthieno[2,3-b]pyridine-5-carboxylate 
• 697-73-4 2,6-difluorobenzyl chloride 
• 4815-38-7 ethyl 2-amino-4-methyl-5-phenylthiophene-3-carboxylate 
• 192886-68-3 3-(N-benzyl-N-methylaminomethyl)-4,7-dihydro-7-(2,6-difluorobenzyl)-2-(4-trifluoroacetylaminophenyl)-4-oxothieno[2,3-b]pyridine-5-carboxylic acid ethyl ester 
• 192886-69-4 3-(N-benzyl-N-methylaminomethyl)-7-(2,6-difluorobenzyl)-4,7-dihydro-N-methoxy-N-methyl-4-oxo-2-(4-trifluoroacetamidophenyl)thieno[2,3-b]pyridine-5-carboxamide 
• 903520-54-7 3-(N-benzyl-N-methylaminomethyl)-7-(2,6-difluorobenzyl)-4,7-dihydro-5-isobutyryl-2-(4-trifluoroacetamidophenyl)-4-oxothieno[2,3-b]pyridine 
• 174072-73-2 2-[(3-ethoxycarbonyl-4-methyl-5-phenyl-thiophen-2-ylamino)-methylene]-malonic acid diethyl ester 

Relevant articles and documents

Design, synthesis, and structure-activity relationships of thieno[2,3-b]pyridin-4-one derivatives as a novel class of potent, orally active, non-peptide luteinizing hormone-releasing hormone receptor antagonists

Design, synthesis, and structure-activity relationships of thieno[2,3-b]pyridin-4-one-based non-peptide luteinizing hormone-releasing hormone (LHRH) receptor antagonists are described. Starting with the thienopyridin-4-one derivative 26d (T-98475) an optimization study was performed, which resulted in the identification of a highly potent and orally bioavailable LHRH receptor antagonist, 3-(N-benzyl-N-methylaminomethyl)-7-(2,6- difluorobenzyl)-4,7-dihydro-2-[4-(1-hydroxy-1-cyclopropanecarboxamido)phen-yl] -5-isobutyryl-4-oxothieno[2,3-b]pyridine (33c). Compound 33c displayed subnanomolar in vitro activities for the human receptor and its oral administration caused effective suppression of the plasma LH levels in castrated male cynomolgus monkeys. Furthermore, SAR studies revealed that a hydroxyalkylamido moiety on the 2-phenyl ring is virtually equivalent to an alkylureido moiety, at least in this series of compounds.