40477-61-0

Basic information

• Product Name: 4-BROMO-5-ETHYL-THIOPHENE-2-CARBOXYLIC ACID
• Synonyms: CHEMBRDG-BB 3013956;ART-CHEM-BB B013956;AKOS B013956;4-BROMO-5-ETHYL-2-THIOPHENECARBOXYLIC ACID;4-BROMO-5-ETHYL-THIOPHENE-2-CARBOXYLIC ACID;4-bromo-5-ethylthiophene-2-carboxylic acid(SALTDATA: FREE);4-bromo-5-ethyl-2-thenoic acid
• CAS NO: 40477-61-0
• Molecular Formula: C₇H₇BrO₂S
• Molecular Weight: 235.1
• Mol File: 40477-61-0.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 334.5°C at 760 mmHg
• Flash Point: 156.1°C
• Appearance: /
• Density: 1.673g/cm³
• Vapor Pressure: 5.04E-05mmHg at 25°C
• Refractive Index: 1.611
• CAS DataBase Reference: 4-BROMO-5-ETHYL-THIOPHENE-2-CARBOXYLIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 4-BROMO-5-ETHYL-THIOPHENE-2-CARBOXYLIC ACID(40477-61-0)
• EPA Substance Registry System: 4-BROMO-5-ETHYL-THIOPHENE-2-CARBOXYLIC ACID(40477-61-0)

Safety Data

• Hazard Codes: Xi
• HazardClass: IRRITANT
• Hazardous Substances Data: 40477-61-0(Hazardous Substances Data)

Usage

General Description

4-Bromo-5-ethyl-thiophene-2-carboxylic acid is a chemical compound with the molecular formula C8H7BrO2S. It is a carboxylic acid derivative of thiophene, a heterocyclic compound widely used in the pharmaceutical and agrochemical industries. 4-BROMO-5-ETHYL-THIOPHENE-2-CARBOXYLIC ACID is characterized by its bromo and ethyl substituents on the thiophene ring, which make it useful for the synthesis of various pharmaceuticals and agrochemicals. It is also known for its potential application in organic synthesis as a building block for new compounds. Additionally, it is used as a research tool in the development of new chemical entities.

InChI:InChI=1/C7H7BrO2S/c1-2-5-4(8)3-6(11-5)7(9)10/h3H,2H2,1H3,(H,9,10)

Upstream product

• 75-03-6 ethyl iodide 
• 6324-10-3 4,5-Dibromo-thiophene-2-carboxylic acid 
• 1256286-45-9 ethyl 4-bromo-5-ethylthiophene-2-carboxylate 
• 18761-46-1 1-(5-ethyl-thiophen-2-yl)-ethanone 

Downstream Products

• 1047644-66-5 N-((1S)-2-amino-1-{[2-(trifluoromethyl)phenyl]methyl}ethyl)-4-(4-chloro-1-methyl-1H-pyrazol-5-yl)-5-ethyl-2-thiophenecarboxamide hydrochloride 
• 1047644-67-6 N-((1S)-2-amino-1-{[2-(trifluoromethyl)phenyl]methyl}ethyl)-4-(4-bromo-1-methyl-1H-pyrazol-5-yl)-5-ethyl-2-thiophenecarboxamide hydrochloride 
• 1047646-00-3 4-(4-chloro-1-methyl-1H-pyrazol-5-yl)-N-((1S)-2-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)-1-{[2-(trifluoromethyl)phenyl]methyl}ethyl)-5-ethyl-2-thiophenecarboxamide 
• 1047646-03-6 4-(4-bromo-1-methyl-1H-pyrazol-5-yl)-N-((1S)-2-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)-1-{[2-(trifluoromethyl)phenyl]methyl}ethyl)-5-ethyl-2-thiophenecarboxamide 
• 1047628-59-0 4-(1,4-dimethyl-1H-pyrazol-5-yl)-N-((1S)-2-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)-1-{[2-(trifluoromethyl)phenyl]methyl}ethyl)-5-ethyl-2-thiophenecarboxamide 
• 1047645-92-0 N-((1S)-2-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)-1-{[2-(trifluoromethyl)phenyl]methyl}ethyl)-5-ethyl-4-(1-methyl-1H-pyrazol-5-yl)-2-thiophenecarboxamide 
• 1047627-34-8 N-((1S)-2-amino-1-{[2-(trifluoromethyl)phenyl]methyl}ethyl)-4-(1,4-dimethyl-1H-pyrazol-5-yl)-5-ethyl-2-thiophenecarboxamide 
• 1047646-02-5 N-((1S)-2-amino-1-{[2-(trifluoromethyl)phenyl]methyl}ethyl)-4-(4-bromo-1-methyl-1H-pyrazol-5-yl)-5-ethyl-2-thiophenecarboxamide 
• 1047645-99-7 N-((1S)-2-amino-1-{[2-(trifluoromethyl)phenyl]methyl}ethyl)-4-(4-chloro-1-methyl-1H-pyrazol-5-yl)-5-ethyl-2-thiophenecarboxamide 
• 1047644-64-3 N-((1S)-2-amino-1-{[2-(trifluoromethyl)phenyl]methyl}ethyl)-5-ethyl-4-(1-methyl-1H-pyrazol-5-yl)-2-thiophenecarboxamide 
• 1314893-44-1 N-[(1R,6R)-6-amino-2,2-difluorocyclohexyl]-4-[6-(difluoromethoxy)pyrazolo[1,5-a]pyrimidin-3-yl]-5-ethylthiophene-2-carboxamide 
• 1314894-25-1 tert-butyl [(1R,2R)-2-[({4-[6-(difluoromethoxy)pyrazolo[1,5-a]pyrimidin-3-yl]-5-ethylthiophen-2-yl}carbonyl)amino]-3,3-difluorocyclohexyl]carbamate 
• 1314893-89-4 tert-butyl (1R,2R)-2-({[5-ethyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)thiophen-2-yl]carbonyl}amino)-3,3-difluorocyclohexylcarbamate 
• 1235545-64-8 9H-fluoren-9-ylmethyl [(1S,2R)-2-{[(4-bromo-5-ethylthiophen-2-yl)carbonyl]amino}-3,3-difluorocyclohexyl]carbamate 

Relevant articles and documents

Direct bromination of ethyl 5-alkylthiophene-2-carboxylates

Approaches to brominated thiophene-2-carboxylic acids by electrophilic bromination of the corresponding acids and esters were compared and investigated. A synthetic route was developed involving direct bromination of ethyl 5-alkylthiophene-2-carboxylates followed by saponification of the resulting ethyl 5-alkyl-4-bromothiophene-2-carboxylates. The key bromination step is selective in dichloromethane solution at 0-5 °C and furnishes the corresponding ethyl 5-alkyl-4-bromothiophene-2-carboxylates in excellent yields. No migration or isomerization of the alkyl substituents was observed. Georg Thieme Verlag Stuttgart New York.

Design and Synthesis of 4,5-disubstituted-thiophene-2-amidines as potent urokinase inhibitors

A study of the S1 binding of lead 5-methylthiothiophene amidine 3, an inhibitor of urokinase-type plasminogen activator, was undertaken by the introduction of a variety of substituents at the thiophene 5-position. The 5-alkyl substituted and unsubstituted thiophenes were prepared using organolithium chemistry. Heteroatom substituents were introduced at the 5-position using a novel displacement reaction of 5-methylsulfonylthiophenes and the corresponding oxygen or sulfur anions. Small alkyl group substitution at the 5-position provided inhibitors equipotent with 3 but possessing improved solubility.