110545-67-0

Basic information

• Product Name: METHYL 4-BROMO-3-METHOXYTHIOPHENE-2-CARBOXYLATE
• Synonyms: METHYL 4-BROMO-3-METHOXYTHIOPHENE-2-CARBOXYLATE;Methyl 4-bromo-3-methoxythiophene-2-carboxylate 98%;4-Bromo-3-methoxy-2-(methoxycarbonyl)thiophene;4-Bromo-3-methoxy-2-(methoxycarbonyl)thiophene, Methyl 4-bromo-3-methoxy-2-thenoate;Methyl4-bromo-3-methoxythiophene-2-carboxylate97%
• CAS NO: 110545-67-0
• Molecular Formula: C₇H₇BrO₃S
• Molecular Weight: 251.1
• Mol File: 110545-67-0.mol
• Article Data: 19

Chemical Properties

• Melting Point: 73 °C
• Boiling Point: 300°C at 760 mmHg
• Flash Point: 135.2°C
• Appearance: /
• Density: 1.599g/cm³
• Vapor Pressure: 0.00115mmHg at 25°C
• Refractive Index: 1.56
• Storage Temp.: 2-8°C
• CAS DataBase Reference: METHYL 4-BROMO-3-METHOXYTHIOPHENE-2-CARBOXYLATE(CAS DataBase Reference)
• NIST Chemistry Reference: METHYL 4-BROMO-3-METHOXYTHIOPHENE-2-CARBOXYLATE(110545-67-0)
• EPA Substance Registry System: METHYL 4-BROMO-3-METHOXYTHIOPHENE-2-CARBOXYLATE(110545-67-0)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39
• Hazardous Substances Data: 110545-67-0(Hazardous Substances Data)

Usage

General Description

Methyl 4-Bromo-3-Methoxythiophene-2-Carboxylate is a chemical compound with the molecular formula C8H7BrO3S. It is a carboxylate ester that contains a bromine atom, a methoxy group, and a thiophene ring. METHYL 4-BROMO-3-METHOXYTHIOPHENE-2-CARBOXYLATE is commonly used as a building block in organic synthesis for the production of pharmaceuticals, agrochemicals, and materials. It is also used as a reagent in chemical reactions to introduce specific functional groups onto molecules. As a synthetic intermediate, it plays a crucial role in the production of various important compounds and has applications in the pharmaceutical and chemical industries.

InChI:InChI=1/C7H7BrO3S/c1-10-5-4(8)3-12-6(5)7(9)11-2/h3H,1-2H3

Upstream product

• 95201-93-7 methyl 3-hydroxy-4-bromo-2-thiophenecarboxylate 
• 77-78-1 dimethyl sulfate 
• 74-88-4 methyl iodide 
• 5118-06-9 methyl 3-hydroxy-2-thiophenecarboxylate 

Downstream Products

• 1047644-60-9 N-[2-amino-1-(phenylmethyl)ethyl]-3-(methyloxy)-4-(1-methyl-1H-pyrazol-5-yl)-2-thiophenecarboxamide 
• 1047645-62-4 1,1-dimethylethyl [2-({[3-(methyloxy)-4-(1-methyl-1H-pyrazol-5-yl)-2-thienyl]carbonyl}amino)-3-phenylpropyl]carbamate 
• 1047645-66-8 N-[2-amino-1-(phenylmethyl)ethyl]-3-(methyloxy)-4-(1-methyl-1H-pyrazol-5-yl)-2-thiophenecarboxamide hydrochloride 

Relevant articles and documents

Synthesis and Anticancer Activity of Thiophene-2-carboxamide Derivatives and In Silico Docking Studies

A novel series of thiophene-2-carboxamide derivatives are designed and synthesized, and their structures are confirmed by 1H and 13C NMR, and mass spectra. The synthesized compounds are evaluated for their in vitro cytotoxic activity by MTT assay. Among the tested compounds, the derivative with 4-Cl-phenyl ring exhibits potent inhibitory activity against MCF-7, K562, HepG2, and MDA-MB-231. The molecular docking study performed for the synthesized compounds against PTP1B exhibits essential key interactions.

Design, synthesis, in silico and in vitro evaluation of thiophene derivatives: A potent tyrosine phosphatase 1B inhibitor and anticancer activity

A series of novel methyl 4-(4-amidoaryl)-3-methoxythiophene-2-carboxylate derivatives were designed against the active site of protein tyrosine phosphatise 1B (PTP1B) enzyme using MOE.2008.10. These molecules are also subjected for in silico toxicity prediction studies and considering their corresponding drug scores, it implied that, the molecules are promising as anticancer agents. The designed compounds were synthesized by using suitable methods and characterized. They were subjected to inhibitory activity against PTP1B and in vitro anticancer activity by MTT assay. Most of the tested compounds showed potent inhibitory activity against PTP1B, among the compounds tested, compound 5b exhibited the highest activity (IC50?=?5.25?μM) and remarkable cytotoxic activity at 0.09?μM of IC50 against the MCF-7 cell line. In addition to this, compound 5c also showed potential anticancer activity at 2.22?μM of IC50 against MCF-7 and 0.72?μM against HepG2 cell lines as well as PTP1B inhibitory activity at IC50 of 6.37?μM.

Synthesis and Anticancer Activity of Novel Urea and Thiourea Bearing Thiophene-2-carboxalate Derivatives

Abstract: A new series of urea and thiourea bearing thiophene-2-carboxalate derivatives has been designed against protein tyrosine phosphatase 1B (PTP1B) active site, synthesized and charecterized by 1H and 13C NMR, and mass spectra. The compounds have been evaluated for in vitro anticancer activity against different cancer cell lines using the MTT colorimetric assay and doxorubicin as a standard drug. Among the tested compounds, methyl 3-methoxy-4-{4-[3-(4-methoxyphenyl)thioureido]phenyl}thiophene-2-carboxylate demonstrates the highest inhibitory activity against MCF-7, K562, HepG2, MDA-MB-231, and HeLa cell lines. The new molecular structures and their interactions with PNP1B have been evaluated by docking studies.