82437-64-7

Basic information

• Product Name: Methyl 3-amino-4-phenylthiophene-2-carboxylate
• Synonyms: 3-Amino-4-phenyl-2-thiophenecarboxylic acid methyl ester;Methyl 3-amino-4-phenylthiophene-2-carboxylate;Methyl 3-amino-4-phenylthiophene-2-carboxylate ,98%
• CAS NO: 82437-64-7
• Molecular Formula: C₁₂H₁₁NO₂S
• Molecular Weight: 233.29
• Mol File: 82437-64-7.mol
• Article Data: 8

Chemical Properties

• Melting Point: 69 °C
• Boiling Point: 381.6 °C at 760 mmHg
• Flash Point: 184.6 °C
• Appearance: /
• Density: 1.265
• Vapor Pressure: 5.02E-06mmHg at 25°C
• Refractive Index: 1.625
• Storage Temp.: 2-8°C(protect from light)
• CAS DataBase Reference: Methyl 3-amino-4-phenylthiophene-2-carboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: Methyl 3-amino-4-phenylthiophene-2-carboxylate(82437-64-7)
• EPA Substance Registry System: Methyl 3-amino-4-phenylthiophene-2-carboxylate(82437-64-7)

Safety Data

• Hazard Codes: Xn
• Statements: 22
• Safety Statements: 24/25
• WGK Germany: 3
• Hazardous Substances Data: 82437-64-7(Hazardous Substances Data)

Usage

Chemical Properties

Light yellow solid

InChI:InChI=1/C12H11NO2S/c1-15-12(14)11-10(13)9(7-16-11)8-5-3-2-4-6-8/h2-7H,13H2,1H3

Upstream product

• 22252-92-2 3-hydroxy-2-phenylacrylonitrile 
• 73591-08-9 3-methoxy-2-phenylacrylonitrile 
• 2365-48-2 Methyl thioglycolate 
• 140-29-4 phenylacetonitrile 
• 24944-46-5 2-phenyl-3-(p-toluenesulfonato)acrylonitrile 
• 22332-58-7 (E)-β-chloro-α-phenylacrylonitrile 
• 5841-70-3 phenyl(formyl)acetonitrile 

Downstream Products

• 221043-76-1 2,4-dichloro-7-phenylthieno[3,2-d]pyrimidine 
• 1621968-37-3 3-amino-N-(4-methoxyphenyl)-4-phenylthiophene-2-carboxamide 
• 1621966-56-0 3,7-diphenylthieno[3,2-d]pyrimidin-4(3H)-one 
• 1621966-62-8 3-(2-chlorophenyl)-7-phenylthieno[3,2-d]pyrimidin-4(3H)-one 
• 1621966-63-9 3-(3-chlorophenyl)-7-phenylthieno[3,2-d]pyrimidin-4(3H)-one 
• 1621966-94-6 7-phenyl-3-(3-vinylphenyl)thieno[3,2-d]-pyrimidin-4(3H)-one 
• 1621967-95-0 3-butyl-7-phenylthieno[3,2-d]pyrimidin-4(3H)-one 
• 1621967-92-7 3-(4-chlorophenyl)-7-phenylthieno[3,2-d]pyrimidin-2,4(1H,3H)-dione 
• 1621966-78-6 7-phenyl-3-(p-tolyl)thieno[3,2-d]pyrimidin-4(3H)-one 
• 1621966-76-4 7-phenyl-3-(m-tolyl)thieno[3,2-d]pyrimidin-4(3H)-one 
• 1621966-75-3 7-phenyl-3-(o-tolyl)thieno[3,2-d]pyrimidin-4(3H)-one 
• 1621966-69-5 3-(3-methoxyphenyl)-7-phenylthieno[3,2-d]pyrimidin-4(3H)-one 
• 1621966-68-4 3-(2-methoxyphenyl)-7-phenylthieno[3,2-d]pyrimidin-4(3H)-one 
• 1621966-64-0 3-(4-chlorophenyl)-7-phenylthieno[3,2-d]pyrimidin-4(3H)-one 

Relevant articles and documents

Synthesis and biological evaluation of N3-alkyl-thienopyrimidin-4-ones as mGluR1 antagonists

Metabotropic glutamate receptor subtype 1 (mGluR1) is a potential target for the treatment of neuropathic pain, and there has been much effort to discover mGluR1 antagonists. In this study, a series of N3-alkyl-thienopyrimidin-4-ones were prepared by introducing various alkyl and aryl groups to the N3- and 7-positions of the thienopyrimidin-4-one core structure, respectively, and their inhibitory activities against mGluR1 were biologically evaluated. Structure-activity relationship study revealed that the trans-4-methylcyclohexyl, cycloheptyl, and cyclooctyl groups at N3-position, and 2-fluorophenyl group at 7-position were most effective in potentiating the inhibitory activity of the thienopyrimidin-4-one derivatives against mGluR1. Among the synthesized compounds, 3-cyclooctyl-7-phenylthienopyrimidin-4-one and 3-cycloheptyl-7-(2-fluorophenyl)thienopyrimidin-4-one exhibited the most potent inhibitory activities with IC50 values of 115 and 107 nM, respectively.

THIENOPYRIMIDINONE DERIVATIVES AS mGluR1 ANTAGONISTS

Disclosed are thienopyrimidinone derivatives as antagonists that act on metabotropic glutamate receptor subtype 1. The thienopyrimidinone derivatives show pharmacological activity against metabotropic glutamate receptor-related diseases, including pain, such as neuropathic pain and migraine, psychiatric diseases, such as anxiety disorder and schizophrenia, urinary incontinence, and neurodegenerative diseases, such as Parkinson's disease and Alzheimer's disease. Also disclosed are methods for preparing the thienopyrimidinone derivatives, and pharmaceutical compositions containing the thienopyrimidinone derivatives as active ingredients.

Design, synthesis and antiproliferative activity of tripentones: A new series of antitubulin agents

Structure-activity relationship studies of a new series of tripentones (thieno[2,3-b]pyrrolizin-8-ones), led us to prepare several derivatives with antiproliferative activities. The most promising 3-(3-hydroxy-4-methoxyphenyl)thieno[2,3-b]pyrrolizin-8-one 20 (leukemia L1210, IC50 = 15 nM) was shown to be a potent inhibitor of tubulin polymerization.