65234-09-5

Basic information

• Product Name: 2-AMINO-4-(4-CHLORO-PHENYL)-THIOPHENE-3-CARBOXYLIC ACID ETHYL ESTER
• Synonyms: 2-AMINO-4-(4-CHLORO-PHENYL)-THIOPHENE-3-CARBOXYLIC ACID ETHYL ESTER;AKOS BBS-00004620;AKOS MSC-0437;3-THIOPHENECARBOXYLIC ACID, 2-AMINO-4-(4-CHLOROPHENYL)-, ETHYL ESTER;ETHYL 2-AMINO-4-(4-CHLOROPHENYL)THIOPHENE-3-CARBOXYLATE;ETHYL 2-AMINO-4-(4-CHLOROPHENYL)-3-THIOPHENECARBOXYLATE;BUTTPARK 99\18-77;Ethyl 2-amino-4-(4-chlorophenyl)-3-thiophenecarboxylate ,98%
• CAS NO: 65234-09-5
• Molecular Formula: C₁₃H₁₂ClNO₂S
• Molecular Weight: 281.76
• EINECS: 200-258-5
• Mol File: 65234-09-5.mol
• Article Data: 18

Chemical Properties

• Melting Point: 111 °C
• Boiling Point: 415.9 °C at 760 mmHg
• Flash Point: 205.3 °C
• Appearance: /
• Density: 1.323 g/cm³
• Vapor Pressure: 4E-07mmHg at 25°C
• Refractive Index: 1.62
• Storage Temp.: 2-8°C
• PKA: -0.29±0.14(Predicted)
• CAS DataBase Reference: 2-AMINO-4-(4-CHLORO-PHENYL)-THIOPHENE-3-CARBOXYLIC ACID ETHYL ESTER(CAS DataBase Reference)
• NIST Chemistry Reference: 2-AMINO-4-(4-CHLORO-PHENYL)-THIOPHENE-3-CARBOXYLIC ACID ETHYL ESTER(65234-09-5)
• EPA Substance Registry System: 2-AMINO-4-(4-CHLORO-PHENYL)-THIOPHENE-3-CARBOXYLIC ACID ETHYL ESTER(65234-09-5)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 22-26-36/37/39
• HazardClass: IRRITANT
• Hazardous Substances Data: 65234-09-5(Hazardous Substances Data)

Usage

Chemical Properties

Off-white to light yellow powder

Uses

It is used in the design, synthesis and biological evaluation of novel condensed fuoropyrimidines as anti-hyperlipidemic agents. Synthesis of 2-chloromethyl-5-(4- chlorophenyl) thieno [2,3-d]pyrimidin- 4(3H)-one. A stream of dry hydrogen chloride gas was bubbled through an ice-cold mixture of ethyl 2-amino-4-(4-chlorophenyl)thiophene 3- carboxylate.

InChI:InChI=1/C13H12ClNO2S/c1-2-17-13(16)11-10(7-18-12(11)15)8-3-5-9(14)6-4-8/h3-7H,2,15H2,1H3

Upstream product

• 99-91-2 para-chloroacetophenone 
• 105-56-6 ethyl 2-cyanoacetate 
• 13455-81-7 Ethyl 3-(4-chlorophenyl)-2-cyano-2-butenoate 
• 110-91-8 morpholine 
• 17277-51-9 3-(4-Chlorophenyl)-2-cyano-but-2-enoic acid ethyl ester 

Downstream Products

• 547706-71-8 C₁₆H₁₃ClN₂O₃S 
• 893802-40-9 5-(4-chlorophenyl)-2-(pyridin-2-yl)thieno[2,3-d]pyrimidin-4(3H)-one 
• 724745-81-7 5-(4-chloro-phenyl)-2-(pyridin-3-yl)thieno[2,3-d]pyrimidin-4(3H)-one 
• 792952-19-3 5-(4-chloro-phenyl)-2-(pyridin-4-yl)thieno[2,3-d]pyrimidin-4(3H)-one 
• 380644-97-3 ethyl 2-benzamido-4-(4-chlorophenyl)thiophene-3-carboxylate 
• 1176669-13-8 C₁₅H₁₀ClN₃OS 
• 1017678-73-7 C₁₆H₁₃ClN₂O₃S 
• 1017678-46-4 C₁₅H₁₁ClN₂O₃S 
• 724745-68-0 5-(4-chlorophenyl)-2-methylthieno[2,3-d]pyrimidin-4(3H)-one 
• 1499192-12-9 5-(4-chlorophenyl)-2-[1-(4-fluorophenyl)-4-oxoazetidin-2-yl]thieno[2,3-d]pyrimidin-4(3H)-one 
• 1499192-11-8 5-(4-chlorophenyl)-2-[1-(4-methylphenyl)-4-oxoazetidin-2-yl]thieno[2,3-d]pyrimidin-4(3H)-one 
• 1499192-10-7 5-(4-chlorophenyl)-2-[1-(2-methylphenyl)-4-oxoazetidin-2-yl]thieno[2,3-d]pyrimidin-4(3H)-one 
• 1499192-09-4 5-(4-chlorophenyl)-2-[1-phenyl-4-oxoazetidin-2-yl]thieno[2,3-d]pyrimidin-4(3H)-one 
• 1499192-02-7 C₂₁H₁₄Cl₂FN₃O₂S 

Relevant articles and documents

Design, Synthesis, and Biological Evaluation of 6-Substituted Thieno[3,2- d]pyrimidine Analogues as Dual Epidermal Growth Factor Receptor Kinase and Microtubule Inhibitors

The clinical evidence for the success of tyrosine kinase inhibitors in combination with microtubule-targeting agents prompted us to design and develop single agents that possess both epidermal growth factor receptor (EGFR) kinase and tubulin polymerization inhibitory properties. A series of 6-aryl/heteroaryl-4-(3′,4′,5′-trimethoxyanilino)thieno[3,2-d]pyrimidine derivatives were discovered as novel dual tubulin polymerization and EGFR kinase inhibitors. The 4-(3′,4′,5′-trimethoxyanilino)-6-(p-tolyl)thieno[3,2-d]pyrimidine derivative 6g was the most potent compound of the series as an antiproliferative agent, with half-maximal inhibitory concentration (IC50) values in the single- or double-digit nanomolar range. Compound 6g bound to tubulin in the colchicine site and inhibited tubulin assembly with an IC50 value of 0.71 μM, and 6g inhibited EGFR activity with an IC50 value of 30 nM. Our data suggested that the excellent in vitro and in vivo profile of 6g may be derived from its dual inhibition of tubulin polymerization and EGFR kinase.

2-aminothiophene compound preparation method

The invention discloses a 2-aminothiophene compound preparation method. The method includes the step that ketone, nitrile and sulfur in a mole ratio of 1:1:1 are used as raw materials for preparing 2-aminothiophene compounds through catalytic cyclization. By adoption of ketone, nitrile and sulfur as the raw materials, the method has advantages of simple operating steps, high product yield, low cost and the like, and a high industrial value is achieved.

THIENOPYRIMIDINONE NMDA RECEPTOR MODULATORS AND USES THEREOF

Disclosed herein, in part, are heteroaromatic compounds and methods of use in treating neuropsychiatric disorders, e.g., schizophrenia and major depressive disorder. Pharmaceutical compositions and methods of making heteroaromatic compounds are provided.