56387-08-7

Basic information

• Product Name: 3-Thiophenecarboxylicacid,2-amino-(9CI)
• Synonyms: 3-Thiophenecarboxylicacid,2-amino-(9CI)
• CAS NO: 56387-08-7
• Molecular Formula: C₅H₅NO₂S
• Molecular Weight: 143.165
• Product Categories: AMINOACID
• Mol File: 56387-08-7.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 347.083 °C at 760 mmHg
• Flash Point: 163.71 °C
• Appearance: /
• Density: 1.527
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.69
• Storage Temp.: 2-8°C(protect from light)
• PKA: 5.42±0.20(Predicted)
• CAS DataBase Reference: 3-Thiophenecarboxylicacid,2-amino-(9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: 3-Thiophenecarboxylicacid,2-amino-(9CI)(56387-08-7)
• EPA Substance Registry System: 3-Thiophenecarboxylicacid,2-amino-(9CI)(56387-08-7)

Safety Data

• Hazardous Substances Data: 56387-08-7(Hazardous Substances Data)

Usage

General Description

3-Thiophenecarboxylic acid, 2-amino-(9CI) is a chemical compound with a molecular formula C6H6O2S. It is an amino acid derivative and belongs to the class of organic compounds known as thiophenecarboxylic acids. 3-Thiophenecarboxylicacid,2-amino-(9CI) is a crystalline solid with a white to light yellow color. It is soluble in water and can be used as a building block in the synthesis of various pharmaceuticals and other organic compounds. The presence of the amino and carboxylic acid functional groups makes it a versatile compound that can be used in the development of drugs and as a precursor in organic synthesis.

InChI:InChI=1/C5H5NO2S/c6-4-3(5(7)8)1-2-9-4/h1-2H,6H2,(H,7,8)

Upstream product

• 4651-81-4 Methyl 2-aminothiophene-3-carboxylate 
• 31891-06-2 ethyl 2-aminothiophene-3-carboxylate 

Downstream Products

• 65076-02-0 ethyl 2-ethoxycarbonyl-3-(thienylamino)prop-2-enoate 
• 4651-81-4 Methyl 2-aminothiophene-3-carboxylate 
• 14080-59-2 4-chlorothieno[2,3-d]pyrimidine 
• 14080-50-3 thieno[2,3-d]pyrimidin-4(3H)one 
• 21582-44-5 (2-amino-thien-3-yl)phenylmethanone 
• 31891-06-2 ethyl 2-aminothiophene-3-carboxylate 
• 79242-76-5 2-(1H-pyrrol-1-yl)thiophene-3-carboxylic acid 

Relevant articles and documents

Discovery of Novel Thiophene-arylamide Derivatives as DprE1 Inhibitors with Potent Antimycobacterial Activities

In this study, we report the design and synthesis of a series of novel thiophene-arylamide compounds derived from the noncovalent decaprenylphosphoryl-β-d-ribose 2′-epimerase (DprE1) inhibitor TCA1 through a structure-based scaffold hopping strategy. Systematic optimization of the two side chains flanking the thiophene core led to new lead compounds bearing a thiophene-arylamide scaffold with potent antimycobacterial activity and low cytotoxicity. Compounds 23j, 24f, 25a, and 25b exhibited potent in vitro activity against both drug-susceptible (minimum inhibitory concentration (MIC) = 0.02-0.12 μg/mL) and drug-resistant (MIC = 0.031-0.24 μg/mL) tuberculosis strains while retaining potent DprE1 inhibition (half maximal inhibitory concentration (IC50) = 0.2-0.9 μg/mL) and good intracellular antimycobacterial activity. In addition, these compounds showed good hepatocyte stability and low inhibition of the human ether-à-go-go related gene (hERG) channel. The representative compound 25a with acceptable pharmacokinetic property demonstrated significant bactericidal activity in an acute mouse model of tuberculosis. Moreover, the molecular docking study of template compound 23j provides new insight into the discovery of novel antitubercular agents targeting DprE1.

Design, synthesis and structure-activity-relationship of 1,5-tetrahydronaphthyridines as CETP inhibitors

This Letter describes the discovery and SAR optimization of 1,5-tetrahydronaphthyridines, a new class of potent CETP inhibitors. The effort led to the identification of 21b and 21d with in vitro human plasma CETP inhibitory activity in the nanomolar range (IC50 = 23 and 22 nM, respectively). Both 21b and 21d exhibited robust HDL-c increase in hCETP/hApoA1 dual heterozygous mice model.