312513-45-4

Basic information

• Product Name: 2-AMINO-4,5,6,7-TETRAHYDRO-BENZO[B]THIOPHENE-3-CARBOXYLIC ACID BENZYLAMIDE
• Synonyms: TIMTEC-BB SBB009360;ART-CHEM-BB B014585;2-AMINO-4,5,6,7-TETRAHYDRO-BENZO[B]THIOPHENE-3-CARBOXYLIC ACID BENZYLAMIDE;2-AMINO-N-BENZYL-4,5,6,7-TETRAHYDRO-1-BENZOTHIOPHENE-3-CARBOXAMIDE;AKOS BBS-00001255;2-amino-N-(benzyl)-4,5,6,7-tetrahydrobenzothiophene-3-carboxamide;2-amino-N-(phenylmethyl)-4,5,6,7-tetrahydro-1-benzothiophene-3-carboxamide;2-amino-N-(phenylmethyl)-4,5,6,7-tetrahydrobenzothiophene-3-carboxamide
• CAS NO: 312513-45-4
• Molecular Formula: C16H18N2OS
• Molecular Weight: 286.39
• Mol File: 312513-45-4.mol
• Article Data: 3

Chemical Properties

• Melting Point: 184-186 °C
• Boiling Point: 483.5±45.0 °C(Predicted)
• Appearance: /
• Density: 1.250±0.06 g/cm3(Predicted)
• PKA: 14.97±0.20(Predicted)
• CAS DataBase Reference: 2-AMINO-4,5,6,7-TETRAHYDRO-BENZO[B]THIOPHENE-3-CARBOXYLIC ACID BENZYLAMIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-AMINO-4,5,6,7-TETRAHYDRO-BENZO[B]THIOPHENE-3-CARBOXYLIC ACID BENZYLAMIDE(312513-45-4)
• EPA Substance Registry System: 2-AMINO-4,5,6,7-TETRAHYDRO-BENZO[B]THIOPHENE-3-CARBOXYLIC ACID BENZYLAMIDE(312513-45-4)

Safety Data

• Hazard Codes: Xi
• HazardClass: IRRITANT
• Hazardous Substances Data: 312513-45-4(Hazardous Substances Data)

Usage

Chemical compound

2-AMINO-4,5,6,7-TETRAHYDRO-BENZO[B]THIOPHENE-3-CARBOXYLIC ACID BENZYLAMIDE

Molecular structure

Includes a benzothiophene ring with a carboxylic acid and benzylamide functional groups

Properties

Amine derivative, potential applications in pharmaceutical research and drug development

Biological activity

Due to its unique structure and functional groups, subject of interest for further studies in medicinal chemistry and pharmacology

Upstream product

• 108-94-1 cyclohexanone 
• 10412-93-8 N-Benzylcyanoacetamide 
• 100-46-9 benzylamine 
• 4506-71-2 ethyl 2-amino-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxylate 
• 5936-58-3 2-amino-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxylic acid 

Relevant articles and documents

Synthesis and evaluation of new 2-aminothiophenes against: Mycobacterium tuberculosis

Tuberculosis (TB) and its drug resistant forms kills more people than any other infectious disease. This fact emphasizes the need to identify new drugs to treat TB. 2-Aminothiophenes (2AT) have been reported to inhibit Pks13, a validated anti-TB drug target. We synthesized a library of 42 2AT compounds. Among these, compound 33 showed remarkable potency against Mycobacterium tuberculosis (Mtb) H37RV (MIC = 0.23 μM) and showed an impressive potency (MIC = 0.20-0.44 μM) against Mtb strains resistant to isoniazid, rifampicin and fluoroquinolones. The site of action for the compound 33 is presumed to be Pks13 or an earlier enzyme in the mycolic acid biosynthetic pathway. This inference is based on structural similarity of the compound 33 with known Pks13 inhibitors, which is corroborated by mycolic acid biosynthesis studies showing that the compound strongly inhibits the biosynthesis of all forms of mycolic acid in Mtb. In summary, these studies suggest 33 represents a promising anti-TB lead that exhibits activity well below toxicity to human monocytic cells.

2-Aminothiophene-3-carboxylates and carboxamides as adenosine A1 receptor allosteric enhancers

Three series of 2-amino-4,5,6,7-tetrahydrobenzo[b]thiophene and 2-amino-5,6,7,8-tetrahydrocyclohepta[b]thiophenes with 3-carboxylates and carboxamides have been prepared using the Gewald synthesis and evaluated as A1AR allosteric enhancers. The