2-Amino-3-o-chlorobenzoyl-5-ethylthiophene Chemical Properties

Boiling point:

454.8±45.0 °C(Predicted)

Density 

1.302

storage temp. 

Keep in dark place,Inert atmosphere,Room temperature

solubility 

DMF: 10 mg/ml; DMSO: 5 mg/ml; Ethanol: 10 mg/ml; PBS (pH 7.2): insol

form 

a crystalline solid

pka

-1.81±0.10(Predicted)

InChI

InChI=1S/C13H12ClNOS/c1-2-8-7-10(13(15)17-8)12(16)9-5-3-4-6-11(9)14/h3-7H,2,15H2,1H3

InChIKey

RFCCZAHPNNJKKR-UHFFFAOYSA-N

SMILES

C(C1C=C(CC)SC=1N)(C1=CC=CC=C1Cl)=O

2-Amino-3-o-chlorobenzoyl-5-ethylthiophene Usage And Synthesis

Description

2-Amino-3-o-chlorobenzoyl-5-ethylthiophene can be used as the raw material for the synthesis of Etizolam, which is an important sedative hypnotic and antidepressant drug. Its derivative, 2-amino-3-(p-chlorobenzoyl) thiophene scaffold has been widely employed as a pharmacophore for the identification of small molecules acting as allosteric modulators at the adenosine A1 receptor. 

References

Kai, Yong Mao, et al. "An Improved Synthesis of Etizolam." Journal of Southwest University of Science & Technology  (2014).
Romagnoli, R, et al. Synthesis and biological evaluation of a new series of 2-amino-3-aroyl thiophene derivatives as agonist allosteric modulators of the A1 adenosine receptor. A position-dependent effect study..Longing for the end. Macmillan, 2015:185–204.

Chemical Properties

Yellow Solid

Uses

Used in the preparation of thienylamide derivatives as cholecystokinin inhibitors.

2-Amino-3-o-chlorobenzoyl-5-ethylthiophene (50508-60-6)Related Product Information

• Etizolam JP
• Luminol
• P-AMINOBENZAMIDE GLUTAMIC ACID
• Benzoyl chloride, 4-amino- (9CI)
• Anthranilamide
• AKOS 221-03
• AKOS 221-04
• BENZO[B]THIOPHENE-6-CARBOXYLIC ACID, 2-AMINO-3-(2-CHLOROBENZOYL)-4,5,6,7-TETRAHYDRO-, ETHYL ESTER
• AKOS 92301
• BENZO[B]THIOPHENE-6-CARBOXYLIC ACID, 2-AMINO-3-(2-CHLOROBENZOYL)-4,5,6,7-TETRAHYDRO-, METHYL ESTER
• 2-Amino-3-o-chlorobenzoyl-5-ethylthiophene