1207971-26-3

Basic information

• Product Name: 3-{4-fluoro-2-[3-(trifluoromethyl)benzyl]-1-benzothien-7-yl}benzoic acid
• Synonyms: 3-{4-fluoro-2-[3-(trifluoromethyl)benzyl]-1-benzothien-7-yl}benzoic acid
• CAS NO: 1207971-26-3
• Molecular Weight: 430.423
• Mol File: 1207971-26-3.mol

Chemical Properties

• CAS DataBase Reference: 3-{4-fluoro-2-[3-(trifluoromethyl)benzyl]-1-benzothien-7-yl}benzoic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 3-{4-fluoro-2-[3-(trifluoromethyl)benzyl]-1-benzothien-7-yl}benzoic acid(1207971-26-3)
• EPA Substance Registry System: 3-{4-fluoro-2-[3-(trifluoromethyl)benzyl]-1-benzothien-7-yl}benzoic acid(1207971-26-3)

Safety Data

• Hazardous Substances Data: 1207971-26-3(Hazardous Substances Data)

Upstream product

• 454-89-7 3-Trifluoromethylbenzaldehyde 
• 349-75-7 3-(trifluoromethyl)benzyl alcohol 
• 348-57-2 2,4-difluorobromobenzene 
• 1423-26-3 (meta-(trifluoromethyl)phenyl)boronic acid 
• 1207970-69-1 ethyl 3-[2-(bromomethyl)-4-fluoro-1-benzothiophen-7-yl]benzoate 
• 1207970-48-6 (7-bromo-4-fluoro-1-benzothiophen-2-yl)methanol 
• 1207970-54-4 ethyl 3-{4-fluoro-2-(hydroxymethyl)-1-benzothiophen-7-yl}benzoate 
• 1098607-72-7 7-Bromo-4-fluoro-1-benzothiophene-2-carboxylic acid 
• 1207970-98-6 ethyl 3-{4-fluoro-2-[3-(trifluoromethyl)benzyl]-1-benzothien-7-yl}benzoate 

Downstream Products

• 1207965-95-4 N-(2-amino-2-oxoethyl)-3-{4-fluoro-2-[3-(trifluoromethyl)-benzyl]-1-benzothiophen-7-yl}benzamide 

Relevant articles and documents

Scalable and straightforward synthesis of a 2-alkyl-7-arylbenzo-thiophene as a GPR52 agonist via a hemithioindigo derivative

A simple and efficient procedure has been developed for the synthesis of the GPR52 agonist N-(2-amino-2-oxoethyl)-3-{4-fluoro-2-[3-(trifluoromethyl)benzyl]-1-benzothien-7-yl}benzamide. The benzo thiophene unit was directly constructed by reduction of a hemithioindigo derivative prepared by an intramolecular Friedel-Crafts cyclization of (phenylsulfanyl)acetic acid, followed by dehydrative benzylidene formation.

Discovery of the first potent and orally available agonist of the orphan G-protein-coupled receptor 52

G-protein-coupled receptor 52 (GPR52) is an orphan Gs-coupled G-protein-coupled receptor. GPR52 inhibits dopamine D2 receptor signaling and activates dopamine D1/N-methyl-d-aspartate receptors via intracellular cAMP accumulation, and therefore, GPR52 agonists may have potential as a novel class of antipsychotics. A series of GPR52 agonists with a bicyclic core was designed to fix the conformation of the phenethyl ether moiety of compounds 2a and 2b. 3-[2-(3-Chloro-5-fluorobenzyl)-1-benzothiophen-7-yl]-N- (2-methoxyethyl)benzamide 7m showed potent activity (pEC50 = 7.53 ± 0.08) and good pharmacokinetic properties. Compound 7m significantly suppressed methamphetamine-induced hyperactivity in mice after oral administration of 3 mg/kg without disturbance of motor function.

AMIDE COMPOUND

A compound having GPR52 agonist activity or a salt thereof is provided. The compound can be provided as a preventive/therapeutic agent for schizophrenia or the like. The compound is represented by the following formula: wherein A represents —CONRa— or —NRaCO—, Ra represents a hydrogen atom or the like,B represents a hydrogen atom or the like,a ring Cy1 represents a six-membered aromatic ring which may have one or more substituents in addition to a group represented by -A-B,a ring Cy2 represents a six-membered ring which may be substituted with a halogen atom or the like,a ring Cy3 represents a five- or six-membered ring which may have one or more substituents;X represents C1-2 alkylene or the like,m represents an integer of 0 to 2, anda ring Cy4 represents a six-membered aromatic ring which may have one or more substituents.