185756-11-0

Basic information

• Product Name: α-methyl 4-bromophenylacetyl chloride
• Synonyms: α-methyl 4-bromophenylacetyl chloride
• CAS NO: 185756-11-0
• Molecular Weight: 247.519
• Mol File: 185756-11-0.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: α-methyl 4-bromophenylacetyl chloride(CAS DataBase Reference)
• NIST Chemistry Reference: α-methyl 4-bromophenylacetyl chloride(185756-11-0)
• EPA Substance Registry System: α-methyl 4-bromophenylacetyl chloride(185756-11-0)

Safety Data

• Hazardous Substances Data: 185756-11-0(Hazardous Substances Data)

Upstream product

• 1878-68-8 2-(4-bromophenyl)-acetic acid 
• 53086-53-6 2-(4-bromophenyl)propionic acid 

Downstream Products

• 1228690-77-4 (4R,5S)-3-[2-(4-bromo-phenyl)-propionyl]-4-methyl-5-phenyl-oxazolidin-2-one 
• 156143-26-9 (+/-)-PG₉ 

Relevant articles and documents

Pd(II)-Catalyzed Direct Sulfonylation of Unactivated C(sp3)-H Bonds with Sodium Sulfinates

A Pd(II)-catalyzed sulfonylation of unactivated C(sp3)-H bonds with sodium arylsulfinates using an 8-aminoquinoline auxiliary is described. This reaction demonstrates excellent functional group tolerance with respect to both the caboxamide starting material and the sodium arylsulfinate coupling partner, affording a broad range of aryl alkyl sulfones. Moreover, the late-stage modification of complex molecules was achieved via this sulfonylation protocol.

Chemospecific Cyclizations of α-Carbonyl Sulfoxonium Ylides on Aryls and Heteroaryls

The functionalization of aryl and heteroaryls using α-carbonyl sulfoxonium ylides without the help of a directing group has remained so far a neglected area, despite the advantageous safety profile of sulfoxonium ylides. Described herein are the cyclizations of α-carbonyl sulfoxonium ylides onto benzenes, benzofurans and N-p-toluenesulfonyl indoles in the presence of a base in HFIP, whereas pyrroles and N-methyl indoles undergo cyclization in the presence of an iridium catalyst. Significantly, these two sets of conditions are chemospecific for each groups of substrates.

Discovery of 3-aryl-3-methyl-1H-quinoline-2,4-diones as a new class of selective 5-HT6 receptor antagonists

A 5,7-dichloro-3-phenyl-3-methyl-quinoline-2,4-dione (11a) has been identified in a random screen as a lead for 5-HT6 antagonist. During the lead optimization process, several analogs were synthesized and their biological activities were investigated. Within this series, several compounds display high binding affinity and selectivity for the 5-HT6 receptor. In particular, 3-(4-hydroxyphenyl)-3-methyl-quinoline-2,4-dione (12f) exhibits high affinity (Ki = 12.3 nM) for 5-HT6 receptor with good selectivity over other serotonin and dopamine (D1-D4) receptor subtypes. In a functional adenylyl cyclase stimulation assay, this compound exhibited considerable antagonistic activity (IC50 = 0.61 μM).