188347-49-1

Basic information

• Product Name: 3,5-DIBROMOPHENYLACETIC ACID
• Synonyms: 3,5-DIBROMOPHENYLACETIC ACID;2-(3,5-DibroMophenyl)acetic acid;3,5-DibroMophenylacetic Acid, 97+%;2-(3,5-Dibromophenyl)
• CAS NO: 188347-49-1
• Molecular Formula: C₈H₆Br₂O₂
• Molecular Weight: 293.94
• Product Categories: Aromatic Phenylacetic Acids and Derivatives
• Mol File: 188347-49-1.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 381.7 °C at 760 mmHg
• Flash Point: 184.6 °C
• Appearance: /
• Density: 1.969 g/cm³
• Vapor Pressure: 1.66E-06mmHg at 25°C
• Refractive Index: 1.624
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 3.94±0.10(Predicted)
• CAS DataBase Reference: 3,5-DIBROMOPHENYLACETIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 3,5-DIBROMOPHENYLACETIC ACID(188347-49-1)
• EPA Substance Registry System: 3,5-DIBROMOPHENYLACETIC ACID(188347-49-1)

Safety Data

• Hazardous Substances Data: 188347-49-1(Hazardous Substances Data)

Usage

Uses

3,5-Dibromophenylacetic Acid is used in biological studies to evaluate receptor activity and conformational analysis of halogenated resiniferatoxin analogs as TRPV1 ligands.

InChI:InChI=1/C8H6Br2O2/c9-6-1-5(3-8(11)12)2-7(10)4-6/h1-2,4H,3H2,(H,11,12)

Upstream product

• 56908-88-4 3,5-dibromobenzyl bromide 
• 1435-51-4 1,3-dibromo-5-fluorobenzene 
• 188347-48-0 2-(3,5-dibromophenyl)acetonitrile 

Downstream Products

• 1240632-91-0 2-(3,5-dibromophenyl)-1-morpholinoethanone 
• 1258845-81-6 2-(4-tert-butylbenzyl)-3-[2-(3,5-dibromophenyl)acetamido]propyl pivalate 

Relevant articles and documents

Receptor activity and conformational analysis of 5′-halogenated resiniferatoxin analogs as TRPV1 ligands

A series of 5′-halogenated resiniferatoxin analogs have been investigated in order to examine the effect of halogenation in the A-region on their binding and the functional pattern of agonism/antagonism for rat TRPV1 heterologously expressed in Chinese hamster ovary cells. Halogenation at the 5-position in the A-region of RTX and of 4-amino RTX shifted the agonism of parent compounds toward antagonism. The extent of antagonism was greater as the size of the halogen increased (I > Br > Cl > F) while the binding affinities were similar, as previously observed for our potent agonists. In this series, 5-bromo-4-amino RTX (39) showed very potent antagonism with K i (ant) = 2.81 nM, which was thus 4.5-fold more potent than 5′-iodo RTX, previously reported as a potent TRPV1 antagonist. Molecular modeling analyses with selected agonists and the corresponding halogenated antagonists revealed a striking conformational difference. The 3-methoxy of the A-region in the agonists remained free to interact with the receptor whereas in the case of the antagonists, the compounds assumed a bent conformation, permitting the 3-methoxy to instead form an internal hydrogen bond with the C4-hydroxyl of the diterpene.

PYRROLIDINE DERIVATIVES AS TRYPTASE INHIBITORS

Compounds of a certain formula 1 in which M, B1, B2, R2, K1 and K2 have the meanings indicated in the description are novel effective tryptase inhibitors.

Synthesis of dihalophenylacetic acids using aromatic nucleophilic substitution strategy

A simple synthetic strategy to dihalophenylacetic acids and specifically 3,5-difluorophenylacetic acid an important pharmaceutical intermediate was developed. The aromatic nucleophilic substitution of dihalofluorobenzenes using the anion of ethyl cyanoacetate yielded ethyl dihalophenylcyanoacetates. The basic decarboxylation of the ethyl dihalophenylcyanoacetates produced targeted dihalophenylacetic acids.