206559-42-4

Basic information

• Product Name: 3-BROMO-4-HYDROXY-5-METHOXYPHENYLACETIC ACID
• Synonyms: 3-BROMO-4-HYDROXY-5-METHOXYPHENYLACETIC ACID;RARECHEM AL BO 1584;3-Bromo-5-(carboxymethyl)-2-hydroxyanisole, 6-Bromo-4-(carboxymethyl)-2-methoxyphenol
• CAS NO: 206559-42-4
• Molecular Formula: C₉H₉BrO₄
• Molecular Weight: 261.07
• Mol File: 206559-42-4.mol
• Article Data: 2

Chemical Properties

• Melting Point: 183 °C
• Boiling Point: 379.2 °C at 760 mmHg
• Flash Point: 183.1 °C
• Appearance: /
• Density: 1.678 g/cm³
• Vapor Pressure: 2E-06mmHg at 25°C
• Refractive Index: 1.605
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 4.22±0.10(Predicted)
• CAS DataBase Reference: 3-BROMO-4-HYDROXY-5-METHOXYPHENYLACETIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 3-BROMO-4-HYDROXY-5-METHOXYPHENYLACETIC ACID(206559-42-4)
• EPA Substance Registry System: 3-BROMO-4-HYDROXY-5-METHOXYPHENYLACETIC ACID(206559-42-4)

Safety Data

• Hazard Codes: Xi
• HazardClass: IRRITANT
• Hazardous Substances Data: 206559-42-4(Hazardous Substances Data)

Usage

General Description

3-Bromo-4-hydroxy-5-methoxyphenylacetic acid is a chemical compound with the molecular formula C9H9BrO4. It is a derivative of 4-hydroxyphenylacetic acid and contains a bromine atom and a methoxy group attached to the aromatic ring. 3-BROMO-4-HYDROXY-5-METHOXYPHENYLACETIC ACID has been studied for its potential application in the treatment of oxidative stress-related diseases due to its antioxidant properties. It may also have potential applications in the pharmaceutical industry for the development of new drugs. Additionally, it is used as a research reagent in various scientific studies. Overall, 3-bromo-4-hydroxy-5-methoxyphenylacetic acid shows promise for various biomedical and research purposes.

InChI:InChI=1/C9H9BrO4/c1-14-7-3-5(4-8(11)12)2-6(10)9(7)13/h2-3,13H,4H2,1H3,(H,11,12)

Upstream product

• 60563-13-5 ethyl homovanillate 
• 306-08-1 Homovanillic acid 
• 1258845-38-3 (3-bromo-4-hydroxy-5-methoxyphenyl)acetic acid ethyl ester 

Downstream Products

• 1258845-51-0 N-(4-tert-butyl-benzyl)-2-(3-bromo-4-hydroxy-5-methoxyphenyl)acetamide 
• 1258845-42-9 (4-acetoxy-3-bromo-5-methoxyphenyl)acetic acid 
• 1258845-74-7 3-[2-(3-bromo-4-hydroxy-5-methoxyphenyl)acetamido]-2-(3,4-dimethylbenzyl)propyl pivalate 
• 1258845-63-4 2-(4-tert-butylbenzyl)-3-[2-(3-bromo-4-hydroxy-5-methoxyphenyl)acetamido]propyl pivalate 
• 1329991-29-8 C₁₈H₁₉BrO₄ 
• 1258845-38-3 (3-bromo-4-hydroxy-5-methoxyphenyl)acetic acid ethyl ester 

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.