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3,4-Dihydroxyphenylacetic acid

3,4-Dihydroxyphenylacetic acid Structure
CAS No.
102-32-9
Chemical Name:
3,4-Dihydroxyphenylacetic acid
Synonyms
2-(3,4-dihydroxyphenyl)acetic acid;DOPAC;3,4-Dihydroxybenzeneacetic acid;3,4-DihydroxyphenyL;HOMOPROTOCATECHUIC ACID;Dihydroxyphenylacetic acid;N,N-DIMETHYL-P-PHENYLENEDIAMINE SULFATE;ba2773;Ba 2773;dopaceticacid
CBNumber:
CB7358779
Molecular Formula:
C8H8O4
Molecular Weight:
168.15
MOL File:
102-32-9.mol
MSDS File:
SDS
Modify Date:
2023/11/16 17:07:08

3,4-Dihydroxyphenylacetic acid Properties

Melting point 127-130 °C (lit.)
Boiling point 257.07°C (rough estimate)
Density 1.3037 (rough estimate)
refractive index 1.5090 (estimate)
storage temp. Inert atmosphere,Room Temperature
solubility water: soluble50mg/mL, clear, almost colorless
form Powder, Crystals or Lumps
pka 4.42±0.10(Predicted)
color White to off-white
Water Solubility Soluble in water and methanol.
BRN 2211017
InChI InChI=1S/C8H8O4/c9-6-2-1-5(3-7(6)10)4-8(11)12/h1-3,9-10H,4H2,(H,11,12)
InChIKey CFFZDZCDUFSOFZ-UHFFFAOYSA-N
SMILES C1(CC(O)=O)=CC=C(O)C(O)=C1
LogP 0.980
CAS DataBase Reference 102-32-9(CAS DataBase Reference)
NIST Chemistry Reference Acetic acid, (3,4-dihydroxyphenyl)-,(102-32-9)
EPA Substance Registry System 3,4-Dihydroxyphenylacetic acid (102-32-9)

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS07
Signal word  Warning
Hazard statements  H315-H319-H335
Precautionary statements  P261-P264-P271-P280-P302+P352-P305+P351+P338
Hazard Codes  Xi
Risk Statements  36/37/38
Safety Statements  26-36
WGK Germany  3
RTECS  AH0590000
10-23
HS Code  29182900
NFPA 704
1
2 0

3,4-Dihydroxyphenylacetic acid price More Price(1)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
TCI Chemicals (India) D1283 3,4-Dihydroxyphenylacetic Acid min. 98.0 % 102-32-9 25G ₹16000 2022-05-26 Buy
Product number Packaging Price Buy
D1283 25G ₹16000 Buy

3,4-Dihydroxyphenylacetic acid Chemical Properties,Uses,Production

Description

3,4-Dihydroxyphenylacetic acid (DOPAC) is a metabolite of the neurotransmitter dopamine. Dopamine can be metabolized into one of three substances. One such substance is DOPAC. Another is 3-methoxytyramine (3-MT). Both of these substances are degraded to form homovanillic acid (HVA). Both degradations involve the enzymes monoamine oxidase (MAO) and catechol-O-methyl transferase (COMT), albeit in reverse order: MAO catalyzes dopamine to DOPAC, and COMT catalyzes DOPAC to HVA; whereas COMT catalyzes dopamine to 3-MT and MAO catalyzes 3-MT to HVA. The third metabolic end-product of dopamine is norepinephrine (noradrenaline).
DOPAC can be oxidized by hydrogen peroxide, leading to the formation of toxic metabolites which destroy dopamine storage vesicles in the substantia nigra. This may contribute to the failure of levodopa treatment of Parkinson's disease. A MAO-B inhibitor such as selegiline or rasagiline can prevent this from happening.
wikipedia

Chemical Properties

beige to light brown crystalline powder

Uses

3,4-Dihydroxyphenylacetic Acid is a metabolite of Dopamine (D533782).

General Description

3,4-dihydroxyphenylacetic acid (DOPAC) is a normal constituent of rat brain tissue. A mass fragmentographic method for determination of DOPAC in rat brain tissue has been described. It is major metabolite of dopamine (DA). The voltammetric reduction of DOPAC has been studied at a glassy carbon electrode modified with single-wall carbon nanotubes (SWNTs). Semi-automatic fluorometric assay technique for DOPAC has been reported.

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