3,4-Dihydroxyphenylacetic acid Property

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

pka

4.42±0.10(Predicted)

form 

Powder, Crystals or Lumps

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

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26-36

WGK Germany 

3

RTECS 

AH0590000

F 

10-23

HS Code 

29182900

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P271Use only outdoors or in a well-ventilated area.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

3,4-Dihydroxyphenylacetic acid Chemical Properties,Usage,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).

Uses

3,4-Dihydroxyphenylacetic acid is an important metabolite when studying the behavior of the dopaminergic system.

Definition

ChEBI: (3,4-dihydroxyphenyl)acetic acid is a dihydroxyphenylacetic acid having the two hydroxy substituents located at the 3- and 4-positions. It is a metabolite of dopamine. It has a role as a human metabolite. It is a dihydroxyphenylacetic acid and a member of catechols. It is functionally related to a phenylacetic acid. It is a conjugate acid of a (3,4-dihydroxyphenyl)acetate.

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.