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3,4-Dihydroxyphenylacetic acid

Names

[ CAS No. ]:
102-32-9

[ Name ]:
3,4-Dihydroxyphenylacetic acid

[Synonym ]:
Benzeneacetic acid, 3,4-dihydroxy-
DOPAC
Benzeneacetic acid,3,4-dihydroxy
3,4-dihydroxy-1-benzeneacetic acid
3,4-dihydroxyphenylacetic acid
(3,4-dihydroxyphenyl)-Acetic acid
Homoprotocatechuic acid
4-Carboxymethylpyrocatechol
3,4-dihydroxyphenyl acetic acid
Pyrocatechol-4-acetic Acid
Benzeneacetic acid, 3,4-dihydroxy- (9CI)
Catechol-4-acetic Acid
(3,4-Dihydroxyphenyl)acetic acid
Dihydroxyphenylacetic acid
MFCD00004338
3,4-Dihydroxyphenylacetate
4-Carboxymethylcatechol
Dopacetic acid
EINECS 203-024-1
Homoprotocatechuate

Biological Activity

[Description]:

3,4-Dihydroxybenzeneacetic acid is the main neuronal metabolite of dopamine.

[Related Catalog]:

Natural Products >> Acids and Aldehydes
Research Areas >> Others

[Target]

Human Endogenous Metabolite


[In Vitro]

3,4-Dihydroxybenzeneacetic acid is the main neuronal metabolite of dopamine. Cerebrospinal fluid (CSF) 3,4-Dihydroxybenzeneacetic acid (DOPAC) is derived from intra-neuronal metabolism of cytoplasmic dopamine, and acts as a sensitive and specific biomarker of central dopamine deficiency[1].

[References]

[1]. Goldstein DS, et al. Elevated cerebrospinal fluid ratios of cysteinyl-dopamine/3,4-dihydroxyphenylacetic acid in parkinsonian synucleinopathies. Parkinsonism Relat Disord. 2016 Oct;31:79-86.


[Related Small Molecules]

3-Methyladenine | Hydrocortisone | Acetylcysteine(N-acetylcysteine) | Retinoic acid | Melatonine | Dinoprostone | Nicotinamide | Adenosine triphosphate | 4-Acetamidophenol | Prostaglandin E1 | Dehydroepiandrosterone | Corticosterone | Progesterone | Docosahexaenoic Acid | NAD+

Chemical & Physical Properties

[ Density]:
1.5±0.1 g/cm3

[ Boiling Point ]:
418.4±30.0 °C at 760 mmHg

[ Melting Point ]:
127-130 °C(lit.)

[ Molecular Formula ]:
C8H8O4

[ Molecular Weight ]:
168.147

[ Flash Point ]:
221.0±21.1 °C

[ Exact Mass ]:
168.042252

[ PSA ]:
77.76000

[ LogP ]:
0.17

[ Vapour Pressure ]:
0.0±1.0 mmHg at 25°C

[ Index of Refraction ]:
1.643

[ Storage condition ]:
−20°C

MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
AH0590000
CHEMICAL NAME :
Acetic acid, (3,4-dihydroxyphenyl)-
CAS REGISTRY NUMBER :
102-32-9
BEILSTEIN REFERENCE NO. :
2211017
LAST UPDATED :
199612
DATA ITEMS CITED :
2
MOLECULAR FORMULA :
C8-H8-O4
MOLECULAR WEIGHT :
168.16

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

MUTATION DATA

TYPE OF TEST :
Cytogenetic analysis
TEST SYSTEM :
Rodent - hamster Ovary
DOSE/DURATION :
100 mg/L
REFERENCE :
CALEDQ Cancer Letters (Shannon, Ireland). (Elsevier Scientific Pub. Ireland Ltd., POB 85, Limerick, Ireland) V.1- 1975- Volume(issue)/page/year: 14,251,1981

Safety Information

[ Symbol ]:

GHS07

[ Signal Word ]:
Warning

[ Hazard Statements ]:
H315-H319-H335

[ Precautionary Statements ]:
P261-P305 + P351 + P338

[ Personal Protective Equipment ]:
dust mask type N95 (US);Eyeshields;Gloves

[ Hazard Codes ]:
Xi:Irritant;

[ Risk Phrases ]:
R36/37/38

[ Safety Phrases ]:
S26-S36

[ RIDADR ]:
NONH for all modes of transport

[ WGK Germany ]:
3

[ RTECS ]:
AH0590000

[ HS Code ]:
2918290000

Synthetic Route

Precursor & DownStream

Customs

[ HS Code ]: 2918290000

[ Summary ]:
HS: 2918290000 other carboxylic acids with phenol function but without other oxygen function, their anhydrides, halides, peroxides, peroxyacids and their derivatives Tax rebate rate:9.0% Supervision conditions:AB(certificate of inspection for goods inward,certificate of inspection for goods outward) VAT:17.0% MFN tariff:6.5% General tariff:30.0%

Articles

Permeation of Dopamine Sulfate through the Blood-Brain Barrier.

PLoS ONE 10 , e0133904, (2015)

Dopamine sulfate (DA-3- and DA-4-S) have been determined in the human brain, but it is unclear whether they are locally formed in the central nervous system (CNS), or transported into the CNS from per...

Brexpiprazole I: in vitro and in vivo characterization of a novel serotonin-dopamine activity modulator.

J. Pharmacol. Exp. Ther. 350(3) , 589-604, (2014)

Brexpiprazole (OPC-34712, 7-{4-[4-(1-benzothiophen-4-yl)piperazin-1-yl]butoxy}quinolin-2(1H)-one) is a novel drug candidate in clinical development for psychiatric disorders with high affinity for ser...

Neurotransmitter Systems in a Mild Blast Traumatic Brain Injury Model: Catecholamines and Serotonin.

J. Neurotrauma 32 , 1190-9, (2015)

Exposure to improvised explosive devices can result in a unique form of traumatic brain injury--blast-induced traumatic brain injury (bTBI). At the mild end of the spectrum (mild bTBI [mbTBI]), there ...


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Related Compounds

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