3,4-Dihydroxyphenylessigsure

Bezeichnung:3,4-Dihydroxyphenylessigsure

CAS-Nr102-32-9

Englisch Name:3,4-Dihydroxyphenylacetic acid

CBNumberCB7358779

SummenformelC8H8O4

Molgewicht168.15

MOL-Datei102-32-9.mol

Synonyma

3,4-Dihydroxyphenylessigsure

3,4-Dihydroxyphenylessigsure physikalisch-chemischer Eigenschaften

Schmelzpunkt	127-130 °C (lit.)
Siedepunkt	257.07°C (rough estimate)
Dichte	1.3037 (rough estimate)
Brechungsindex	1.5090 (estimate)
storage temp.	Inert atmosphere,Room Temperature
Löslichkeit	water: soluble50mg/mL, clear, almost colorless
pka	4.42±0.10(Predicted)
Aggregatzustand	Powder, Crystals or Lumps
Farbe	White to off-white
Wasserlöslichkeit	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 Datenbank	102-32-9(CAS DataBase Reference)
NIST chemische Informationen	Acetic acid, (3,4-dihydroxyphenyl)-,(102-32-9)
EPA chemische Informationen	3,4-Dihydroxyphenylacetic acid (102-32-9)

Sicherheit

Kennzeichnung gefährlicher	Xi
R-Sätze:	36/37/38
S-Sätze:	26-36
WGK Germany	3
RTECS-Nr.	AH0590000
F	10-23
HS Code	29182900

Gefahreninformationscode (GHS)

3,4-Dihydroxyphenylacetic acid Chemische Eigenschaften,Einsatz,Produktion Methoden

R-Sätze Betriebsanweisung:
R36/37/38:Reizt die Augen, die Atmungsorgane und die Haut.
S-Sätze Betriebsanweisung:
S26:Bei Berührung mit den Augen sofort gründlich mit Wasser abspülen und Arzt konsultieren.
S36:DE: Bei der Arbeit geeignete Schutzkleidung tragen.
Beschreibung
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
Chemische Eigenschaften
beige to light brown crystalline powder
Verwenden
3,4-Dihydroxyphenylacetic Acid is a metabolite of Dopamine (D533782).
Verwenden
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.
Allgemeine Beschreibung
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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3,4-Dihydroxyphenylessigsure Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

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