Ethyl-3,4-dihydroxybenzoat

Bezeichnung:Ethyl-3,4-dihydroxybenzoat

CAS-Nr3943-89-3

Englisch Name:Ethyl 3,4-dihydroxybenzoate

CBNumberCB0175010

SummenformelC9H10O4

Molgewicht182.17

MOL-Datei3943-89-3.mol

Synonyma

Ethyl-3,4-dihydroxybenzoat

Ethyl-3,4-dihydroxybenzoat physikalisch-chemischer Eigenschaften

Schmelzpunkt	132-134 °C(lit.)
Siedepunkt	275.56°C (rough estimate)
Dichte	1.2481 (rough estimate)
Dampfdruck	0-9.4Pa at 20-120℃
Brechungsindex	1.4500 (estimate)
storage temp.	Sealed in dry,Room Temperature
Löslichkeit	Methanol[soluble in]
Löslichkeit	DMSO (Slightly), Methanol (Slightly)
Aggregatzustand	Crystalline Powder
pka	8.19±0.18(Predicted)
Farbe	Pale yellow to beige
Geruch (Odor)	at 100.00?%. phenolic
Wasserlöslichkeit	Insoluble in water. Soluble in ethanol.
BRN	2097435
InChIKey	KBPUBCVJHFXPOC-UHFFFAOYSA-N
LogP	1.4 at 35℃ and pH6.6
Oberflächenspannung	74.7mN/m at 1g/L and 20℃
CAS Datenbank	3943-89-3(CAS DataBase Reference)
NIST chemische Informationen	Benzoic acid, 3,4-dihydroxy-, ethyl ester(3943-89-3)

Sicherheit

Kennzeichnung gefährlicher	Xi
R-Sätze:	36/37/38
S-Sätze:	26-36-37/39
WGK Germany	3
Hazard Note	Irritant
HS Code	29053990

Gefahreninformationscode (GHS)

Ethyl 3,4-dihydroxybenzoate 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.
S37/39:Bei der Arbeit geeignete Schutzhandschuhe und Schutzbrille/Gesichtsschutz tragen.
Beschreibung
Ethyl 3,4-dihydroxybenzoate (EDHB) is an analogue of 2-oxoglutarate and thus a competitive inhibitor of prolyl hydroxylase domain enzymes (PHDs). It is known as protocatechuic acid and is present in plant foods such as olives, roselle, du-zhong, and white grape wine.This compound have antioxidant, cardioprotective, neuroprotective, antimicrobial, anti-inflammatory and myoprotective activity, as well as anti-ulcer activity[1].
Chemische Eigenschaften
pale yellow to beige crystalline powder
Verwenden
An antioxidant compound found in Sicilian virgin olive oils and red wines.
Verwenden
The compound is a prolyl 4-hydroxylase inhibitor and can be used to protect the myocardium.
Definition
ChEBI: An ethyl ester resulting from the formal condensation of the carboxy group of 3,4-dihydroxybenzoic acid with ethanol. It is the anti-oxidative component of peanut seed testa.
Biologische Aktivität
Ethyl 3,4-dihydroxybenzoate (EDHB) contains reducible polyphenol hydroxyl groups and exhibits antioxidant activity. Recent studies have shown that EDHB acts as an analog of the substrate α-ketoglutarate and competes for prolyl-hydroxylase activity, thus acting as an inhibitor and effectively inhibiting collagen synthesis and breast cancer metastasis. In addition, in vitro and animal studies in a cerebral ischemic rat model have revealed that EDHB shows increased protective effects and improves rat behavior by inhibiting free radical damage[2].
Einzelnachweise
[1] Charu Nimker. "Ethyl 3,4-dihydroxy benzoate, a unique preconditioning agent for alleviating hypoxia-mediated oxidative damage in L6 myoblasts cells." Journal of Physiological Sciences 65 1 (2015): 77–87.
[2] Bo Han. "A prolyl-hydroxylase inhibitor, ethyl-3,4-dihydroxybenzoate, induces cell autophagy and apoptosis in esophageal squamous cell carcinoma cells via up-regulation of BNIP3 and N-myc downstream-regulated gene-1." PLoS ONE (2014): e107204.

Ethyl 3,4-dihydroxybenzoate Upstream-Materialien And Downstream Produkte

Ethyl-3,4-dihydroxybenzoat Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

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