1-(3,4-Dihydroxyphenyl)ethanone

Names

[ Name ]:
1-(3,4-Dihydroxyphenyl)ethanone

[Synonym ]:
3,4-Dihydroxyacetophenone
4-Acetocatechol
4-Acetylpyrocatechol
3',4'-Dihydroxyacetophenone
MFCD00016439
1-(3,4-Dihydroxyphenyl)ethanone
Ethanone, 1-(3,4-dihydroxyphenyl)-

Biological Activity

[Description]:

3',4'-Dihydroxyacetophenone (3,4-DHAP), isolated from Picea Schrenkiana Needles exhibits a strong suppressive action against tyrosinase activity, with an IC50 of 10 μM. 3',4'-Dihydroxyacetophenone (3,4-DHAP) is a vasoactive agent and antioxidant[1][2].

[Related Catalog]:

Research Areas >> Cancer

Signaling Pathways >> Metabolic Enzyme/Protease >> Tyrosinase

[Target]

IC50: 10 μM (Tyrosinase)[1].

[References]

[1]. You Jung Kim, et al. Antimelanogenic Activity of 3,4-dihydroxyacetophenone: Inhibition of Tyrosinase and MITF. Biosci Biotechnol Biochem. 2006 Feb;70(2):532-4.

[2]. Xiao Ruan, et al. Autotoxicity and Allelopathy of 3,4-dihydroxyacetophenone Isolated From Picea Schrenkiana Needles. Molecules. 2011 Oct 24;16(10):8874-93.

Chemical & Physical Properties

[ Density]:
1.3±0.1 g/cm3

[ Boiling Point ]:
372.4±27.0 °C at 760 mmHg

[ Melting Point ]:
117 °C

[ Molecular Formula ]:
C₈H₈O₃

[ Molecular Weight ]:
152.147

[ Flash Point ]:
193.2±20.2 °C

[ Exact Mass ]:
152.047348

[ PSA ]:
57.53000

[ LogP ]:
1.28

[ Vapour Pressure ]:
0.0±0.9 mmHg at 25°C

[ Index of Refraction ]:
1.595

MSDS

Click to get detail MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: KM5775200

CHEMICAL NAME :: Ethanone, 1-(3,4-dihydroxyphenyl)-

CAS REGISTRY NUMBER :: 1197-09-7

LAST UPDATED :: 199503

DATA ITEMS CITED :: 1

MOLECULAR FORMULA :: C8-H8-O3

MOLECULAR WEIGHT :: 152.16

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intravenous

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 235 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: CTYAD8 Zhongcaoyao. Chinese Traditional and Herbal Medicine. (China International Book Trading Corp., POB 2820, Beijing, Peop. Rep. China) V.11- 1980- Volume(issue)/page/year: 11,358,1980

Safety Information

[ Hazard Codes ]:
Xi: Irritant;

[ Risk Phrases ]:
R36/37/38

[ Safety Phrases ]:
S26-S36

[ RTECS ]:
KM5775200

[ HS Code ]:
2914501900

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Customs

[ HS Code ]: 2914501900

[ Summary ]:
2914501900 other ketone-phenols。Supervision conditions:None。VAT:17.0%。Tax rebate rate:9.0%。MFN tariff:5.5%。General tariff:30.0%