4-Hydroxy-3-methoxystyrene

Names

[ Name ]:
4-Hydroxy-3-methoxystyrene

[Synonym ]:
p-Vinyl guaiacol
p-vinylguaiacol
MFCD00015437
3-06-00-04981 (Beilstein Handbook Reference)
o-Methoxy-p-vinylphenol
2-Methoxy-4-vinylphenol
Phenol, 2-methoxy-4-vinyl-
Phenol, 4-ethenyl-2-methoxy-
4-Hydroxy-3-methoxystyrene
2-Methoxy-4-ethenylphenol
EINECS 232-101-2
2-METHOXY-4-VINYL-PHENOL
3-Methoxy-4-hydroxystyrene
4-ETHENYL-2-METHOXYPHENOL
4-VINYLGUAIACOL

Biological Activity

[Description]:

2-Methoxy-4-vinylphenol (2M4VP), a naturally Germination inhibitor, exerts potent anti-inflammatory effects[1][2].

[Related Catalog]:

Signaling Pathways >> Others >> Others

Research Areas >> Inflammation/Immunology

[In Vitro]

2-Methoxy-4-vinylphenol (2M4VP) potently inhibits the translocation of NF-κB p65 into the nucleus by IκB degradation following IκB-α phosphorylation and the phosphorylation of MAPKs such as p38, ERK1/2, and JNK[1]. 2-Methoxy-4-vinylphenol (2M4VP) inhibits hyper-acetylation of histone H3 (Lys9/Lys14) induced by LPS[1]. Western Blot Analysis[1] Cell Line: RAW264.7 cells. Concentration: 0-40 μM. Incubation Time: 24 h. Result: Inhibited the over-expression of iNOS and COX-2 protein in LPS-stimulated RAW264.7 cells.

[References]

[1]. Jin Boo Jeong, et al. Anti-inflammatory Effect of 2-methoxy-4-vinylphenol via the Suppression of NF-κB and MAPK Activation, and Acetylation of Histone H3. Arch Pharm Res. 2011 Dec;34(12):2109-16.

[2]. Hossein Reza Darabi, et al. A Structure-Activity Relationship Study on a Natural Germination Inhibitor, 2-methoxy-4-vinylphenol (MVP), in Wheat Seeds to Evaluate Its Mode of Action. Z Naturforsch C J Biosci. Sep-Oct 2007;62(9-10):694-700.

Chemical & Physical Properties

[ Density]:
1.1±0.1 g/cm3

[ Boiling Point ]:
245.0±20.0 °C at 760 mmHg

[ Melting Point ]:
25-29°C

[ Molecular Formula ]:
C₉H₁₀O₂

[ Molecular Weight ]:
150.174

[ Flash Point ]:
111.3±6.7 °C

[ Exact Mass ]:
150.068085

[ PSA ]:
29.46000

[ LogP ]:
1.93

[ Vapour Pressure ]:
0.0±0.5 mmHg at 25°C

[ Index of Refraction ]:
1.578

[ Storage condition ]:
2-8°C

MSDS

Click to get detail MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: SL8205000

CHEMICAL NAME :: Phenol, 2-methoxy-4-vinyl-

CAS REGISTRY NUMBER :: 7786-61-0

BEILSTEIN REFERENCE NO. :: 2044521

LAST UPDATED :: 199701

DATA ITEMS CITED :: 3

MOLECULAR FORMULA :: C9-H10-O2

MOLECULAR WEIGHT :: 150.19

WISWESSER LINE NOTATION :: 1U1R DQ CO1

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

DOSE :: 1400 mg/kg

SEX/DURATION :: female 7 day(s) pre-mating

TOXIC EFFECTS :: Reproductive - Maternal Effects - uterus, cervix, vagina Reproductive - Fertility - other measures of fertility

MUTATION DATA

TYPE OF TEST :: Sister chromatid exchange

TEST SYSTEM :: Human Lymphocyte

DOSE/DURATION :: 500 umol/L

REFERENCE :: MUREAV Mutation Research. (Elsevier Science Pub. B.V., POB 211, 1000 AE Amsterdam, Netherlands) V.1- 1964- Volume(issue)/page/year: 206,17,1988

Safety Information

[ Symbol ]:

GHS07

[ Signal Word ]:
Warning

[ Hazard Statements ]:
H315-H319-H335

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

[ Personal Protective Equipment ]:
Eyeshields;full-face respirator (US);Gloves;multi-purpose combination respirator cartridge (US);type ABEK (EN14387) respirator filter

[ Hazard Codes ]:
Xi:Irritant;

[ Risk Phrases ]:
R36/37/38

[ Safety Phrases ]:
S26-S36

[ RIDADR ]:
NONH for all modes of transport

[ WGK Germany ]:
3

[ RTECS ]:
SL8205000

[ HS Code ]:
2909500000

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Customs

[ HS Code ]: 2909500000

[ Summary ]:
2909500000 ether-phenols, ether-alcohol-phenols and their halogenated, sulphonated, nitrated or nitrosated derivatives VAT:17.0% Tax rebate rate:9.0% Supervision conditions:none MFN tariff:5.5% General tariff:30.0%

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