Isoacetovanillone

Names

[ Name ]:
Isoacetovanillone

[Synonym ]:
isoacetovanillon
1-(3-Hydroxy-4-methoxyphenyl)ethanone
4-Methoxy-3-hydroxyacetophenone
2-hydroxy-4-acetoanisole
3-Hydroxy-4-methoxyacetophenone
Ethanone, 1-(3-hydroxy-4-methoxyphenyl)-
2-methoxy-5-acetylphenol

Biological Activity

[Description]:

3-Hydroxy-4-methoxyacetophenone(Acetoisovanillone; Isoacetovanillone) is an active compound isolated from P. spinosa. Isoacetovanillone possesses anti-inflammatory activity and prevented injuries due to administration of acetic acid in the colon[1].

[Related Catalog]:

Signaling Pathways >> Others >> Others

Research Areas >> Inflammation/Immunology

[References]

[1]. Minaiyan M, et al. Anti-inflammatory effect of Pycnocycla spinosa extract and its component isoacetovanillone on acetic acid induced colitis in rats. Res Pharm Sci. 2015 Jul-Aug;10(4):345-55.

Chemical & Physical Properties

[ Density]:
1.2±0.1 g/cm3

[ Boiling Point ]:
329.9±27.0 °C at 760 mmHg

[ Melting Point ]:
88-92ºC

[ Molecular Formula ]:
C₉H₁₀O₃

[ Molecular Weight ]:
166.174

[ Flash Point ]:
135.7±17.2 °C

[ Exact Mass ]:
166.062988

[ PSA ]:
46.53000

[ LogP ]:
1.25

[ Vapour Pressure ]:
0.0±0.7 mmHg at 25°C

[ Index of Refraction ]:
1.538

[ Stability ]:
Stable. Incompatible with strong oxidizing agents.

Safety Information

[ Symbol ]:

GHS07

[ Signal Word ]:
Warning

[ Hazard Statements ]:
H302

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

[ Hazard Codes ]:
Xn

[ Risk Phrases ]:
22

[ Safety Phrases ]:
22

[ RIDADR ]:
NONH for all modes of transport

[ HS Code ]:
2914509090

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Customs

[ HS Code ]: 2914509090

[ Summary ]:
HS:2914509090 other ketones with other oxygen function VAT:17.0% Tax rebate rate:9.0% Supervision conditions:none MFN tariff:5.5% General tariff:30.0%

Articles

[Analgesic effect and gastro-intestinal motility inhibitory action of 3-hydroxy-4-methoxy-acetophenone from Cynanchum paniculatum (Bunge) Kitagawa].

Zhongguo Zhong Yao Za Zhi 18(6) , 362-3, 383, (1993)

3-Hydroxy-4-methoxy-acetophenone (HMA) isolated from Cynanchum paniculatum was found to have analgesic effect and inhibitory action on the gastro-intestinal motility. The effect and action were equiva...

Precision studies in supramolecular chemistry: a 1H NMR study of hydroxymethoxyacetophenone/β-cyclodextrin complexes.

Magn. Reson. Chem. 49(7) , 405-12, (2011)

The association constants for the interactions of 2-hydroxy-4-methoxyacetophenone, 2-hydroxy-5-methoxyacetophenone, 2-hydroxy-6-methoxyacetophenone, 3-hydroxy-4-methoxyacetophenone and 4-hydroxy-3-met...