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3,4-Dimethoxycinnamic acid

Names

[ CAS No. ]:
14737-89-4

[ Name ]:
3,4-Dimethoxycinnamic acid

[Synonym ]:
O-methylfagaronine chloride
2-Propenoic acid, 3-(3,4-dimethoxyphenyl)-
O-methylfagaronine
EINECS 219-025-5
3,4-DIMETHOXYCINNAMIC ACID
O-Methylferulic acid
MFCD00004387
3-(3,4-Dimethoxyphenyl)acrylic acid
2-Methoxyfagaronine

Biological Activity

[Description]:

(E)-3,4-Dimethoxycinnamic acid is the less active isomer of 3,4-Dimethoxycinnamic acid. 3,4-Dimethoxycinnamic acid exerts anti-apoptotic effects on L-02 cells via the ROS-mediated signaling pathway[1]. Anti-apoptotic effects[1].

[Related Catalog]:

Research Areas >> Cancer
Research Areas >> Infection

[In Vitro]

3,4-Dimethoxycinnamic acid (Methyl ferulic acid; 25, 50 and 100 µM) attenuates the ethanol-induced apoptosis of ethanolexposed L-02 cells[1]. 3,4-Dimethoxycinnamic acid (25, 50 and 100 µM) inhibits the expression levels of Nox4 and p22phox in L-02 cells[1]. 3,4-Dimethoxycinnamic acid (25, 50 and 100 µM) treatment attenuates ethanol-induced MAPK phosphorylation in L-02 cells[1]. 3,4-Dimethoxycinnamic acid decreases the expression levels of superoxide dismutase, catalase and phospholipid hydroperoxide gluthione peroxidase, and downregulates the levels of Bax/Bcl-2 and the cleaved forms of caspase-3 in a dose- and time-dependent manner[1].

[References]

[1]. Li L, et al. Methyl ferulic acid exerts anti-apoptotic effects on L-02 cells via the ROS-mediated signalingpathway. Int J Oncol. 2018 Jul;53(1):225-236.

Chemical & Physical Properties

[ Density]:
1.2±0.1 g/cm3

[ Boiling Point ]:
367.4±27.0 °C at 760 mmHg

[ Melting Point ]:
181-183ºC(lit.)

[ Molecular Formula ]:
C11H12O4

[ Molecular Weight ]:
208.211

[ Flash Point ]:
144.0±17.2 °C

[ Exact Mass ]:
208.073563

[ PSA ]:
55.76000

[ LogP ]:
2.24

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

[ Index of Refraction ]:
1.574

Safety Information

[ Hazard Codes ]:
Xi

[ Risk Phrases ]:
R36/37/38

[ Safety Phrases ]:
37/39-26

[ WGK Germany ]:
3

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Related Compounds