3,4-Dimethoxycinnamic acid

Names

[ Name ]:
3,4-Dimethoxycinnamic acid

[Synonym ]:
RARECHEM BK HC T253
3-(3,4-Dimethoxyphenyl)-2-propenoic Acid
3,4-Dimethoxy cinnamic acid
3,4-Dimethoxycinnamic acid
EINECS 219-025-5
3-(3,4-Dimethoxyphenyl)acrylic acid
o-Methylferulic acid
3,4-Dimethoxy
3,4-Dimethoxycinnami
2-Propenoic acid, 3-(3,4-dimethoxyphenyl)-
DIMETHYLCAFFEIC ACID
2-Propenoic acid, 3-(3,4-dimethoxyphenyl)-, (2E)-
3,4-Dimethoxycinnamic Acid, Predominantly trans
3-(3,4-dimethoxyphenyl)propenoic acid
3,4-Dimethoxycinnamic Acid,Predominantly trans
MFCD00004387
Methylferulic acid
Donepezil Impurity 33

Biological Activity

[Description]:

3,4-Dimethoxycinnamic acid (O-Methylferulic acid) is a monomer extracted and purified from Securidaca inappendiculata Hassk. 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]:

Signaling Pathways >> Protein Tyrosine Kinase/RTK >> ROS

Research Areas >> Cancer

Research Areas >> Infection

Natural Products >> Phenylpropanoids

[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.

[Related Small Molecules]

Entrectinib | Repotrectinib | Neosperidin dihydrochalcone

Chemical & Physical Properties

[ Density]:
1.2±0.1 g/cm3

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

[ Melting Point ]:
181-183 °C(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

[ Storage condition ]:
-20°C

MSDS

Click to get detail MSDS

Safety Information

[ Personal Protective Equipment ]:
Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter

[ Hazard Codes ]:
Xi: Irritant;

[ Risk Phrases ]:
R36/37/38

[ Safety Phrases ]:
S26-S37/39

[ RIDADR ]:
NONH for all modes of transport

[ WGK Germany ]:
3

[ HS Code ]:
2916399090

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Customs

[ HS Code ]: 2918990090

[ Summary ]:
2918990090. other carboxylic acids with additional oxygen function and their anhydrides, halides, peroxides and peroxyacids; their halogenated, sulphonated, nitrated or nitrosated derivatives. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:30.0%

Articles

Biosynthesis of podophyllotoxin in Linum album cell cultures.

Planta 215(6) , 1031-9, (2002)

Cell cultures of Linum album Kotschy ex Boiss. (Linaceae) showing high accumulation of the lignan podophyllotoxin (PTOX) were established. Enzymological studies revealed highest activities of phenylal...

[Preparation of derivatives of 3-(3,4-dimethoxyphenyl)propanic acid and a study of its biological activity].

Cesk. Farm. 39(3) , 109-12, (1990)

From 3-(3,4-dimethoxyphenyl)propenic acid chloride and substituted amines and hydrazides, the appropriate amides and hydrazides (Table 1) were synthesized at 60-80 degrees C in the medium of benzene o...

[Chemical constituents of Veronicastrum sibiricum (L.) Pennell].

Zhongguo Zhong Yao Za Zhi 17(1) , 35-6, 64, (1992)

Related Compounds

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