Methyl 4-hydroxy-3-methoxycinnamate

Modify Date: 2025-08-27 11:38:45

Methyl 4-hydroxy-3-methoxycinnamate Structure
Methyl 4-hydroxy-3-methoxycinnamate structure
Common Name Methyl 4-hydroxy-3-methoxycinnamate
CAS Number 2309-07-1 Molecular Weight 208.21
Density 1.2±0.1 g/cm3 Boiling Point 338.1±27.0 °C at 760 mmHg
Molecular Formula C11H12O4 Melting Point 62-65°C
MSDS N/A Flash Point 130.4±17.2 °C

 Use of Methyl 4-hydroxy-3-methoxycinnamate


Ferulic acid methyl ester (Methyl ferulate) is a derivative of ferulic acid, isolated from Stemona tuberosa, with anti-inflammatory and antioxidant properties[1][2]. Ferulic acid methyl ester is a cell membrane and brain permeable compound, shows free radical scavenging ability, used in the research of neurodegenerative disorders[1]. Ferulic acid methyl ester inhibits COX-2 expression, blocks p-p38 and p-JNK in primary bone marrow derived-macrophages[2].

 Names

Name trans-methylferulate
Synonym More Synonyms

 Methyl 4-hydroxy-3-methoxycinnamate Biological Activity

Description Ferulic acid methyl ester (Methyl ferulate) is a derivative of ferulic acid, isolated from Stemona tuberosa, with anti-inflammatory and antioxidant properties[1][2]. Ferulic acid methyl ester is a cell membrane and brain permeable compound, shows free radical scavenging ability, used in the research of neurodegenerative disorders[1]. Ferulic acid methyl ester inhibits COX-2 expression, blocks p-p38 and p-JNK in primary bone marrow derived-macrophages[2].
Related Catalog
Target

p38

In Vitro Ferulic acid methyl ester (Methyl ferulate; 5, 10, 25 µg/mL) suppresses TNFα, IL6, IFNγ but not IL10, inhibits NO generation at 10 and 25 µg/mL, in primary bone marrow derived-macrophages (BMDMs)[2]. Ferulic acid methyl ester (25 µg/mL) inhibits COX-2 expression, blocks p-p38 and p-JNK[2].
References

[1]. Sultana R. Ferulic acid ethyl ester as a potential therapy in neurodegenerative disorders. Biochim Biophys Acta. 2012 May;1822(5):748-52.

[2]. Phuong NT, et al. Anti-inflammatory activity of methyl ferulate isolated from Stemona tuberosa Lour. Asian Pac J Trop Med. 2014 Sep;7S1:S327-31.

 Chemical & Physical Properties

Density 1.2±0.1 g/cm3
Boiling Point 338.1±27.0 °C at 760 mmHg
Melting Point 62-65°C
Molecular Formula C11H12O4
Molecular Weight 208.21
Flash Point 130.4±17.2 °C
Exact Mass 208.073563
PSA 55.76000
LogP 1.40
Vapour Pressure 0.0±0.8 mmHg at 25°C
Index of Refraction 1.575
Storage condition 2-8°C

 Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
GD9470000
CHEMICAL NAME :
Cinnamic acid, 4-hydroxy-3-methoxy-, methyl ester
CAS REGISTRY NUMBER :
2309-07-1
BEILSTEIN REFERENCE NO. :
2731141
LAST UPDATED :
199612
DATA ITEMS CITED :
1
MOLECULAR FORMULA :
C11-H12-O4
MOLECULAR WEIGHT :
208.23

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
1189 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
IJEBA6 Indian Journal of Experimental Biology. (Publications & Information Directorate, CSIR, Hillside Rd., New Delhi 110 012, India) V.1- 1963- Volume(issue)/page/year: 25,187,1987

 Safety Information

Hazard Codes Xi
Risk Phrases R36/37/38
Safety Phrases S26-S36/37/39
RTECS GD9470000
HS Code 2918990090

 Synthetic Route

 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%

 Synonyms

Ferulic acid methyl ester
Methyl (2E)-3-(4-hydroxy-3-methoxyphenyl)acrylate
ferulic acid amide
Ferulasaeure-amid
2-Propenoic acid, 3- (4-hydroxy-3-methoxyphenyl)-, methyl ester
Ferulamid
Methyl ferulate
methyl (2E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate
4-Hydroxy-3-methoxy-zimtsaeure-amid
Methyl 4-hydroxy-3-methoxycinnamate
4-Oxy-3-methoxy-zimtsaeure-amid
Ferulamide
4-hydroxy-3-methoxy-cinnamic acid amide
4-Hydroxy-3-Methoxycinnamide
methyl (E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate
MFCD00017208
methyl 3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate
2-Propenoic acid, 3-(4-hydroxy-3-methoxyphenyl)-, methyl ester, (2E)-
2-Propenoic acid, 3-(4-hydroxy-3-methoxyphenyl)-, methyl ester (9CI)
CINNAMIC ACID,4-HYDROXY-3-METHOXY-,METHYL ESTER
CINNAMAMIDE,4-HYDROXY-3-METHOXY
methyl 3-(4-hydroxy-3-methoxyphenyl)acrylate
Ferulic amide
feruloylamide
3-(4-Hydroxy-3-methoxyphenyl)-2-propenamide
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