ChemicalBook >  Product Catalog >  Organic Chemistry >  Carboxylic acids and derivatives >  Carboxylic acid esters and derivatives >  Monoethyl fumarate

Monoethyl fumarate

Basic information Description References Safety Related Supplier

Monoethyl fumarate Basic information

Product Name:
Monoethyl fumarate
CAS:
2459-05-4
MF:
C6H8O4
MW:
144.13
EINECS:
219-544-7
Mol File:
2459-05-4.mol
More
Less

Monoethyl fumarate Chemical Properties

Melting point:
66-68 °C(lit.)
Boiling point:
147 °C16 mm Hg(lit.)
Density 
1.1109
refractive index 
1.4500 (estimate)
storage temp. 
Refrigerator
form 
Crystalline Powder
pka
3.45±0.10(Predicted)
color 
Almost white to beige
Water Solubility 
Soluble in water.
BRN 
1723588
CAS DataBase Reference
2459-05-4(CAS DataBase Reference)
NIST Chemistry Reference
Ethyl hydrogen fumarate(2459-05-4)
More
Less

Safety Information

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26-36
WGK Germany 
1
HazardClass 
IRRITANT
HS Code 
29171900

MSDS

More
Less

Monoethyl fumarate Usage And Synthesis

Description

Monoethyl fumarate is the Monoethyl ester form of fumarate. It is a kind of effective preservative and polymerization agent for macromolecular material. Monoethyl fumarate is capable of inhibiting the growth of bacteria, yeast and mold and prolonging the storage time of feed can. It can also be used for long-term systemic therapy in the treatment of psoriasis (a chronic hyperproliferative inflammatory skin disorder). It is the most active ingredient in the antipsoriasis drug Fumadem. The mechanism is likely to be related to its effect of improvement of keratinocyte differentiation and inhibition of keratinocyte proliferation. Monomethyl fumarate has beneficial effects on the inflamed blood–brain barrier. It increases levels of endogenous antioxidant proteins in brain endothelial cells and reduces expression of VCAM-1 in inflamed brain endothelial cells. Transendothelial monocyte migration is limited upon MMF treatment.

References

Thio, H. B., et al. "Long‐term systemic therapy with dimethylfumarate and monoethylfumarate (Fumaderm®;) in psoriasis." Journal of the European Academy of Dermatology & Venereology 4.1(1995):35-40.
Asadullah, K, et al. "Influence of monomethylfumarate on monocytic cytokine formation--explanation for adverse and therapeutic effects in psoriasis?." Archives of Dermatological Research 289.11(1997):623-30.
Lim, J. L., et al. "Protective effects of monomethyl fumarate at the inflamed blood-brain barrier." Microvascular Research 105(2016):61.
Zhao, Wen Xiu, C. M. Zhang, and X. U. Xue-Ming. "Synthesis and antimicrobial active of monomethyl fumarate." Science & Technology of Food Industry (2008).
Helwa, Inas. "The Mechanism of Monomethylfumarate (MMF) as an Anti-psoriatic Agent." Helwa Inas (2014)

Chemical Properties

ALMOST WHITE TO BEIGE CRYSTALLINE POWDER

More
Less

Monoethyl fumarateSupplierMore

J & K SCIENTIFIC LTD.
Tel:
400-666-7788 010-82848833-
Email:
jkinfo@jkchemical.com;market6@jkchemical.com
Meryer (Shanghai) Chemical Technology Co., Ltd.
Tel:
400-660-8290 21-61259100-
Email:
sh@meryer.com
Alfa Aesar
Tel:
400-610-6006
Email:
saleschina@alfa-asia.com
TCI (Shanghai) Development Co., Ltd.
Tel:
021-67121386 / 800-988-0390
Email:
Sales-CN@TCIchemicals.com
Beijing dtftchem Technology Co., Ltd.
Tel:
13651141086
Email:
dtftchem@sina.com
Basic information Description References Safety Related Supplier