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Monoethyl fumarate

Description References
Product Name
Monoethyl fumarate
CAS No.
2459-05-4
Chemical Name
Monoethyl fumarate
Synonyms
AKOS BBB/201;Ethylfumarat;ETHYL FUMARATE;Monoethyl FuMerate;MONOETHYL FUMARATE;monoethyl furmarate;ETHYL ACID FUMARATE;RARECHEM AL BE 1505;MonoethylFumarate>Mono-Ethyl fuMarate 95%
CBNumber
CB7231119
Molecular Formula
C6H8O4
Formula Weight
144.13
MOL File
2459-05-4.mol
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Monoethyl fumarate Property

Melting point:
66-68 °C (lit.)
Boiling point:
147 °C/16 mmHg (lit.)
Density 
1.1109
refractive index 
1.4500 (estimate)
storage temp. 
Refrigerator
solubility 
Chloroform (Slightly), DMSO (Slightly), Methanol (Slightly)
pka
3.45±0.10(Predicted)
form 
Crystalline Powder
color 
Almost white to beige
Water Solubility 
Soluble in water.
BRN 
1723588
Dielectric constant
6.5(23.0℃)
CAS DataBase Reference
2459-05-4(CAS DataBase Reference)
NIST Chemistry Reference
Ethyl hydrogen fumarate(2459-05-4)
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Safety

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

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H317May cause an allergic skin reaction

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
92585
Product name
mono-Ethyl fumarate
Purity
certified reference material, TraceCERT
Packaging
50mg
Price
$84.1
Updated
2024/03/01
Sigma-Aldrich
Product number
128422
Product name
mono-Ethyl fumarate
Purity
95%
Packaging
25g
Price
$70.9
Updated
2024/03/01
TCI Chemical
Product number
F0359
Product name
Monoethyl Fumarate
Purity
>97.0%(GC)(T)
Packaging
25g
Price
$97
Updated
2024/03/01
TCI Chemical
Product number
F0359
Product name
Monoethyl Fumarate
Purity
>97.0%(GC)(T)
Packaging
250g
Price
$676
Updated
2024/03/01
Usbiological
Product number
012149
Product name
Fumaric Acid Monoethyl Ester
Packaging
1g
Price
$319
Updated
2021/12/16
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Monoethyl fumarate Chemical Properties,Usage,Production

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

Uses

Monoethyl fumarate is the monoethyl ester form of fumaric acid. Monoethyl fumarate is a kind of effective preservative and polymerization agent for macromolecular material.
Monoethyl fumarate (fumaric acid monoethyl ester, monoethyl fumarate) was used in the preparation of photo-crosslinkable macromers. It was also used to synthesize Ugi/intramolecular Diels-Alder (IMDA) cycloaddition products.

Definition

ChEBI: Monomethyl fumarate is a dicarboxylic acid monoester resulting from the formal condensation of one of the carboxy groups of fumaric acid with methanol. Is is a metabolite of dimethyl fumarate and used for the the treatment of patients with relapsing multiple sclerosis (MS). It also induces the NFE2L2 (Nrf2) transcription factor by binding to KEAP1. It has a role as an immunomodulator, an antioxidant and a drug metabolite. It is an enoate ester, a methyl ester and a dicarboxylic acid monoester. It derives from a fumaric acid.

Preparation

Monomethyl fumarate was synthesized by maleic anhydride and methanol. It is used to treat relapsing forms of multiple sclerosis in adults (including clinically isolated syndrome, relapsing-remitting disease, and active secondary progressive disease).

Monoethyl fumarate Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from Monoethyl fumarate manufacturers

Hebei Yanxi Chemical Co., Ltd.
Product
Monoethyl fumarate 2459-05-4
Price
US $20.00-10.00/kg
Min. Order
1kg
Purity
0.99
Supply Ability
20 tons
Release date
2023-10-23
Hebei Weibang Biotechnology Co., Ltd
Product
Monoethyl fumarate 2459-05-4
Price
US $0.00-0.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
500000kg
Release date
2024-10-24
Hebei Chuanghai Biotechnology Co,.LTD
Product
Monoethyl Fumarate 2459-05-4
Price
US $5.00-2.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
10000kg
Release date
2024-08-23

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