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Monoethyl fumarate

Monoethyl fumarate structure

CAS No:
2459-05-4
Formula:
C6H8O4
Chemical Name:
Monoethyl fumarate
Synonyms:
(2E)-4-Ethoxy-4-oxo-2-butenoic acid;2-Butenedioic acid (E)-, monoethyl ester;Mono-Ethyl fuMarate 95%;Mono-Ethyl FuMarate, 97+%;(2E)-2-Butenedioic Acid Monoethyl Ester;FuMaric Acid Ethyl Ester;Monoethyl FuMerate;Monoethyl trans-2-Butenedioate
Categories:
Organic Chemistry > Carboxylic Acids and Derivatives

Description

ALMOST WHITE TO BEIGE CRYSTALLINE POWDER

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.

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.

Monoethyl fumarate Basic Attributes

Molecular Weight：

144.13

Exact Mass：

144.13

BRN：

1723588

EC Number：

219-544-7

Color/Form：

Almost white to beige

HScode：

29171900

Characteristics

PSA：

63.6

XLogP3：

0.29

Appearance：

Almost white to beige Crystalline Powder

Density：

1.1109

Melting Point：

66-68 °C (lit.)

Boiling Point：

147 °C/16 mmHg (lit.)

Flash Point：

109.6±16.1 °C

Refractive Index：

1.4500 (estimate)

Water Solubility：

Soluble in water.

Storage Conditions：

Refrigerator

Vapor Pressure：

0.0034mmHg at 25°C

PKA：

3.45±0.10(Predicted)

Critical Temperature & Pressure：

Refrigerator

Safety Information

Hazard category：

IRRITANT

Transport codes：

NONH for all modes of transport

wgk germany：

hazard class code：

safety instructions：

26-36

Marks：

Precautionary statement(s)：

P261-P305 + P351 + P338

Hazard Statements：

36/37/38

Monoethyl fumarate Use and Manufacturing

It is a kind of preservative and polymer material with excellent performance. It is a replacement product of food additive fumaric acid and its dimethyl ester.

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.

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Monoethyl fumarate

CAS No.: 2459-05-4

Content: 99.00%

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