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HomeProduct name listMonoethyl fumarate

Monoethyl fumarate

Synonym(s):Fumaric acid monoethyl ester;Monoethyl fumarate

  • CAS NO.:2459-05-4
  • Empirical Formula: C6H8O4
  • Molecular Weight: 144.13
  • MDL number: MFCD00002699
  • EINECS: 219-544-7
  • SAFETY DATA SHEET (SDS)
  • Update Date: 2024-10-24 21:11:45
Monoethyl fumarate Structural

What is Monoethyl fumarate?

Chemical properties

ALMOST WHITE TO BEIGE CRYSTALLINE POWDER

The Uses of Monoethyl fumarate

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).

Properties of Monoethyl fumarate

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)
form  Crystalline Powder
pka 3.45±0.10(Predicted)
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)

Safety information for Monoethyl fumarate

Signal word Warning
Pictogram(s)
ghs
Exclamation Mark
Irritant
GHS07
GHS Hazard Statements H315:Skin corrosion/irritation
H317:Sensitisation, Skin
H319:Serious eye damage/eye irritation
H335:Specific target organ toxicity, single exposure;Respiratory tract irritation
Precautionary Statement Codes P280:Wear protective gloves/protective clothing/eye protection/face protection.
P302+P352:IF ON SKIN: wash with plenty of soap and water.
P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

Computed Descriptors for Monoethyl fumarate

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