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
What is Monoethyl fumarate?
Chemical properties
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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) |
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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