dimethyl fumarate

Also known as BG-12, fumaric acid, 1,2-bis(methoxycarbonyl)-trans-ethylene, trans-1,2-Ethylenedicarboxylic acid dimethyl ester, (E)-but-2-enedioic acid dimethyl ester, trans-butenedioic acid dimethyl ester, fumaric acid, dimethyl ester, dimethyl trans-ethylenedicarboxylate

chemical compound

Chemical data

Formula: C6H8O4
Molecular weight: 144.12 g/mol
IUPAC name: dimethyl (E)-but-2-enedioate
SMILES: COC(=O)/C=C/C(=O)OC
InChIKey: LDCRTTXIJACKKU-ONEGZZNKSA-N
XLogP: 0.7
Polar surface area: 52.6 Å²
H-bond donors: 0
H-bond acceptors: 4
Formal charge: 0

via PubChem

Drug data · ChEMBL

Max clinical phase: Approved
Molecule type: Small molecule
First approval: 2013
Admin. routes: oral
Indications: relapsing-remitting multiple sclerosis, psoriasis, chronic progressive multiple sclerosis, chronic lymphocytic leukemia

via ChEMBL · EBI

Research

2,548 papers

Dimethyl Fumarate: A Review in Relapsing-Remitting MS.Drugs · 2019
Dimethyl fumarate targets GAPDH and aerobic glycolysis to modulate immunity.Science (New York, N.Y.) · 2018
Dimethyl fumarate improves cognitive impairment and neuroinflammation in mice with Alzheimer's disease.Journal of neuroinflammation · 2024
Dimethyl Fumarate for Pediatric-Onset Multiple Sclerosis: A Systematic Review.Pediatric neurology · 2025
Dimethyl fumarate: A review of preclinical efficacy in models of neurodegenerative diseases.European journal of pharmacology · 2022

via PubMed

Wikidata facts

Has part: carbon
Mass: 144.042259
Image: DMF.jpg
Has use: medication

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Commons category: Dimethyl fumarate
chemical formula: C₆H₈O₄
isomeric SMILES: COC(=O)/C=C/C(=O)OC
canonical SMILES: COC(=O)C=CC(=O)OC
subject has role: radiosensitizer
defined daily dose: 0.48
safety classification and labelling: Regulation (EC) No. 1272/2008
medical condition treated: multiple sclerosis
melting point: 104
found in taxon: Arabidopsis thaliana

Sources (5)

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