Structure via PubChem · Public domain (PubChem)
dimethyl fumarate
Sign in to saveAlso 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
In the Vinony graph
Within Vinony's link graph, dimethyl fumarate is referenced by 461 other articles, and connects out to immunotherapy, Biogen and lumiliximab.
Vinony files it under Drug has EMA link, Drugs with non-standard legal status and ECHA InfoCard ID from Wikidata.
Its subject is documented across 21 Wikipedia language editions.
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 Ų
- 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
Show 10 more facts
- 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
via Wikidata · CC0