Dimethyl-fumarate

Used for treatment of adults with relapsing forms of multiple sclerosis. It has a role as an immunomodulator and an antipsoriatic. It is converted into its active metabolite monomethyl fumarate (MMF) by carboxylesterases. MMF binds to nuclear factor erythroid 2(Nrf2). Licensed in Germany as an oral therapy for psoriasis

General

Type : Drug, Pro-Drug, Not AlphaBeta Hydrolase target

Chemical_Nomenclature : dimethyl (E)-but-2-enedioate

Canonical SMILES : COC(=O)C=CC(=O)OC

InChI : InChI=1S\/C6H8O4\/c1-9-5(7)3-4-6(8)10-2\/h3-4H,1-2H3\/b4-3+

InChIKey : LDCRTTXIJACKKU-ONEGZZNKSA-N

Other name(s) : Dimethyl fumarate  ||  Tecfidera  ||  Dimethylfumarate  ||  Methyl fumarate  ||  SCHEMBL41835  ||  SCHEMBL41836  ||  CHEMBL2107333  ||  ZINC3843378  ||  DB08908


MW : 144.12

Formula : C6H8O4

CAS_number : 624-49-7

PubChem : 637568

UniChem : LDCRTTXIJACKKU-ONEGZZNKSA-N

Target

Structures : No structure

Families : Carb_B_Chordata

References (5)

Title : Dimethyl Fumarate vs. Monomethyl Fumarate: Unresolved Pharmacologic Issues - Kopincova_2025_Pharmaceutics_17_1506
Author(s) : Kopincova J , Bernatova I
Ref : Pharmaceutics , 17 : , 2025
Abstract :
PubMedSearch : Kopincova_2025_Pharmaceutics_17_1506
PubMedID: 41471022
Gene_locus related to this paper: human-CES2

Title : A multi-target directed ligands strategy for the treatment of Alzheimer's disease: Dimethyl fumarate plus Tranilast modified Dithiocarbate as AChE inhibitor and Nrf2 activator - Guo_2022_Eur.J.Med.Chem_242_114630
Author(s) : Guo J , Cheng M , Liu P , Cao D , Luo J , Wan Y , Fang Y , Jin Y , Xie SS , Liu J
Ref : Eur Journal of Medicinal Chemistry , 242 :114630 , 2022
Abstract :
PubMedSearch : Guo_2022_Eur.J.Med.Chem_242_114630
PubMedID: 35987018

Title : Alcohol inhibits the metabolism of dimethyl fumarate to the active metabolite responsible for decreasing relapse frequency in the treatment of multiple sclerosis - Yang_2022_PLoS.One_17_e0278111
Author(s) : Yang B , Parker RB , Meibohm B , Temrikar ZH , Srivastava A , Laizure SC
Ref : PLoS ONE , 17 :e0278111 , 2022
Abstract :
PubMedSearch : Yang_2022_PLoS.One_17_e0278111
PubMedID: 36441753

Title : A Sensitization-Free Dimethyl Fumarate Prodrug, Isosorbide Di-(Methyl Fumarate), Provides a Topical Treatment Candidate for Psoriasis - Bojanowski_2021_JID.Innov_1_100040
Author(s) : Bojanowski K , Ibeji CU , Singh P , Swindell WR , Chaudhuri RK
Ref : JID Innov , 1 :100040 , 2021
Abstract :
PubMedSearch : Bojanowski_2021_JID.Innov_1_100040
PubMedID: 34909741

Title : Dimethyl fumarate attenuates 2-VO-induced vascular dementia via activating the Nrf2 signaling pathway in rats - Dhaliwal_2021_Inflammopharmacology__
Author(s) : Dhaliwal N , Dhaliwal J , Singh A , Chopra K
Ref : Inflammopharmacology , : , 2021
Abstract :
PubMedSearch : Dhaliwal_2021_Inflammopharmacology__
PubMedID: 33459879