U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ACHIRAL
Molecular Formula C6H8O4
Molecular Weight 144.1253
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 1
Charge 0

SHOW SMILES / InChI
Structure of DIMETHYL FUMARATE

SMILES

COC(=O)\C=C\C(=O)OC

InChI

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

HIDE SMILES / InChI
Molecular Formula C6H8O4
Molecular Weight 144.1253
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 1
Optical Activity NONE

Description
Curator's Comment: description was created based on several sources, including https://www.ncbi.nlm.nih.gov/pubmed/20647102 | https://www.ncbi.nlm.nih.gov/pubmed/19595601

Dimethyl maleate is an organic compound, the (Z)-isomer of the dimethyl ester of fumaric acid. Dimethyl maleate can be synthesized from maleic anhydride and methanol, with sulfuric acid acting as acid catalyst, via a nucleophilic acyl substitution for the monomethyl ester, followed by a Fischer esterification reaction for the dimethyl ester. Dimethyl maleate is used in many organic syntheses as a dienophile for diene synthesis. It is used as an additive and intermediate for plastics, pigments, pharmaceuticals, and agricultural products. It is also an intermediate for the production of paints, adhesives, and copolymers.

CNS Activity

CNS Non-penetrant
1014
Curator's Comment: Dimethyl fumarate is probably too hydrophilic to cross the blood-CNS barrier. DMF stabilized the BBB by preventing disruption of interendothelial tight junctions and gap formation, and decreased matrix metalloproteinase activity in brain tissue.

Originator

Sugden, S.|Whittaker, H.
12
Curator's Comment: In September 2003, Biogen (now Biogen Idec) licensed exclusive worldwide rights (excluding Germany) from Fumapharm to develop and market BG 12.

Approval Year

1946
64
Targets

Targets

Primary TargetPharmacologyConditionPotency
Inhibitor
8297
Egl nine homolog 2
13
Target ID: Q96KS0
Gene ID: 112398.0
Gene Symbol: EGLN2
Target Organism: Homo sapiens (Human)
Inhibitor
8297
 120.0 µM [IC50]
Egl nine homolog 3
19
Target ID: Q9H6Z9
Gene ID: 112399.0
Gene Symbol: EGLN3
Target Organism: Homo sapiens (Human)
Inhibitor
8297
 60.0 µM [IC50]
Egl nine homolog 1
21
Target ID: Q9GZT9
Gene ID: 54583.0
Gene Symbol: EGLN1
Target Organism: Homo sapiens (Human)
Inhibitor
8297
 80.0 µM [IC50]
Activator
1430
Inhibitor
8297
Activator
1430
Nuclear factor erythroid 2-related factor 2
20
Target ID: Q16236
Gene ID: 4780.0
Gene Symbol: NFE2L2
Target Organism: Homo sapiens (Human)
Activator
1430
Glutathione S-transferase
12
Target ID: Glutathione S-transferase
Substrate
661
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Not Provided
504
Unknown

Approved Use

Unknown
Diagnostic
Natural Metabolite
Unknown

Approved Use

Unknown
Secondary
Approved
8429
TECFIDERA

Approved Use

Indicated for the treatment of patients with relapsing forms of multiple sclerosis

Launch Date

2013
Palliative
Preclinical
Unknown

Approved Use

Unknown
Primary
Approved
8429
TECFIDERA

Approved Use

TECFIDERA, dimethyl fumarate undergoes rapid presystemic hydrolysis by esterases and is converted to its active metabolite, monomethyl fumarate (MMF). TECFIDERA is indicated for the treatment of patients with relapsing forms of multiple sclerosis.

Launch Date

2013
Preventing
Preclinical
Unknown

Approved Use

Unknown
Cmax

Cmax

ValueDoseCo-administeredAnalytePopulation
1.87 mg/L
DRUG LABEL
https://www.accessdata.fda.gov/drugsatfda_docs/label/2013/204063lbl.pdf
240 mg 2 times / day multiple, oral
dose: 240 mg
route of administration: Oral
experiment type: MULTIPLE
co-administered:
MONOMETHYL FUMARATE plasma
Homo sapiens
population: UNHEALTHY
age: ADULT
sex: UNKNOWN
food status: FED
AUC

AUC

ValueDoseCo-administeredAnalytePopulation
8.21 mg × h/L
DRUG LABEL
https://www.accessdata.fda.gov/drugsatfda_docs/label/2013/204063lbl.pdf
240 mg 2 times / day multiple, oral
dose: 240 mg
route of administration: Oral
experiment type: MULTIPLE
co-administered:
MONOMETHYL FUMARATE plasma
Homo sapiens
population: UNHEALTHY
age: ADULT
sex: UNKNOWN
food status: FED
T1/2

T1/2

ValueDoseCo-administeredAnalytePopulation
1 h
DRUG LABEL
https://www.accessdata.fda.gov/drugsatfda_docs/label/2013/204063lbl.pdf
240 mg 2 times / day multiple, oral
dose: 240 mg
route of administration: Oral
experiment type: MULTIPLE
co-administered:
MONOMETHYL FUMARATE plasma
Homo sapiens
population: UNHEALTHY
age: ADULT
sex: UNKNOWN
food status: FED
Funbound

Funbound

ValueDoseCo-administeredAnalytePopulation
64%
DRUG LABEL
https://www.accessdata.fda.gov/drugsatfda_docs/label/2013/204063lbl.pdf
240 mg 2 times / day multiple, oral
dose: 240 mg
route of administration: Oral
experiment type: MULTIPLE
co-administered:
MONOMETHYL FUMARATE plasma
Homo sapiens
population: UNHEALTHY
age: ADULT
sex: UNKNOWN
food status: FED
Doses

Doses

DosePopulationAdverse events​
190 mg 2 times / day multiple, oral
Highest studied dose
Dose: 190 mg, 2 times / day
Route: oral
Route: multiple
Dose: 190 mg, 2 times / day
Sources:
https://www.accessdata.fda.gov/drugsatfda_docs/label/2020/210296s000lbl.pdf
Page: 6.1
unhealthy, adult
n = 769
Health Status: unhealthy
Condition: multiple sclerosis
Age Group: adult
Sex: unknown
Population Size: 769
Sources:
https://www.accessdata.fda.gov/drugsatfda_docs/label/2020/210296s000lbl.pdf
Page: 6.1
Sources:
https://www.accessdata.fda.gov/drugsatfda_docs/label/2020/210296s000lbl.pdf
Page: 6.1
190 mg 2 times / day multiple, oral
Highest studied dose
Dose: 190 mg, 2 times / day
Route: oral
Route: multiple
Dose: 190 mg, 2 times / day
Sources:
https://pubmed.ncbi.nlm.nih.gov/32629403/
unhealthy, mean 37 years
n = 105
Health Status: unhealthy
Condition: multiple sclerosis
Age Group: mean 37 years
Sex: M+F
Population Size: 105
Sources:
https://pubmed.ncbi.nlm.nih.gov/32629403/
Other AEs: Gastrointestinal disturbance...
Other AEs:
Gastrointestinal disturbance (53%)
Sources:
https://pubmed.ncbi.nlm.nih.gov/32629403/
AEs

AEs

AESignificanceDosePopulation
Gastrointestinal disturbance 53%
190 mg 2 times / day multiple, oral
Highest studied dose
Dose: 190 mg, 2 times / day
Route: oral
Route: multiple
Dose: 190 mg, 2 times / day
Sources:
https://pubmed.ncbi.nlm.nih.gov/32629403/
unhealthy, mean 37 years
n = 105
Health Status: unhealthy
Condition: multiple sclerosis
Age Group: mean 37 years
Sex: M+F
Population Size: 105
Sources:
https://pubmed.ncbi.nlm.nih.gov/32629403/
Overview

Overview

CYP3A4CYP2C9CYP2D6hERG

OverviewOther

Other InhibitorOther SubstrateOther Inducer
CYP
111

P-gp
1461
CYP450
65
P-gp
257

CYP
76
Drug as perpetrator​

Drug as perpetrator​

TargetModalityActivityMetaboliteClinical evidence
CYP
147
 no
CYP
147
 no
P-gp
1650
 no
P-gp
1650
 no
Drug as victim

Drug as victim

TargetModalityActivityMetaboliteClinical evidence
CYP450
65
 no
Sourcing

Sourcing

Vendor/AggregatorIDURL
3B Scientific (Wuhan) Corp
3B4-0303
http://www.3bsc.com/index/pro_info.php?id=18151
3B Scientific (Wuhan) Corp
3B4-2852
http://www.3bsc.com/index/pro_info.php?id=77486
AK Scientific, Inc. (AKSCI)
O997
http://www.aksci.com/item_detail.php?cat=O997
Aaron Chemicals
AR002URG
http://www.aaronchem.com/2756-87-8
Achemtek
0104-021727
http://www.achemtek.com/2756-87-8
Alfa Chemistry
AP2756878
https://reagents.alfa-chemistry.com/product/mono-methyl-fumarate-cas-2756-87-8-9093.html
Alichem
490019201
http://www.alichem.com/en/products/2756-87-8.html
Ambeed
A983659
https://www.ambeed.com/products/2756-87-8.html
Ambinter
Amb10071357
http://www.ambinter.com/reference/10071357
ApexBio Technology
B7674
http://www.apexbt.com/mmf.html
Aurora Fine Chemicals LLC
A01.295.615
http://online.aurorafinechemicals.com/info?ID=A01.295.615
Aurum Pharmatech LLC
M-3444
http://www.Aurumpharmatech.com/Product/ProductDetails/M_3444
Avantor Inc
TCM2413-5G
https://us.vwr.com/store/product/16813484/fumaric-acid-monomethyl-ester-98-0-by-gc
BLD Pharm
BD00941719
http://www.bldpharm.com/products/2756-87-8.html
BLD Pharm
BD140326
http://www.bldpharm.com/products/2756-87-8.html
BioChemPartner
BCP18454
http://www.biochempartner.com/2756-87-8-BCP18454
BioSynth
J-017996
https://www.biosynth.com/en/products/all-products/products/J-017996.html
BioSynth
J-522708
https://www.biosynth.com/en/products/all-products/products/J-522708.html
CSNpharm
CSN22981
https://www.csnpharm.com/products/mmf.html
Chem Scene
CS-0026484
http://www.chemscene.com/2756-87-8.html
ChemMol
99067199
http://www.chemmol.com/chemmol/99067199.html
Chemspace
CSSB00011216927
https://chem-space.com/CSSB00011216927
DC Chemicals
DC33842
http://www.dcchemicals.com//product_show-Monomethyl_Fumarate.html
Hairui
MOJB01402
http://www.hairuichem.com/en/product/2756-87-8.html
LGC Standards
MM0352.03-0025
https://www.lgcstandards.com/US/en/p/MM0352.03-0025
Lab Network
LN01310370
https://labnetwork.com/frontend-app/p/#!/moleculedetails/LN01310370
MedChem Express
HY-103252
https://www.medchemexpress.com/monomethyl-fumarate.html
MuseChem
R058046
https://www.musechem.com/product/R058046.html
OChem
4292
http://www.ocheminc.com/index.php?act=psearch&pid=56M878
Oakwood
102026
http://www.oakwoodchemical.com/ProductsList.aspx?CategoryID=-2&txtSearch=170495&ExtHyperLink=1
Oakwood
94823
http://www.oakwoodchemical.com/ProductsList.aspx?CategoryID=-2&txtSearch=79997&ExtHyperLink=1
Selleck Chemicals
S6889
http://www.selleckchem.com/products/monomethyl-fumarate.html
Sigma-Aldrich
651419_ALDRICH
https://www.sigmaaldrich.com/catalog/product/aldrich/651419?utm_source=pubchem&utm_campaign=pubchem_2017&utm_medium=referral
Sigma-Aldrich
92571_SIAL
https://www.sigmaaldrich.com/catalog/product/sial/92571?utm_source=pubchem&utm_campaign=pubchem_2017&utm_medium=referral
Smolecule
S536016
http://www.smolecule.com/products/s536016
Smolecule
S759551
https://www.smolecule.com/products/s759551
TCI (Tokyo Chemical Industry)
M2413
http://www.tcichemicals.com/eshop/en/us/commodity/M2413/index.html
THE BioTek
bt-275065
https://www.thebiotek.com/product/inhibitors/bt-275065
Tocris
4511
https://www.tocris.com/products/mmf_4511
VladaChem
VL278632-1G
https://www.vladachem.com/product.php?products=2756-87-8
abcr GmbH
AB503712
http://www.abcr.com/shop/en/AB503712
abcr GmbH
AB558870
http://www.abcr.com/shop/en/AB558870
eNovation Chemicals
D382932
http://www.enovationchem.com/productDetails.asp?productID=D382932
eNovation Chemicals
D533508
https://www.enovationchem.com/ProductDetails.asp?ProductID=D533508
eNovation Chemicals
D695687
https://www.enovationchem.com/ProductDetails.asp?ProductID=D695687
iChemical
EBD2637923
http://www.ichemical.com/products/2756-87-8.html?utm_source=PubChem&utm_medium=website&utm_campaign=product%20catalogs
PubMed

PubMed

TitleDatePubMed
Microperfusion study of proximal tubule bicarbonate transport in maleic acid-induced renal tubular acidosis.
1986 Mar
Menstrual migraine and intermittent ergonovine therapy.
1989 Jun
Antifungal activity of fumaric acid in mice infected with Candida albicans.
1991 Nov
[Studies on the mechanisms of renal damages induced by nephrotoxic compounds].
1995 Dec
Experience with intraarterial infusion of styrene maleic acid neocarzinostatin (SMANCS)-lipiodol in pancreatic cancer.
1999 Jul-Aug
The comparison of plasma deproteinization methods for the detection of low-molecular-weight metabolites by (1)H nuclear magnetic resonance spectroscopy.
2002 May 15
Molecular mechanisms of Nrf2-mediated antioxidant response.
2009 Feb
Quantitative morphometry of respiratory tract epithelial cells as a tool for testing chemopreventive agent efficacy.
2010 Mar
Structure-activity comparison of the cytotoxic properties of diethyl maleate and related molecules: identification of diethyl acetylenedicarboxylate as a thiol cross-linking agent.
2011 Jan 14
Evaluation of aggregating brain cell cultures for the detection of acute organ-specific toxicity.
2013 Jun
Role of Nuclear Factor (Erythroid-Derived 2)-Like 2 Signaling for Effects of Fumaric Acid Esters on Dendritic Cells.
2017
Monomethyl fumarate inhibits pain behaviors and amygdala activity in a rat arthritis model.
2017 Dec
Dual action by fumaric acid esters synergistically reduces adhesion to human endothelium.
2018 Dec
Dimethyl fumarate treatment alters NK cell function in multiple sclerosis.
2018 Feb
Patents

Patents

03931155
12
03936310
12
03944560
33
03947593
15
03952104
19
03954754
14
03957757
16
03959288
12
03962257
13
03965126
12
03966938
13
03966957
13
03978121
80
03979408
12
03979443
12
03979513
12
03979515
16
03980643
12
03981917
80
03985750
12
03988454
12
03991102
12
03992445
14
04000306
13
04001271
12
04002766
13
04003932
12
04013660
13
04017653
12
04027027
15
04031127
13
04032639
12
04053606
14
04055654
19
04061759
13
04062829
14
04071524
20
04087421
12
04089860
12
04093538
12
04094870
16
04096263
14
04113565
12
04133881
12
04139623
12
04144235
12
04144342
15
04154941
20
04157444
12
04182869
12
04182872
12
04216218
12
04217352
13
04221776
14
04230710
12
04235976
12
04247705
12
04260619
14
04273782
14
04277470
12
04277498
16
04287290
13
04288447
12
04294841
13
04302590
14
04312876
14
04315023
12
04317830
16
04327098
12
04327107
12
04331676
17
04355034
13
04447360
14
04500457
12
04515717
20
04518533
13
04524028
13
04595394
16
04668735
12
04908313
12
04959496
12
05028614
12
05028723
12
05672719
12
05914385
13
06375974
12
06590120
12
06846835
14
07192969
12
07216966
12
20050065211
12
JP2000510837A
12
JP2003517028A
14
JP2004520474A
17
JP2007070531A
12
JP2007511658A
17
JP2008520815A
23
JP2009073854A
14
JP2010504257A
15
JP2011525213A
13
JP4021489B2
13
JP4290994B2
17
JPH01146803A
12
JPH02101089A
14
JPH03193978A
13
JPH0366680A
12
JPH05112739A
12
JPH05287006A
12
JPH06256639A
12
JPH06256640A
12
JPH06345823A
12
JPH08199178A
12
JPH0892503A
12
JPH09255523A
12
JPH10158217A
12
JPH1180068A
12
JPS5522610A
12
JPS5536230A
12
JPS56151782A
13
JPS56159202A
12
JPS5655401A
12
JPS5693708A
12
JPS57155250A
12
JPS57164176A
12
JPS58145763A
12
JPS58183761A
12
JPS5880386A
12
JPS61169286A
12
JPS61179790A
12
JPS61188476A
12
JPS61203185A
12
JPS612753A
12
JPS6160602A
12
JPS6220506A
14
JPS6222791A
14
JPS6222792A
12
JPS6372603A
12
JPS6383003A
12
US9302977
12
WO2014096425A2
12
WO2015140811A2
12
WO2017108960A1
12

Sample Use Guides

In Vivo Use Guide
Curator's Comment: In group of dogs experimental Fanconi syndrome (generalized proximal tubular dysfunction) was induced with maleic acid (25 mg/kg iv, pH 7.3). https://www.ncbi.nlm.nih.gov/pubmed/1858895
462 mg twice daily
Route of Administration: Oral
In Vitro Use Guide
Curator's Comment: Maleic acid-induced inhibition of sugar and amino acid transport in the rat renal tubule was studied.
NK cells from healthy controls were treated with 10 and 100 uM of monomethyl fumarate for 12 hours then washed and co-cultured for 24 hours at 1:5 E:T ratio with or without autologous labeled T cells. Using CD107a expression to measure NK cell degranulation, is was noted an increase in the proportion of degranulated NK cells following treatment with different monomethyl fumarate concentrations. These changes occurred without dramatic effects on NK cell viability.
Substance Class Chemical
Created
by admin
on Fri Dec 15 16:08:48 GMT 2023
Edited
by admin
on Fri Dec 15 16:08:48 GMT 2023
Record UNII
FO2303MNI2
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
DIMETHYL FUMARATE
DASH   HSDB   ORANGE BOOK   USAN   VANDF   WHO-DD  
USAN  
Official Name English
FAG-201
Code English
NSC-167432
Code English
BG-00012
Code English
BG 12
Code English
2-BUTENEDIOIC ACID, (2E)-, DIMETHYL ESTER
Common Name English
FP187
Code English
DIMETHYL FUMARATE [JAN]
Common Name English
BG00012
Code English
DIMETHYL FUMARATE [MI]
Common Name English
LAS-41008
Code English
DIMETHYL FUMARATE [ORANGE BOOK]
Common Name English
AZL-O-211089
Code English
LAS41008
Code English
BG 00012
Code English
DIMETHYL FUMARATE [HSDB]
Common Name English
DIMETHYL FUMARATE [USAN]
Common Name English
FUMARIC ACID DIMETHYL ESTER
MI  
Systematic Name English
NSC-25942
Code English
TECFIDERA
Brand Name English
FP-187
Code English
AZL O 211089
Code English
BG-12
Code English
PANACLAR
Brand Name English
DIMETHYL FUMARATE [VANDF]
Common Name English
Dimethyl (2E)-but-2-enedioate
Systematic Name English
AZL-0211089
Code English
Dimethyl fumarate [WHO-DD]
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C29708
Created by admin on Fri Dec 15 16:08:49 GMT 2023 , Edited by admin on Fri Dec 15 16:08:49 GMT 2023
WHO-ATC N07XX09
Created by admin on Fri Dec 15 16:08:48 GMT 2023 , Edited by admin on Fri Dec 15 16:08:48 GMT 2023
NCI_THESAURUS C798
Created by admin on Fri Dec 15 16:08:49 GMT 2023 , Edited by admin on Fri Dec 15 16:08:49 GMT 2023
EU-Orphan Drug EU/3/18/1990
Created by admin on Fri Dec 15 16:08:48 GMT 2023 , Edited by admin on Fri Dec 15 16:08:48 GMT 2023
FDA ORPHAN DRUG 406713
Created by admin on Fri Dec 15 16:08:48 GMT 2023 , Edited by admin on Fri Dec 15 16:08:48 GMT 2023
WHO-ATC L04AX07
Created by admin on Fri Dec 15 16:08:48 GMT 2023 , Edited by admin on Fri Dec 15 16:08:48 GMT 2023
FDA ORPHAN DRUG 607917
Created by admin on Fri Dec 15 16:08:49 GMT 2023 , Edited by admin on Fri Dec 15 16:08:49 GMT 2023
WHO-VATC QN07XX09
Created by admin on Fri Dec 15 16:08:49 GMT 2023 , Edited by admin on Fri Dec 15 16:08:49 GMT 2023
EMA ASSESSMENT REPORTS TECFIDERA (AUTHORIZED: MULTIPLE SCLEROSIS)
Created by admin on Fri Dec 15 16:08:48 GMT 2023 , Edited by admin on Fri Dec 15 16:08:48 GMT 2023
Code System Code Type Description
NCI_THESAURUS
C63670
Created by admin on Fri Dec 15 16:08:49 GMT 2023 , Edited by admin on Fri Dec 15 16:08:49 GMT 2023
PRIMARY
IUPHAR
7045
Created by admin on Fri Dec 15 16:08:49 GMT 2023 , Edited by admin on Fri Dec 15 16:08:49 GMT 2023
PRIMARY
NSC
25942
Created by admin on Fri Dec 15 16:08:49 GMT 2023 , Edited by admin on Fri Dec 15 16:08:49 GMT 2023
PRIMARY
RXCUI
1373478
Created by admin on Fri Dec 15 16:08:49 GMT 2023 , Edited by admin on Fri Dec 15 16:08:49 GMT 2023
PRIMARY RxNorm
MESH
C056020
Created by admin on Fri Dec 15 16:08:49 GMT 2023 , Edited by admin on Fri Dec 15 16:08:49 GMT 2023
PRIMARY
USAN
QQ-86
Created by admin on Fri Dec 15 16:08:49 GMT 2023 , Edited by admin on Fri Dec 15 16:08:49 GMT 2023
PRIMARY
HSDB
7725
Created by admin on Fri Dec 15 16:08:49 GMT 2023 , Edited by admin on Fri Dec 15 16:08:49 GMT 2023
PRIMARY
PUBCHEM
637568
Created by admin on Fri Dec 15 16:08:49 GMT 2023 , Edited by admin on Fri Dec 15 16:08:49 GMT 2023
PRIMARY
MERCK INDEX
m11738
Created by admin on Fri Dec 15 16:08:49 GMT 2023 , Edited by admin on Fri Dec 15 16:08:49 GMT 2023
PRIMARY Merck Index
CHEBI
76004
Created by admin on Fri Dec 15 16:08:48 GMT 2023 , Edited by admin on Fri Dec 15 16:08:48 GMT 2023
PRIMARY
DRUG BANK
DB08908
Created by admin on Fri Dec 15 16:08:48 GMT 2023 , Edited by admin on Fri Dec 15 16:08:48 GMT 2023
PRIMARY
EPA CompTox
DTXSID4060787
Created by admin on Fri Dec 15 16:08:48 GMT 2023 , Edited by admin on Fri Dec 15 16:08:48 GMT 2023
PRIMARY
SMS_ID
100000079228
Created by admin on Fri Dec 15 16:08:49 GMT 2023 , Edited by admin on Fri Dec 15 16:08:49 GMT 2023
PRIMARY
ECHA (EC/EINECS)
210-849-0
Created by admin on Fri Dec 15 16:08:48 GMT 2023 , Edited by admin on Fri Dec 15 16:08:48 GMT 2023
PRIMARY
EVMPD
SUB13608MIG
Created by admin on Fri Dec 15 16:08:48 GMT 2023 , Edited by admin on Fri Dec 15 16:08:48 GMT 2023
PRIMARY
DRUG CENTRAL
4757
Created by admin on Fri Dec 15 16:08:48 GMT 2023 , Edited by admin on Fri Dec 15 16:08:48 GMT 2023
PRIMARY
ChEMBL
CHEMBL2107333
Created by admin on Fri Dec 15 16:08:48 GMT 2023 , Edited by admin on Fri Dec 15 16:08:48 GMT 2023
PRIMARY
WIKIPEDIA
DIMETHYL FUMARATE
Created by admin on Fri Dec 15 16:08:49 GMT 2023 , Edited by admin on Fri Dec 15 16:08:49 GMT 2023
PRIMARY
LACTMED
Dimethyl fumarate
Created by admin on Fri Dec 15 16:08:49 GMT 2023 , Edited by admin on Fri Dec 15 16:08:49 GMT 2023
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FDA UNII
FO2303MNI2
Created by admin on Fri Dec 15 16:08:49 GMT 2023 , Edited by admin on Fri Dec 15 16:08:49 GMT 2023
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CAS
624-49-7
Created by admin on Fri Dec 15 16:08:48 GMT 2023 , Edited by admin on Fri Dec 15 16:08:48 GMT 2023
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DAILYMED
FO2303MNI2
Created by admin on Fri Dec 15 16:08:48 GMT 2023 , Edited by admin on Fri Dec 15 16:08:48 GMT 2023
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NSC
167432
Created by admin on Fri Dec 15 16:08:49 GMT 2023 , Edited by admin on Fri Dec 15 16:08:49 GMT 2023
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Related Record Type Details
Structure of DIMETHYL FUMARATE
EXCRETED UNCHANGED
MAJOR
Related Record Type Details
Structure of Fumaric acid
METABOLITE INACTIVE -> PARENT
Unit: percent of total dose excreted; Combined amount with "citric acid"
IN-VIVO
PLASMA
Structure of Carbon dioxide
METABOLITE INACTIVE -> PARENT
Unit: percent of total dose excreted (into Expired Air; 39.7% to 58.6%)
IN-VIVO
Structure of Monomethyl Fumarate
METABOLITE ACTIVE -> PARENT
Structure of 2-(((2R)-2-AMINO-2-CARBOXYETHYL)THIO)BUTANEDIOIC ACID 2-METHYL ESTER
METABOLITE INACTIVE -> PARENT
Unit: percent of dose; Amount combined with other cysteine conjugates
IN-VIVO
URINE
Structure of N-ACETYL-R-(1,2-DIMETHOXYCARBONYLETHYL)CYSTEINE
METABOLITE INACTIVE -> PARENT
Unit: percent of dose
IN-VIVO
URINE
Structure of ANHYDROUS CITRIC ACID
METABOLITE INACTIVE -> PARENT
Unit: percent of dose; Amount combined with "Fumaric Acid"
IN-VIVO
PLASMA
Structure of N-ACETYL-R-(1-CARBONYL-2-METHOXYCARBONYLETHYL)CYSTEINE
METABOLITE INACTIVE -> PARENT
Unit: percent of dose; Amount combined with other N-acetylcysteine conjugates
IN-VIVO
URINE
Structure of 2-(((2R)-2-AMINO-2-CARBOXYETHYL)THIO)BUTANEDIOIC ACID 1-METHYL ESTER
METABOLITE INACTIVE -> PARENT
Unit: percent of dose; Amount combined with other cysteine conjugates
IN-VIVO
URINE
Structure of N-ACETYL-S-(2-CARBOXY-1-METHOXYCARBONYLETHYL)CYSTEINE
METABOLITE INACTIVE -> PARENT
Unit: percent of dose; Amount combined with other N-acetylcysteine conjugates
IN-VIVO
URINE
Related Record Type Details
Structure of Monomethyl Fumarate
ACTIVE MOIETY
Dimethyl fumarate is highly reactive: when administered orally, it does not survive long enough to be absorbed into blood without being attacked by GSH (detoxifying agent). However, part of it is hydrolyzed by esterases to produce monomethylfumarate, which is more resistant
NIH
NCATS
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