Dimethyl Fumarate-2,3-d2

Modify Date: 2024-01-03 15:19:34

Dimethyl Fumarate-2,3-d2 Structure
Dimethyl Fumarate-2,3-d2 structure
Common Name Dimethyl Fumarate-2,3-d2
CAS Number 23057-98-9 Molecular Weight 146.138
Density 1.1±0.1 g/cm3 Boiling Point 193.0±0.0 °C at 760 mmHg
Molecular Formula C6H6D2O4 Melting Point N/A
MSDS Chinese USA Flash Point 91.1±0.0 °C

 Use of Dimethyl Fumarate-2,3-d2


Dimethyl fumarate-d2 is the deuterium labeled Dimethyl fumarate[1]. Dimethyl fumarate (DMF) is an orally active and brain-penetrant Nrf2 activator and induces upregulation of antioxidant gene expression. Dimethyl fumarate induces necroptosis in colon cancer cells through GSH depletion/ROS increase/MAPKs activation pathway, and also induces cell autophagy. Dimethyl fumarate can be used for multiple sclerosis research[2][3].

 Names

Name dimethyl fumarate-2,3-d2
Synonym More Synonyms

 Dimethyl Fumarate-2,3-d2 Biological Activity

Description Dimethyl fumarate-d2 is the deuterium labeled Dimethyl fumarate[1]. Dimethyl fumarate (DMF) is an orally active and brain-penetrant Nrf2 activator and induces upregulation of antioxidant gene expression. Dimethyl fumarate induces necroptosis in colon cancer cells through GSH depletion/ROS increase/MAPKs activation pathway, and also induces cell autophagy. Dimethyl fumarate can be used for multiple sclerosis research[2][3].
Related Catalog
In Vitro Stable heavy isotopes of hydrogen, carbon, and other elements have been incorporated into drug molecules, largely as tracers for quantitation during the drug development process. Deuteration has gained attention because of its potential to affect the pharmacokinetic and metabolic profiles of drugs[1].
References

[1]. Russak EM, et al. Impact of Deuterium Substitution on the Pharmacokinetics of Pharmaceuticals. Ann Pharmacother. 2019 Feb;53(2):211-216.  

[2]. Peng H, et al. Dimethyl fumarate inhibits dendritic cell maturation via nuclear factor κB (NF-κB) and extracellular signal-regulated kinase 1 and 2 (ERK1/2) and mitogen stress-activated kinase 1 (MSK1) signaling. J Biol Chem. 2012 Aug 10;287(33):28017-26.  

[3]. Cross SA, et al. Dimethyl fumarate, an immune modulator and inducer of the antioxidant response, suppresses HIV replication and macrophage-mediated neurotoxicity: a novel candidate for HIV neuroprotection. J Immunol. 2011 Nov 15187(10):5015-25.  

[4]. Jing X, et al. Dimethyl fumarate attenuates 6-OHDA-induced neurotoxicity in SH-SY5Y cells and in animal model of Parkinson's disease by enhancing Nrf2 activity. Neuroscience. 2015 Feb 12286:131-40  

[5]. Xin Xie, et al. Dimethyl fumarate induces necroptosis in colon cancer cells through GSH depletion/ROS increase/MAPKs activation pathway. Br J Pharmacol. 2015 Aug172(15):3929-43.  

 Chemical & Physical Properties

Density 1.1±0.1 g/cm3
Boiling Point 193.0±0.0 °C at 760 mmHg
Molecular Formula C6H6D2O4
Molecular Weight 146.138
Flash Point 91.1±0.0 °C
Exact Mass 146.054810
PSA 52.60000
LogP 0.62
Vapour Pressure 0.5±0.3 mmHg at 25°C
Index of Refraction 1.435

 Safety Information

Hazard Codes C
Risk Phrases 21-38-41-43
Safety Phrases 26-36/37/39

 Precursor & DownStream

Precursor  0

DownStream  1

 Synonyms

2,3-dideuterio-fumaric acid
Fumaric acid-2,3-d2
2,3-Dideuterio-fumarsaeure-dimethylester
2,3-dideuterio-fumaric acid dimethyl ester
dimethyl fumarate-d2
2,3-2H-fumaric acid
2-Butenedioic-2,3-d acid, dimethyl ester, (2E)-
Dimethyl (2E)-(H)but-2-enedioate
Maleic acid-2,3-d2
Dimethyl (2E)-(H)-2-butenedioate
2,3-Dideuterio-fumarsaeure