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(2E)-(2H2)-2-Butenedioic acid

Names

[ CAS No. ]:
24461-32-3

[ Name ]:
(2E)-(2H2)-2-Butenedioic acid

[Synonym ]:
(2E)-(H)-2-Butenedioic acid
(2E)-(H)But-2-enedioic acid
2,3-dideuterio-fumaric acid
Fumaric acid-2,3-d2
2,3-2H-fumaric acid
2-Butenedioic-2,3-d acid, (2E)-
Maleic acid-2,3-d2
2,3-Dideuterio-fumarsaeure
MFCD00144378

Biological Activity

[Description]:

Fumaric acid-d2 is the deuterium labeled Fumaric acid[1]. Fumaric acid, associated with fumarase deficiency, is identified as an oncometabolite or an endogenous, cancer causing metabolite[2].

[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]. Whelan DT, et al. Fumaric aciduria: a new organic aciduria, associated with mental retardation and speech impairment. Clin Chim Acta. 1983 Aug 31;132(3):301-8.  

Chemical & Physical Properties

[ Density]:
1.5±0.1 g/cm3

[ Boiling Point ]:
355.5±25.0 °C at 760 mmHg

[ Melting Point ]:
299-300ºC (subl.)(lit.)

[ Molecular Formula ]:
C4H2D2O4

[ Molecular Weight ]:
118.085

[ Flash Point ]:
183.0±19.7 °C

[ Exact Mass ]:
118.023514

[ PSA ]:
74.60000

[ LogP ]:
-0.01

[ Vapour Pressure ]:
0.0±1.7 mmHg at 25°C

[ Index of Refraction ]:
1.526

[ Storage condition ]:
2-8°C

Safety Information

[ Symbol ]:

GHS07

[ Signal Word ]:
Warning

[ Hazard Statements ]:
H319

[ Precautionary Statements ]:
P305 + P351 + P338

[ Hazard Codes ]:
Xi

[ Risk Phrases ]:
R41;R36/37/38

[ Safety Phrases ]:
S26-S36

[ RIDADR ]:
NONH for all modes of transport

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Related Compounds