N-Acetyl-L-cysteine-d3

Names

[ CAS No. ]:
131685-11-5

[ Name ]:
N-Acetyl-L-cysteine-d3

[Synonym ]:
(2R)-3-sulfanyl-2-[(2,2,2-trideuterioacetyl)amino]propanoic acid

Biological Activity

[Description]:

Acetylcysteine-d3 (N-Acetylcysteine-d3) is the deuterium labeled Acetylcysteine. Acetylcysteine (N-Acetylcysteine) is a mucolytic agent which reduces the thickness of the mucus. Acetylcysteine is a ROS inhibitor[1]. Acetylcysteine is a cysteine precursor, prevents hemin-induced ferroptosis by neutralizing toxic lipids generated by arachidonate-dependent activity of 5-lipoxygenases[5]. Acetylcysteine induces cell apoptosis[2][3]. Acetylcysteine also has anti-influenza virus activities[7].

[Related Catalog]:

Signaling Pathways >> Apoptosis >> Apoptosis
Signaling Pathways >> Anti-infection >> Influenza Virus
Research Areas >> Infection
Signaling Pathways >> Apoptosis >> Ferroptosis
Research Areas >> Neurological Disease

[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;53(2):211-216.

[2]. Halasi M, et al. ROS inhibitor N-acetyl-L-cysteine antagonizes the activity of proteasome inhibitors. Biochem J. 2013 Sep 1;454(2):201-8.

[3]. Ferrari G, et al. N-acetylcysteine (D- and L-stereoisomers) prevents apoptotic death of neuronal cells. J Neurosci. 1995 Apr;15(4):2857-66.

[4]. Tsai JC, et al. Induction of apoptosis by pyrrolidinedithiocarbamate and N-acetylcysteine in vascular smooth muscle cells. J Biol Chem. 1996 Feb 16;271(7):3667-70.

[5]. Yan CY, et al. Prevention of PC12 cell death by N-acetylcysteine requires activation of the Ras pathway. J Neurosci. 1998 Jun 1;18(11):4042-9.

[6]. Farr SA, et al. The antioxidants alpha-lipoic acid and N-acetylcysteine reverse memory impairment and brain oxidative stress in aged SAMP8 mice. J Neurochem. 2003 Mar;84(5):1173-83.

[7]. Kalimeris K, et al. N-acetylcysteine ameliorates liver injury in a rat model of intestinal ischemia reperfusion. J Surg Res. 2016 Dec;206(2):263-272.

[8]. Garigliany MM, et al. N-acetylcysteine lacks universal inhibitory activity against influenza A viruses. J Negat Results Biomed. 2011 May 9;10:5.

Chemical & Physical Properties

[ Density]:
1.319 g/cm3

[ Boiling Point ]:
407.678ºC at 760 mmHg

[ Melting Point ]:
98-100ºC

[ Molecular Formula ]:
C5H6D3NO3S

[ Molecular Weight ]:
166.21300

[ Flash Point ]:
200.357ºC

[ Exact Mass ]:
166.04900

[ PSA ]:
105.20000

[ Index of Refraction ]:
1.519

[ Storage condition ]:
-20°C Freezer


Related Compounds