Amantadine-d6

• CAT Number: I041672
• CAS Number: 1219805-53-4
• Molecular Formula: C10H11D6N
• Molecular Weight: 157.29
• Purity: ≥95%
• Synonyms: 2,2,8,8,9,9-hexadeuterioadamantan-1-amine
• InChI: InChI=1S/C10H17N/c11-10-4-7-1-8(5-10)3-9(2-7)6-10/h7-9H,1-6,11H2/i4D2,5D2,6D2
• InChIKey: DKNWSYNQZKUICI-KETLRHEYSA-N
• SMILES: C1C2CC3CC1CC(C2)(C3)N

Amantadine-d6 is the deuterium labeled Amantadine[1]. Amantadine (1-Adamantanamine) is an orally avtive and potent antiviral agent with activity against influenza A viruses. Amantadine inhibits several ion channels such as NMDA and M2, and also inhibits Coronavirus ion channels. Amantadine also has anti-orthopoxvirus and anticancer activity. Amantadine can be used for Parkinson’s disease, postoperative cognitive dysfunction (POCD) and COVID-19 research[2][3][4][5][6][7].
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].

Reference

[1]. Russak EM, et al. Impact of Deuterium Substitution on the Pharmacokinetics of Pharmaceuticals. Ann Pharmacother. 2019 Feb;53(2):211-216.
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[2]. Suzuki H, et al. Emergence of amantadine-resistant influenza A viruses: epidemiological study. J Infect Chemother. 2003;9(3):195-200.
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[3]. Hubsher G, et al. Amantadine: the journey from fighting flu to treating Parkinson disease. Neurology. 201278(14):1096-1099.
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[4]. Donald F Smee, et al. A review of compounds exhibiting anti-orthopoxvirus activity in animal models. Antiviral Res. 2003 Jan57(1-2):41-52.
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[5]. Fink K, et al. Amantadine Inhibits SARS-CoV-2 In Vitro. Viruses. 2021 Mar 2413(4):539.
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[6]. Zhang J, et al. Amantadine alleviates postoperative cognitive dysfunction possibly by increasing glial cell line-derived neurotrophic factor in rats. Anesthesiology. 2014 Oct121(4):773-85.
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[7]. Lan Z, et al. Amantadine inhibits cellular proliferation and induces the apoptosis of hepatocellular cancer cells in vitro. Int J Mol Med. 201536(3):904-910.
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