1-ADAMANTANAMINE SULFATE CAS 31377-23-8

Introduction：Basic information about 1-ADAMANTANAMINE SULFATE CAS 31377-23-8, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.

1-ADAMANTANAMINE SULFATE Basic information

• Product Name: 1-ADAMANTANAMINE SULFATE
• Synonyms: AMANTADINE SULFATE 99+%;1-Adamantylamine sulfate;1-AMINOADAMANTANE SULFATE;1-AMINOADAMANTANE SULPHATE;1-AMINOADAMANTANSULFATE;1-ADAMANTANAMINE SULFATE;1-ADAMANTANAMINE SULPHATE;1-ADAMANTANANAMINE SULPHATE
• CAS: 31377-23-8
• MF: C10H19NO4S
• MW: 249.33
• EINECS: 250-604-5
• Product Categories: Adamantanes;Adamantane derivatives
• Mol File: 31377-23-8.mol

1-ADAMANTANAMINE SULFATE Chemical Properties

• Melting point: 300 °C
• storage temp.: Store below +30°C.
• solubility: Aqueous Acid (Slightly), Aqueous Base (Slightly)
• form: Fine Crystalline Powder
• color: White
• PH: 4.9 (100g/l, H2O, 20°C) (slurry)
• Stability: Hygroscopic
• InChI: InChI=1S/C10H17N.H2O4S/c11-10-4-7-1-8(5-10)3-9(2-7)6-10;1-5(2,3)4/h7-9H,1-6,11H2;(H2,1,2,3,4)
• InChIKey: MYWTWSQFJLXGGQ-JUMAMQMDSA-N
• SMILES: NC12CC3CC(CC(C3)C1)C2.S(O)(O)(=O)=O
• CAS DataBase Reference: 31377-23-8(CAS DataBase Reference)

Safety Information

• Safety Statements: 24/25
• WGK Germany: WGK 3 highly water endangering
• HS Code: 2921 30 99
• Storage Class: 11 - Combustible Solids

1-ADAMANTANAMINE SULFATE Usage And Synthesis

Chemical Properties

white fine crystalline powder

Uses

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

Definition

ChEBI: An alkylammonium sulfate salt obtained by combining amantadine and sulfuric acid in a 2:1 ratio. Used as an antiviral and antiparkinson drug.

in vivo

Amantadine sulfate (25 mg/kg, IP, once daily for 3 days) inhibits surgery induced neuroinflammation and learning and memory impairment^[5].

• Animal Model: Fischer 344 rats (Four-month old, male, 290-330 g, 15 rats each group)^[5]
• Dosage: 25 mg/kg
• Administration: IP, once daily for 3 days (the first dose at 15 min before surgery)
• Result: Inhibited surgery induced neuroinflammation and learning and memory impairment, increased GDNF (glial cell line-derived neurotrophic factor) that was co-localized with glial fibrillary acidic protein (an astrocytic marker) in the hippocampus.

IC 50

CDK2; Bcl-2; Bax

References

[1] Suzuki H, et al. Emergence of amantadine-resistant influenza A viruses: epidemiological study. J Infect Chemother. 2003;9(3):195-200. DOI:10.1007/s10156-003-0262-6
[2] Hubsher G, et al. Amantadine: the journey from fighting flu to treating Parkinson disease. Neurology. 2012;78(14):1096-1099. DOI:10.1212/WNL.0b013e31824e8f0d
[3] Donald F Smee, et al. A review of compounds exhibiting anti-orthopoxvirus activity in animal models. Antiviral Res. 2003 Jan;57(1-2):41-52. DOI:10.1016/s0166-3542(02)00199-7
[4] Fink K, et al. Amantadine Inhibits SARS-CoV-2 In Vitro. Viruses. 2021 Mar 24;13(4):539. DOI:10.3390/v13040539
[5] Zhang J, et al. Amantadine alleviates postoperative cognitive dysfunction possibly by increasing glial cell line-derived neurotrophic factor in rats. Anesthesiology. 2014 Oct;121(4):773-85. DOI:10.1097/ALN.0000000000000352
[6] Lan Z, et al. Amantadine inhibits cellular proliferation and induces the apoptosis of hepatocellular cancer cells in vitro. Int J Mol Med. 2015;36(3):904-910. DOI:10.3892/ijmm.2015.2289