| Identification | More | [Name]
1-ADAMANTANAMINE SULFATE | [CAS]
31377-23-8 | [Synonyms]
1-ADAMANTANAMINE SULFATE
1-ADAMANTANAMINE SULPHATE
1-ADAMANTANANAMINE SULPHATE
1-AMINOADAMANTANE SULFATE
1-AMINOADAMANTANE SULPHATE
1-AMINOADAMANTANSULFATE
ADAMANTYLAMINE SULFATE
AMANTADINE SULFATE
AMANTADINE SULPHATE
amantadine sulphate (INNM)
AMANTADINE SULFATE 99+%
1-Adamantylamine sulfate
TRICYCLO[3.3.1.13.7]DECAN-1-AMINE SULFATE (AMANTADINE SULFATE)
Adamantan-1-amine sulphate | [EINECS(EC#)]
250-604-5 | [Molecular Formula]
C20H36N2O4S | [MDL Number]
MFCD00077251 | [Molecular Weight]
400.58 | [MOL File]
31377-23-8.mol |
| Chemical Properties | Back Directory | [Appearance]
white fine crystalline powder | [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 Data | Back Directory | [Safety Statements ]
S24/25:Avoid contact with skin and eyes . | [WGK Germany ]
WGK 3 highly water endangering | [HS Code ]
29213099 |
| Hazard Information | Back Directory | [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 |
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