Compound: rimantadine
SMILES: NC(C12CC3CC(C1)CC(C2)C3)C
InChIKey: UBCHPRBFMUDMNC-UHFFFAOYSA-N
Synonyms: rimantadine, 13392-28-4, Rimantadina, Rimantadinum, 1-(adamantan-1-yl)ethan-1-amine, alpha-Methyl-1-adamantanemethylamine, alpha-Methyladamantanemethylamine, 1-(1-Adamantyl)ethylamin, Remantadine, HSDB 7438, 0T2EF4JQTU, DTXSID2023561, Tricyclo(3.3.1.1(sup 3,7))decane-1-methanamine, alpha-methyl-, Riamantadine, Tricyclo(3.3.1.13,7)decane-1-methanamine, alpha-methyl-, J05AC02, RefChem:55982, DTXCID503561, 1-(1-Adamantyl)ethanamine, 1-(Adamantan-1-yl)ethanamine, 1-(1-adamantyl)ethylamine, 1-Rimantadine, 1-Adamantan-1-yl-ethylamine, 1-(1-adamantyl)-ethylamine, Rimantadine (INN), MFCD00869344, CHEMBL959, 1-Adamantanemethylamine, .alpha.-methyl-, Tricyclo[3.3.1.13,7]decane-1-methanamine, a-methyl-, .alpha.-Methyladamantanemethylamine, 1-(tricyclo[3.3.1.1~3,7~]dec-1-yl)ethanamine, RIMANTADINE [INN], Rimantadine [INN:BAN], Rimantadinum [INN-Latin], Rimantadina [INN-Spanish], [1-(1-adamantyl)ethyl]amine hydrochloride, Rimant, 1-(1-adamantyl)ethanamine hydrochloride, Enamine_005755, NCGC00159491-02, Rimant & .alpha. IFN, UNII-0T2EF4JQTU, Rimantadine (Flumadine), Rimantidine & .alpha.IFN, 1-Adamantan-1-ylethylamine, BRN 2715740, rimantidin, Rimantadin A, RIMANTADIN, 1-Adamantaneethylamine, 1-adamantanylethylamine, RIMANTADINE [MI], Maybridge1_002066, 1-ADAMANTANEMETHYLAMINE, alpha-METHYL-, RIMANTADINE [HSDB], RIMANTADINE [VANDF], SCHEMBL2981, 1-tricyclo[3.3.1.1~3,7~]dec-1-ylethanamine, Oprea1_602732, RIMANTADINE [WHO-DD], orb1685638, SCHEMBL8344710, CHEMBL1201272, SCHEMBL20409367, CHEBI:94440, HMS1410F13, HMS2090L19, HMS3604N13, HMS3655J05, HMS5080J09, ALBB-013870, HY-B0338, MKB33606, BBL013215, BDBM50216627, EBC-26143, s1964, STK177253, (alpha-methyl-1-adamantyl)methylamine, AKOS000264537, AKOS006238592, AKOS016038537, .alpha.-Methyl-1-adamantanemethylamine, CCG-236078, DB00478, FA07666, IDI1_007990, (RS)-1-(1-ADAMANTYL)ETHANAMINE, NCGC00159491-03, NCGC00159491-05, NCGC00159491-11, AS-68744, SBI-0206810.P001, DB-042207, NS00000550, ST45025920, SW220023-1, EN300-33990, C07236, D08483, Q42171, AB00638368-09, AB00959689-03, AB01506092_02, AB01506092_03, AE-641/01140064, BRD-A75479906-001-02-4, BRD-A75479906-003-11-1, BRD-A84282119-003-01-2, Tricyclo(3.3.1.1^3,7)decane-1-methanamine, .alpha.-methyl-, Tricyclo(3.3.1.1(sup 3,7))decane-1-methanamine, .alpha.-methyl-, Tricyclo[3,3,1,1(3,7)]decane-1-methanamine, .alpha.-methyl-, Tricyclo(3.3.1.1^3,7)decane-1-methanamine, .alpha.-methyl- & IFN.alpha, 117857-51-9
Theoretical properties:
molecular_formula: C12H21N
molecular_weight: 179.30 g/mol
exact_mass: 179.167399674 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 1
hydrogen_bond_acceptor_count: 1
rotatable_bond_count: 1
heavy_atom_count: 13
topological_polar_surface_area: 26 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
melting_point: >300 °C
solubility: Hydrochloride salt freely soluble (50 mg/ml at 20 °C)
Descriptions:
pubchem: 1-(1-adamantyl)ethanamine is an alkylamine.
chembl: RIMANTADINE is a small molecule listed in the ChEMBL database and has reached clinical trial phase 4.0.
wikipedia: Rimantadine (INN, sold under the trade name Flumadine) is an orally administered antiviral drug used to treat, and in rare cases prevent, influenzavirus A infection.  When taken within one to two days of developing symptoms, rimantadine can shorten the duration and moderate the severity of influenza. Rimantadine can mitigate symptoms, including fever. Both rimantadine and the similar drug amantadine are derivates of adamantane. Rimantadine is found to be more effective than amantadine because when used the patient displays fewer symptoms. Rimantadine was approved by the Food and Drug Administration (FDA) in 1994.
Rimantadine was approved for medical use in 1993. Seasonal H3N2 and 2009 pandemic flu samples tested have shown resistance to rimantadine, and it is no longer recommended to prescribe for treatment of the flu.