1-(adamantan-1-yl)ethan-1-amine hydrochloride

• ChemBase ID: 55387
• Molecular Formular: C12H22ClN
• Molecular Mass: 215.76278
• Monoisotopic Mass: 215.14407739
• SMILES: C1C2CC3(CC1CC(C2)C3)C(C)N.Cl
• Canonical SMILES: CC(C12CC3CC(C2)CC(C1)C3)N.Cl
• InChI: InChI=1S/C12H21N.ClH/c1-8(13)12-5-9-2-10(6-12)4-11(3-9)7-12;/h8-11H,2-7,13H2,1H3;1H
• InChIKey: OZBDFBJXRJWNAV-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-(adamantan-1-yl)ethan-1-amine hydrochloride
• IUPAC Traditional name: rimantadine hydrochloride
• Synonyms: 1-(1-adamantyl)ethylamine hydrochloride; 1-(Adamantan-1-yl)ethylamine hydrochloride; Rimantadine hydrochloride; 1-(1-Aminoethyl)adamantane hydrochloride; [1-(1-Adamantyl)ethyl]amine hydrochloride; 1-((3r,5r,7r)-adamantan-1-yl)ethanamine hydrochloride; 1-(1-adamantyl)ethanamine hydrochloride; α-Methyltricyclo[3.3.1.13,7]decane-1-methanamine Hydrochloride; Flumadine; Meradane; Roflual; Rimantadine Hydrochloride

Database IDs

• CAS Number: 13392-28-4; 1501-84-4
• MDL Number: MFCD00072023
• PubChem SID: 162060150
• PubChem CID: 15165

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 1
• LogD (pH = 5.5): -0.8055685
• LogD (pH = 7.4): -0.34652156
• Log P: 2.2170057
• Molar Refractivity: 54.5221 cm^3
• Polarizability: 22.19729 Å^3
• Polar Surface Area: 26.02 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Water
• Apperance: White Crystalline Solid
• Melting Point: 373-375°C; 378 - 380°C
• Hydrophobicity(logP): 2.923

Safety Information

• Storage Condition: -20°C Freezer
• Storage Warning: Harmful; IRRITANT
• TSCA Listed: false

Product Information

• Purity: 95%
• Salt Data: HCl

DETAILS

Toronto Research Chemicals - R517000

Used as an antiviral agent.

REFERENCES

• Hayden, F.G., et al.: Antimicrob. Ag. Chemother., 19, 226 (1981)
• Zlydnikov, D.M., et al.: Rev. Infect. Dis., 3, 408 (1981)