(1r,3R,5S,7r)-3,5-bis(2H3)methyladamantan-1-amine hydrochloride

• ChemBase ID: 172627
• Molecular Formular: C12H22ClN
• Molecular Mass: 215.76278
• Monoisotopic Mass: 215.14407739
• SMILES: [C@]12(C[C@H]3C[C@@](C1)(C[C@@](C2)(C3)N)C)C.Cl
• Canonical SMILES: C[C@]12C[C@@H]3C[C@@](C1)(C)C[C@](C2)(C3)N.Cl
• InChI: InChI=1S/C12H21N.ClH/c1-10-3-9-4-11(2,6-10)8-12(13,5-9)7-10;/h9H,3-8,13H2,1-2H3;1H/t9-,10+,11-,12-
• InChIKey: LDDHMLJTFXJGPI-VXMZOEJHSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1r,3R,5S,7r)-3,5-bis(^2H₃)methyladamantan-1-amine hydrochloride
• IUPAC Traditional name: (1r,3R,5S,7r)-3,5-bis(^2H₃)methyladamantan-1-amine hydrochloride
• Synonyms: 3,5-(Dimethyl-d6)tricyclo[3.3.1.13,7]decan-1-amine Hydrochloride; 3,5-(Dimethyl-d6)-1-adamantanamine; 1-Amino-3,5-(dimethyl-d6)adamantane Hydrochloride; Akatinol-d6; Axura-d6; Ebix-d6; Ebixia-d6; Ebixza-d6; NSC 102290-d6; Namenda-d6; SUN Y7017-d6; Tocris-d6; Memantine-d6 Hydrochloride

Database IDs

• PubChem SID: 164228537
• PubChem CID: 71749943

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 1
• LogD (pH = 5.5): -0.9641042
• LogD (pH = 7.4): -0.7781375
• Log P: 2.0660417
• Molar Refractivity: 54.4858 cm^3
• Polarizability: 22.19729 Å^3
• Polar Surface Area: 26.02 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Ether; Methanol
• Apperance: White to Off-White Solid
• Melting Point: 278-280°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - M218002

Deuterated, Memantine (M218000) which is used as an antiparkinsonian and antispasmodic.

REFERENCES

• Rohde, H., et al.: Fortschr. Med., 100, 2023 (1982)
• Kornhuber, J., et al.: Eur. J. Pharmacol., 166, 589 (1982)
• Gortelmeyer, R. and Erbler, H.: Arzneimittel-Forsch., 42, 904 (1992)