methyl(2-{3-[1-(pyridin-2-yl)ethyl]-1H-inden-2-yl}ethyl)amine

• ChemBase ID: 165768
• Molecular Formular: C19H22N2
• Molecular Mass: 278.39138
• Monoisotopic Mass: 278.17829871
• SMILES: c1ccc2c(c1)CC(=C2C(c1ccccn1)C)CCNC
• Canonical SMILES: CNCCC1=C(C(c2ccccn2)C)c2c(C1)cccc2
• InChI: InChI=1S/C19H22N2/c1-14(18-9-5-6-11-21-18)19-16(10-12-20-2)13-15-7-3-4-8-17(15)19/h3-9,11,14,20H,10,12-13H2,1-2H3
• InChIKey: DJCOUIHMDYBQRL-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl(2-{3-[1-(pyridin-2-yl)ethyl]-1H-inden-2-yl}ethyl)amine
• IUPAC Traditional name: methyl(2-{1-[1-(pyridin-2-yl)ethyl]-3H-inden-2-yl}ethyl)amine
• Synonyms: (+/-)-N-Methyl-3-[1-(2-pyridinyl)ethyl]-1H-indene-2-ethanamine Hydrobromide; rac-N-Demethyl Dimethindene Hydrobromide

Database IDs

• CAS Number: 151562-10-6
• PubChem SID: 162259901
• PubChem CID: 178276

CALCULATED PROPERTIES

• Acid pKa: 18.932615
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 0.092813745
• LogD (pH = 7.4): 0.52357304
• Log P: 3.3556566
• Molar Refractivity: 88.2714 cm^3
• Polarizability: 34.469723 Å^3
• Polar Surface Area: 24.92 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - D230980

A metabolite of Dimethindene, a histaminic H1 receptor antagonist.

REFERENCES

• Mitsuya, M., et al.: Bioorg. Med. Chem., 7, 2555 (1999)
• Boehme, T.M., et al.: J. Med. Chem., 46, 856 (1999)