1-{4,5-diamino-10-azatricyclo[6.3.1.02,7]dodeca-2(7),3,5-trien-10-yl}-2,2,2-trifluoroethan-1-one

• ChemBase ID: 178424
• Molecular Formular: C13H14F3N3O
• Molecular Mass: 285.2649696
• Monoisotopic Mass: 285.10889674
• SMILES: C1N(CC2c3c(C1C2)cc(c(c3)N)N)C(=O)C(F)(F)F
• Canonical SMILES: O=C(C(F)(F)F)N1CC2CC(C1)c1c2cc(c(c1)N)N
• InChI: InChI=1S/C13H14F3N3O/c14-13(15,16)12(20)19-4-6-1-7(5-19)9-3-11(18)10(17)2-8(6)9/h2-3,6-7H,1,4-5,17-18H2
• InChIKey: LWZYCQINJXEWRC-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-{4,5-diamino-10-azatricyclo[6.3.1.0^2,^7]dodeca-2(7),3,5-trien-10-yl}-2,2,2-trifluoroethan-1-one
• IUPAC Traditional name: 1-{4,5-diamino-10-azatricyclo[6.3.1.0^2,^7]dodeca-2(7),3,5-trien-10-yl}-2,2,2-trifluoroethanone
• Synonyms: 1-(7,8-Diamino-1,2,4,5-tetrahydro-1,5-methano-3H-3-benzazepin-3-yl)-2,2,2-trifluoro-ethanone; 2,3,4,5-Tetrahydro-3-(trifluoroacetyl)-1,5-methano-1H-3-benzazepine-7,8-diamine

Database IDs

• CAS Number: 230615-69-7
• PubChem SID: 164234334
• PubChem CID: 11666368

CALCULATED PROPERTIES

• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 0.75311327
• LogD (pH = 7.4): 0.766047
• Log P: 0.76621443
• Molar Refractivity: 69.8875 cm^3
• Polarizability: 24.62645 Å^3
• Polar Surface Area: 72.35 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: Brownish Orange Solid
• Melting Point: 83-88°C

Safety Information

• Storage Condition: Refrigerator, Under Inert Atmosphere

DETAILS

Toronto Research Chemicals - T295985

Varenicline intermediate.

REFERENCES

• Coe, J., et al.: J. Med. Chem., 48, 3474 (2005)