(2S,3S)-2-(diphenylmethyl)-N-[(2-methoxyphenyl)methyl]-1-azabicyclo[2.2.2]octan-3-amine

• ChemBase ID: 154357
• Molecular Formular: C28H32N2O
• Molecular Mass: 412.56648
• Monoisotopic Mass: 412.25146365
• SMILES: COc1ccccc1CN[C@@H]1[C@@H](N2CCC1CC2)C(c1ccccc1)c1ccccc1
• Canonical SMILES: COc1ccccc1CN[C@H]1C2CCN([C@H]1C(c1ccccc1)c1ccccc1)CC2
• InChI: InChI=1S/C28H32N2O/c1-31-25-15-9-8-14-24(25)20-29-27-23-16-18-30(19-17-23)28(27)26(21-10-4-2-5-11-21)22-12-6-3-7-13-22/h2-15,23,26-29H,16-20H2,1H3/t27-,28-/m0/s1
• InChIKey: FLNYLINBEZROPL-NSOVKSMOSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,3S)-2-(diphenylmethyl)-N-[(2-methoxyphenyl)methyl]-1-azabicyclo[2.2.2]octan-3-amine
• IUPAC Traditional name: (2S,3S)-2-(diphenylmethyl)-N-[(2-methoxyphenyl)methyl]-1-azabicyclo[2.2.2]octan-3-amine
• Synonyms: (2S,3S)-2-(Diphenylmethyl)-N-[(2-methoxyphenyl)methyl]-1-azabicyclo[2.2.2]octan-3-amine; (2S-cis)-2-(Diphenylmethyl)-N-[(2-methoxyphenyl)methyl]-1-azabicyclo[2.2.2]octan-3-amine; CP 96345; (2S,3S)-cis-2-(Diphenylmethyl)-N-[(2-methoxyphenyl)methyl]-1-azabicyclo[2.2.2]octan-3-amine; CP-96345

Database IDs

• CAS Number: 132746-60-2
• PubChem SID: 162248496
• PubChem CID: 104943

CALCULATED PROPERTIES

• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 0.6191966
• LogD (pH = 7.4): 3.0384138
• Log P: 5.3212504
• Molar Refractivity: 127.3439 cm^3
• Polarizability: 50.21803 Å^3
• Polar Surface Area: 24.5 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: DMSO: soluble24 mg/mL
• Apperance: white powder

Safety Information

• European Hazard Symbols: Nature polluting (N); Harmful (Xn)
• UN Number: 3077
• German water hazard class: 3
• Hazard Class: 9
• Packing Group: 3
• Risk Statements: 22-36/37/38-50/53
• Safety Statements: 26-60-61
• GHS Pictograms: GHS07; GHS09
• GHS Signal Word: Warning
• GHS Hazard statements: H302-H315-H319-H335-H400
• GHS Precautionary statements: P261-P273-P305 + P351 + P338
• RID/ADR: UN 3077 9/PG 3
• Storage Temperature: room temp

Product Information

• Purity: ≥98% (HPLC)
• Empirical Formula (Hill Notation): C28H32N2O

DETAILS

Sigma Aldrich - C9373

Biochem/physiol Actions
CP-96345 is a selective NK1 antagonist. CP96345 inhibits substance P-induced salivation in the rat by classical in vivo bioassay, but did not inhibit NK2, NK3, or numerous other receptors.

Toronto Research Chemicals - C781210

CP 96345 is a potent and selective non-peptide NK1 receptor antagonist. CP 96345 attenuates substance P-induced salivary response and inhibits neurogenic inflammation in vivo.

REFERENCES

• Snider, et al.: Science, 251. 435 (1991)
• Lembeck, et al.: Br. J. Pharmacol., 105, 527 (1991)
• Bang, et al.: J. Pharmacol. Exp. Ther., 305 , 31 (1991)