(2R,6R)-9-chloro-13-oxa-4-azatetracyclo[12.4.0.02,6.07,12]octadeca-1(14),7(12),8,10,15,17-hexaene hydrochloride

• ChemBase ID: 166383
• Molecular Formular: C16H15Cl2NO
• Molecular Mass: 308.2024
• Monoisotopic Mass: 307.05306947
• SMILES: [C@@H]12[C@H](c3c(Oc4c1cc(cc4)Cl)cccc3)CNC2.Cl
• Canonical SMILES: Clc1ccc2c(c1)[C@@H]1CNC[C@H]1c1c(O2)cccc1.Cl
• InChI: InChI=1S/C16H14ClNO.ClH/c17-10-5-6-16-12(7-10)14-9-18-8-13(14)11-3-1-2-4-15(11)19-16;/h1-7,13-14,18H,8-9H2;1H/t13-,14-;/m0./s1
• InChIKey: ONMMHDIXIDXKTN-IODNYQNNSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,6R)-9-chloro-13-oxa-4-azatetracyclo[12.4.0.0^2,^6.0^7,^1^2]octadeca-1(14),7(12),8,10,15,17-hexaene hydrochloride
• IUPAC Traditional name: (2R,6R)-9-chloro-13-oxa-4-azatetracyclo[12.4.0.0^2,^6.0^7,^1^2]octadeca-1(14),7(12),8,10,15,17-hexaene hydrochloride
• Synonyms: (3aR,12bR)-rel-5-Chloro-2,3,3a,12b-tetrahydro-1H-dibenz[2,3:6,7]oxepino[4,5-c]pyrrole Hydrochloride; N-Desmethyl Asenapine Hydrochloride

Database IDs

• CAS Number: 1170701-78-6
• PubChem SID: 162260516
• PubChem CID: 46184757

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 1
• LogD (pH = 5.5): 0.105126515
• LogD (pH = 7.4): 0.40667167
• Log P: 3.3415587
• Molar Refractivity: 76.3552 cm^3
• Polarizability: 29.789124 Å^3
• Polar Surface Area: 21.26 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Methanol; Water
• Apperance: Off-White Solid
• Melting Point: 266-269°C (dec.)

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - D290740

Asenapine (A788000) metabolite.

REFERENCES

• Lobell, M., et al.: J. Pharm., Sci., 92, 360 (2003)
• Zhang, L., et al.: Pharm. Res., 25, 1902 (2003)
• Toulmin, A., et al.: J. Med. Chem., 51, 3720 (2003)