(2R,6R)-9-chloro-4-(13C,2H3)methyl-13-oxa-4-azatetracyclo[12.4.0.02,6.07,12]octadeca-1(14),7(12),8,10,15,17-hexaene

• ChemBase ID: 160837
• Molecular Formular: C17H16ClNO
• Molecular Mass: 286.76069484
• Monoisotopic Mass: 286.09539666
• SMILES: [C@@H]12[C@H](c3c(Oc4c1cc(cc4)Cl)cccc3)CN(C2)[13CH3]
• Canonical SMILES: Clc1ccc2c(c1)[C@@H]1CN(C[C@H]1c1c(O2)cccc1)[13CH3]
• InChI: InChI=1S/C17H16ClNO/c1-19-9-14-12-4-2-3-5-16(12)20-17-7-6-11(18)8-13(17)15(14)10-19/h2-8,14-15H,9-10H2,1H3/t14-,15-/m0/s1/i1+1
• InChIKey: VSWBSWWIRNCQIJ-BWMOUBAASA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,6R)-9-chloro-4-(^1^3C,^2H₃)methyl-13-oxa-4-azatetracyclo[12.4.0.0^2,^6.0^7,^1^2]octadeca-1(14),7(12),8,10,15,17-hexaene
• IUPAC Traditional name: (2R,6R)-9-chloro-4-(^1^3C,^2H₃)methyl-13-oxa-4-azatetracyclo[12.4.0.0^2,^6.0^7,^1^2]octadeca-1(14),7(12),8,10,15,17-hexaene
• Synonyms: (3aR,12bR)-rel-5-Chloro-2,3,3a,12b-tetrahydro-2-(methyl-13C,d3)-1H-dibenz[2,3:6,7]oxepino[4,5-c]pyrrole; trans-5-Chloro-2,3,3a,12b-tetrahydro-2-(methyl-13C,d3)-1H-dibenz[2,3:6,7]oxepino[4,5-c]pyrrole; Asenapine-13C,d3

Database IDs

• PubChem SID: 162254972
• PubChem CID: 46780482

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 1.9322492
• LogD (pH = 7.4): 3.4735167
• Log P: 3.7246065
• Molar Refractivity: 81.6499 cm^3
• Polarizability: 31.632318 Å^3
• Polar Surface Area: 12.47 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane
• Apperance: Yellow Oil

Safety Information

• Storage Condition: -20°C Freezer, Under Inert Atmosphere

DETAILS

Toronto Research Chemicals - A788002

Combined serotonin (5HT2) and dopamine (D2) receptor antagonist; structurally related to labelled Mianserin. Antipsychotic.

REFERENCES

• Meltzer, H., et al.: J. Pharmacol. Exp. Ther., 251, 238 (1989)
• Schotte, A., et al.: Brain Res., 631, 191 (1989)
• Andree, B., et al.: Psychopharmacology, 131, 339 (1989)
• Richelson, E., et al.: Life Sci., 68, 29 (1989)