13-chloro-10-[4-(2H3)methylpiperazin-1-yl]-2-oxa-9-azatricyclo[9.4.0.03,8]pentadeca-1(11),3(8),4,6,9,12,14-heptaen-6-ol

• ChemBase ID: 170696
• Molecular Formular: C18H18ClN3O2
• Molecular Mass: 343.80742
• Monoisotopic Mass: 343.10875451
• SMILES: C1(=Nc2c(Oc3c1cc(cc3)Cl)ccc(c2)O)N1CCN(CC1)C
• Canonical SMILES: CN1CCN(CC1)C1=Nc2cc(O)ccc2Oc2c1cc(Cl)cc2
• InChI: InChI=1S/C18H18ClN3O2/c1-21-6-8-22(9-7-21)18-14-10-12(19)2-4-16(14)24-17-5-3-13(23)11-15(17)20-18/h2-5,10-11,23H,6-9H2,1H3
• InChIKey: VNJRIWXLPIYFGI-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 13-chloro-10-[4-(^2H₃)methylpiperazin-1-yl]-2-oxa-9-azatricyclo[9.4.0.0^3,^8]pentadeca-1(11),3(8),4,6,9,12,14-heptaen-6-ol
• IUPAC Traditional name: 13-chloro-10-[4-(^2H₃)methylpiperazin-1-yl]-2-oxa-9-azatricyclo[9.4.0.0^3,^8]pentadeca-1(11),3(8),4,6,9,12,14-heptaen-6-ol
• Synonyms: 2-Chloro-11-[4-(methyl-d3)-1-piperazinyl]dibenz[b,f][1,4]oxazepin-8-ol; 8-Hydroxy Loxapine-d3

Database IDs

• CAS Number: 1189863-10-2
• PubChem SID: 164226606
• PubChem CID: 46781819

CALCULATED PROPERTIES

• Acid pKa: 9.222535
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 1.4889562
• LogD (pH = 7.4): 2.9514747
• Log P: 3.157037
• Molar Refractivity: 97.092 cm^3
• Polarizability: 36.073505 Å^3
• Polar Surface Area: 48.3 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - H943732

The labelled inactive metabolite of Loxapine.

REFERENCES

• Fitton, A., et al.: Drugs, 40, 722 (1976)
• Jann, M., et al.: Clin. Pharmacokinet., 24, 161 (1976)
• Jennison, T., et al.: J. Anal. Toxicol., 21, 73 (1976)
• Bradford, M., et al.: Anal. Biochem., 72, 248 (1976)