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

• ChemBase ID: 172743
• Molecular Formular: C19H20ClN3O2
• Molecular Mass: 357.834
• Monoisotopic Mass: 357.12440458
• SMILES: C1(=Nc2c(Oc3c1cc(cc3)Cl)ccc(c2)OC)N1CCN(CC1)C
• Canonical SMILES: COc1ccc2c(c1)N=C(N1CCN(CC1)C)c1c(O2)ccc(c1)Cl
• InChI: InChI=1S/C19H20ClN3O2/c1-22-7-9-23(10-8-22)19-15-11-13(20)3-5-17(15)25-18-6-4-14(24-2)12-16(18)21-19/h3-6,11-12H,7-10H2,1-2H3
• InChIKey: CQTLHLYDQYOEJW-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• CAS Number: 70020-54-1
• PubChem SID: 164228653
• PubChem CID: 550923

CALCULATED PROPERTIES

• H Acceptors: 4
• H Donor: 0
• LogD (pH = 5.5): 1.6352861
• LogD (pH = 7.4): 3.1039157
• Log P: 3.302931
• Molar Refractivity: 101.5743 cm^3
• Polarizability: 37.98333 Å^3
• Polar Surface Area: 37.3 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Methanol
• Apperance: Pale Yellow Solid
• Melting Point: 56-58°C

Safety Information

• Storage Condition: Amber Vial, Refrigerator

DETAILS

Toronto Research Chemicals - M226150

A metabolite of Loxapine.

REFERENCES

• Shen, Y., et al.: J. Biol. Chem., 268, 18200 (1993)
• Fiorella, D., et al.: Psychopharmacology, 121, 347 (1993)
• Glusa, E., and Pertz, H.: Brit. J. Pharmacol., 130, 692 (2000)