2-chloro-10-[3-(4-methylpiperazin-1-yl)propyl]-10H-5λ4,10-phenothiazin-5-one

• ChemBase ID: 176962
• Molecular Formular: C20H24ClN3OS
• Molecular Mass: 389.94206
• Monoisotopic Mass: 389.13286108
• SMILES: c1ccc2c(c1)N(c1c(S2=O)ccc(c1)Cl)CCCN1CCN(CC1)C
• Canonical SMILES: CN1CCN(CC1)CCCN1c2ccccc2S(=O)c2c1cc(Cl)cc2
• InChI: InChI=1S/C20H24ClN3OS/c1-22-11-13-23(14-12-22)9-4-10-24-17-5-2-3-6-19(17)26(25)20-8-7-16(21)15-18(20)24/h2-3,5-8,15H,4,9-14H2,1H3
• InChIKey: AZGYHFQQUZPAFZ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-chloro-10-[3-(4-methylpiperazin-1-yl)propyl]-10H-5λ^4,10-phenothiazin-5-one
• IUPAC Traditional name: 2-chloro-10-[3-(4-methylpiperazin-1-yl)propyl]-5λ^4,10-phenothiazin-5-one
• Synonyms: 2-Chloro-10-[3-(4-methyl-1-piperazinyl)propyl]-10H-phenothiazine 5-Oxide; Prochlorperazine Sulfoxide

Database IDs

• CAS Number: 10078-27-0
• PubChem SID: 164232872
• PubChem CID: 3084059

CALCULATED PROPERTIES

• H Acceptors: 4
• H Donor: 0
• LogD (pH = 5.5): 0.29496345
• LogD (pH = 7.4): 2.0673993
• Log P: 3.0079777
• Molar Refractivity: 111.1781 cm^3
• Polarizability: 43.0113 Å^3
• Polar Surface Area: 26.79 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Methanol
• Apperance: White to Off-White Solid
• Melting Point: 164-165°C (dec.)

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - P755810

A metabolite of Prochlorperazine.

REFERENCES

• Finn, A., et al.: J. Clin. Pharmacol., 45, 1383 (2005)