8-chloro-10-[3-(4-methylpiperazin-1-yl)propyl]-10H-phenothiazin-3-ol

• ChemBase ID: 171155
• Molecular Formular: C20H24ClN3OS
• Molecular Mass: 389.94206
• Monoisotopic Mass: 389.13286108
• SMILES: c1c(cc2c(c1)N(c1c(S2)ccc(c1)Cl)CCCN1CCN(CC1)C)O
• Canonical SMILES: CN1CCN(CC1)CCCN1c2cc(Cl)ccc2Sc2c1ccc(c2)O
• InChI: InChI=1S/C20H24ClN3OS/c1-22-9-11-23(12-10-22)7-2-8-24-17-5-4-16(25)14-20(17)26-19-6-3-15(21)13-18(19)24/h3-6,13-14,25H,2,7-12H2,1H3
• InChIKey: BRUHMTGXYBUCRP-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 8-chloro-10-[3-(4-methylpiperazin-1-yl)propyl]-10H-phenothiazin-3-ol
• IUPAC Traditional name: 8-chloro-10-[3-(4-methylpiperazin-1-yl)propyl]phenothiazin-3-ol
• Synonyms: 8-Chloro-10-[3-(4-methyl-1-piperazinyl)propyl]-10H-phenothiazin-3-ol; 7-Hydroxy Prochlorperazine

Database IDs

• CAS Number: 52172-19-7
• PubChem SID: 164227065
• PubChem CID: 12333094

CALCULATED PROPERTIES

• Acid pKa: 10.117203
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 1.2851344
• LogD (pH = 7.4): 3.0500574
• Log P: 3.95183
• Molar Refractivity: 111.7873 cm^3
• Polarizability: 42.887844 Å^3
• Polar Surface Area: 29.95 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Methanol
• Apperance: Tan Solid
• Melting Point: 196-197°C

Safety Information

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

DETAILS

Toronto Research Chemicals - H952325

A metabolite of Prochlorperazine.

REFERENCES

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