2-chloro-10-{3-[(2,2,3,3,5,5,6,6-2H8)piperazin-1-yl]propyl}-10H-phenothiazine

• ChemBase ID: 166526
• Molecular Formular: C19H22ClN3S
• Molecular Mass: 359.91608
• Monoisotopic Mass: 359.1222964
• SMILES: c1ccc2c(c1)N(c1c(S2)ccc(c1)Cl)CCCN1CCNCC1
• Canonical SMILES: Clc1ccc2c(c1)N(CCCN1CCNCC1)c1c(S2)cccc1
• InChI: InChI=1S/C19H22ClN3S/c20-15-6-7-19-17(14-15)23(16-4-1-2-5-18(16)24-19)11-3-10-22-12-8-21-9-13-22/h1-2,4-7,14,21H,3,8-13H2
• InChIKey: ZWIQAXTYRCAVFE-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-chloro-10-{3-[(2,2,3,3,5,5,6,6-^2H₈)piperazin-1-yl]propyl}-10H-phenothiazine
• IUPAC Traditional name: 2-chloro-10-{3-[(2,2,3,3,5,5,6,6-^2H₈)piperazin-1-yl]propyl}phenothiazine
• Synonyms: 2-Chloro-10-[3-(1-piperazinyl)propyl]-phenothiazine-d8 Dimaleate; N-Desmethyl Prochlorperazine-d8 Dimaleate

Database IDs

• PubChem SID: 162260659
• PubChem CID: 71315763

CALCULATED PROPERTIES

• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 0.82269585
• LogD (pH = 7.4): 2.1543472
• Log P: 3.9990718
• Molar Refractivity: 104.5117 cm^3
• Polarizability: 40.450333 Å^3
• Polar Surface Area: 18.51 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol (sparingly)
• Apperance: Pale Yellow Solid

DETAILS

Toronto Research Chemicals - D292087

A metabolite of Prochlorperazine.

REFERENCES

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