2-chloro-10-{3-[4-(2H3)methylpiperazin-1-yl]propyl}-10H-phenothiazine

• ChemBase ID: 176960
• Molecular Formular: C20H24ClN3S
• Molecular Mass: 373.94266
• Monoisotopic Mass: 373.13794646
• SMILES: c1ccc2c(c1)N(c1c(S2)ccc(c1)Cl)CCCN1CCN(CC1)C
• Canonical SMILES: CN1CCN(CC1)CCCN1c2ccccc2Sc2c1cc(Cl)cc2
• InChI: InChI=1S/C20H24ClN3S/c1-22-11-13-23(14-12-22)9-4-10-24-17-5-2-3-6-19(17)25-20-8-7-16(21)15-18(20)24/h2-3,5-8,15H,4,9-14H2,1H3
• InChIKey: WIKYUJGCLQQFNW-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-chloro-10-{3-[4-(^2H₃)methylpiperazin-1-yl]propyl}-10H-phenothiazine
• IUPAC Traditional name: 2-chloro-10-{3-[4-(^2H₃)methylpiperazin-1-yl]propyl}phenothiazine
• Synonyms: 2-Chloro-10-[3-(4-methyl-d3-1-piperazinyl)propyl]-10H-phenothiazine Dimethanesulfonate; 3-Chloro-10-[3-(4-methyl-d3-1-piperazinyl)propyl]phenothiazine Dimesylate; Novamin-d3; Tementyl-d3; Prochlorperazine-d3 Dimesylate(see P755807)

Database IDs

• PubChem SID: 164232870
• PubChem CID: 45040271

CALCULATED PROPERTIES

• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 1.5868546
• LogD (pH = 7.4): 3.352362
• Log P: 4.3821197
• Molar Refractivity: 109.8064 cm^3
• Polarizability: 42.294575 Å^3
• Polar Surface Area: 9.72 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Methanol; Water
• Apperance: Pale Yellow Solid
• Melting Point: 231-235°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - P755802

Antiemetic, antipsychotic; used in treatment of vertigo.

REFERENCES

• Taylor, W.B., et al.: Br. J. Clin. Pharmacol., 23, 137 (1987)
• Ward, A.E., Br. J. Clin. Pract., 42, 228 (1987)