10-[3-(dimethylamino)-2-methylpropyl]-5-oxo-10H-5λ4,10-phenothiazine-2-carbonitrile

• ChemBase ID: 165056
• Molecular Formular: C19H21N3OS
• Molecular Mass: 339.45454
• Monoisotopic Mass: 339.14053331
• SMILES: c1(ccc2c(c1)N(c1c(S2=O)cccc1)CC(CN(C)C)C)C#N
• Canonical SMILES: N#Cc1ccc2c(c1)N(CC(CN(C)C)C)c1c(S2=O)cccc1
• InChI: InChI=1S/C19H21N3OS/c1-14(12-21(2)3)13-22-16-6-4-5-7-18(16)24(23)19-9-8-15(11-20)10-17(19)22/h4-10,14H,12-13H2,1-3H3
• InChIKey: KCPHNCFJFKSBMD-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 10-[3-(dimethylamino)-2-methylpropyl]-5-oxo-10H-5λ^4,10-phenothiazine-2-carbonitrile
• IUPAC Traditional name: 10-[3-(dimethylamino)-2-methylpropyl]-5-oxo-5λ^4,10-phenothiazine-2-carbonitrile
• Synonyms: 10-[3-(Dimethylamino)-2-methylpropyl]-10H-phenothiazine-2-carbonitrile 5-Oxide; Cyamepromazine Sulfoxide

Database IDs

• CAS Number: 13384-45-7
• PubChem SID: 162259189
• PubChem CID: 71315019

CALCULATED PROPERTIES

• H Acceptors: 4
• H Donor: 0
• LogD (pH = 5.5): -0.31813365
• LogD (pH = 7.4): 1.2662891
• Log P: 2.8922334
• Molar Refractivity: 100.4612 cm^3
• Polarizability: 38.503555 Å^3
• Polar Surface Area: 47.34 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - C951570

Cyamemazine (C951500) metabolite.

REFERENCES

• Crumb, W., et al.: J. Pharm. Pharmacol., 60, 1507 (2008)
• Benyamina, A., et al.: Eur. J. Pharmacol., 578, 142 (2008)