[3-(2-chloro-10H-phenothiazin-10-yl)propyl](methyl)amine hydrochloride

• ChemBase ID: 165738
• Molecular Formular: C16H18Cl2N2S
• Molecular Mass: 341.29852
• Monoisotopic Mass: 340.05677495
• SMILES: c1cccc2c1N(c1c(S2)ccc(c1)Cl)CCCNC.Cl
• Canonical SMILES: CNCCCN1c2ccccc2Sc2c1cc(Cl)cc2.Cl
• InChI: InChI=1S/C16H17ClN2S.ClH/c1-18-9-4-10-19-13-5-2-3-6-15(13)20-16-8-7-12(17)11-14(16)19;/h2-3,5-8,11,18H,4,9-10H2,1H3;1H
• InChIKey: HDISSMQVJRSCEK-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [3-(2-chloro-10H-phenothiazin-10-yl)propyl](methyl)amine hydrochloride
• IUPAC Traditional name: [3-(2-chlorophenothiazin-10-yl)propyl](methyl)amine hydrochloride
• Synonyms: 2-Chloro-N-methyl-10H-phenothiazine-10-propanamine Hydrochloride; 2-Chloro-10-(3-methylaminopropyl)phenothiazine Hydrochloride; Desmethylchlorpromazine Hydrochloride; Mono-N-demethylchloropromazine Hydrochloride; Mono-N-demethylchlorpromazine Hydrochloride; SKF 4514A; Demethyl Chlorpromazine Hydrochloride

Database IDs

• CAS Number: 3953-65-9
• PubChem SID: 162259871
• PubChem CID: 520950

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 0.93229747
• LogD (pH = 7.4): 1.6249396
• Log P: 4.1519523
• Molar Refractivity: 88.4616 cm^3
• Polarizability: 34.12641 Å^3
• Polar Surface Area: 15.27 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Methanol
• Apperance: White to Off-White Solid
• Melting Point: 178-180°C

Safety Information

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

DETAILS

Toronto Research Chemicals - D230835

A metabolite of Chlorpromazine (C424750).

REFERENCES

• Neuhoff, E., et al.: Archiv. der Pharmazie, 288, 400 (1955)
• Tomita, M., et al.: Chem. Pharm. Bull., 16, 688 (1955)