1-(10-{3-[bis(2H3)methylamino]propyl}-10H-phenothiazin-2-yl)propan-1-one hydrochloride

• ChemBase ID: 157241
• Molecular Formular: C20H25ClN2OS
• Molecular Mass: 376.9433
• Monoisotopic Mass: 376.13761211
• SMILES: CN(CCCN1c2ccccc2Sc2c1cc(cc2)C(=O)CC)C.Cl
• Canonical SMILES: CCC(=O)c1ccc2c(c1)N(CCCN(C)C)c1c(S2)cccc1.Cl
• InChI: InChI=1S/C20H24N2OS.ClH/c1-4-18(23)15-10-11-20-17(14-15)22(13-7-12-21(2)3)16-8-5-6-9-19(16)24-20;/h5-6,8-11,14H,4,7,12-13H2,1-3H3;1H
• InChIKey: ZFWVWZODBGTOIL-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-(10-{3-[bis(^2H₃)methylamino]propyl}-10H-phenothiazin-2-yl)propan-1-one hydrochloride
• IUPAC Traditional name: 1-(10-{3-[bis(^2H₃)methylamino]propyl}phenothiazin-2-yl)propan-1-one hydrochloride
• Synonyms: 1-[10-(3-Dimethyl-d6-aminopropyl)-10H-phenothiazin-2-yl]-1-propanone hydrochloride; Propionylpromazine-d6 hydrochloride; 1-[10-[3-(Dimethylamino-d6)propyl]-10H-phenothiazin-2-yl]-1-propanone Hydrochloride; 10-[3-(Dimethyl-d6)aminopropyl]-2-propionylphenothiazine Hydrochloride; 1497CB-d6; Combelen-d6; Combilen-d6; 2-Propionyl-10-[3-(dimethyl-d6)aminopropyl)phenothiazine Hydrochloride; Propionpromazine-d6 Hydrochloride; Propiopromazine-d6 Hydrochloride; Tranvet-d6; Propionylpromazine-d6 Hydrochloride; 1-[10-(3-二甲基-d6-氨丙基)-10H-吩噻嗪-2-基]-1-丙酮 盐酸盐; 丙酰丙嗪-d6 盐酸盐

Database IDs

• MDL Number: MFCD11975213
• PubChem SID: 162251378
• PubChem CID: 71312435

CALCULATED PROPERTIES

• Acid pKa: 16.643007
• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 1.3099991
• LogD (pH = 7.4): 3.0604515
• Log P: 4.189139
• Molar Refractivity: 103.9812 cm^3
• Polarizability: 39.702286 Å^3
• Polar Surface Area: 23.55 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Mass Shift: M+6

Safety Information

• German water hazard class: 3

Product Information

• Grade: VETRANAL™, analytical standard
• Empirical Formula (Hill Notation): C20D6H18N2OS · HCl

DETAILS

Sigma Aldrich - 32837

Legal Information
VETRANAL is a trademark of Sigma-Aldrich Co. LLC

Toronto Research Chemicals - P827502

Labelled Propionylpromazine (P827500). A tranquilizer used in veterinary medicine.

REFERENCES

• Meis, P., et al.: Obstet. Gynecol., 105, 1128 (2005)
• Iurisci, I., et al.: Cancer Res., 66, 10720 (2005)
• Liu, A., et al.: Nat. Chem. Biol., 3, 630 (2005)