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

• ChemBase ID: 134157
• Molecular Formular: C20H25ClN2OS
• Molecular Mass: 376.9433
• Monoisotopic Mass: 376.13761211
• SMILES: CCC(=O)c1ccc2c(c1)N(c1ccccc1S2)CCCN(C)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-(dimethylamino)propyl]-10H-phenothiazin-2-yl}propan-1-one hydrochloride
• IUPAC Traditional name: propionylpromazine hydrochloride
• Synonyms: Propiopromazine hydrochloride; Propionylpromazine hydrochloride; 1-[10-[3-(Dimethylamino)propyl]-10H-phenothiazin-2-yl]-1-propanone Hydrochloride; 10-(3-Dimethylaminopropyl)-2-propionylphenothiazine Hydrochloride; 1497CB; Combelen; Combilen; 2-Propionyl-10-(3-dimethylaminopropyl)phenothiazine Hydrochloride; Propionpromazine Hydrochloride; Tranvet; Propionylpromazine Hydrochloride; 丙酰丙嗪 盐酸盐

Database IDs

• CAS Number: 7681-67-6
• MDL Number: MFCD01941563
• Beilstein Number: 38502
• PubChem SID: 162228434; 24870368; 24278651
• PubChem CID: 24351

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

• Solubility: Chloroform; Methanol
• Apperance: Yellow Solid
• Melting Point: 90-93°C

Safety Information

• Storage Condition: Hygroscopic, Store under Inert atmosphere -20°C Freezer
• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: 2-8°C

Pharmacology Properties

• Gene Information: human ... DRD2(1813)

Product Information

• Grade: VETRANAL™, analytical standard
• Empirical Formula (Hill Notation): C20H24N2OS · HCl

DETAILS

Sigma Aldrich - P7780

Biochem/physiol Actions
Phenothiazine antipsychotic; D2 dopamine receptor antagonist.

Sigma Aldrich - 46689

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

Toronto Research Chemicals - 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)