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

• ChemBase ID: 1392
• Molecular Formular: C19H22N2OS
• Molecular Mass: 326.45578
• Monoisotopic Mass: 326.14528433
• SMILES: S1c2c(N(CC(N(C)C)C)c3c1cccc3)cc(cc2)C(=O)C
• Canonical SMILES: CC(N(C)C)CN1c2cc(ccc2Sc2c1cccc2)C(=O)C
• InChI: InChI=1S/C19H22N2OS/c1-13(20(3)4)12-21-16-7-5-6-8-18(16)23-19-10-9-15(14(2)22)11-17(19)21/h5-11,13H,12H2,1-4H3
• InChIKey: XLOQNFNTQIRSOX-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-{10-[2-(dimethylamino)propyl]-10H-phenothiazin-2-yl}ethan-1-one
• IUPAC Traditional name: @aceprometazine
• Brand Name: Mepronizine
• Synonyms: 10-(2-(Dimethylamino)propyl)phenothiazin-2-yl methyl ketone; Aceprometazina [inn-spanish]; Aceprometazinum [inn-latin]; Acepromethazine; Aceprometazine

Database IDs

• CAS Number: 13461-01-3
• PubChem SID: 160964852; 46506646
• PubChem CID: 26035

CALCULATED PROPERTIES

JChem

• Acid pKa: 16.055481
• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 1.1084597
• LogD (pH = 7.4): 2.8789206
• Log P: 3.8452184
• Molar Refractivity: 98.9077 cm^3
• Polarizability: 37.856804 Å^3
• Polar Surface Area: 23.55 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 4.35
• LOG S: -4.43
• Solubility (Water): 1.22e-02 g/l

DETAILS

DrugBank - DB01615

• Drug Groups: approved
• Description: Aceprometazine (INN) is a prescription drug with neuroleptic and anti-histamine properties. It is not widely prescribed. It may be used in combination with meprobamate for the treatment of sleep disorders. This combination is available in France under the trade name Mepronizine. [Wikipedia]
• Indication: Aceprometazine is often used in combination with meprobamate for the treatment of sleep disorders.
• Pharmacology: Aceprometazine is a drug with neuroleptic and anti-histamine properties. It is not widely prescribed.
• Affected Organisms: Humans and other mammals
• Biotransformation: Hepatic.
• Absorption: Rapidly absorbed following oral administration.
• External Links: Wikipedia