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

• ChemBase ID: 1391
• Molecular Formular: C19H22N2OS
• Molecular Mass: 326.45578
• Monoisotopic Mass: 326.14528433
• SMILES: S1c2c(N(CCCN(C)C)c3c1cccc3)cc(cc2)C(=O)C
• Canonical SMILES: CN(CCCN1c2ccccc2Sc2c1cc(cc2)C(=O)C)C
• InChI: InChI=1S/C19H22N2OS/c1-14(22)15-9-10-19-17(13-15)21(12-6-11-20(2)3)16-7-4-5-8-18(16)23-19/h4-5,7-10,13H,6,11-12H2,1-3H3
• InChIKey: NOSIYYJFMPDDSA-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-{10-[3-(dimethylamino)propyl]-10H-phenothiazin-2-yl}ethan-1-one
• IUPAC Traditional name: Ace; acepromazine
• Brand Name: Acezine 2; Atravet
• Synonyms: ACP; Acetylpromazine; 10-(3-dimethylaminopropyl)phenothiazin-3-yl methyl ketone; 10-(3-dimethylaminopropyl)phenothiazine-3-ethylone; Acepromazine

Database IDs

• CAS Number: 61-00-7
• PubChem SID: 46508205; 160964851
• PubChem CID: 6077
• CHEBI ID: 44932
• ATC CODE: N05AA04
• CHEMBL: 39560
• Chemspider ID: 5852
• DrugBank ID: DB01614
• KEGG ID: D07065
• Unique Ingredient Identifier: 54EJ303F0R
• Wikipedia Title: Acepromazine

CALCULATED PROPERTIES

JChem

• Acid pKa: 16.055948
• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 0.6094632
• LogD (pH = 7.4): 2.3599155
• Log P: 3.488603
• Molar Refractivity: 99.3543 cm^3
• Polarizability: 37.856915 Å^3
• Polar Surface Area: 23.55 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 4.32
• LOG S: -4.52
• Solubility (Water): 9.80e-03 g/l

PROPERTIES

Pharmacology Properties

• Admin Routes: IV, IM, oral
• Bioavailability: 6.6L/kg, high volume of distribution
• Excretion: found in equine urine up to 96 hours after dosage
• Half Life: 3 hours in horses
• Legal Status: not approved for use in cattle

DETAILS

DrugBank - DB01614

• Drug Groups: approved
• Description: Acepromazine is one of the phenothiazine derivative psychotropic drugs, used little in humans, however frequently in animals as a sedative and antiemetic.
• Indication: Acepromazine was first used in humans in the 1950s as an antipsychotic agent. It is now rarely used in humans. Acepromazine is frequently used in animals as a sedative and antiemetic. Its principal value is in quietening and calming anxious animals.
• Pharmacology: Acepromazine is one of the phenothiazine derivative psychotropic drugs. Acepromazine has actions at all levels of the central nervous system-primarily at subcortical levels-as well as on multiple organ systems. Acepromazine has strong antiadrenergic and weaker peripheral anticholinergic activity; ganglionic blocking action is relatively slight. It also possesses slight antihistaminic and antiserotonin activity.
• Toxicity: Agitation, coma, convulsions, difficulty breathing, difficulty swallowing, dry mouth, extreme sleepiness, fever, intestinal blockage, irregular heart rate, low blood pressure, restlessness
• Affected Organisms: Humans and other mammals
• Half Life: 3 hours in horses.
• External Links: Wikipedia