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acepromazine

Structure via PubChem · Public domain (PubChem)

EntityQ425097· pop 19· linked from 510 articles

acepromazine

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Also known as Acetazine, 10-(3-dimethylaminopropyl)phenothiazine-3-ethylone, 1-[10-(3-DIMETHYLAMINO-propyl)-10H-phenothiazin-2-yl]-ethanone, 10-(3-dimethylaminopropyl)phenothiazin-3-yl methyl ketone, Acetopromazine, Acetylpromazine

Acepromazine, acetopromazine, or acetylpromazine (commonly known as ACP, Ace, or by the trade names Atravet or Acezine 2, number depending on mg/ml dose) is a phenothiazine derivative antipsychotic drug. It was used in humans during the 1950s as an antipsychotic, but is now almost exclusively used on animals as a sedative and antiemetic. A closely related analogue, chlorpromazine, is still used in humans.

Key facts

Drug.Watchedfields
changed
Drug.verifiedrevid
477238349
Drug.IUPAC_name
1-{10-[3-(Dimethylamino)propyl]-10H-phenothiazin-2-yl}ethanone
Drug.image
Acepromazine.svg
Drug.image_class
skin-invert-image
Drug.tradename
Atravet, Acezine 2
Drug.legal_AU
S4
Drug.legal_BR
C1
Drug.legal_CA
OTC
Drug.legal_US
Rx-only
Drug.bioavailability
6.6 L/kg, high volume of distribution
Drug.elimination_half life
3 hours in horses, 15.9 hours in canines
Drug.excretion
urine
Drug.CAS_number
61-00-7
Drug.ATC_prefix
N05
Drug.ATC_suffix
AA04
Drug.PubChem
6077
Drug.DrugBank
DB01614

via Wikipedia infobox

Chemical data

Formula
C19H22N2OS
Molecular weight
326.5 g/mol
IUPAC name
1-[10-[3-(dimethylamino)propyl]phenothiazin-2-yl]ethanone
SMILES
CC(=O)C1=CC2=C(C=C1)SC3=CC=CC=C3N2CCCN(C)C
InChIKey
NOSIYYJFMPDDSA-UHFFFAOYSA-N
XLogP
4.2
Polar surface area
48.9 Ų
H-bond donors
0
H-bond acceptors
4
Formal charge
0

via PubChem

Drug data · ChEMBL

Max clinical phase
Phase 2
Molecule type
Small molecule
Indications
psychosis

via ChEMBL · EBI

Research

1,399 papers

via PubMed

Wikidata facts

Mass
326.145
Has use
medication
Show 5 more facts
chemical formula
C₁₉H₂₂N₂OS
Commons category
Acepromazine
canonical SMILES
CC(=O)C1=CC2=C(C=C1)SC3=CC=CC=C3N2CCCN(C)C
subject has role
dopamine antagonist
defined daily dose
50
Sources (4)

via Wikidata · CC0

~9 min read

Encyclopedic overview

9 sections
Contents
  • Pharmacology
  • Veterinary use
  • Canine and feline
  • Adverse effects in cats
  • Adverse effects in dogs
  • Dogs with a mutation in the ''ABCB1'' (''MDR1'') gene
  • Equine
  • Adverse effects
  • References

{{Infobox drug | Watchedfields = changed | verifiedrevid = 477238349 | IUPAC_name = 1-{10-[3-(Dimethylamino)propyl]-10H-phenothiazin-2-yl}ethanone | image = Acepromazine.svg | image_class = skin-invert-image

| tradename = Atravet, Acezine 2 | Drugs.com = | legal_AU = S4 | legal_BR = C1 | legal_BR_comment = | legal_CA = OTC | legal_US = Rx-only | legal_UK = POM | legal_status = | routes_of_administration = IV, IM, SQ, oral

Excerpted from Wikipedia’s “acepromazine” article, available under the CC BY-SA 4.0 licence.

Gallery (3)