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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.

In the Vinony graph

Vinony's link graph records 510 inbound references to acepromazine, and connects out to propranolol, fluphenazine and zuclopenthixol.

It sits within the topics Alpha-1 blockers, Antiemetics and Aromatic ketones.

Vinony links it to 18 Wikipedia language editions.

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.

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