U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ACHIRAL
Molecular Formula C19H22N2OS
Molecular Weight 326.456
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of ACEPROMAZINE

SMILES

CN(C)CCCN1C2=C(SC3=C1C=C(C=C3)C(C)=O)C=CC=C2

InChI

InChIKey=NOSIYYJFMPDDSA-UHFFFAOYSA-N
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

HIDE SMILES / InChI

Molecular Formula C19H22N2OS
Molecular Weight 326.456
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Acepromazine a potent neuroleptic agent with a low order of toxicity, is of particular value in the tranquilization of dogs, cats and horses. Its rapid action and lack of hypnotic effect are added advantages. Acepromazine is a commonly used tranquilizer/sedative in dogs, cats, horses, and other animals. Veterinarians typically prescribe acepromazine to quiet agitated animals or use it as a part of an anesthetic protocol. It is important to note that when used alone, acepromazine is not an effective pain reliever and does little if anything to relieve a pet’s anxiety or fear. Acepromazine can also be used to treat motion sickness and nausea associated with car or plane rides. The mechanism by which acepromazine decreases a pet’s alertness is not fully understood. It is thought to block dopamine receptors in the brain or inhibit the activity of dopamine in other ways.

Originator

Sources: Schmitt, J. et al.: Bull. Soc. Chim. Fr. (BSCFAS) 1957, 938, 1474.
Curator's Comment: reference retrieved from https://pharmaceutical-substances.thieme.com/ps/search-results?query=&sort=&searchValuesMode=session&page=1&docUri=KD-01-0015 | www.drugfuture.com/chemdata/acepromazine.html

Approval Year

TargetsConditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
ACEPROMAZINE MALEATE

Approved Use

Actions: Acepromazine maleate has a depressant effect on the central nervous system and therefore, causes sedation, muscular relaxation and a reduction in spontaneous activity. It acts rapidly, exerting a prompt and pronounced calming effect. Indications: Dogs and Cats: Acepromazine Maleate Injection can be used as an aid in controlling intractable animals during examination, treatment, grooming, x-ray and minor surgical procedures; to alleviate itching as a result of skin irritation; as an antiemetic to control vomiting associated with motion sickness. Acepromazine Maleate Injection is particularly useful as a preanesthetic agent (1) to enhance and prolong the effects of barbiturates, thus reducing the requirements for general anesthesia; (2) as an adjunct to surgery under local anesthesia. Horses: Acepromazine Maleate Injection can be used as an aid in controlling fractious animals during examination, treatment, loading and transportation. Particularly useful when used in conjunction with local anesthesia for firing, castration, neurectomy, removal of skin tumors, ocular surgery and applying casts.
Primary
Unknown

Approved Use

Unknown
PubMed

PubMed

TitleDatePubMed
Application of pulsed Doppler ultrasound for the evaluation of small intestinal motility in dogs.
2001 Apr
Human exposure to pet prescription medications.
2002 Aug
Combination therapy for footpad lesions in a captive Bengal tiger (Panthera tigris tigris).
2002 Dec
The brain matrix and multifocal brain damage following a single injection of ketamine in young adult rats: conspicuous changes in old age.
2002 Dec
Effects of treatment with oxytocin, xylazine butorphanol, guaifenesin, acepromazine, and detomidine on esophageal manometric pressure in conscious horses.
2002 Dec
In vitro effects of oxytocin, acepromazine, detomidine, xylazine, butorphanol, terbutaline, isoproterenol, and dantrolene on smooth and skeletal muscles of the equine esophagus.
2002 Dec
Cardiopulmonary effects of xylazine and acepromazine in pregnant cows in late gestation.
2002 Dec
Effects of medetomidine-midazolam, acepromazine-butorphanol, and midazolam-butorphanol on induction dose of thiopental and propofol and on cardiopulmonary changes in dogs.
2002 Dec
Central sympathetic blockade ameliorates brain death-induced cardiotoxicity and associated changes in myocardial gene expression.
2002 Dec
[Priapism in the stallion].
2002 Dec 15
Physiology and behavior of dogs during air transport.
2002 Jul
Murine models of chronic Pseudomonas aeruginosa lung infection.
2002 Jul
Comparison between meloxicam and carprofen for postoperative analgesia after feline ovariohysterectomy.
2002 Jul
Evaluation of the perioperative stress response in dogs administered medetomidine or acepromazine as part of the preanesthetic medication.
2002 Jul
Cerebral blood volume measurements by rapid contrast infusion and T2*-weighted echo planar MRI.
2002 Jun
Structure of TAR RNA complexed with a Tat-TAR interaction nanomolar inhibitor that was identified by computational screening.
2002 Jun
Effects of two preanesthetic regimens for ophthalmic surgery on intraocular pressure and cardiovascular measurements in dogs.
2002 Spring
Hematology and serum chemistry of the island spotted skunk on Santa Cruz Island.
2003 Apr
Postoperative hypoxemia and hypercarbia in healthy dogs undergoing routine ovariohysterectomy or castration and receiving butorphanol or hydromorphone for analgesia.
2003 Feb 1
Changes in the EEG during castration in horses and ponies anaesthetized with halothane.
2003 Jul
A comparison of the analgesic effects of butorphanol with those of meloxicam after elective ovariohysterectomy in dogs.
2003 Jul
Progressive changes in ophthalmic blood velocities in Beagles with primary open angle glaucoma.
2003 Mar
Changes in intraocular pressure and pupil size following intramuscular administration of hydromorphone hydrochloride and acepromazine in clinically normal dogs.
2003 Mar
Method for the noninvasive measurement of intraocular pressure in mice.
2003 Mar
Inhibition has little effect on response latencies in the inferior colliculus.
2003 Mar
A comparison of preoperative tramadol and morphine for the control of early postoperative pain in canine ovariohysterectomy.
2003 Oct
Analysis of phenothiazine and its derivatives using LC/electrochemistry/MS and LC/electrochemistry/fluorescence.
2003 Sep 15
Orthologous gene-expression profiling in multi-species models: search for candidate genes.
2004
The effect of four anesthetic protocols on splenic size in dogs.
2004 Apr
Relationships between a proprietary index, bispectral index, and hemodynamic variables as a means for evaluating depth of anesthesia in dogs anesthetized with sevoflurane.
2004 Aug
Investigation of the effect of acepromazine on intravenous glucose tolerance tests in dogs.
2004 Aug
Determinants of cardiac electrophysiological properties in mice.
2004 Aug
Development of a rapid screening test for veterinary sedatives and the beta-blocker carazolol in porcine kidney by ELISA.
2004 Feb
Evaluation of intraperitoneal and incisional lidocaine or bupivacaine for analgesia following ovariohysterectomy in the dog.
2004 Jan
Effects of acepromazine on the incidence of vomiting associated with opioid administration in dogs.
2004 Jan
NF-kappaB p50 facilitates neutrophil accumulation during LPS-induced pulmonary inflammation.
2004 Jun 9
Middle-latency auditory-evoked potential in acepromazine-sedated dogs.
2004 Mar-Apr
Effects of various anesthetic agents on laryngeal motion during laryngoscopy in normal dogs.
2004 Mar-Apr
An animal model for ultrasound lung imaging.
2004 May
Normal spatial and contextual learning for ketamine-treated rats in the pilocarpine epilepsy model.
2004 May
Effect of meloxicam and carprofen on renal function when administered to healthy dogs prior to anesthesia and painful stimulation.
2004 Oct
Intentional overdose of Large Animal Immobilon.
2004 Oct
Does the A-line ARX-lndex provide a reasonable assessment of anaesthetic depth in dogs undergoing routine surgery?
2004 Sep
Effects of ovariohysterectomy on canine blood neutrophil respiratory burst: a chemiluminescence study.
2004 Sep-Oct
Effects of chronic baroreceptor unloading on blood pressure in the dog.
2005 Apr
Therapeutic effects of Holmium-166 chitosan complex in rat brain tumor model.
2005 Feb 28
Overdose during chemical restraint in a black rhinoceros (Diceros bicornis).
2005 Jan
Effects of acepromazine on pulmonary gas exchange and circulation during sedation and dissociative anaesthesia in horses.
2005 Mar
Muscle metabolic changes associated with long-term inhalation anaesthesia in the horse analysed by muscle biopsy and microdialysis techniques.
2005 Mar
Gamma scintigraphic evaluation of a miniaturized AERx pulmonary delivery system for aerosol delivery to anesthetized animals using a positive pressure ventilation system.
2005 Spring
Patents

Patents

Sample Use Guides

Acepromazine Maleate Injection may be given intravenously, intramuscularly or subcutaneously. The following schedule may be used as a guide to IV, IM or SC injections: Dogs: 0.25-0.5 mg/lb of body weight. Cats: 0.5-1 mg/lb of body weight. Horses: 2-4 mg/100 lb of body weight. 0.25 - 3 mg per kg body weight by oral administration.
Route of Administration: Other
The crude extract of Chlamydia pneumoniae induced the differentiation of monocytes into macrophages in 45 ± 5% of the cells. Acepromazine significantly reduced the mean percentage of differentiated cells: with 10−5 M ACP, 18 ± % (p < 0.005) of the cells differentiated into macrophages and with 10−4 M the mean percentage of differentiated cells was equivalent to the control values: 5 ± 1% (p < 0.001). Viability of the differentiated and nondifferentiated THP-1 was = 98%.
Substance Class Chemical
Created
by admin
on Fri Dec 15 16:15:27 UTC 2023
Edited
by admin
on Fri Dec 15 16:15:27 UTC 2023
Record UNII
54EJ303F0R
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
ACEPROMAZINE
INN   MART.   MI   WHO-DD  
INN  
Official Name English
ATRAVET
Brand Name English
CONCENTRAT VO34
Brand Name English
ETHANONE, 1-(10-(3-(DIMETHYLAMINO)PROPYL)-10H-PHENOTHIAZIN-2-YL)-
Systematic Name English
ACEPROMAZINE [MI]
Common Name English
acepromazine [INN]
Common Name English
ACEPROMAZINE [MART.]
Common Name English
ACEZINE 2
Brand Name English
ACETYLPROMAZINE
Common Name English
10-(3-(DIMETHYLAMINO)PROPYL)PHENOTHIAZIN-2-YL METHYL KETONE
Systematic Name English
ACP
Common Name English
ACE
Common Name English
Acepromazine [WHO-DD]
Common Name English
Classification Tree Code System Code
WHO-VATC QN05AA04
Created by admin on Fri Dec 15 16:15:28 UTC 2023 , Edited by admin on Fri Dec 15 16:15:28 UTC 2023
WHO-ATC N05AA04
Created by admin on Fri Dec 15 16:15:28 UTC 2023 , Edited by admin on Fri Dec 15 16:15:28 UTC 2023
NCI_THESAURUS C66883
Created by admin on Fri Dec 15 16:15:28 UTC 2023 , Edited by admin on Fri Dec 15 16:15:28 UTC 2023
CFR 21 CFR 522.23
Created by admin on Fri Dec 15 16:15:28 UTC 2023 , Edited by admin on Fri Dec 15 16:15:28 UTC 2023
Code System Code Type Description
ChEMBL
CHEMBL39560
Created by admin on Fri Dec 15 16:15:28 UTC 2023 , Edited by admin on Fri Dec 15 16:15:28 UTC 2023
PRIMARY
DAILYMED
54EJ303F0R
Created by admin on Fri Dec 15 16:15:28 UTC 2023 , Edited by admin on Fri Dec 15 16:15:28 UTC 2023
PRIMARY
RXCUI
155
Created by admin on Fri Dec 15 16:15:28 UTC 2023 , Edited by admin on Fri Dec 15 16:15:28 UTC 2023
PRIMARY RxNorm
NCI_THESAURUS
C77568
Created by admin on Fri Dec 15 16:15:28 UTC 2023 , Edited by admin on Fri Dec 15 16:15:28 UTC 2023
PRIMARY
DRUG CENTRAL
73
Created by admin on Fri Dec 15 16:15:28 UTC 2023 , Edited by admin on Fri Dec 15 16:15:28 UTC 2023
PRIMARY
FDA UNII
54EJ303F0R
Created by admin on Fri Dec 15 16:15:28 UTC 2023 , Edited by admin on Fri Dec 15 16:15:28 UTC 2023
PRIMARY
CAS
61-00-7
Created by admin on Fri Dec 15 16:15:28 UTC 2023 , Edited by admin on Fri Dec 15 16:15:28 UTC 2023
PRIMARY
CHEBI
44932
Created by admin on Fri Dec 15 16:15:28 UTC 2023 , Edited by admin on Fri Dec 15 16:15:28 UTC 2023
PRIMARY
INN
667
Created by admin on Fri Dec 15 16:15:28 UTC 2023 , Edited by admin on Fri Dec 15 16:15:28 UTC 2023
PRIMARY
MESH
D000075
Created by admin on Fri Dec 15 16:15:28 UTC 2023 , Edited by admin on Fri Dec 15 16:15:28 UTC 2023
PRIMARY
MERCK INDEX
m1303
Created by admin on Fri Dec 15 16:15:28 UTC 2023 , Edited by admin on Fri Dec 15 16:15:28 UTC 2023
PRIMARY Merck Index
EPA CompTox
DTXSID1022552
Created by admin on Fri Dec 15 16:15:28 UTC 2023 , Edited by admin on Fri Dec 15 16:15:28 UTC 2023
PRIMARY
PUBCHEM
6077
Created by admin on Fri Dec 15 16:15:28 UTC 2023 , Edited by admin on Fri Dec 15 16:15:28 UTC 2023
PRIMARY
SMS_ID
100000087916
Created by admin on Fri Dec 15 16:15:28 UTC 2023 , Edited by admin on Fri Dec 15 16:15:28 UTC 2023
PRIMARY
DRUG BANK
DB01614
Created by admin on Fri Dec 15 16:15:28 UTC 2023 , Edited by admin on Fri Dec 15 16:15:28 UTC 2023
PRIMARY
ECHA (EC/EINECS)
200-496-0
Created by admin on Fri Dec 15 16:15:28 UTC 2023 , Edited by admin on Fri Dec 15 16:15:28 UTC 2023
PRIMARY
EVMPD
SUB05213MIG
Created by admin on Fri Dec 15 16:15:28 UTC 2023 , Edited by admin on Fri Dec 15 16:15:28 UTC 2023
PRIMARY
WIKIPEDIA
ACEPROMAZINE
Created by admin on Fri Dec 15 16:15:28 UTC 2023 , Edited by admin on Fri Dec 15 16:15:28 UTC 2023
PRIMARY
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