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

Details

Stereochemistry ACHIRAL
Molecular Formula C19H22N2OS
Molecular Weight 326.4576
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of ACEPROMAZINE

SMILES

CC(=O)c1ccc2c(c1)N(CCCN(C)C)c3ccccc3S2

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 326.4576
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
Cardiopulmonary effects of three different anaesthesia protocols in cats.
2001 Nov
Optimization of intraperitoneal injection anesthesia in mice: drugs, dosages, adverse effects, and anesthesia depth.
2001 Oct
Intraocular pressure and tear production in five herbivorous wildlife species.
2002 Aug 31
Cardiopulmonary effects of xylazine and acepromazine in pregnant cows in late gestation.
2002 Dec
Effect of acepromazine and butorphanol on isoflurane minimum alveolar concentration in goats.
2002 Feb
Mask induction of anaesthesia with isoflurane or sevoflurane in premedicated cats.
2002 Jan
The effects of xylazine, detomidine, acepromazine and butorphanol on equine solid phase gastric emptying rate.
2002 Jul
Physiology and behavior of dogs during air transport.
2002 Jul
Development of a mouse model to determine the systemic activity of potential flea-control compounds.
2002 Mar 20
Effects of carprofen on renal function and results of serum biochemical and hematologic analyses in anesthetized dogs that had low blood pressure during anesthesia.
2002 May
Effects of preoperative administration of ketoprofen on anesthetic requirements and signs of postoperative pain in dogs undergoing elective ovariohysterectomy.
2002 Nov 1
Reduced resident time and pharmacodynamic effects of acepromazine after subclinical multiple dosage in exercised thoroughbreds.
2002 Oct
The effects of doxapram hydrochloride (dopram-V) on laryngeal function in healthy dogs.
2002 Sep-Oct
Effects of dopamine antagonists on alfentanil-induced locomotor activity in horses.
2003 Jul
Changes in the EEG during castration in horses and ponies anaesthetized with halothane.
2003 Jul
The sedative and behavioral effects of nalbuphine in dogs.
2003 Jul
Progressive changes in ophthalmic blood velocities in Beagles with primary open angle glaucoma.
2003 Mar
Inhibition has little effect on response latencies in the inferior colliculus.
2003 Mar
Temporal changes in ventricular function assessed echocardiographically in conscious and anesthetized mice.
2003 Nov
Effects of midazolam-butorphanol, acepromazine-butorphanol and medetomidine on an induction dose of propofol and their compatibility in dogs.
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
Development of a rapid screening test for veterinary sedatives and the beta-blocker carazolol in porcine kidney by ELISA.
2004 Feb
The neuromatrix and the epileptic brain: behavioral and learning preservation in limbic epileptic rats treated with ketamine but not acepromazine.
2004 Feb
Ganglion cell contributions to the rat full-field electroretinogram.
2004 Feb 15
Systemic lidocaine infusion as an analgesic for intraocular surgery in dogs: a pilot study.
2004 Jan
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
Effects of propofol on the electrocardiogram and systolic blood pressure of healthy cats pre-medicated with acepromazine.
2004 Jul
Comparison of preoperative carprofen and postoperative butorphanol as postsurgical analgesics in cats undergoing ovariohysterectomy.
2004 Jul
Intense (18)F-FDG uptake in brown fat can be reduced pharmacologically.
2004 Jul
Elevated nociceptive thresholds in rats with multifocal brain damage induced with single subcutaneous injections of lithium and pilocarpine.
2004 Jun
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
Sonographic features of drug-induced splenic congestion.
2004 May-Jun
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
Therapeutic effects of Holmium-166 chitosan complex in rat brain tumor model.
2005 Feb 28
Laparoscopic nonanatomic hepatic resection employing the LigaSure device.
2005 Jan-Mar
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
Results of 24-hour ambulatory electrocardiography in dogs undergoing ovariohysterectomy following premedication with medetomidine or acepromazine.
2005 Mar 1
Analgesic efficacy of preoperative administration of meloxicam or butorphanol in onychectomized cats.
2005 Mar 15
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 Sat Jun 26 07:15:07 UTC 2021
Edited
by admin
on Sat Jun 26 07:15:07 UTC 2021
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 [WHO-DD]
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
Classification Tree Code System Code
WHO-VATC QN05AA04
Created by admin on Sat Jun 26 07:15:08 UTC 2021 , Edited by admin on Sat Jun 26 07:15:08 UTC 2021
WHO-ATC N05AA04
Created by admin on Sat Jun 26 07:15:08 UTC 2021 , Edited by admin on Sat Jun 26 07:15:08 UTC 2021
NCI_THESAURUS C66883
Created by admin on Sat Jun 26 07:15:08 UTC 2021 , Edited by admin on Sat Jun 26 07:15:08 UTC 2021
CFR 21 CFR 522.23
Created by admin on Sat Jun 26 07:15:08 UTC 2021 , Edited by admin on Sat Jun 26 07:15:08 UTC 2021
Code System Code Type Description
ChEMBL
CHEMBL39560
Created by admin on Sat Jun 26 07:15:08 UTC 2021 , Edited by admin on Sat Jun 26 07:15:08 UTC 2021
PRIMARY
RXCUI
155
Created by admin on Sat Jun 26 07:15:08 UTC 2021 , Edited by admin on Sat Jun 26 07:15:08 UTC 2021
PRIMARY RxNorm
NCI_THESAURUS
C77568
Created by admin on Sat Jun 26 07:15:08 UTC 2021 , Edited by admin on Sat Jun 26 07:15:08 UTC 2021
PRIMARY
DRUG CENTRAL
73
Created by admin on Sat Jun 26 07:15:08 UTC 2021 , Edited by admin on Sat Jun 26 07:15:08 UTC 2021
PRIMARY
FDA UNII
54EJ303F0R
Created by admin on Sat Jun 26 07:15:08 UTC 2021 , Edited by admin on Sat Jun 26 07:15:08 UTC 2021
PRIMARY
CAS
61-00-7
Created by admin on Sat Jun 26 07:15:08 UTC 2021 , Edited by admin on Sat Jun 26 07:15:08 UTC 2021
PRIMARY
INN
667
Created by admin on Sat Jun 26 07:15:08 UTC 2021 , Edited by admin on Sat Jun 26 07:15:08 UTC 2021
PRIMARY
MESH
D000075
Created by admin on Sat Jun 26 07:15:08 UTC 2021 , Edited by admin on Sat Jun 26 07:15:08 UTC 2021
PRIMARY
MERCK INDEX
M1303
Created by admin on Sat Jun 26 07:15:08 UTC 2021 , Edited by admin on Sat Jun 26 07:15:08 UTC 2021
PRIMARY Merck Index
EPA CompTox
61-00-7
Created by admin on Sat Jun 26 07:15:08 UTC 2021 , Edited by admin on Sat Jun 26 07:15:08 UTC 2021
PRIMARY
PUBCHEM
6077
Created by admin on Sat Jun 26 07:15:08 UTC 2021 , Edited by admin on Sat Jun 26 07:15:08 UTC 2021
PRIMARY
DRUG BANK
DB01614
Created by admin on Sat Jun 26 07:15:08 UTC 2021 , Edited by admin on Sat Jun 26 07:15:08 UTC 2021
PRIMARY
ECHA (EC/EINECS)
200-496-0
Created by admin on Sat Jun 26 07:15:08 UTC 2021 , Edited by admin on Sat Jun 26 07:15:08 UTC 2021
PRIMARY
EVMPD
SUB05213MIG
Created by admin on Sat Jun 26 07:15:08 UTC 2021 , Edited by admin on Sat Jun 26 07:15:08 UTC 2021
PRIMARY
WIKIPEDIA
ACEPROMAZINE
Created by admin on Sat Jun 26 07:15:08 UTC 2021 , Edited by admin on Sat Jun 26 07:15:08 UTC 2021
PRIMARY
Related Record Type Details
TARGET -> INHIBITOR
SALT/SOLVATE -> PARENT
TARGET -> INHIBITOR
TARGET -> INHIBITOR
TARGET -> INHIBITOR
Related Record Type Details
ACTIVE MOIETY