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Details

Stereochemistry ACHIRAL
Molecular Formula C19H22N2OS.ClH
Molecular Weight 362.917
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of Acepromazine hydrochloride

SMILES

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

InChI

InChIKey=WODNMIMTVRACLH-UHFFFAOYSA-N
InChI=1S/C19H22N2OS.ClH/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;1H

HIDE SMILES / InChI
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
Pulp histology after Er:YAG laser cavity preparation in subhuman primates--a pilot study.
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
The effects of xylazine, detomidine, acepromazine and butorphanol on equine solid phase gastric emptying rate.
2002 Jul
The effects of doxapram hydrochloride (dopram-V) on laryngeal function in healthy dogs.
2002 Sep-Oct
Effects of acepromazine on capture stress in roe deer (Capreolus capreolus).
2003 Apr
Postoperative hypoxemia and hypercarbia in healthy dogs undergoing routine ovariohysterectomy or castration and receiving butorphanol or hydromorphone for analgesia.
2003 Feb 1
Effects of dopamine antagonists on alfentanil-induced locomotor activity in horses.
2003 Jul
The sedative and behavioral effects of nalbuphine in dogs.
2003 Jul
A comparison of the analgesic effects of butorphanol with those of meloxicam after elective ovariohysterectomy in dogs.
2003 Jul
Hypotensive effect of push-pull gravitational stress occurs after autonomic blockade.
2003 Jul
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
Effects of acepromazine on renal function in anesthetized dogs.
2003 May
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
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
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
Standing sedation and pain management for ophthalmic patients.
2004 Aug
Development of a rapid screening test for veterinary sedatives and the beta-blocker carazolol in porcine kidney by ELISA.
2004 Feb
Effects of propofol on the electrocardiogram and systolic blood pressure of healthy cats pre-medicated with acepromazine.
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
Effects of various anesthetic agents on laryngeal motion during laryngoscopy in normal dogs.
2004 Mar-Apr
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
Neuroleptanalgesia in wild Asian elephants (Elephas maximus maximus).
2004 Oct
Effects of doxapram HCl on laryngeal function of normal dogs and dogs with naturally occurring laryngeal paralysis.
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
Laparoscopic nonanatomic hepatic resection employing the LigaSure device.
2005 Jan-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%.
Name Type Language
Acepromazine hydrochloride
Common Name English
Ethanone, 1-[10-[3-(dimethylamino)propyl]-10H-phenothiazin-2-yl]-, monohydrochloride
Systematic Name English
1-{10-[3-(dimethylamino)propyl]-10H-phenothiazin-2-yl}ethan-1-one hydrochloride
Systematic Name English
Ethanone, 1-[10-[3-(dimethylamino)propyl]-10H-phenothiazin-2-yl]-, hydrochloride (1:1)
Systematic Name English
Ketone, 10-[3-(dimethylamino)propyl]phenothiazin-2-yl methyl, hydrochloride
Systematic Name English
Code System Code Type Description
PUBCHEM
15558202
Created by admin on Sat Dec 16 19:57:56 GMT 2023 , Edited by admin on Sat Dec 16 19:57:56 GMT 2023
PRIMARY
CAS
973-12-6
Created by admin on Sat Dec 16 19:57:56 GMT 2023 , Edited by admin on Sat Dec 16 19:57:56 GMT 2023
PRIMARY
FDA UNII
2P2K7C8D3K
Created by admin on Sat Dec 16 19:57:56 GMT 2023 , Edited by admin on Sat Dec 16 19:57:56 GMT 2023
PRIMARY