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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

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

Molecular Formula ClH
Molecular Weight 36.461
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
Effects of hydromorphone or oxymorphone, with or without acepromazine, on preanesthetic sedation, physiologic values, and histamine release in dogs.
2001 Apr 1
Normal spatial memory following postseizure treatment with ketamine: selective damage attenuates memory deficits in brain-damaged rodents.
2001 Mar
Prolonged general anesthesia in MR studies of rats.
2001 Nov
Survey on small animal anaesthesia.
2001 Sep
Pulp histology after Er:YAG laser cavity preparation in subhuman primates--a pilot study.
2002 Aug
Intraocular pressure and tear production in five herbivorous wildlife species.
2002 Aug 31
The brain matrix and multifocal brain damage following a single injection of ketamine in young adult rats: conspicuous changes in old age.
2002 Dec
Central sympathetic blockade ameliorates brain death-induced cardiotoxicity and associated changes in myocardial gene expression.
2002 Dec
Structure-based computational database screening, in vitro assay, and NMR assessment of compounds that target TAR RNA.
2002 Feb
Physiology and behavior of dogs during air transport.
2002 Jul
Comparison between meloxicam and carprofen for postoperative analgesia after feline ovariohysterectomy.
2002 Jul
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
The effects of doxapram hydrochloride (dopram-V) on laryngeal function in healthy dogs.
2002 Sep-Oct
Effects of two preanesthetic regimens for ophthalmic surgery on intraocular pressure and cardiovascular measurements in dogs.
2002 Spring
Effects of acepromazine on capture stress in roe deer (Capreolus capreolus).
2003 Apr
The sedative and behavioral effects of nalbuphine in dogs.
2003 Jul
Hypotensive effect of push-pull gravitational stress occurs after autonomic blockade.
2003 Jul
Progressive changes in ophthalmic blood velocities in Beagles with primary open angle glaucoma.
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
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
Determinants of cardiac electrophysiological properties in mice.
2004 Aug
The neuromatrix and the epileptic brain: behavioral and learning preservation in limbic epileptic rats treated with ketamine but not acepromazine.
2004 Feb
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
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
Effects of acepromazine on pulmonary gas exchange and circulation during sedation and dissociative anaesthesia in horses.
2005 Mar
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 Dec 16 19:57:56 GMT 2023
Edited
by admin
on Sat Dec 16 19:57:56 GMT 2023
Record UNII
2P2K7C8D3K
Record Status Validated (UNII)
Record Version
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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
Related Record Type Details
PARENT -> SALT/SOLVATE