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A7111

Sigma-Aldrich

Acepromazine maleate

≥98% (HPLC)

Synonym(s):

Acetopromazine maleate salt, 2-Acetyl-10-(3-dimethylaminopropyl)phenothiazine maleate salt, Acepromazine maleate salt

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About This Item

Empirical Formula (Hill Notation):
C19H22N2OS · C4H4O4
CAS Number:
3598-37-6
Molecular Weight:
442.53
EC Number:
222-748-9
MDL number:
MFCD00082473
UNSPSC Code:
12352200
PubChem Substance ID:
329770915
NACRES:
NA.77

Assay

≥98% (HPLC)

form

powder

storage condition

protect from light

color

yellow

solubility

H2O: >10 mg/mL

storage temp.

room temp

SMILES string

OC(=O)\C=C/C(O)=O.CN(C)CCCN1c2ccccc2Sc3ccc(cc13)C(C)=O

InChI

1S/C19H22N2OS.C4H4O4/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;5-3(6)1-2-4(7)8/h4-5,7-10,13H,6,11-12H2,1-3H3;1-2H,(H,5,6)(H,7,8)/b;2-1-

InChI key

FQRHOOHLUYHMGG-BTJKTKAUSA-N

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Application

Acepromazine maleate has been used:
  • as a component of anesthesia cocktail to test its effects on behavioral changes in rats
  • as a component of anesthesia cocktail to study its effects on lung resistance of rats
  • as an anti-psychotic pharmaceutical agent to study its cytotoxic effects on malignant glioma in glioblastoma (GBM) cells

Biochem/physiol Actions

Acepromazine is a phenothiazine antipsychotic comonly used as a veterinary drug (horses, dogs and cats). The compound is an analogue antipsychotic drug chlorpromazine (#C8138). The drug is thought to block receptors of dopamine in the brain. Recently it was discover that the compound inhibits ABCG2 transported protein, which overexpression in tumors is associated with drug resistance.

Features and Benefits

This compound is featured on the Dopamine Receptors page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Pictograms

Skull and crossbones
GHS06

Signal Word

Danger

Hazard Statements

H301,H336

Precautionary Statements

P301 + P310 + P330

Hazard Classifications

Acute Tox. 3 Oral - STOT SE 3

Target Organs

Central nervous system

Storage Class Code

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 1

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Akari Kamine et al.
The Japanese journal of veterinary research, 60(1), 5-13 (2012-03-31)
The metabolic mechanisms to circannual changes in body mass of bears have yet to be elucidated. We hypothesized that the Japanese black bear (Ursus thibetanus japonicus) has a metabolic mechanism that efficiently converts carbohydrates into body fat by altering insulin
Age-Dependent Progression in Lung Pathophysiology can be Prevented by Restoring Fatty Acid and Ceramide Imbalance in Cystic Fibrosis
Youssef M, et al.
Lung, 13(3), 1-11 (2020)
Effect of hypoxia-inducible factor-1/vascular endothelial growth factor signaling pathway on spinal cord injury in rats
Chen H, et al.
Experimental and Therapeutic Medicine, 13(3), 861-866 (2017)
Eleanor A Drynan et al.
Journal of veterinary emergency and critical care (San Antonio, Tex. : 2001), 22(2), 262-266 (2012-04-11)
To investigate the frequency of seizures associated with acepromazine administration when used as a premedicant with methadone for dogs undergoing myelography. Retrospective clinical case study. University veterinary teaching hospital. Sixty-six dogs (mixed and pure breeds), aged between 4 months and
J M McGree et al.
Journal of veterinary pharmacology and therapeutics, 36(1), 31-42 (2013-01-16)
We describe the population pharmacokinetics of an acepromazine (ACP) metabolite (2-(1-hydroxyethyl)promazine) (HEPS) in horses for the estimation of likely detection times in plasma and urine. ACP (30 mg) was administered to 12 horses, and blood and urine samples were taken
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