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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

Quality Level

100

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

WGK

WGK 1

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Regulatory Information

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The purpose of this study was to improve a mouse model of chronic intraocular pressure (IOP) elevation utilizing microbead injection in two strains of mice and to assess the effect of age and anesthesia on measured IOP. We compared our
Meredith C Mouney et al.
American journal of veterinary research, 72(11), 1427-1430 (2011-10-26)
To investigate the effects of acepromazine maleate and morphine on aqueous tear production before, during, and after sevoflurane anesthesia in dogs. 6 mixed-breed dogs. In a Latin square study design, dogs underwent i.m. administration of morphine (1 mg/kg), acepromazine (0.05
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