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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:
Molecular Weight:
442.53
EC Number:
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
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

Signal Word

Danger

Hazard Statements

Precautionary Statements

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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J M McGree et al.
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American journal of veterinary research, 73(5), 595-601 (2012-04-27)
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