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Merck
CN

A7111

Acepromazine maleate

≥98% (HPLC), ABCG2 inhibitor, powder

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
NACRES:
NA.77
PubChem Substance ID:
329770915
UNSPSC Code:
12352200
EC Number:
222-748-9
MDL number:
MFCD00082473

Key Documents

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Product Name

Acepromazine maleate, ≥98% (HPLC)

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

SMILES string

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

assay

≥98% (HPLC)

form

powder

storage condition

protect from light

color

yellow

solubility

H2O: >10 mg/mL

storage temp.

room temp

Quality Level

100

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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.
Atypical neuroleptic.

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

signalword

Danger

hcodes

H301,H336

Hazard Classifications

Acute Tox. 3 Oral - STOT SE 3

target_organs

Central nervous system

Storage Class

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

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
0000357407
0000309181
0000309178
0000357407
0000309178

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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)
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
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
Elisa Bortolami et al.
Veterinary anaesthesia and analgesia, 40(2), 181-193 (2012-06-27)
To investigate the safety, sedative and analgesic properties of methadone in combination with acepromazine prior to neutering in cats. Controlled clinical, block randomized, prospective, blinded study designed for regulatory purposes. 24 female and 21 male healthy cats. Cats received one
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