| Identification | Back Directory | [Name]
ACEPROMAZINE MALEATE | [CAS]
3598-37-6 | [Synonyms]
ATAVET
anatran
SEDALIN
PROMACE
Tindala
PLEGICIL
CALMIVET
aceprome
soprontin
notensilmaleate
plegicilmaleate
ACEPROMAZINE MALEATE
ACEPROMAZINEMALEATE,USP
Acetylpromazine Maleate
Acepromazine maleate salt
acetylpromazinemaleate(1:1)
Acepromazine Maleate (250 mg)
acepromazine hydrogen maleate
2-acetyl-10-(3-(dimethylamino)propyl)-phenothiazinmaleate
2-acetyl-10-(3-(dimethylamino)propyl)phenothiazine,maleate
1-[[10-(DIMETHYLAMINO)PROPYL]-10H-PHENOTHIAZIN-2-YL]ETHANONE
2-Acetyl-10-(3-dimethylaminopropyl)phenothiazine maleate salt
1-[10-[3-(DiMethylaMino)propyl]-10H-phenothiazin-2-yl]ethanone
maleateacidedel’acetyl3-dimethylamino3-propyl-10-phenothiazine
1-[10-(Dimethylamino)propyl]-10H-phenothiazin-2-yl]ethanone maleate
10-(3-(dimethylamino)propyl)phenothiazin-2-ylmethylketonemaleate(1:1)
1-(10-(3-(dimethylamino)propyl)-10H-phenothiazin-2-yl)ethanone maleate
ketone,10-(3-(dimethylamino)propyl)phenothiazin-2-ylmethyl,maleate(1:1)
1-(10-(3-(dimethylamino)propyl)-10h-phenothiazin-2-yl)-ethanon(z)-2-bute
1-[10-[3-dimethylamino)propyl]-10h-phenothiazin-2-yl]-ethanon(z)-2-butened
Ethanone, 1-10-3-(dimethylamino)propyl-10H-phenothiazin-2-yl-, (2Z)-2-butenedioate (1:1)
1-[10-(Dimethylamino)propyl]-10H-phenothiazin-2-yl]ethanone, Atavet, Calmivet, Plegicil, Promace, Sedalin, | [EINECS(EC#)]
222-748-9 | [Molecular Formula]
C23H26N2O5S | [MDL Number]
MFCD00082473 | [MOL File]
3598-37-6.mol | [Molecular Weight]
442.53 |
| Chemical Properties | Back Directory | [Appearance]
Yellow Crystalline Solid | [Melting point ]
135-136°C | [storage temp. ]
-20°C Freezer | [solubility ]
H2O: >10mg/mL | [form ]
powder | [pka]
9.3(at 25℃) | [color ]
yellow |
| Hazard Information | Back Directory | [Chemical Properties]
Yellow Crystalline Solid | [Uses]
A tranquilizer | [Uses]
antihistamine | [Uses]
vitamin D2 analog, blood calcium regulator, therapeutc for chronic hypocalcemia | [Description]
Acepromazine is a phenothiazine antipsychotic, analog of chlorpromazine (Item No. 16129), and a dopamine receptor antagonist.1 It also binds to muscarinic receptors in rat brain (IC50 = 350 nM) and inhibits contractions of guinea pig ileum induced by acetylcholine (Item No. 23829; IC50 = 840 nM).2 Acepromazine inhibits morphine-induced vomiting in dogs.3 It also inhibits development of a conditioned avoidance response, unconditioned escape response, and catalepsy in rats (ED50s = 0.98, 3.1, and 17 mg/kg, respectively).4 Formulations containing acepromazine have been used as tranquilizers and anesthetics premedicant in small and large animal veterinary care. | [Originator]
Sedaject ,Bayer Korea Co. | [Manufacturing Process]
120 g 3-acetylphenothiazine (0.479 mol) are heated to the boil in 1.2 L
xylene and a rapid stream of phosgene then passed in for a period of 12
hours. The solvent is then removed by distillation and the residue taken up in
1 L benzene. The benzene solution is heated to the boil and 112 g of γ-
dimethylaminopropyl alcohol (1.09 mol) are added within a period of 15 min
and the reaction mixture boiled for a further 2 hours. After cooling, the
precipitated hydrochloride of the γ-dimethylaminopropyl alcohol washed with
benzene and the combined benzene solutions rapidly washed with water in
order to remove excess basic alcohol. The material is dried over potash and
the hydrochloride precipitated by means of ethereal hydrochloric acid. The hydrochloride may also be precipitated by passing in gaseous hydrogen
chloride. After recrystallisation from isopropanol, 157 g (78% of theory) of γ-
dimethylaminopropyl 3-acetylphenothiazine-10-carboxylate are obtained. The
hydrochloride melts at 212°C. | [Therapeutic Function]
Neuroleptic, Antiemetic | [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. | [Safety Profile]
Poison by ingestion, subcutaneous,and intravenous routes. When heated to decomposition itemits highly toxic fumes of NOx and SOx. | [Veterinary Drugs and Treatments]
Acepromazine is approved for use in dogs, cats, and horses. Labeled
indications
for dogs and cats include: “. . . as an aid in controlling
intractable animals . . . alleviate itching as a result of skin irritation;
as an antiemetic to control vomiting associated with motion sickness”
and as a preanesthetic agent. The use of acepromazine as a
sedative/tranquilizer in the treatment of adverse behaviors in dogs
or cats has largely been supplanted by newer, effective agents that
have fewer adverse effects. Its use for sedation during travel is controversial
and many no longer recommend drug therapy for this
purpose.
In horses, acepromazine is labeled “. . . as an aid in controlling
fractious animals,” and in conjunction with local anesthesia for
various procedures and treatments. It is also commonly used in horses as a pre-anesthetic agent at very small doses to help control
behavior.
Although not approved, it is used as a tranquilizer (see doses)
in other species such as swine, cattle, rabbits, sheep and goats.
Acepromazine has also been shown to reduce the incidence of halothane-
induced malignant hyperthermia in susceptible pigs. |
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