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5714-00-1

5714-00-1 Structure

5714-00-1 Structure
IdentificationBack Directory
[Name]

ACETOPHENAZINE MALEATE (200 MG)
[CAS]

5714-00-1
[Synonyms]

tindal
sch6673
Acetophazine maleate
ACETOPHENZAINEMALEATE
acetophenazinemaleate
Acetophenazine dimaleate
Acetophenazine dimaleate salt
ACETOPHENAZINE MALEATE (200 MG)
10-(3-(4-(2-hydroxyethyl)-1-piperazinyl)propyl)phenothiazin-2-ylmethylketon
2-acetyl-10-(3-(4-(beta-hydroxyethyl)piperazinyl)propyl)phenothiazinedimalea
1-(10-(3-(4-(2-hydroxyethyl)-1-piperazinyl)propyl)-10h-phenothiazin-2-yl)eth
1-(2-hydroxyethyl)-4-(3-(2-acetyl-10-phenothiazinyl)propyl)piperazinedimalea
ketone,10-(3-(4-(2-hydroxyethyl)-1-piperazinyl)propyl)phenothiazin-2-ylmethyl
10-(3-(4-(2-hydroxyethyl)-1-piperazinyl)propyl)phenothiazin-2-yl methyl ketone
2-acetyl-10-[3-[4-(2-hydroxyethyl)piperazinyl]propyl]-10H-phenothiazine dimaleate
ketone,10-(3-(4-(2-hydroxyethyl)-1-piperazinyl)propyl)phenothiazin-2-ylmethyl,dimaleate
10-[3-[4-(2-Hydroxyethyl)-1-piperazinyl]propyl]phenothiazin-2-yl methyl ketone dimaleate
10-[3-[4-(2-Hydroxyethyl)-1-piperazinyl]propyl]phenothiazin-2-yl methyl ketone maleate (1:2) (salt)
Ethanone, 1-[10-[3-[4-(2-hydroxyethyl)-1-piperazinyl]propyl]-10H-phenothiazin-2-yl]-, (Z) 2-butenedioate (1:2) (salt)
Ethanone, 1-[10-[3-[4-(2-hydroxyethyl)-1-piperazinyl]propyl]-10H-phenothiazin-2-yl]-, (Z)-2-butenedioate (1:2) (salt)
[EINECS(EC#)]

227-202-3
[Molecular Formula]

C53H64N6O11S2
[MDL Number]

MFCD26142854
[MOL File]

5714-00-1.mol
[Molecular Weight]

1025.24
Chemical PropertiesBack Directory
[Melting point ]

167-168.5°
[storage temp. ]

Hygroscopic, Refrigerator, under inert atmosphere
[solubility ]

DMSO (Slightly), Methanol (Slightly)
[form ]

neat
[color ]

Yellow to Orange
[Stability:]

Hygroscopic
Safety DataBack Directory
[Hazard Codes ]

Xi
[Risk Statements ]

36
[Safety Statements ]

26
[RTECS ]

OB4180000
[Toxicity]

LD50 orally in rats: 433 mg/kg (Schafer)
Raw materials And Preparation ProductsBack Directory
[Raw materials]

Maleic acid
Hazard InformationBack Directory
[Originator]

Tindal ,Schering ,US ,1961
[Uses]

Antipsychotic.
[Definition]

ChEBI: A maleate salt obtained by combining acetophenazine with two molar equivalents of maleic acid.
[Manufacturing Process]

The requisite intermediate, 10-(3-chloropropyl)-2-acetylphenothiazineis prepared as follows: To a suspension of sodium amide (from 3 grams of sodium) in 300 ml of liquid ammonia is added 30 grams of 2- acetylphenothiazine. After stirring for one hour, there is added 19 grams of 1- bromo-3-chloropropane. The ammonia is allowed to evaporate and the residue is diluted with 200 ml of water. The mixture is extracted with ether and the ether solution is dried over anhydrous sodium sulfate, filtered and concentrated.
The residue consists of crude 10-(3-chloropropy1)-2-acetylphenothiazine as a viscous oil and is used in the next step without further purification. The crude base obtained from the reaction of 10-(3-chloropropyl)-2-acetylphenothiazine with 1-(2-hydroxyethyl)piperazine is purified by conversion to its dimaleate salt, MP 167-168.5°C from ethanol.
[Brand name]

Tindal (Schering).
[Therapeutic Function]

Tranquilizer
[Safety Profile]

Poison by ingestion, intraperitoneal,and intravenous routes. Severe eye irritant.
[storage]

Store at 4°C, stored under nitrogen
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