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58-40-2

58-40-2 Structure

58-40-2 Structure
IdentificationBack Directory
[Name]

Promazine
[CAS]

58-40-2
[Synonyms]

A-145
RP-3276
Wy-1094
Esparin
NSC 31447
Promazine
Sinophenin
Chlorpromazine-003
Promazine USP/EP/BP
Chlorpromazine impurity 1
Chlorpromazine Impurity 4
dimethyl(3-phenothiazin-10-ylpropyl)amine
Chlorpromazine hydrochloride EP Impurity C
PHENOTHIAZINE,10-(3-(DIMETHYLAMINO)PROPYL)-
10H-Phenothiazine-10-propanamine, N,N-dimethyl-
N,N-dimethyl-3-phenothiazin-10-ylpropan-1-amine
N,N-dimethyl-3-phenothiazin-10-yl-propan-1-amine
N,N-Dimethyl-3-(10H-phenothiazin-10-yl)propan-1-amine
Chlorpromazine Impurity 3(Chlorpromazine EP Impurity C)
[EINECS(EC#)]

200-382-0
[Molecular Formula]

C17H20N2S
[MDL Number]

MFCD00242576
[MOL File]

58-40-2.mol
[Molecular Weight]

284.419
Chemical PropertiesBack Directory
[Melting point ]

25°C
[Boiling point ]

bp0.3 203-210°
[density ]

1.1256 (rough estimate)
[refractive index ]

1.6000 (estimate)
[pka]

pKa 9.4(H2O,t =24±1) (Uncertain)
[Water Solubility ]

14.22mg/L(24 ºC)
[NIST Chemistry Reference]

Promazine(58-40-2)
Safety DataBack Directory
[Hazardous Substances Data]

58-40-2(Hazardous Substances Data)
[Toxicity]

LD50 oral in rat: 350mg/kg
Hazard InformationBack Directory
[Uses]

In psychiatric practice, promazine is used in minor cases of psychomotor excitement in schizophrenics, in paranoid and manic-depressive conditions, for neurosis, alcoholic psychosis, and others. It is sometimes used in anesthesiological practice.
[Uses]

ntipsychotic.
[Uses]

Promazine is an antipsychotic and a tranquilizer.
[Definition]

ChEBI: A phenothiazine deriative in which the phenothiazine tricycle has a 3-(dimethylaminopropyl) group at the N-10 position.
[Brand name]

Sparine (Baxter Healthcare); Sparine (Wyeth).
[General Description]

Promazine, 10-[3-(dimethylamino) propyl-(phenothiazine monohydrochloride (Sparine), was introducedinto antipsychotic therapy after its 2-chloro-substitutedrelative. The 2H-substituent vis-à-vis the 2Clsubstituent gives a milligram potency decrease as an antipsychotic,as encompassed in Gordon’s rule. Tendency toEPS is also lessened, which may be significant, especially ifit is decreased less than antipsychotic potency.
[Synthesis]

Promazine, 10-(3-dimethylaminopropyl)phenothiazine (6.1.1), is prepared by the alkylation of phenothiazine with 3-dimethylaminopropylchloride in the presence of sodium amide [1¨C3].

Synthesis_58-40-2

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