Trimeprazine

Trimeprazine Basic information
Product Name:Trimeprazine
Synonyms:n,n,2-trimethyl-3-phenothiazin-10-yl-propan-1-amine;10H-Phenothiazine-10-propanamine, N,N,β-trimethyl-;dl-Trimeprazine;Phenothiazine, 10-[3-(dimethylamino)-2-methylpropyl]- (6CI, 8CI);Teralene;ALIMENAZINE;Trimeprazine (base and/or unspecified salts);alimemazine
CAS:84-96-8
MF:C18H22N2S
MW:298.45
EINECS:201-577-3
Product Categories:TEMARIL
Mol File:84-96-8.mol
Trimeprazine Structure
Trimeprazine Chemical Properties
Melting point 68°C
Boiling point bp0.3 150-175°
density 1.1163 (rough estimate)
refractive index 1.6000 (estimate)
pkapKa 9.00 (Uncertain)
Water Solubility 0.942 mg/L
CAS DataBase Reference84-96-8
NIST Chemistry ReferenceTrimeprazine(84-96-8)
Safety Information
Hazardous Substances Data84-96-8(Hazardous Substances Data)
MSDS Information
ProviderLanguage
Alimemazine English
Trimeprazine Usage And Synthesis
OriginatorTemaril,SKF,US,1958
Usesantipruritic
UsesTrimeprazine is used for treating itching during dermatitis of both allergic and nonallergic origin.
DefinitionChEBI: Trimeprazine is a member of phenothiazines.
Manufacturing Process95% sodamide (2.77 grams) is added to a solution of phenthiazine (9.6 grams) in xylene (140 cc) at a temperature of 130°C and the mixture is heated with reflux for 2 hours.
A 0.61 N solution (90 cc) of 1-chloro-2-methyl-3-dimethylaminopropane in xylene is then added over 50 minutes and heating with reflux is continued for 20 hours. After cooling, the mixture is treated with water (40 cc) and N methanesulfonic acid (70 cc). The aqueous layer is washed with ether, treated with aqueous sodium hydroxide (density = 1.33; 10 cc) and extracted with ether.
The extract is dried over potassium carbonate and evaporated and the residue is distilled in vacuo. 3-(10-phenthiazinyl)-2-methyl-1-dimethylaminopropane (12.6 grams) is collected, distilling between 150° and 175°C under a pressure of about 0.3 mm Hg. By dissolving this base in acetone and adding ethereal hydrogen chloride, a hydrochloride is obtained, MP 216° to 217°C.

Brand nameTemaril (Allergan).
Therapeutic FunctionAntipruritic
Trimeprazine Preparation Products And Raw materials
Raw materialsSodium amide-->Phenothiazine-->1-CHLORO-2-METHYL-3-DIMETHYLAMINOPROPANE
Etymemazine COCO AMINE Trimeprazine Levomepromazine hydrochloride perimetazine OXOMEMAZINE methiomeprazine MEQUITAZINE, [2-14C]- (-)-2-[METHYLAMINO]-1-PHENYLPROPANE MEQUITAZINE (-)-10-(3-[DIMETHYLAMINO]-2-METHYLPROPYL)-2-METHOXY-PHENOTHIAZINE MALEATE SALT Diethanolamine pecazine Trifluomeprazine METHDILAZINE (200 MG) Bis(2-ethylhexyl)amine Trimeprazine tartrate METHDILAZINE HYDROCHLORIDE (200 MG)

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