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Mephentermine

Mephentermine Basic information
Product Name:Mephentermine
Synonyms:N,-Trimethybenzene ethanamine;N,α,α-Trimethylbenzene ethanamine;MEPHENTERMINE BASE;N,a,a-Trimethyl-b-phenethylamine;N-Methyl-w-phenyl-tert-butylamine;w-Phenyl-tert-butyl-methylamine;N-Methyl-2-benzylpropane-2-amine;2-Methyl-2-methylamino-1-phenylpropane
CAS:100-92-5
MF:C11H17N
MW:163.26
EINECS:202-901-6
Product Categories:
Mol File:100-92-5.mol
Mephentermine Structure
Mephentermine Chemical Properties
Melting point <25 °C
Boiling point bp7mm 82-83°
density d2020 0.9231
refractive index n20D 1.5110
solubility Dichloromethane; Ethyl Acetate; Methanol; DMSO
pkapKa (30°) 10.35
form Solid
color White
NIST Chemistry ReferenceBenzeneethanamine, n,«alpha»,«alpha»-trimethyl-(100-92-5)
Safety Information
Hazardous Substances Data100-92-5(Hazardous Substances Data)
MSDS Information
ProviderLanguage
Mephentermine English
Mephentermine Usage And Synthesis
OriginatorWyamine,Wyeth,US,1947
UsesAdrenergic (vasoconstrictor).
UsesMephentermine is an α-adrenergic agonist. Mephentermine is used as an antihypotensive.
DefinitionChEBI: Mephentermine is a member of amphetamines.
Manufacturing Process0.5 g of 2-(N-methylamino)-2-methyl-1-phenyl-1-propanol was treated with 1 cc of thionyl chloride at room temperature. A vigorous reaction set in. The gummy material was stirred with a small amount of petroleum ether and allowed to stand overnight. The brown crystalline solid after washing with petroleum ether was recrystallized from a small amount of absolute alcohol with addition of charcoal followed by filtration. On dilution with several volumes of ether and refrigeration white granular crystals of 1-chloro-2-(Nmethamino)-2-methyl-1-phenyl propane hydrochloride were deposited.
250 mg of 1-chloro-2-(N-methylamino)-2-methyl-1-phenyl propane hydrochloride was dissolved in 2 cc of warm methanol and hydrogenated in the presence of 250 mg of palladium barium carbonate catalyst with provision for the absorption of the carbon-dioxide formed. When the theoretical amount of hydrogen had been taken up the mixture was filtered to remove the catalyst, concentrated to small volume and extracted with ether. After separating the ether the residue was further concentrated yielding a white crystalline solid. This solid on solution in water, strongly alkalizing, extraction with ether and removal of the ether yielded 2-(N-methylamino)-2-methyl-1- phenyl propane identified as the picrate by melting point 155°C to 156°C and mixed melting point 154.0°C to 154.5°C, with an authentic sample melting at 150°C to 153°C.
Brand nameWyamine Sulfate (Baxter Healthcare).
Therapeutic FunctionAdrenergic (vasopressor)
Mephentermine Preparation Products And Raw materials
Raw materialsThionyl chloride-->Hydrogen
Tag:Mephentermine(100-92-5) Related Product Information
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