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

form 

Solid

pka

pKa (30°) 10.35

color 

White

NIST Chemistry Reference

Benzeneethanamine, n,«alpha»,«alpha»-trimethyl-(100-92-5)

Safety Information

Hazardous Substances Data

100-92-5(Hazardous Substances Data)

MSDS

• Language:English Provider:Mephentermine

Mephentermine Usage And Synthesis

Originator

Wyamine,Wyeth,US,1947

Uses

Adrenergic (vasoconstrictor).

Uses

Mephentermine is an α-adrenergic agonist. Mephentermine is used as an antihypotensive.

Definition

ChEBI: Mephentermine is a member of amphetamines.

Manufacturing Process

0.5 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 name

Wyamine Sulfate (Baxter Healthcare).

Therapeutic Function

Adrenergic (vasopressor)

Mephentermine(100-92-5)Related Product Information

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