Mephentermine
- CAS No.
- 100-92-5
- Chemical Name:
- Mephentermine
- Synonyms
- Vialin;WY-585;Mephine;Wyamine;Mefentermin;Mefenterdrin;Mephetedrine;Wyfentermina;MEPHENTERMINE;Mephenterdrine
- CBNumber:
- CB8745455
- Molecular Formula:
- C11H17N
- Molecular Weight:
- 163.26
- MDL Number:
- MFCD00130069
- MOL File:
- 100-92-5.mol
| Melting point | <25 °C |
|---|---|
| Boiling point | bp7mm 82-83° |
| Density | d2020 0.9231 |
| refractive index | n20D 1.5110 |
| solubility | Dichloromethane; Ethyl Acetate; Methanol; DMSO |
| pka | pKa (30°) 10.35 |
| form | Solid |
| color | White |
| EWG's Food Scores | 1 |
| FDA UNII | TEZ91L71V4 |
| ATC code | C01CA11 |
| NIST Chemistry Reference | Benzeneethanamine, n,«alpha»,«alpha»-trimethyl-(100-92-5) |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |  GHS07 |
|---|---|
| Signal word | Warning |
| Hazard statements | H336 |
| Precautionary statements | P261-P271-P304+P340-P312-P403+P233-P405-P501 |
Mephentermine Chemical Properties,Uses,Production
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)