100-92-5 Usage
Description
Mephentermine, also known as Wyamine Sulfate, is a synthetic sympathomimetic drug that acts as an α-adrenergic agonist. It is structurally related to amphetamine and has potent vasoconstrictor properties. Mephentermine is used primarily for its ability to increase blood pressure and treat hypotension.
Uses
Used in Pharmaceutical Industry:
Mephentermine is used as an antihypotensive agent for the treatment of hypotension, particularly in cases of shock or severe blood pressure drops. Its α-adrenergic agonist properties enable it to constrict blood vessels and increase blood pressure, making it a valuable drug in emergency medicine and critical care settings.
Used in Emergency Medicine:
Mephentermine is used as a vasoconstrictor in emergency situations where rapid elevation of blood pressure is necessary. Its ability to stimulate the sympathetic nervous system and cause vasoconstriction makes it an effective treatment for hypotensive patients who require immediate intervention.
Brand Name:
Wyamine Sulfate (Baxter Healthcare) is the brand name under which Mephentermine is marketed and distributed. This brand name represents the commercial availability of Mephentermine for medical use, particularly in the treatment of hypotension and as a vasoconstrictor in emergency medicine.
Originator
Wyamine,Wyeth,US,1947
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.
Therapeutic Function
Adrenergic (vasopressor)
Check Digit Verification of cas no
The CAS Registry Mumber 100-92-5 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 1,0 and 0 respectively; the second part has 2 digits, 9 and 2 respectively.
Calculate Digit Verification of CAS Registry Number 100-92:
(5*1)+(4*0)+(3*0)+(2*9)+(1*2)=25
25 % 10 = 5
So 100-92-5 is a valid CAS Registry Number.
InChI:InChI=1/C11H17N/c1-11(2,12-3)9-10-7-5-4-6-8-10/h4-8,12H,9H2,1-3H3
100-92-5Relevant articles and documents
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Zenitz,Macks,Moore
, p. 955 (1948)
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Stability of oxetacain and the structure of its degradation products
Gober,Franke,Lisowski
, p. 584 - 587 (2007/10/02)
Refluxed acid aqueous solutions of oxetacain (1) show 3 degradation products. 1 is decomposed at room temperature (20 °C, 480 d) 10%. 7 degradation products of crystalline 1 are detectable in the temperature-moisture test. At room temperature no other product than 1 appears. Under normal storage conditions a 5-year stability for acid aqueous solutions and a more than 10-year stability for crystalline 1 are estimated. Small amounts of the degradation products were isolated by TLC and HPLC. According to MS, UV and IR analysis their structures are mephentermin (2), a morpholinone derivative (3), a carboxylic acid derivative of 1 (4), a mono-C-demethyl-1 (5) and a mono-N-de(1-phenyl-2-methyl-propyl)-1 (6). The structures of 2 other degradation products are unknown. MS fragmentation mechanisms are discussed.
Synthesis of N-substituted phenethylamines and corresponding cyclohexyl analogs. Preliminary evaluation as bronchodilators.
Data,Skibbe,Kerley,Weaver
, p. 38 - 43 (2007/10/05)
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