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Basic Information
CAS No.: 100-92-5
Name: Mephentermine
Molecular Structure:
Molecular Structure of 100-92-5 (Mephentermine)
Formula: C11H17 N
Molecular Weight: 163.263
Synonyms: Phenethylamine,N,a,a-trimethyl- (8CI);2-(Methylamino)-2-methyl-1-phenylpropane; Mephentermine; Mephine; N,a,a-Trimethyl-b-phenethylamine; N,a,a-Trimethylphenethylamine; N-Methyl-w-phenyl-tert-butylamine; N-Methylphentermine; Vialin;Wyamine
EINECS: 202-901-6
Density: 0.903g/cm3
Melting Point: <25 °C
Boiling Point: 229.4°Cat760mmHg
Flash Point: 90°C
PSA: 12.03000
LogP: 2.61800
Synthetic route
10079-55-7

β-Hydroxymephentermin

100-92-5

mephentermine

Conditions
ConditionsYield
With thionyl chloride anschliessend Hydrierung des jeweils erhaltenen Reaktionsprodukts an Palladium/BaCO3 in Methanol;
With hydrogenchloride anschliessend Hydrierung des jeweils erhaltenen Reaktionsprodukts an Palladium/BaCO3 in Methanol;
61765-66-0

N-(2-methyl-1-phenylpropan-2-yl)-1-phenylmethanimine

74-88-4

methyl iodide

100-92-5

mephentermine

Conditions
ConditionsYield
anschliessend mit wss. Aethanol;
126-27-2

oxethazaine

A

100-92-5

mephentermine

B

119483-39-5

<2-Hydroxy-aethyl>-

C

N-(1,1-Dimethyl-2-phenyl-ethyl)-N-methyl-2-(2-oxo-morpholin-4-yl)-acetamide

D

[{[(1,1-Dimethyl-2-phenyl-ethyl)-methyl-carbamoyl]-methyl}-(2-hydroxy-ethyl)-amino]-acetic acid

E

N-(1,1-Dimethyl-2-phenyl-ethyl)-2-[(2-hydroxy-ethyl)-methylcarbamoylmethyl-amino]-N-methyl-acetamide

Conditions
ConditionsYield
at 90℃; for 2184h; Product distribution; other temperatures, other times, also in acidic solutions; stability under various conditions;

3'-Hydroxy-2-acetophenone hydrochloride

A

100-92-5

mephentermine

B

2-(1,1-Dimethyl-2-phenyl-ethylamino)-1-(3-hydroxy-phenyl)-ethanone

C

(Z)-1-(3-Hydroxy-phenyl)-ethene-1,2-diol

D

122-09-8

Phentermin

Conditions
ConditionsYield
at 37℃; metabolism;
100-86-7

2-Methyl-1-phenyl-2-propanol

143-33-9

sodium cyanide

100-92-5

mephentermine

Conditions
ConditionsYield
(i) H2SO4, AcOH, (ii) /BRN= 1855608/, (iii) LiAlH4, Et2O; Multistep reaction;

(2-Chloro-1,1-dimethyl-2-phenyl-ethyl)-methyl-amine; hydrochloride

100-92-5

mephentermine

Conditions
ConditionsYield
With hydrogen; sodium acetate; nickel In methanol
6921-34-2

benzylmagnesium chloride

acetone-methylamine

acetone-methylamine

100-92-5

mephentermine

Conditions
ConditionsYield
With diethyl ether
34405-42-0

α-(1-amino-1-methylethyl)benzenemethanol

100-92-5

mephentermine

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: aqueous hydriodic acid; phosphorus
3: anschliessend mit wss. Aethanol
View Scheme
122-09-8

Phentermin

100-92-5

mephentermine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
2: anschliessend mit wss. Aethanol
View Scheme
100-92-5

mephentermine

5368-87-6

(2-cyclohexyl-1,1-dimethyl-ethyl)-methyl-amine

Conditions
ConditionsYield
With acetic acid; platinum Hydrogenation;
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Chemistry

Molecule structure of Mephentermine (CAS NO.100-92-5):

IUPAC Name: N,2-Ddimethyl-1-phenylpropan-2-amine
Molecular Weight: 163.25938 [g/mol]
Molecular Formula: C11H17N
Index of Refraction: 1.501
Molar Refractivity: 53.26 cm3
Molar Volume: 180.6 cm3
Polarizability: 21.11×10-24 cm3
Surface Tension: 31 dyne/cm
Density: 0.903 g/cm3
Flash Point: 90 °C
Enthalpy of Vaporization: 46.6 kJ/mol
Boiling Point: 229.4 °C at 760 mmHg
Vapour Pressure: 0.0697 mmHg at 25 °C
XLogP3: 2.4
H-Bond Donor: 1
H-Bond Acceptor: 1
Rotatable Bond Count: 3
Exact Mass: 163.1361
MonoIsotopic Mass: 163.1361
Topological Polar Surface Area: 12
Heavy Atom Count: 12
Complexity: 123 
Canonical SMILES: CC(C)(CC1=CC=CC=C1)NC
InChI: InChI=1S/C11H17N/c1-11(2,12-3)9-10-7-5-4-6-8-10/h4-8,12H,9H2,1-3H3
InChIKey: RXQCGGRTAILOIN-UHFFFAOYSA-N
EINECS: 202-901-6 
Classification Code of Mephentermine (CAS NO.100-92-5): Adrenergic Agonists; Adrenergic agents; Adrenergic alpha-agonists; Autonomic Agents; Cardiovascular Agents; Drug / Therapeutic Agent; Neurotransmitter Agents; Peripheral Nervous System Agents; Sympathomimetics; Vasoconstrictor agents

Uses

 Mephentermine (CAS NO.100-92-5) was formerly used in Wyamine nasal decongestant inhalers and before that as a stimulant in psychiatry. It is also used as a treatment for hypotension.

Toxicity Data With Reference

 

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 89mg/kg (89mg/kg) SENSE ORGANS AND SPECIAL SENSES: MYDRIASIS (PUPILLARY DILATION): EYE

BEHAVIORAL: TREMOR

BEHAVIORAL: EXCITEMENT
Zentralblatt fuer Pharmazie, Pharmakotherapie und Laboratoriums-diagnostik. Vol. 111, Pg. 169, 1972.
mouse LD50 intravenous 43mg/kg (43mg/kg) SENSE ORGANS AND SPECIAL SENSES: MYDRIASIS (PUPILLARY DILATION): EYE

BEHAVIORAL: EXCITEMENT

BEHAVIORAL: TREMOR
Zentralblatt fuer Pharmazie, Pharmakotherapie und Laboratoriums-diagnostik. Vol. 111, Pg. 169, 1972.
mouse LD50 oral 57mg/kg (57mg/kg) SENSE ORGANS AND SPECIAL SENSES: MYDRIASIS (PUPILLARY DILATION): EYE

BEHAVIORAL: TREMOR

BEHAVIORAL: EXCITEMENT
Zentralblatt fuer Pharmazie, Pharmakotherapie und Laboratoriums-diagnostik. Vol. 111, Pg. 169, 1972.
rat LD50 intraperitoneal 85mg/kg (85mg/kg) SENSE ORGANS AND SPECIAL SENSES: MYDRIASIS (PUPILLARY DILATION): EYE

BEHAVIORAL: TREMOR

BEHAVIORAL: EXCITEMENT
Zentralblatt fuer Pharmazie, Pharmakotherapie und Laboratoriums-diagnostik. Vol. 111, Pg. 169, 1972.
rat LD50 intravenous 13mg/kg (13mg/kg) SENSE ORGANS AND SPECIAL SENSES: MYDRIASIS (PUPILLARY DILATION): EYE

BEHAVIORAL: TREMOR

BEHAVIORAL: EXCITEMENT
Zentralblatt fuer Pharmazie, Pharmakotherapie und Laboratoriums-diagnostik. Vol. 111, Pg. 169, 1972.

Specification

 Mephentermine (CAS NO.100-92-5) is also named as Mephentermine ; Mephentermine [INN:BAN] ; 2-Methyl-2-methylamino-1-phenylpropane ; 2-Methylamino-2-methyl-1-phenylpropane ; Benzeneethanamine, N,alpha,alpha-trimethyl- ; Mefenterdrin ; Mefentermin ; Mefentermina ; Mefentermina [INN-Spanish] ; Mephenterdrine ; Mephenterdrinum ; Mephentermine ; Mephenterminum ; Mephenterminum [INN-Latin] ; Mephetedrine ; Mephine ; N,alpha,alpha-Trimethylbenzeneethanamine ; N,alpha,alpha-Trimethylphenethylamine ; N-Methyl-omega-phenyl-t-butylamine ; N-Methyl-omega-phenyl-tert-butylamine ; N-Methylphentermine Phenethylamine, N,alpha,alpha-trimethyl- ; Wyamine ; Wyfentermina ; omega-Phenyl-tert-butyl-methylamine ; Benzeneethanamine, N,alpha,alpha-trimethyl- ; Mephentermine ; Phenethylamine, N,alpha,alpha-trimethyl- . It is a cardiac stimulant.