Product Name

  • Name

    Mephentermine

  • EINECS 202-901-6
  • CAS No. 100-92-5
  • Article Data11
  • CAS DataBase
  • Density 0.903g/cm3
  • Solubility
  • Melting Point <25 °C
  • Formula C11H17 N
  • Boiling Point 229.4°Cat760mmHg
  • Molecular Weight 163.263
  • Flash Point 90°C
  • Transport Information
  • Appearance
  • Safety
  • Risk Codes
  • Molecular Structure Molecular Structure of 100-92-5 (Mephentermine)
  • Hazard Symbols
  • 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
  • PSA 12.03000
  • LogP 2.61800

Synthetic route

β-Hydroxymephentermin
10079-55-7

β-Hydroxymephentermin

mephentermine
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;
N-(2-methyl-1-phenylpropan-2-yl)-1-phenylmethanimine
61765-66-0

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

methyl iodide
74-88-4

methyl iodide

mephentermine
100-92-5

mephentermine

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

oxethazaine

A

mephentermine
100-92-5

mephentermine

B

<2-Hydroxy-aethyl>-
119483-39-5

<2-Hydroxy-aethyl>-

C

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

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

[{[(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

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;
...Expand
3'-Hydroxy-2-acetophenone hydrochloride

3'-Hydroxy-2-acetophenone hydrochloride

A

mephentermine
100-92-5

mephentermine

B

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

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

C

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

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

D

Phentermin
122-09-8

Phentermin

Conditions
ConditionsYield
at 37℃; metabolism;
...Expand
2-Methyl-1-phenyl-2-propanol
100-86-7

2-Methyl-1-phenyl-2-propanol

sodium cyanide
143-33-9

sodium cyanide

mephentermine
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

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

mephentermine
100-92-5

mephentermine

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

benzylmagnesium chloride

acetone-methylamine

acetone-methylamine

mephentermine
100-92-5

mephentermine

Conditions
ConditionsYield
With diethyl ether
α-(1-amino-1-methylethyl)benzenemethanol
34405-42-0

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

mephentermine
100-92-5

mephentermine

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

Phentermin

mephentermine
100-92-5

mephentermine

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

mephentermine

(2-cyclohexyl-1,1-dimethyl-ethyl)-methyl-amine
5368-87-6

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

Conditions
ConditionsYield
With acetic acid; platinum Hydrogenation;
mephentermine
100-92-5

mephentermine

chloroacetyl chloride
79-04-9

chloroacetyl chloride

chloro-acetic acid-[(1,1-dimethyl-2-phenyl-ethyl)-methyl-amide]
2293-55-2

chloro-acetic acid-[(1,1-dimethyl-2-phenyl-ethyl)-methyl-amide]

mephentermine
100-92-5

mephentermine

pentafluorobenzoylchloride
2251-50-5

pentafluorobenzoylchloride

N-(1,1-Dimethyl-2-phenyl-ethyl)-2,3,4,5,6-pentafluoro-N-methyl-benzamide

N-(1,1-Dimethyl-2-phenyl-ethyl)-2,3,4,5,6-pentafluoro-N-methyl-benzamide

mephentermine
100-92-5

mephentermine

N-Hydroxy-mephentermin
58670-93-2

N-Hydroxy-mephentermin

Conditions
ConditionsYield
(i) (PhCO)2O2, Et2O, (ii) LiAlH4; Multistep reaction;
mephentermine
100-92-5

mephentermine

5-chloro-3-phenyl-1,2,4-oxadiazole
827-44-1

5-chloro-3-phenyl-1,2,4-oxadiazole

(1,1-dimethyl-2-phenyl-ethyl)-methyl-(3-phenyl-[1,2,4]oxadiazol-5-ylmethyl)-amine

(1,1-dimethyl-2-phenyl-ethyl)-methyl-(3-phenyl-[1,2,4]oxadiazol-5-ylmethyl)-amine

mephentermine
100-92-5

mephentermine

heptafluorobutyric anhydride
336-59-4

heptafluorobutyric anhydride

N-(1,1-Dimethyl-2-phenyl-ethyl)-2,2,3,3,4,4,4-heptafluoro-N-methyl-butyramide

N-(1,1-Dimethyl-2-phenyl-ethyl)-2,2,3,3,4,4,4-heptafluoro-N-methyl-butyramide

mephentermine
100-92-5

mephentermine

ethyl (ethoxymethylene)cyanoacetate
94-05-3

ethyl (ethoxymethylene)cyanoacetate

94803-53-9

Conditions
ConditionsYield
In ethanol Heating;
methanol
67-56-1

methanol

mephentermine
100-92-5

mephentermine

A

Formyl(N,α,α-trimethyl)phenylethylamin
78693-40-0

Formyl(N,α,α-trimethyl)phenylethylamin

B

Formyl(N-methoxymethyl-α,α-dimethyl)phenylethylamin

Formyl(N-methoxymethyl-α,α-dimethyl)phenylethylamin

Conditions
ConditionsYield
With potassium hydroxide at 20℃;
...Expand
methanol
67-56-1

methanol

mephentermine
100-92-5

mephentermine

A

Formyl(N-methoxymethyl-α,α-dimethyl)phenylethylamin
78469-70-2

Formyl(N-methoxymethyl-α,α-dimethyl)phenylethylamin

B

Formyl(N,α,α-trimethyl)phenylethylamin

Formyl(N,α,α-trimethyl)phenylethylamin

Conditions
ConditionsYield
With potassium hydroxide at 20℃;
...Expand
mephentermine
100-92-5

mephentermine

formaldehyde

formaldehyde

Conditions
ConditionsYield
With oxygen In water at 37℃; for 0.5h; rate of N-demethylation in the 9.000-g-supernatant of rat liver homogenates;
mephentermine
100-92-5

mephentermine

pyrrolidino-acetic acid-[(1,1-dimethyl-2-phenyl-ethyl)-methyl-amide]

pyrrolidino-acetic acid-[(1,1-dimethyl-2-phenyl-ethyl)-methyl-amide]

Conditions
ConditionsYield
Multi-step reaction with 2 steps
2: sodium carbonate; butan-1-ol
View Scheme
mephentermine
100-92-5

mephentermine

N-(2-hydroxy-ethyl)-glycine-[(1,1-dimethyl-2-phenyl-ethyl)-methyl-amide]
2293-56-3

N-(2-hydroxy-ethyl)-glycine-[(1,1-dimethyl-2-phenyl-ethyl)-methyl-amide]

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: toluene
2: Na2CO3 / butan-1-ol
View Scheme
mephentermine
100-92-5

mephentermine

oxethazaine
126-27-2

oxethazaine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: toluene
2: K2CO3 / butan-1-ol
View Scheme
mephentermine
100-92-5

mephentermine

<2-Hydroxy-aethyl>--
110272-39-4

<2-Hydroxy-aethyl>--

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: toluene
2: K2CO3 / butan-1-ol
View Scheme
mephentermine
100-92-5

mephentermine

<2-Hydroxy-aethyl>--

<2-Hydroxy-aethyl>--

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: toluene
2: K2CO3 / butan-1-ol
View Scheme
mephentermine
100-92-5

mephentermine

<2-Hydroxy-aethyl>--
122119-93-1

<2-Hydroxy-aethyl>--

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: toluene
2: K2CO3 / butan-1-ol
View Scheme
mephentermine
100-92-5

mephentermine

(2-hydroxy-propylimino)-di-acetic acid bis-[(1,1-dimethyl-2-phenyl-ethyl)-methyl-amide]
97154-46-6

(2-hydroxy-propylimino)-di-acetic acid bis-[(1,1-dimethyl-2-phenyl-ethyl)-methyl-amide]

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: toluene
2: K2CO3 / butan-1-ol
View Scheme
mephentermine
100-92-5

mephentermine

(3-hydroxy-propylimino)-di-acetic acid bis-[(1,1-dimethyl-2-phenyl-ethyl)-methyl-amide]
116030-78-5

(3-hydroxy-propylimino)-di-acetic acid bis-[(1,1-dimethyl-2-phenyl-ethyl)-methyl-amide]

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: toluene
2: K2CO3 / butan-1-ol
View Scheme
mephentermine
100-92-5

mephentermine

(1-hydroxymethyl-propylimino)-di-acetic acid bis-[(1,1-dimethyl-2-phenyl-ethyl)-methyl-amide]
97084-93-0

(1-hydroxymethyl-propylimino)-di-acetic acid bis-[(1,1-dimethyl-2-phenyl-ethyl)-methyl-amide]

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: toluene
2: K2CO3 / butan-1-ol
View Scheme
mephentermine
100-92-5

mephentermine

6-Hydroxy-hexylimino-bis-
103268-05-9

6-Hydroxy-hexylimino-bis-

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: toluene
2: K2CO3 / butan-1-ol
View Scheme

Mephentermine Chemical Properties

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

Mephentermine 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.

Mephentermine 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.

Mephentermine 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.

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