Product Name

  • Name

    5-MeO-2,N,N-trimethyltryptamine

  • EINECS
  • CAS No. 67292-68-6
  • Article Data5
  • CAS DataBase
  • Density 1.079g/cm3
  • Solubility
  • Melting Point
  • Formula C14H20N2O
  • Boiling Point 383.7°Cat760mmHg
  • Molecular Weight 232.326
  • Flash Point 185.8°C
  • Transport Information
  • Appearance
  • Safety Poison by intraperitoneal and intravenous routes. When heated to decomposition it emits toxic fumes of NOx.
  • Risk Codes
  • Molecular Structure Molecular Structure of 67292-68-6 (5-MeO-2,N,N-trimethyltryptamine)
  • Hazard Symbols
  • Synonyms 2-methyl-5-methoxy-N,N-dimethyltryptamine;Methyl-2-methoxy-5-N-dimethyltryptamine;4365 CT;
  • PSA 28.26000
  • LogP 2.58900

Synthetic route

formaldehyd
50-00-0

formaldehyd

2-(5-methoxy-2-methyl-1H-indol-3-yl)ethan-1-amine hydrochloride
28089-03-4

2-(5-methoxy-2-methyl-1H-indol-3-yl)ethan-1-amine hydrochloride

[2-(5-methoxy-2-methyl-indol-3-yl)-ethyl]-dimethyl-amine
67292-68-6

[2-(5-methoxy-2-methyl-indol-3-yl)-ethyl]-dimethyl-amine

Conditions
ConditionsYield
With sodium methylate; sodium cyanoborohydride; acetic acid In methanol; water80%
N,N-dimethyl-4-oxopentanamine hydrochloride
79098-38-7

N,N-dimethyl-4-oxopentanamine hydrochloride

4-methoxyphenylhydrazine hydrochloride
19501-58-7

4-methoxyphenylhydrazine hydrochloride

[2-(5-methoxy-2-methyl-indol-3-yl)-ethyl]-dimethyl-amine
67292-68-6

[2-(5-methoxy-2-methyl-indol-3-yl)-ethyl]-dimethyl-amine

Conditions
ConditionsYield
Stage #1: N,N-dimethyl-4-oxopentanamine hydrochloride; 4-methoxyphenylhydrazine hydrochloride With sulfuric acid; acetic acid at 40 - 60℃; for 3.5 - 4.5h; Heating / reflux;
Stage #2: With sodium carbonate In water pH=10;
78.2%
(5-methoxy-2-methyl-indol-3-yl)-acetic acid dimethylamide
100722-77-8

(5-methoxy-2-methyl-indol-3-yl)-acetic acid dimethylamide

[2-(5-methoxy-2-methyl-indol-3-yl)-ethyl]-dimethyl-amine
67292-68-6

[2-(5-methoxy-2-methyl-indol-3-yl)-ethyl]-dimethyl-amine

Conditions
ConditionsYield
With lithium aluminium tetrahydride; diethyl ether
2-(5-Methoxy-2-methyl-1H-indol-3-yl)-N,N-dimethyl-2-oxo-acetamide
189884-58-0

2-(5-Methoxy-2-methyl-1H-indol-3-yl)-N,N-dimethyl-2-oxo-acetamide

[2-(5-methoxy-2-methyl-indol-3-yl)-ethyl]-dimethyl-amine
67292-68-6

[2-(5-methoxy-2-methyl-indol-3-yl)-ethyl]-dimethyl-amine

Conditions
ConditionsYield
With lithium aluminium tetrahydride
5-methoxy-2-methyl-1H-indole
1076-74-0

5-methoxy-2-methyl-1H-indole

[2-(5-methoxy-2-methyl-indol-3-yl)-ethyl]-dimethyl-amine
67292-68-6

[2-(5-methoxy-2-methyl-indol-3-yl)-ethyl]-dimethyl-amine

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: diethyl ether
2: H2O; CHCl3
3: LiAlH4
View Scheme
2-(5-methoxy-2-methyl-1H-indol-3-yl)-2-oxoacetyl chloride
1026388-93-1

2-(5-methoxy-2-methyl-1H-indol-3-yl)-2-oxoacetyl chloride

[2-(5-methoxy-2-methyl-indol-3-yl)-ethyl]-dimethyl-amine
67292-68-6

[2-(5-methoxy-2-methyl-indol-3-yl)-ethyl]-dimethyl-amine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: H2O; CHCl3
2: LiAlH4
View Scheme
5-Methoxy-2-methylindole-3-acetic acid
2882-15-7

5-Methoxy-2-methylindole-3-acetic acid

[2-(5-methoxy-2-methyl-indol-3-yl)-ethyl]-dimethyl-amine
67292-68-6

[2-(5-methoxy-2-methyl-indol-3-yl)-ethyl]-dimethyl-amine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 195 °C
2: LiAlH4; diethyl ether
View Scheme
2-(5-methoxy-2-methyl-1H-indol-3-yl)ethan-1-amine hydrochloride
28089-03-4

2-(5-methoxy-2-methyl-1H-indol-3-yl)ethan-1-amine hydrochloride

[2-(5-methoxy-2-methyl-indol-3-yl)-ethyl]-dimethyl-amine
67292-68-6

[2-(5-methoxy-2-methyl-indol-3-yl)-ethyl]-dimethyl-amine

Conditions
ConditionsYield
With sodium hydroxide; formaldehyd; sodium methylate; sodium cyanoborohydride; acetic acid In methanol1.215 g (80%)
[2-(5-methoxy-2-methyl-indol-3-yl)-ethyl]-dimethyl-amine
67292-68-6

[2-(5-methoxy-2-methyl-indol-3-yl)-ethyl]-dimethyl-amine

methyl iodide
74-88-4

methyl iodide

[2-(2-ethyl-5-methoxy-1H-indol-3-yl)-ethyl]-dimethyl-amine

[2-(2-ethyl-5-methoxy-1H-indol-3-yl)-ethyl]-dimethyl-amine

Conditions
ConditionsYield
Multistep reaction.;16%
[2-(5-methoxy-2-methyl-indol-3-yl)-ethyl]-dimethyl-amine
67292-68-6

[2-(5-methoxy-2-methyl-indol-3-yl)-ethyl]-dimethyl-amine

benzenesulfonyl chloride
98-09-9

benzenesulfonyl chloride

N,N-dimethyl 2-[(1-benzenesulphonyl)-5-methoxy-2-methyl-1H-indol-3-yl]ethylamine

N,N-dimethyl 2-[(1-benzenesulphonyl)-5-methoxy-2-methyl-1H-indol-3-yl]ethylamine

Conditions
ConditionsYield
With tetra(n-butyl)ammonium hydrogensulfate In dichloromethane at 20℃; for 0.333333h;
[2-(5-methoxy-2-methyl-indol-3-yl)-ethyl]-dimethyl-amine
67292-68-6

[2-(5-methoxy-2-methyl-indol-3-yl)-ethyl]-dimethyl-amine

2-ethyl-5-methoxy-N,N-dimethyltryptamine maleate

2-ethyl-5-methoxy-N,N-dimethyltryptamine maleate

Conditions
ConditionsYield
With hydrogenchloride; n-butyllithium; N2; CO2 In tetrahydrofuran; diethyl ether
[2-(5-methoxy-2-methyl-indol-3-yl)-ethyl]-dimethyl-amine
67292-68-6

[2-(5-methoxy-2-methyl-indol-3-yl)-ethyl]-dimethyl-amine

N,N-dimethyl-2-(1-benzenesulfonyl-5-methoxy-2-methyl-1H-indol-3-yl)ethylamine oxalate

N,N-dimethyl-2-(1-benzenesulfonyl-5-methoxy-2-methyl-1H-indol-3-yl)ethylamine oxalate

Methyl-2-methoxy-5-N-dimethyltryptamine Chemical Properties

Empirical Formula: C14H20N2O
Molecular Weight: 232.3214 g/mol
Index of Refraction: 1.589
Density: 1.079 g/cm3
Flash Point: 185.8 °C
Enthalpy of Vaporization: 63.23 kJ/mol
Boiling Point: 383.7 °C at 760 mmHg
Vapour Pressure: 4.32E-06 mmHg at 25 °C
Structure of Methyl-2-methoxy-5-N-dimethyltryptamine (CAS NO.67292-68-6):
              
IUPAC Name: 2-(5-Methoxy-2-methyl-1H-indol-3-yl)-N,N-dimethylethanamine

Methyl-2-methoxy-5-N-dimethyltryptamine Uses

 Methyl-2-methoxy-5-N-dimethyltryptamine (CAS NO.67292-68-6) is a psychoactive drug of the tryptamine chemical class which acts as a psychedelic, and is also interfering with binding to and/or activation of the serotonin 5-HT2A receptor.

Methyl-2-methoxy-5-N-dimethyltryptamine Toxicity Data With Reference

1.    

ipr-rat LD50:74 mg/kg

    BSCFAS    Bulletin de la Societe Chimique de France.(5)(1965),1411.
2.    

ipr-mus LD50:100 mg/kg

    BSCFAS    Bulletin de la Societe Chimique de France.(5)(1965),1411.
3.    

ivn-mus LD50:48 mg/kg

    BSCFAS    Bulletin de la Societe Chimique de France.(5)(1965),1411.
4.    

ivn-rbt LD50:22 mg/kg

    BSCFAS    Bulletin de la Societe Chimique de France.(5)(1965),1411.

Methyl-2-methoxy-5-N-dimethyltryptamine Safety Profile

Poison by intraperitoneal and intravenous routes. When heated to decomposition it emits toxic fumes of NOx.

Methyl-2-methoxy-5-N-dimethyltryptamine Specification

 Methyl-2-methoxy-5-N-dimethyltryptamine ,its cas register number is 67292-68-6. It also can be called 5-MeO-TMT ; and Indole, 3-(2-(dimethylamino)ethyl)-5-methoxy-2-methyl- . Methyl-2-methoxy-5-N-dimethyltryptamine (CAS NO.67292-68-6) was first synthesized by Alexander Shulgin and reported in his book TiHKAL and is claimed to show psychoactive effects at a dosage of 75-150 mg orally, but these are relatively mild compared to those of other similar compounds.

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