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67292-68-6

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Basic Information
CAS No.: 67292-68-6
Name: 5-MeO-2,N,N-trimethyltryptamine
Article Data: 5
Molecular Structure:
Molecular Structure of 67292-68-6 (5-MeO-2,N,N-trimethyltryptamine)
Formula: C14H20N2O
Molecular Weight: 232.326
Synonyms: 2-methyl-5-methoxy-N,N-dimethyltryptamine;Methyl-2-methoxy-5-N-dimethyltryptamine;4365 CT;
Density: 1.079g/cm3
Boiling Point: 383.7°Cat760mmHg
Flash Point: 185.8°C
Safety: Poison by intraperitoneal and intravenous routes. When heated to decomposition it emits toxic fumes of NOx.
PSA: 28.26000
LogP: 2.58900
Synthetic route
50-00-0

formaldehyd

28089-03-4

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

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%
79098-38-7

N,N-dimethyl-4-oxopentanamine hydrochloride

19501-58-7

4-methoxyphenylhydrazine hydrochloride

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%
100722-77-8

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

67292-68-6

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

Conditions
ConditionsYield
With lithium aluminium tetrahydride; diethyl ether
189884-58-0

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

67292-68-6

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

Conditions
ConditionsYield
With lithium aluminium tetrahydride
1076-74-0

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

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
1026388-93-1

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

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
2882-15-7

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

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
28089-03-4

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

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%)
67292-68-6

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

74-88-4

methyl iodide

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

Conditions
ConditionsYield
Multistep reaction.;16%
67292-68-6

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

98-09-9

benzenesulfonyl chloride

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;
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Chemistry

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

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.

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.

Safety Profile

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

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.