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N,N-Dimethyltryptamine

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Name

N,N-Dimethyltryptamine

EINECS 200-508-4
CAS No. 61-50-7 Density 1.076 g/cm3
PSA 19.03000 LogP 2.27200
Solubility N/A Melting Point 42-44 °C
Formula C12H16N2 Boiling Point 332.1 °C at 760 mmHg
Molecular Weight 188.272 Flash Point 154.7 °C
Transport Information UN 1544 Appearance tan solid
Safety Risk Codes N/A
Molecular Structure Molecular Structure of 61-50-7 (N,N-Dimethyltryptamine) Hazard Symbols N/A
Synonyms

Indole,3-[2-(dimethylamino)ethyl]- (6CI,7CI,8CI);2-(3-Indolyl)ethyldimethylamine;3-(2-Dimethylaminoethyl)indole;DMT (psychogenic);NSC 63795;

Article Data 51

N,N-Dimethyltryptamine Specification

The CAS registry number of 3-(2-Dimethylaminoethyl)indole is 61-50-7. Its EINECS registry number is 200-508-4. The IUPAC name is 2-(1H-indol-3-yl)-N,N-dimethylethanamine. In addition, the molecular formula is C12H16N2. What's more, it is an N-methylated indoleamine derivative. It apparently acts as an agonist at some types of serotonin receptors. Besides, it can be used as a pharmaceutical intermediate.

Physical properties about this chemical are: (1)ACD/LogP: 2.06; (2)ACD/LogD (pH 5.5): -0.99; (3)ACD/LogD (pH 7.4): -0.02; (4)ACD/BCF (pH 5.5): 1; (5)ACD/BCF (pH 7.4): 1; (6)ACD/KOC (pH 5.5): 1; (7)ACD/KOC (pH 7.4): 2.6; (8)#H bond acceptors: 2; (9)#H bond donors: 1; (10)#Freely Rotating Bonds: 3; (11)Polar Surface Area: 8.17 Å2; (12)Index of Refraction: 1.615; (13)Molar Refractivity: 61.06 cm3; (14)Molar Volume: 174.9 cm3; (15)Polarizability: 24.2 ×10-24cm3; (16)Surface Tension: 44.7 dyne/cm; (17)Density: 1.076 g/cm3; (18)Flash Point: 154.7 °C; (19)Enthalpy of Vaporization: 57.49 kJ/mol; (20)Boiling Point: 332.1 °C at 760 mmHg; (21)Vapour Pressure: 0.000149 mmHg at 25°C.

Preparation of 3-(2-Dimethylaminoethyl)indole: it can be prepared by 5-bromo-N,N-dimethyltryptamin. This reaction will need reagent hydrogen, catalyst palladized charcoal (10percent) and solvent methanol. The reaction time is 18 hours. The yield is about 100%.

3-(2-Dimethylaminoethyl)indole can be prepared by 5-bromo-N,N-dimethyltryptamin

Uses of 3-(2-Dimethylaminoethyl)indole: it can be used to get [2-(2-iodo-1H-indol-3-yl)-ethyl]-dimethyl-amine. This reaction will need reagents aq. chloramine-T and KI, and solvent CHCl3. The reaction time is 5 minutes. The yield is about 85%.

3-(2-Dimethylaminoethyl)indole can be used to get [2-(2-iodo-1H-indol-3-yl)-ethyl]-dimethyl-amine

You can still convert the following datas into molecular structure:
(1)SMILES: c1cccc2c1c(cn2)CCN(C)C
(2)InChI: InChI=1/C12H16N2/c1-14(2)8-7-10-9-13-12-6-4-3-5-11(10)12/h3-6,9,13H,7-8H2,1-2H3
(3)InChIKey: DMULVCHRPCFFGV-UHFFFAOYAQ

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
man TDLo intramuscular 1mg/kg (1mg/kg) SENSE ORGANS AND SPECIAL SENSES: MYDRIASIS (PUPILLARY DILATION): EYE

BEHAVIORAL: "HALLUCINATIONS, DISTORTED PERCEPTIONS"

VASCULAR: BP ELEVATION NOT CHARACTERIZED IN AUTONOMIC SECTION
Psychopharmacologia Vol. 4, Pg. 39, 1963.
mouse LD50 intraperitoneal 47mg/kg (47mg/kg)   Yakugaku Zasshi. Journal of Pharmacy. Vol. 94, Pg. 1620, 1974.
mouse LD50 intravenous 32mg/kg (32mg/kg)   U.S. Army Armament Research & Development Command, Chemical Systems Laboratory, NIOSH Exchange Chemicals. Vol. NX#00740,