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Substance Name: N,N-Dimethyltryptamine
RN: 61-50-7
UNII: WUB601BHAA
InChIKey: DMULVCHRPCFFGV-UHFFFAOYSA-N

Note

  • An N-methylated indoleamine derivative and serotonergic hallucinogen which occurs naturally and ubiquitously in several plant species including Psychotria veridis. It also occurs in trace amounts in mammalian brain, blood, and urine, and is known to act as an agonist or antagonist of certain SEROTONIN RECEPTORS.

Molecular Formula

  • C12-H16-N2

Molecular Weight

  • 188.2724
 

Classification Codes

Classification Codes

  • Central Nervous System Agents
  • Drug / Therapeutic Agent
  • Hallucinogens
  • Human Data
  • Neurotransmitter Agents
  • Psychotropic Drugs
  • Serotonin Agents
  • Serotonin Antagonists
  • Serotonin Receptor Agonists

Superlist Classification Code

  • DEA Schedule I
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Names and Synonyms

Name of Substance

  • N,N-Dimethyltryptamine

MeSH Heading

  • N,N-Dimethyltryptamine

Synonyms

  • 2-(3-Indolyl)ethyldimethylamine
  • 3-(2-Dimethylaminoethyl)indole
  • 5-22-10-00048 (Beilstein Handbook Reference)
  • BRN 0138259
  • DMT (psychogenic)
  • EINECS 200-508-4
  • HSDB 8017
  • N,N-Dimethyltryptamine
  • NSC 63795
  • UNII-WUB601BHAA

Systematic Names

  • 1H-Indole-3-ethanamine, N,N-dimethyl- (9CI)
  • Indole, 3-(2-(dimethylamino)ethyl)-
  • N,N-Dimethyl-1H-indole-3-ethylamine

Superlist Names

  • DEA No. 7435
  • Dimethyltryptamine
  • DMT

Registry Numbers

CAS Registry Number

  • 61-50-7

FDA UNII

  • WUB601BHAA

Other Registry Number

  • 68677-25-8

System Generated Number

  • 0000061507

Structure Descriptors

InChI

1S/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

InChIKey

DMULVCHRPCFFGV-UHFFFAOYSA-N

Smiles

CN(C)CCc1c[nH]c2c1cccc2

Toxicity

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,

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point 46 deg C   EXP
pKa Dissociation Constant 8.68 (none)   EXP
log P (octanol-water) 1.940 (none)   EST
Water Solubility 1.12E+04 mg/L 25 EST
Vapor Pressure 1.04E-04 mm Hg 25 EST
Henry's Law Constant 6.44E-10 atm-m3/mole 25 EST
Atmospheric OH Rate Constant 2.80E-10 cm3/molecule-sec 25 EST

Physical property data is provided to ChemIDplus by SRC, Inc.