N,N-Dimethyltryptamine
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- 1. Basics
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- 2. Extended Information
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- 3. Synonyms
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- 4. Other Links
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1. Basics
From: Pharmacotheon - By: Johnathan Ott
| Information | DIMETHYLTRYPTAMINE [Merck Index II: 3251; 12: 3311] |
| Synonyms | 3-[2-(dimethylamino)ethyl]-indole; N,N-dimethyltryptamine; DMT; nigerina; nigerine; Dimethyltryptamin |
| Physical | C12 H16 N2 molecular weight 188.27; C 76.55% H 8.57% N 14.88% |
| Isolation | Fish, J. Am. Chem. Soc. 77:5892, 1955 (Anadenanthera peregrina); Agurell, Acta Chemica Scandinavica 23: 903, 1969 (Virola theidora) |
| Synthesis | Manske, Canadian Journal of Research 5: 592, 1931; Speeter & Anthony, Journal of American Chemical Society 76: 6208, 1954 |
| Chemistry | Crystals from ethanol, mp 44.6 - 46.8°C, sol. in dilute acids; picrate, mp 169.5° - 170.5°C; methiodide, mp 216° - 217°C degrees; fumarate, mp 152° - 152.5°C |
| Pharmacology | psychoactive at 1mg/kg i.m. (Szara, Experientia 12: 441, 1956; Sai-Halasz, Psychiatria et Neurologia 135: 285, 1958) |
| Legal Status | DMT is explicitly named as a Schedule I drug in the Federal Controlled Substances Act; registry number 7435. (United States of America) |
2. Extended Information
| CAS Number | 61-50-7 |
| CID | 6098 |
| Unique ID | |D004130 |
| Molecular Weight | 188.269g/mol |
| Molecular Formula | C12H16N2 |
| XLogP | 2 |
| Hydrogen Bond Donor Count | 1 |
| Hydrogen Bond Acceptor Count | 2 |
| Rotatable Bond Count | 3 |
| Topological Polar Surface Area | 19 |
| IUPAC Name | 2-(1H-indol-3-yl)-N,N-dimethyl-ethanamine |
| Canonical SMILES | CN(C)CCC1=CNC2=CC=CC=C21 |
| 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. Synonyms
- N,N-DIMETHYLTRYPTAMINE [MeSH: N,N-Dimethyltryptamine]
- DIMETHYLTRYPTAMINE [MeSH: N,N-Dimethyltryptamine]
- DMT (psychogenic)
- Indolalkylamine der.
- 3-(2-Dimethylaminoethyl)indole
- 2-(3-Indolyl)ethyldimethylamine
- 1H-Indole-3-ethanamine, N,N-dimethyl-
- DEA No. 7435
- (2-Indol-3-ylethyl)dimethylamine
- AIDS072305
- AIDS-072305
- NSC63795
- EINECS 200-508-4
- NSC 63795
- N,N-Dimethyl-1H-indole-3-ethylamine
- Indole, 3-(2-(dimethylamino)ethyl)-
- BRN 0138259
- Indole, 3-[2- (dimethylamino)ethyl]-
- 2-(1H-Indol-3-yl)-N,N-dimethylethanamine
- C08302
- 1H-Indole-3-ethanamine, N,N-dimethyl- (9CI)
- 5-22-10-00048 (Beilstein Handbook Reference)
- 61-50-7 [MeSH: N,N-Dimethyltryptamine]
- DMT
- 68677-25-8
- InChI=1/C12H16N2/c1-14(2)8-7-10-9-13-12-6-4-3-5-11(10)12/h3-6,9,13H,7-8H2,1-2H
- EflSpice
4. Other Links
deoxy.org - DMT