4,5-MDO-DMT

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4,5-MDO-DMT
4,5-MDO-DMT.svg
Names
Preferred IUPAC name
2-(2H,6H-[1,3]Dioxolo[4,5-e]indol-8-yl)-N,N-dimethylethan-1-amine
Other names
4,5-Methylenedioxy-N,N-dimethyltryptamine
Identifiers
3D model (JSmol)
ChEMBL
ChemSpider
PubChem CID
UNII
  • InChI=1S/C13H16N2O2/c1-15(2)6-5-9-7-14-10-3-4-11-13(12(9)10)17-8-16-11/h3-4,7,14H,5-6,8H2,1-2H3
    Key: ZMKRWFZFMOKVCP-UHFFFAOYSA-N
  • CN(C)CCC1=CNC2=C1C(OCO3)=C3C=C2
Properties
C13H16N2O2
Molar mass 232.283 g·mol−1
Melting point 93–95 °C (199–203 °F; 366–368 K) [1]
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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4,5-MDO-DMT, or 4,5-methylenedioxy-N,N-dimethyltryptamine, is a lesser-known psychedelic drug. It is the 4,5-methylenedioxy analog of DMT. 4,5-MDO-DMT was first synthesized by Alexander Shulgin, though in his book TiHKAL it was not tested to determine its psychoactive effects. 4,5-MDO-DMT has been the subject of limited subsequent testing; with behavioral disruption studies performed in male rats indicating that its hallucinogenic potency is less than that of 4,5-MDO-DiPT but greater than that of 5,6-MDO-DiPT. [1]

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<span class="mw-page-title-main">5-MeO-MiPT</span> Chemical compound

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<span class="mw-page-title-main">5-MeO-DET</span> Chemical compound

5-MeO-DET or 5-methoxy-N,N-diethyltryptamine is a hallucinogenic tryptamine.

<span class="mw-page-title-main">4-HO-MiPT</span> Chemical compound

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<span class="mw-page-title-main">Methylisopropyltryptamine</span> Chemical compound

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5-MeO-DPT, is a psychedelic and entheogenic designer drug.

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<span class="mw-page-title-main">4-MeO-MiPT</span> Chemical compound

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<span class="mw-page-title-main">5-MeS-DMT</span> Chemical compound

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<span class="mw-page-title-main">5,6-MDO-DMT</span> Chemical compound

5,6-MDO-DMT, or 5,6-methylenedioxy-N,N-dimethyltryptamine, is a lesser-known psychedelic drug. It is the 5,6-methylenedioxy analog of DMT. 5,6-MDO-DMT was first synthesized by Alexander Shulgin. In his book TiHKAL, 5,6-MDO-DMT produces no noticeable psychoactive effects, although it was only tested up to a dose of 5 mg. Very little data exists about the pharmacological properties, metabolism, and toxicity of 5,6-MDO-DMT.

<span class="mw-page-title-main">5,6-MDO-MiPT</span> Chemical compound

5,6-MDO-MiPT, or 5,6-methylenedioxy-N-methyl-N-isopropyltryptamine, is a lesser-known psychedelic drug. It is the 5,6-methylenedioxy analog of MiPT. 5,6-MDO-MiPT was first synthesized by Alexander Shulgin. In his book TiHKAL, 5,6-MDO-MiPT produces slight paresthesia at low doses. Very little data exists about the pharmacological properties, metabolism, and toxicity of 5,6-MDO-MiPT.

<span class="mw-page-title-main">5,6-MDO-DiPT</span> Chemical compound

5,6-MDO-DiPT, or 5,6-methylenedioxy-N,N-diisopropyltryptamine, is a lesser-known psychedelic drug. It is the 5,6-methylenedioxy analog of DiPT. 5,6-MDO-DiPT was first synthesized by Alexander Shulgin. It is mentioned in his book TiHKAL, but 5,6-MDO-DiPT was never tested to determine what effects it produces, if any. Very little data exists about the pharmacological properties, metabolism, and toxicity of 5,6-MDO-DiPT.

<span class="mw-page-title-main">4,5-MDO-DiPT</span> Chemical compound

4,5-MDO-DiPT, or 4,5-methylenedioxy-N,N-diisopropyltryptamine, is a lesser-known psychedelic drug. It is the 4,5-methylenedioxy analog of DiPT. 4,5-MDO-DiPT was first synthesized by Alexander Shulgin. In his book TiHKAL, 4,5-MDO-DiPT produces slight LSD-like effects after several hours. Very little data exists about the pharmacological properties, metabolism, and toxicity of 4,5-MDO-DiPT.

<span class="mw-page-title-main">Alpha,N-DMT</span> Chemical compound

Alpha,N-DMT, or α,N-dimethyltryptamine, is a lesser-known psychedelic drug. It is the α,N-dimethyl analog of DMT. α,N-DMT was first synthesized by Alexander Shulgin. In his book TiHKAL, Shulgin lists the dosage as 50-100 mg, and the duration as 6–8 hours. α,N-DMT causes an unpleasant body load. Very little data exists about the pharmacological properties, metabolism, and toxicity of α,N-DMT. α,N-DMT is known to be a potent monoamine oxidase inhibitor

<span class="mw-page-title-main">4-MeO-DMT</span> Chemical compound

4-MeO-DMT (4-methoxy-N,N-dimethyltryptamine) is a tryptamine derivative which has some central activity in animal tests similar to that of related psychedelic tryptamine drugs, although with significantly lower potency than either 5-MeO-DMT or 4-hydroxy-DMT (psilocin).

<span class="mw-page-title-main">1-(2-Dimethylaminoethyl)dihydropyrano(3,2-e)indole</span> Chemical compound

1-(2-Dimethylaminoethyl)dihydropyrano(3,2-e)indole (4,5-DHP-DMT) is a tricyclic tryptamine derivative which acts as a potent and reasonably selective partial agonist for the serotonin receptor 5-HT2A, with a Ki of 17.0 nM, and moderate selectivity over related serotonin receptors. It has lower 5-HT2 affinity and efficacy than the related compound AL-37350A, but higher lipophilicity.

References

  1. 1 2 Kline, Toni B.; Benington, Frederick; Morin, Richard D.; Beaton, John M. (August 1982). "Structure-activity relationships in potentially hallucinogenic N,N-dialkyltryptamines substituted in the benzene moiety". Journal of Medicinal Chemistry. 25 (8): 908–913. doi:10.1021/jm00350a005. PMID   7120280.