Lespedamine
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Preferred IUPAC name 2-(1-Methoxy-1H-indol-3-yl)-N,N-dimethylethan-1-amine | |
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InChI
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Properties | |
Chemical formula | C13H18N2O |
Molar mass | 218.300 g·mol−1 |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references |
Chemical compound
Lespedamine is an indole alkaloid and substituted tryptamine present in the plant Lespedeza bicolor.[1][2] The alkaloid bears a close structural resemblance to the psychedelic alkaloid dimethyltryptamine and was speculated to have psychoactivity by Alexander Shulgin. No reports on lespedamine's biological activity have been published.
References
- ^ Somei M, Yamada F, Kurauchi T, et al. (January 2001). "The chemistry of indoles. CIII. Simple syntheses of serotonin, N-methylserotonin, bufotenine, 5-methoxy-N-methyltryptamine, bufobutanoic acid, N-(indol-3-yl)methyl-5-methoxy-N-methyltryptamine, and lespedamine based on 1-hydroxyindole chemistry". Chem. Pharm. Bull. 49 (1): 87–96. doi:10.1248/cpb.49.87. hdl:2297/43978. PMID 11201232.
- ^ Morimoto, Hiroshi; Oshio, Haruji (22 February 1965). "Über Alkaloide, V Inhaltsstoffe vonLespedeza bicolor var.japonica, I. über Lespedamin, ein neues Alkaloid". Justus Liebigs Annalen der Chemie. 682 (1): 212–218. doi:10.1002/jlac.19656820121.
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Tryptamines
- 1-Methylpsilocin
- 2,alpha-DMT
- 2-Me-DET
- 2-Methyl-5-HT
- 2,N,N-TMT
- 4,5-DHP-DMT
- 4,5-MDO-DMT
- 4,5-MDO-DiPT
- 4-AcO-DALT
- 4-AcO-DET
- 4-AcO-DMT
- 4-AcO-DiPT
- 4-AcO-EPT
- 4-AcO-NMT
- 4-AcO-MALT
- 4-AcO-MET
- 4-AcO-DPT
- 4-AcO-MiPT
- 4-F-5-MeO-DMT
- 4-HO-5-MeO-DMT
- 4-HO-DALT
- 4-HO-DBT
- 4-HO-DET
- 4-HO-DiPT
- 4-HO-DPT
- 4-HO-DSBT
- 4-HO-EPT
- 4-HO-MALT
- 4-HO-MET
- 4-HO-McPT
- 4-HO-McPeT
- 4-HO-MiPT
- 4-HO-MPMI
- 4-HO-MPT
- 4-HO-MsBT
- 4-HO-NMT
- 4-HO-PiPT
- 4-HO-pyr-T
- 4-HO-αMT
- 4-Me-αET
- 4-Me-αMT
- 4-MeO-DiPT
- 4-MeO-DMT
- 4-MeO-MiPT
- 4-PrO-DMT
- 5,6-MeO-MiPT
- 5,6-MDO-DiPT
- 5,6-MDO-DMT
- 5,6-MDO-MiPT
- 5,7-Dihydroxytryptamine
- 5-BT
- 5-Bromo-DMT
- 5-CT
- 5-Chloro-αMT
- 5-Chloro-DMT
- 5-Ethoxy-αMT
- 5-Ethoxy-DMT
- 5-Ethyl-DMT
- 5-Fluoro-AET
- 5-Fluoro-αMT
- 5-Fluoro-DET
- 5-Fluoro-DMT
- 5-Fluoro-EPT
- 5-Fluoro-MET
- 5-HO-αMT
- 5-HO-DiPT
- 5-HTP
- 5-iPrO-AMT
- 5-MeS-DMT
- 5-Methoxytryptamine
- 5-MeO-7,N,N-TMT
- 5-Methyl-αET
- 5-MeO-2-TMT
- 5-MeO-αET
- 5-MeO-αMT
- 5-MeO-DALT
- 5-MeO-DBT
- 5-MeO-DET
- 5-MeO-DiPT
- 5-MeO-DMT
- 5-MeO-DPT
- 5-MeO-EiPT
- 5-MeO-EPT
- 5-MeO-MALT
- 5-MeO-MET
- 5-MeO-MiPT
- 5-MeO-MPMI
- 5-MeO-NMT
- 5-MeO-pyr-T
- 5-MeO-NBpBrT
- 5-Methyl-DMT
- 5-(Nonyloxy)tryptamine
- 6-Fluoro-αMT
- 6-Fluoro-DMT
- 6-Hydroxymelatonin
- 6-MeO-THH
- 7-Chloro-AMT
- 7-Methyl-α-ethyltryptamine
- 7-Methyl-DMT
- Acetryptine
- Aeruginascin
- αET
- Alpha,N-DMT
- α,N,N-Trimethyltryptamine
- Alpha,N,O-TMS
- AL-37350A
- αMT
- Baeocystin
- BNC-210
- Bufotenidine
- Bufotenin (5-HO-DMT)
- BW-723C86
- Convolutindole A
- CP-132,484
- DALT
- DBT
- Desformylflustrabromine
- DET
- DiPT
- DPT
- E-6801
- E-6837
- Ethocybin
- EiPT
- EMDT
- EPT
- FGIN-127
- FGIN-143
- Harmaline
- HIOC
- Ibogaine
- Idalopirdine
- Indorenate
- Iprocin
- Lespedamine
- Luzindole
- MET
- Methylbutyltryptamine
- MiPT
- MPT
- Miprocin
- Melatonin
- MPMI
- MS-245
- NAS
- N-Ethyltryptamine
- N-Feruloylserotonin
- NMT
- DMT
- Norbaeocystin
- Normelatonin
- N-t-Butyltryptamine
- O-4310
- Oxypertine
- Plakohypaphorine
- PiPT
- Psilocin (4-HO-DMT)
- Psilocybin (4-PO-DMT)
- Pyr-T
- Rizatriptan
- RU-28306
- Serotonin
- ST-1936
- Sumatriptan
- Tryptamine
- Tryptophan
- Yohimbine
- Yuremamine
- Zolmitriptan