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Names

5-MeO-MPMI
CP-108509

IUPAC name

5-Methoxy-3-[(1-methylpyrrolidin-2-yl)methyl]-1H-indole

ID 5377 · Formula C₁₅H₂₀N₂O · Molecular weight 244.332

Tags Tryptamine

InChI InChI=1S/C15H20N2O/c1-17-7-3-4-12(17)8-11-10-16-15-6-5-13(18-2)9-14(11)15/h5-6,9-10,12,16H,3-4,7-8H2,1-2H3

InChI Key MKEGUJPBCIXABO-UHFFFAOYSA-N This stereoisomer Any stereoisomer

SMILES COc1ccc2c(c1)c(c[nH]2)CC1CCCN1C

ChemSpider 8235945
PubChem 10060391
Wikipedia 5-MeO-MPMI
Wikipedia, see also List of substituted α-alkyltryptamines

Gerasimov, M; Marona-Lewicka, D; Kurrasch-Orbaugh, DM; Qandil, AM; Nichols, DE. Further studies on oxygenated tryptamines with LSD-like activity incorporating a chiral pyrrolidine moiety into the side chain. J. Med. Chem., 1 Oct 1999, 42 (20), 4257–4263. 163 kB. https://doi.org/10.1021/jm990325u #1 MS,NMR

Heim, R. Synthesis and pharmacology of potent 5-HT_2A receptor agonists with N-2-methoxybenzyl partial structure. SC. D. Thesis, Freie Universität, Berlin, 1 Jan 2004. 3.9 MB. #8 In German. MS,NMR,IR

Macor, JE; Blake, J; Fox, CB; Johnson, C; Koe, BK; Lebel, LA; Morrone, JM; Ryan, K; Schmidt, AW; Schulz, DW; Zorn, SH. Synthesis and serotonergic pharmacology of the enantiomers of 3-[(N-methylpyrrolidin-2-yl)methyl]-5-methoxy-1H-indole: Discovery of stereogenic differentiation in the aminoethyl side chain of the neurotransmitter serotonin. J. Med. Chem., 1 Jan 1992, 35 (23), 4503–4505. 427 kB. https://doi.org/10.1021/jm00101a032 #1 MS,NMR,IR

Chambers, JJ. Use of conformationally-restricted analogues and homology modeling to provide insight into the nature of the 5-HT_2A receptor agonist binding site. Ph. D. Thesis, Purdue University, West Lafayette, IN, 1 Jan 2002. 8.4 MB. #58 MS,NMR,other

5-MeO-pyr-T · 5-Methoxy-pyr-tryptamine

4-HO-pip-T · 4-Hydroxy-pip-tryptamine

4,5-DHP-DMT · 4,5-Dihydropyrano-N,N-dimethyltryptamine

5,6-DHP-DMT · 5,6-Dihydropyrano-N,N-dimethyltryptamine

5-MeO-MALT · 5-Methoxy-N-methyl-N-allyltryptamine

5-Cyclopentyloxy-T · 5-Cyclopentyloxytryptamine

Ro-60-0213

1-Methyl-4,5-DHP-AMT · 1-Methyl-4,5-dihydropyrano-α-methyltryptamine

Cyclopropyl-norfentanyl

4-HO-EALT · 4-Hydroxy-N-ethyl-N-allyltryptamine

4-HO-N-cyclopropylmethyl-NMT · 4-Hydroxy-N-cyclopropylmethyl-N-methyltryptamine

4-HO-ECPT · 4-Hydroxy-N-ethyl-N-cyclopropyltryptamine

4-HO-EPMI

4-HO-MCBT · 4-Hydroxy-N-methyl-N-cyclobutyltryptamine

Cyclomethyline

5-Propanoyl-N,N-dimethyltryptamine · 5-Propanoyl-DMT · 5-Propionyl-DMT

6,7-DHP-3,α-dimethyl-iso-DMT · 6,7-Dihydropyrano-3,α-dimethyl-N,N-dimethyl-isotryptamine

5-MeO-MCPT · 5-Methoxy-N-methyl-N-cyclopropyltryptamine

14439

7 Dec 2019 · · Isomer Design