4-MeO-MiPT

4-MeO-MiPT, or 4-methoxy-N-methyl-N-isopropyltryptamine, is a lesser-known psychedelic drug. It is the 4-methoxy analog of MiPT. 4-MeO-MiPT was first synthesized by Alexander Shulgin and is mentioned in his book TiHKAL (Tryptamines i Have Known And Loved). Subsequent testing by Shulgin on human test subjects showed the effective dose as 20-30 mg (or 0.4 mg per Kg body weight of subject); the onset time between ingestion and the first noticeable effects was 45-60 min, with sensations lasting between 2-2.5 hours.[1] The sensation were significantly milder than those of 4-HO-MiPT, with 4-MeO-MiPT producing erotic-enhancing effects, and few of the visuals common with tryptamines. Very little data exists about the pharmacological properties, metabolism, and toxicity of 4-MeO-MiPT.

4-MeO-MiPT
Names
Preferred IUPAC name
N-[2-(4-Methoxy-1H-indol-3-yl)ethyl]-N-methylpropan-2-amine
Other names
3-[2-(Isopropylmethylamino)ethyl]-4-methoxyindole
Identifiers
CAS Number
3D model (JSmol)
ChEMBL
ChemSpider
PubChem CID
UNII
InChI
  • InChI=1S/C15H22N2O/c1-11(2)17(3)9-8-12-10-16-13-6-5-7-14(18-4)15(12)13/h5-7,10-11,16H,8-9H2,1-4H3 Y
    Key: BJIWLHLNPTWSGD-UHFFFAOYSA-N Y
  • InChI=1/C15H22N2O/c1-11(2)17(3)9-8-12-10-16-13-6-5-7-14(18-4)15(12)13/h5-7,10-11,16H,8-9H2,1-4H3
    Key: BJIWLHLNPTWSGD-UHFFFAOYAK
SMILES
  • CC(N(CCC1=CNC2=C1C(OC)=CC=C2)C)C
Properties
Chemical formula
 C15H22N2O
Molar mass 246.35 g/mol
Melting point 80–81 °C (176–178 °F; 353–354 K)[1]
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
N verify (what is YN ?)
Infobox references

See also

References
  1. Repke, David B.; Grotjahn, Douglas B.; Shulgin, Alexander T. (July 1985). "Psychotomimetic N-methyl-N-isopropyltryptamines. Effects of variation of aromatic oxygen substituents". Journal of Medicinal Chemistry. 28 (7): 892–896. doi:10.1021/jm00145a007. PMID 4009612.


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