2,3,4,5-Tetramethoxyphenethylamine

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2,3,4,5-Tetramethoxyphenethylamine
2,3,4,5-Tetramethoxyphenethylamine.svg
Clinical data
Other namesTeMPEA
Identifiers
  • 2-(2,3,4,5-tetramethoxyphenyl)ethanamine
CAS Number
PubChem CID
ChemSpider
Chemical and physical data
Formula C12H19NO4
Molar mass 241.287 g·mol−1
3D model (JSmol)
  • COC1=C(C(=C(C(=C1)CCN)OC)OC)OC
  • InChI=1S/C12H19NO4/c1-14-9-7-8(5-6-13)10(15-2)12(17-4)11(9)16-3/h7H,5-6,13H2,1-4H3
  • Key:GJKJPCJLMHZZFK-UHFFFAOYSA-N

2,3,4,5-Tetramethoxyphenethylamine (TeMPEA) is a drug of the phenethylamine family related to mescaline (3,4,5-trimethoxyphenethylamine) and the 2C drugs (4-substituted 2,5-dimethoxyphenethylamines). [1] [2] It was reported to be twice as potent as mescaline in producing behavioral changes in animals. [2] [3] However, it does not seem to have been tested in humans. [1] [2] The drug was not described in Alexander Shulgin's PiHKAL, though it was included in The Shulgin Index, Volume One: Psychedelic Phenethylamines and Related Compounds . [1] A derivative is 2,3,4,5-tetramethoxyamphetamine (TeMA), which was included in PiHKAL, and was reported to be inactive in humans at the tested doses. [4]

Contents

See also

References

  1. 1 2 3 Shulgin A, Manning T, Daley PF (2011). "#114. TeMPEA". The Shulgin Index, Volume One: Psychedelic Phenethylamines and Related Compounds . Vol. 1. Berkeley, CA: Transform Press. pp. 280–281. ISBN   978-0-9630096-3-0. OCLC   709667010.
  2. 1 2 3 Brimblecombe RW, Pinder RM (1975). "Phenylalkylamines and Their Derivatives". Hallucinogenic Agents. Bristol: Wright-Scientechnica. pp. 55–97.
  3. ↑ Smythies JR, Bradley RJ, Johnston VS, Benington F, Morin RD, Clark LC (1967). "Structure-activity relationship studies on mescaline. 3. The influence of the methoxy groups". Psychopharmacologia. 10 (5): 379–387. doi:10.1007/BF00403978. PMID   5588333.
  4. ↑ Shulgin AT, Shulgin A (1991). PiHKAL: A Chemical Love Story (1st ed.). Berkeley, CA: Transform Press. ISBN   978-0-9630096-0-9. OCLC   25627628.
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