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Macromerine

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Macromerine
Names
IUPAC name (R)-1-(3,4-Dimethoxyphenyl)-2-(dimethylamino)ethanol
Identifiers
CAS Number
3D model (JSmol)
ChemSpider
PubChem CID
UNII
CompTox Dashboard (EPA)
InChI
  • InChI=1S/C12H19NO3/c1-13(2)8-10(14)9-5-6-11(15-3)12(7-9)16-4/h5-7,10,14H,8H2,1-4H3Key: YAIPYAQVBZPSSC-UHFFFAOYSA-N
  • InChI=1/C12H19NO3/c1-13(2)8-10(14)9-5-6-11(15-3)12(7-9)16-4/h5-7,10,14H,8H2,1-4H3
SMILES
  • O(c1ccc(cc1OC)C(O)CN(C)C)C
Properties
Chemical formula C12H19NO3
Molar mass 225.288 g·mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). checkverify (what is  ?) Infobox references
Chemical compound

Macromerine is a phenethylamine derivative. It was first identified from the cactus Coryphantha macromeris. It can also be found in C. runyonii, C. elephantidens, and other related members of the family Cactaceae.

Chemistry

Macromerine is a phenethylamine derivative with the molecular formula C12H19NO3.

Effects

At least one study found macromerine to be non-psychoactive, however as a phenethylamine derivative, it may be psychoactive.

See also

References

  1. Brown, Stanley D.; Hodgkins, Joe E.; Reinecke, Manfred G. (1972). "Isolation, structure, synthesis, and absolute configuration of the cactus alkaloid, macromerine". The Journal of Organic Chemistry. 37 (5): 773–5. doi:10.1021/jo00970a024. PMID 5016327.
  2. Below, L.E.; Leung, A.Y.; Paul, A.G.; McLaughlin, J.L. (1968). "Cactus Alkaloids IV. Macromerine from Coryphantha runyonii". Journal of Pharmaceutical Sciences. 57 (3): 515–6. doi:10.1002/jps.2600570334. PMID 5655598.
  3. Vogel, W. H.; Evans, B. D.; Bonnem, E. M.; Fischer, J. F.; McLaughlin, J. L. (1973). "Macromerine, normacromerine and bisnormacromerine: Non-psychoactive methylated derivatives of norepinephrine". Psychopharmacologia. 30 (2): 145–51. doi:10.1007/BF00421429. PMID 4711372. S2CID 19823706.
Phenethylamines
Phenethylamines
Amphetamines
Phentermines
Cathinones
Phenylisobutylamines
Phenylalkylpyrrolidines
Catecholamines
(and close relatives)
Miscellaneous
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