Deterenol

Last updated
Deterenol
Deterenol.svg
Clinical data
Trade names Betafrine
Other namesIsopropylnorsynephrine, Isopropyloctopamine
Identifiers
  • 4-[1-hydroxy-2-(propan-2-ylamino)ethyl]phenol
CAS Number
PubChem CID
ChemSpider
UNII
KEGG
ChEMBL
CompTox Dashboard (EPA)
Chemical and physical data
Formula C11H17NO2
Molar mass 195.262 g·mol−1
3D model (JSmol)
  • CC(C)NCC(C1=CC=C(C=C1)O)O
  • InChI=1S/C11H17NO2/c1-8(2)12-7-11(14)9-3-5-10(13)6-4-9/h3-6,8,11-14H,7H2,1-2H3
  • Key:MPCPSVWSWKWJLO-UHFFFAOYSA-N

Deterenol (also known as Isopropylnorsynephrine and Isopropyloctopamine; trade name Betaphrine) is a stimulant drug which acts as a beta agonist. It has been found as an ingredient of dietary supplement products, but is banned in most countries due to risk of cardiac arrest. [1] [2] [3] [4] [5]

See also

References

  1. ↑ Anderson WG (June 1983). "The sympathomimetic activity of N-isopropyloctopamine in vitro". The Journal of Pharmacology and Experimental Therapeutics. 225 (3): 553–8. doi:10.1016/S0022-3565(25)33627-X. PMID   6306210.
  2. ↑ Mercader J, Wanecq E, Chen J, Carpéné C (September 2011). "Isopropylnorsynephrine is a stronger lipolytic agent in human adipocytes than synephrine and other amines present in Citrus aurantium". Journal of Physiology and Biochemistry. 67 (3): 443–52. doi:10.1007/s13105-011-0078-2. PMID   21336650. S2CID   22449550.
  3. ↑ Venhuis B, Keizers P, van Riel A, de Kaste D (June 2014). "A cocktail of synthetic stimulants found in a dietary supplement associated with serious adverse events". Drug Testing and Analysis. 6 (6): 578–81. doi:10.1002/dta.1664. PMID   24802503.
  4. ↑ Zhao J, Wang M, Avula B, Khan IA (March 2018). "Detection and quantification of phenethylamines in sports dietary supplements by NMR approach". Journal of Pharmaceutical and Biomedical Analysis. 151: 347–355. doi: 10.1016/j.jpba.2018.01.025 . PMID   29413984. S2CID   46837518.
  5. ↑ Cohen PA, Travis JC, Vanhee C, Ohana D, Venhuis BJ (March 2021). "Nine prohibited stimulants found in sports and weight loss supplements: deterenol, phenpromethamine (Vonedrine), oxilofrine, octodrine, beta-methylphenylethylamine (BMPEA), 1,3-dimethylamylamine (1,3-DMAA), 1,4-dimethylamylamine (1,4-DMAA), 1,3-dimethylbutylamine (1,3-DMBA) and higenamine". Clinical Toxicology. 59 (11): 975–981. doi: 10.1080/15563650.2021.1894333 . PMID   33755516.


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