Lefetamine

Chemical compound From Wikipedia, the free encyclopedia

Lefetamine (Santenol) is a drug which is a stimulant and also an analgesic with effects comparable to codeine.

ATC code
  • none
Legal status
Quick facts Clinical data, Routes ofadministration ...
Lefetamine
Clinical data
Routes of
administration
Oral
ATC code
  • none
Legal status
Legal status
Identifiers
  • (1R)-N,N-dimethyl-1,2-diphenylethanamine
CAS Number
PubChem CID
ChemSpider
UNII
CompTox Dashboard (EPA)
Chemical and physical data
FormulaC16H19N
Molar mass225.335 g·mol−1
3D model (JSmol)
  • CN([C@@H](C1=CC=CC=C1)CC2=CC=CC=C2)C
  • InChI=1S/C16H19N/c1-17(2)16(15-11-7-4-8-12-15)13-14-9-5-3-6-10-14/h3-12,16H,13H2,1-2H3/t16-/m1/s1 checkY
  • Key:YEJZJVJJPVZXGX-MRXNPFEDSA-N checkY
 ☒NcheckY (what is this?)  (verify)
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Discovery

The parent structure of lefetamine, 1,2-diphenylethylamine was first synthesized in the 1940s and showed weak analgesic activity.[2]

Lefetamine itself was first investigated in Japan in the 1950s.[3] The L-isomer showed weak analgesic action comparable to codeine and antitussive action far weaker than codeine. The d-isomer showed no such activity but caused seizures in rats.[4][5]

Society and culture

It was abused in Japan during the 1950s. In a small study in 1989 it showed some effect against opioid withdrawal symptoms without causing withdrawal symptoms itself. It was concluded that it may be an opioid partial agonist.[6]

It has been abused in Europe; in 1989 a small study of 15 abusers and some volunteers found that it had some partial similarity to opioids, that it produced withdrawal symptoms, and had dependence and abuse potential to a certain degree.[7]

In a small study in 1994, it was compared to clonidine and buprenorphine in the detoxification of methadone patients and found to be inferior to both of them.[8]

Regulation may vary; it does not appear as either a narcotic or non-narcotic under the US Controlled Substances Act 1970[9]

The Canadian Controlled Drugs and Substances Act was amended in 2016 to include the substance as a Schedule III substance. Possession without legal authority can result in maximum 3 years imprisonment. Further, Health Canada amended the Food and Drug Regulations in May, 2016 to classify Lefetamine as a controlled drug.[10]

Research

Some related pyrrylphenylethanones had analgesic activity comparable to morphine.[11] Some pyrrole analogues were reported to have analgesic effects comparable to lefetamine and being devoid of neurotoxic properties.[12]

See also

References

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