Lefetamine

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Lefetamine
Lefetamine.svg
Lefetamine3d.png
Systematic (IUPAC) name
(1R)-N,N-dimethyl-1,2-diphenylethanamine
Clinical data
Legal status
Routes of
administration		 Oral
Identifiers
CAS Number 7262-75-1 N
ATC code none
PubChem CID: 443970
ChemSpider 392017 YesY
UNII 4J9726V5Y9 YesY
Chemical data
Formula C16H19N
Molecular mass 225.329 g/mol
  • 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 YesY
  • Key:YEJZJVJJPVZXGX-MRXNPFEDSA-N YesY
 NYesY (what is this?)  (verify)

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

Lefetamine-related 1,2-diphenylethylamines were invented in the 1940s and showed weak analgesic activity.[1]

It was investigated in Japan in 1950s.[2] 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.[3][4]

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.[5]

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.[6]

In a small study in 1994 it was compared to clonidine and buprenorphine for the detoxification of methadone patients and found to be inferior to both for this purpose.[7]

Research

Some related pyrrylphenylethanones had analgetic activity comparable to morphine.[8] Some pyrrole analogues were reported to have analgesic effects comparable to lefetamine and being devoid of neurotoxic properties.[9]

See also

References

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  1. ↑ Lua error in package.lua at line 80: module 'strict' not found.
  2. ↑ DE patent 1159958, Ogyu, K.; Fujimura H.; Yamakawa Y.; Mita I., "Verfahren zur Herstellung von antitussiv wirksamem l-1,2-Diphenyl-1-dimethylaminoaethan und dessen Salzen", issued 1963-12-27, assigned to Institut Seikatsu Kagaku Kenkyusho (Scientific Research Institute for Practical Life, Kyoto) 
  3. ↑ Lua error in package.lua at line 80: module 'strict' not found.
  4. ↑ Lua error in package.lua at line 80: module 'strict' not found.
  5. ↑ Lua error in package.lua at line 80: module 'strict' not found.
  6. ↑ Lua error in package.lua at line 80: module 'strict' not found.
  7. ↑ Lua error in package.lua at line 80: module 'strict' not found.
  8. ↑ Lua error in package.lua at line 80: module 'strict' not found.
  9. ↑ Lua error in package.lua at line 80: module 'strict' not found.
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