Lefetamine

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

Lefetamine

Clinical data
Routes of administration	Oral
ATC code	none
Legal status
Legal status	AU: S4 (Prescription only) BR: Class B1 (Psychoactive drugs)[1] CA: Schedule III DE: Anlage I (Authorized scientific use only) UK: Class B US: Schedule IV
Identifiers
IUPAC name (1R)-N,N-dimethyl-1,2-diphenylethanamine
CAS Number	7262-75-1 N
PubChem CID	443970
ChemSpider	392017 Y
UNII	4J9726V5Y9
CompTox Dashboard (EPA)	DTXSID7046833
Chemical and physical data
Formula	C16H19N
Molar mass	225.335 g·mol−1
3D model (JSmol)	Interactive image
SMILES CN([C@@H](C1=CC=CC=C1)CC2=CC=CC=C2)C
InChI 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 Y Key:YEJZJVJJPVZXGX-MRXNPFEDSA-N Y
NY (what is this?)  (verify)

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

• Alpha-D2PV
• AD-1211
• Diphenidine
• Diphenpipenol
• Ephenidine
• Fluorolintane
• Lanicemine
• Methoxphenidine (MXP)
• MT-45