Pethidine intermediate A

Pethidine intermediate A
Clinical data
Routes of; administration	N/A
ATC code	none;
Legal status
Legal status	DE: Anlage II (Authorized trade only, not prescriptible); US: Schedule II; UN: Narcotic Schedule I;
Identifiers
	IUPAC name 1-methyl-4-phenylpiperidine-4-carbonitrile;
CAS Number	3627-62-1;
PubChem CID	62513;
ChemSpider	56289;
UNII	EL4L2474TY;
CompTox Dashboard (EPA)	DTXSID50189814 ;
ECHA InfoCard	100.020.771
Chemical and physical data
Formula	C13H16N2
Molar mass	200.285 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES CN1CCC(CC1)(C#N)c2ccccc2;
	InChI InChI=1S/C13H16N2/c1-15-9-7-13(11-14,8-10-15)12-5-3-2-4-6-12/h2-6H,7-10H2,1H3; Key:ZLFQTZYFXYOGLS-UHFFFAOYSA-N;
	(verify)

Pethidine intermediate A is a 4-phenyl piperidine derivative that is a precursor to the opioid analgesic drug pethidine (meperidine). It is not known to have any analgesic activity in its own right, however other derivatives of pethidine with a 4-cyano group in place of the carboxylate ethyl ester have been found to be active,^[1] so pethidine intermediate A might also show opioid effects. It is scheduled by UN Single Convention on Narcotic Drugs. It is a Schedule II Narcotic controlled substance in the United States and has an ACSCN of 9232. The 2014 annual manufacturing quota was 6 grammes (as an end product, presumably for research use). ^[2]

References

^ Lomenzo SA, Rhoden JB, Izenwasser S, Wade D, Kopajtic T, Katz JL, Trudell ML. Synthesis and Biological Evaluation of Meperidine Analogues at Monoamine Transporters. Journal of Medicinal Chemistry. 2005; 48:1336-1343.
^ http://www.deadiversion.usdoj.gov/quotas/conv_factor/index.html

[1] Lomenzo SA, Rhoden JB, Izenwasser S, Wade D, Kopajtic T, Katz JL, Trudell ML. Synthesis and Biological Evaluation of Meperidine Analogues at Monoamine Transporters. Journal of Medicinal Chemistry. 2005; 48:1336-1343.

[2] ttp://www.deadiversion.usdoj.gov/quotas/conv_factor/index.html

[1]

[2]

See also

References