(+)-CPCA

(+)-CPCA (nocaine, 3α-carbomethoxy-4β-(4-chlorophenyl)-N-methylpiperidine aka CTDP 31,446) is a stimulant drug similar in structure to pethidine (an opioid that possesses NDRI actions) and to RTI-31, but nocaine is lacking the two-carbon bridge of RTI-31's tropane skeleton. This compound was first developed as a substitute agent for cocaine.

"Nocaine" redirects here. Not to be confused with Norcocaine.
(+)-CPCA
Clinical data
ATC code
  • none
Identifiers
  • Methyl (3R,4S)-4-(4-chlorophenyl)-1-methylpiperidine-3-carboxylate
CAS Number
PubChem CID
ChemSpider
CompTox Dashboard (EPA)
Chemical and physical data
FormulaC14H18ClNO2
Molar mass267.75 g·mol−1
3D model (JSmol)
  • Clc1ccc(cc1)[C@@H]2[C@@H](C(=O)OC)CN(C)CC2
  • InChI=1S/C14H18ClNO2/c1-16-8-7-12(13(9-16)14(17)18-2)10-3-5-11(15)6-4-10/h3-6,12-13H,7-9H2,1-2H3/t12-,13+/m1/s1 N
  • Key:GDFVYUDIAQQDTA-OLZOCXBDSA-N N
 NY (what is this?)  (verify)

Since this time many substituted phenylpiperidine derivatives have been discovered, hybridizing the basic nocaine structure with that of other similar molecules such as methylphenidate, meperidine and modafinil to create a large family of derivatives with a range of activity profiles and potential applications. This is a significant field of research with much work ongoing, and dozens of novel compounds have been developed although none have yet come to market.

The nocaine family includes a diverse assortment of piperidine based cocaine mimics. The parent compound nocaine was developed in an attempt to develop a substitute drug for cocaine for the treatment of addiction, and was found to substitute for cocaine in animal models while having significantly less abuse potential itself.

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