4-Phenylpiperidine


4-Phenylpiperidine is a chemical compound. It features a benzene ring bound to a piperidine ring.
4-Phenylpiperidine is the base structure for a variety of opioids, such as pethidine, ketobemidone, alvimopan, loperamide, and diphenoxylate.

Preparation

  1. From the 3° alcohol, dehydration of which, and subsequent catalytic hydrogenation furnishes the product.
  2. 4-Phenylpyridine can also be catalytically hydrogenated.

    Derivatives

Drugs derived from 4-phenylpiperidine proper include:
  1. 4-PPBP
  2. ADX-71149
  3. Ropitoin
  4. Altapizone
  5. Vesamicol
  6. JNJ-42153605
  7. #81 & #82, #160 & #162, #165, #166 & #167, #174 & #178 in
  8. Bromination of 4-PP gives para-bromo-4-PP . See also:
  9. Guzikowski & Tamiz had some interesting example too:
  10. JNJ-40068782
  11. i.e. 5,5-Diphenyl-3--imidazolidine-2,4-dione.
4-phenylpiperdine core include:
  1. Haloperidol
  2. Enefexine
  3. Huntexil
A related compound is 4-benzylpiperidine, in which the rings are separated by a methylene bridge.