4-Benzylpiperidine

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4-Benzylpiperidine
4-Benzylpiperidine.png
4-benzylpiperidine.png
Identifiers
CAS Number
PubChem CID
ChemSpider
ChEMBL
ECHA InfoCard 100.045.926
Chemical and physical data
Formula C12H17N
Molar mass 175.270 g/mol
3D model (Jmol)
 NYesY (what is this?)  (verify)

4-Benzylpiperidine is a drug and research chemical used in scientific studies. It acts as a monoamine releasing agent with 20- to 48-fold selectivity for releasing dopamine versus serotonin.[1] It has a fast onset of action and a short duration.[1] It also functions as a monoamine oxidase inhibitor (MAOI) with preference for MAO-A.[2]

Derivatives[edit]

  1. 4-Benzylpiperidine is used to produce pimetine, an hypolipidemic agent.[3]
  2. 4-Benzylpiperidine is also used to produce benrixate, an antiarrhythmic agent.

See also[edit]

References[edit]

  1. ^ a b Negus SS, Baumann MH, Rothman RB, Mello NK, Blough BE (2009). "Selective suppression of cocaine- versus food-maintained responding by monoamine releasers in rhesus monkeys: benzylpiperazine, (+)phenmetrazine, and 4-benzylpiperidine.". J Pharmacol Exp Ther. 329 (1): 272–281. doi:10.1124/jpet.108.143701. PMC 2670586Freely accessible. PMID 19151247. 
  2. ^ Arai Y, Hamamichi N, Kinemuchi H (1986). "Time-dependent inhibition of rat brain monoamine oxidase by an analogue of 1-methyl-4-phenyl-1,2,3,6-tetrahydropyridine (MPTP), 4-(4-chlorophenyl)-1,2,3,6-tetrahydropyridine.". Neurosci Lett. 70 (2): 255–260. doi:10.1016/0304-3940(86)90473-8. PMID 3490636. 
  3. ^ Gray, Allan P.; Archer, Wesley L.; Spinner, Ernest E.; Cavallito, Chester J. (1957). "Bis-Ammonium Salts. Unsymmetric Derivatives of Substituted Pyridine Bases that Are Potent and Selective Hypotensive Agents1". Journal of the American Chemical Society. 79 (14): 3805–3808. doi:10.1021/ja01571a049. ISSN 0002-7863.