Isonipecotic acid

Isonipecotic acid
IUPAC name
4-Piperidinecarboxylic acid
498-94-2 YesY
3D model (Jmol) Interactive image
ChemSpider 3641 N
ECHA InfoCard 100.007.158
EC Number 207-872-3
PubChem 3773
Molar mass 129.16 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

Isonipecotic acid is a heterocyclic compound which acts as a GABAA receptor partial agonist.[1]

It consists of a piperidine ring with a carboxylic acid moiety in the iso position (and as such is also known as "4-piperidinecarboxylic acid").


  1. A known use of isonipecotic acid is to prepare 4-(4-Chlorobenzoyl)-piperidine,[2] which in-turn finds an application in the synthesis of Cloroperone (Cloperone).
  2. An alternative use in in the preparation of (4-bromophenyl)(4-piperidyl)methanone-(Z)—O-ethyloxime.[3]
  3. The 4-(p-fluorobenzoyl)piperidine moiety[4][5] is known to have application in the synthesis of Ketanserin, Setoperone, Lidanserin, Pirenperone, altanserin & Duoperone.


  1. Mortensen M, Kristiansen U, Ebert B, Frølund B, Krogsgaard-Larsen P, Smart TG (June 2004). "Activation of single heteromeric GABA(A) receptor ion channels by full and partial agonists". The Journal of Physiology. 557 (Pt 2): 389–413. doi:10.1113/jphysiol.2003.054734. PMC 1665090Freely accessible. PMID 14990676.
  2. Cavallini et al. Farmaco, Edizione Scientifica, 1957 , vol. 12, p. 853,862.
  3. George S. K. Wong, Jeonghan Park, Weidong Tong, Ramani Raghavan, U.S. Patent 6,914,142 (2005 to Schering Corporation).
  4. Chumpradit, S.; Choi, S. R.; Hou, C.; Acton, P. D.; Kung, H. F. (2001). "Novel TC-99M N2S2 derivatives for imaging 5HT2A receptors". Journal of Labelled Compounds and Radiopharmaceuticals. 44 (S1): S524–S526. doi:10.1002/jlcr.25804401186. ISSN 0362-4803.
  5. Journal of Medicinal Chemistry, vol. 46, # 25 p. 5512 - 5532. doi:10.1021/jm0309349

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