Nipecotic acid

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Wikipedia

Nipecotic acid
Identifiers
  • Piperidine-3-carboxylic acid
CAS Number
PubChem CID
IUPHAR/BPS
ChemSpider
UNII
ChEMBL
CompTox Dashboard (EPA)
ECHA InfoCard100.007.159 Edit this at Wikidata
Chemical and physical data
FormulaC6H11NO2
Molar mass129.159 g·mol−1
3D model (JSmol)
  • C1CC(CNC1)C(=O)O

Nipecotic acid is a GABA reuptake inhibitor used in scientific research.[1][2][3] It has very little to no blood–brain barrier penetration itself, but structural modifications have been made to improve this.[4][5]

See also

References

  1. ↑ Macdonald RL (2012). Eadie MJ, Vajda FJ (eds.). Antiepileptic drugs: pharmacology and therapeutics (First ed.). [S.l.]: Springer. p. 130. ISBN 978-3-642-64244-9. In contrast, prolonged (1 h) exposure to gabapentin enhanced the shunting effect on CAl region excitatory postsynaptic potentials induced by the GABA uptake inhibitor, nipecotic acid, which promotes GABA release.
  2. ↑ Takahashi K, Miyoshi S, Kaneko A, Copenhagen DR (1995). "Actions of nipecotic acid and SKF89976A on GABA transporter in cone-driven horizontal cells dissociated from the catfish retina". The Japanese Journal of Physiology. 45 (3): 457–473. doi:10.2170/jjphysiol.45.457. PMID 7474528.
  3. ↑ Wahab A, Heinemann U, Albus K (October 2009). "Effects of gamma-aminobutyric acid (GABA) agonists and a GABA uptake inhibitor on pharmacoresistant seizure like events in organotypic hippocampal slice cultures". Epilepsy Research. 86 (2–3): 113–123. doi:10.1016/j.eplepsyres.2009.05.008. PMID 19535226. S2CID 32999271.
  4. ↑ Shek E (1994). "Chemical delivery systems and prodrugs of anticonvulsive drugs". Advanced Drug Delivery Reviews. 14 (2–3): 227–241. doi:10.1016/0169-409X(94)90041-8. Nipecotic acid is a potent in vitro inhibitor of neuronal and glial GABA uptake. However, because nipecotic acid does not penetrate the blood-brain barrier (BBB) it lacks any in vivo activity [23,24].
  5. ↑ Dhanawat M, Gupta S, Mehta DK, Das R (February 2021). "Design, Synthesis and Enhanced BBB Penetration Studies of L-serine-Tethered Nipecotic Acid-Prodrug". Drug Research. 71 (2): 94–103. doi:10.1055/a-1290-0119. PMID 33241549.