Nipecotic acid

Nipecotic acid

Identifiers
IUPAC name Piperidine-3-carboxylic acid
CAS Number	498-95-3
PubChem CID	4498
IUPHAR/BPS	4564
ChemSpider	4342
UNII	1U1QTN40SY
ChEMBL	ChEMBL277498
CompTox Dashboard (EPA)	DTXSID00870568
ECHA InfoCard	100.007.159
Chemical and physical data
Formula	C6H11NO2
Molar mass	129.159 g·mol−1
3D model (JSmol)	Interactive image
SMILES C1CC(CNC1)C(=O)O

Nipecotic acid is a GABA uptake inhibitor ^[1] used in scientific research. ^{[2] [3]} Nipecotic acid has very little to no BBB penetration itself but structural modifications can be done to improve this. ^[4]

See also

• Deramciclane
• Tiagabine
• Niacin

References

1. Macdonald, R.L. (2012). Eadie, Mervyn J.; Vajda, Frank J. E. (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". Jpn. J. Physiol. 45 (3): 457–73. 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): 113–23. doi:10.1016/j.eplepsyres.2009.05.008. PMID   19535226. S2CID   32999271.
4. Dhanawat, Meenakshi; Gupta, Sumeet; Mehta, Dinesh Kumar; Das, Rina (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. ISSN   2194-9387. PMID   33241549.