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211672 Sigma-Aldrich

Nipecotic acid

98%

Synonym: (±)-β-Homoproline, 3-Piperidinecarboxylic acid, 3-Carboxypiperidine, Hexahydronicotinic acid

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Properties

Related Categories Building Blocks, C5 to C7, Cell Biology, Cell Signaling and Neuroscience, Chemical Synthesis,
Quality Level   100
assay   98%
mp   261 °C (dec.) (lit.)
solubility   water: soluble 50 mg/mL, clear, colorless to faintly yellow
SMILES string   OC(=O)C1CCCNC1
InChI   1S/C6H11NO2/c8-6(9)5-2-1-3-7-4-5/h5,7H,1-4H2,(H,8,9)
InChI key   XJLSEXAGTJCILF-UHFFFAOYSA-N
Gene Information   human ... SLC23A2(9962)

Description

General description

R(−)-Nipecotic acid is a potential inhibitor of uptake of γ-aminobutyric acid (GABA) in rat brain slices. Lipophilic derivatives of nipecotic acid are used as drugs for the treatment of epilepsy.

Application

Nipecotic acid was used in determination of the antiepileptic drug vigabatrin and the amino acid neurotransmitters in rat brain extracellular fluid by capillary electrophoresis with laser-induced fluorescence detection.

Reactant for concurrent esterification and N-acteylation of amino acids with orthoesters

Reactant for synthesis of:
Anticonvulsants
HCV NS5B polymerase inhibitors
Cathepsin S inhibitors
Orally bioavailable P2Y12 antagonists for inhibition of platelet aggregation
Positive allosteric modulator of metabotropic glutamate receptor 4

Packaging

1, 5, 25 g in poly bottle

Other Notes

Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. 211672.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.

Safety & Documentation

Safety Information

Symbol 
GHS07  GHS07
Signal word 
Warning
Hazard statements 
Precautionary statements 
Target organs 
Respiratory system
Personal Protective Equipment 
RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 3
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable

Documents

Certificate of Analysis (COA)

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Certificate of Origin (COO)

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Protocols & Articles
Peer-Reviewed Papers
15

References

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