211672

Nipecotic acid

98%

• Synonym(s): (±)-β-Homoproline, 3-Carboxypiperidine, 3-Piperidinecarboxylic acid, Hexahydronicotinic acid
• Empirical Formula (Hill Notation): C₆H₁₁NO₂
• CAS Number: 498-95-3
• Molecular Weight: 129.16
• EC Number: 207-873-9
• MDL number: MFCD00005992
• UNSPSC Code: 12352100
• PubChem Substance ID: 24278161
• NACRES: NA.22

Properties

• Assay: 98%
• form: solid
• mp: 261 °C (dec.) (lit.)
• solubility: water: soluble 50 mg/mL, clear, colorless to faintly yellow
• functional group: carboxylic acid
• 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

Safety Information

• Pictograms: GHS07
• Signal Word: Warning
• Hazard Statements: H315,H319,H335
• Precautionary Statements: P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338
• Hazard Classifications: Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
• Target Organs: Respiratory system
• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves