DL-Nipecotic acid - CAS 498-95-3
Catalog: |
BB026855 |
Product Name: |
DL-Nipecotic acid |
CAS: |
498-95-3 |
Synonyms: |
(±)-β-Homoproline; Hexahydronicotinic acid; 3-Carboxypiperidine; Nipecotic acid; (±)-3-Piperidine carboxylic acid; (±)-Nipecotic acid; (±)-Piperidine-3-carboxylic acid |
IUPAC Name: | piperidine-3-carboxylic acid |
Description: | Nipecotic acid, a potent inhibitor of neuronal and glial-aminobutyric acid (GABA) uptake in vitro, directly activates GABAA-like chloride channels with an EC50 of about 300 μM. |
Molecular Weight: | 129.16 |
Molecular Formula: | C6H11NO2 |
Canonical SMILES: | C1CC(CNC1)C(=O)O |
InChI: | 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 |
Boiling Point: | 265.8±33.0°C at 760 mmHg |
Melting Point: | 261°C (dec.) |
Purity: | ≥95% |
Density: | 1.1±0.1 g/cm3 |
Solubility: | Soluble in Water (Slightly), Methanol (Very Slightly) |
Appearance: | White Solid |
Storage: | Store at 2-8°C |
MDL: | MFCD00005992 |
LogP: | 0.39940 |
GHS Hazard Statement: | H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]; H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]; H335 (100%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation] |
Precautionary Statement: | P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 |
Signal Word: | Warning |
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PMID | Publication Date | Title | Journal |
23707258 | 20130701 | Optimization of novel nipecotic bis(amide) inhibitors of the Rho/MKL1/SRF transcriptional pathway as potential anti-metastasis agents | Bioorganic & medicinal chemistry letters |
23571415 | 20130601 | Structure-based identification of OATP1B1/3 inhibitors | Molecular pharmacology |
22689508 | 20120901 | Library screening by means of mass spectrometry (MS) binding assays-exemplarily demonstrated for a pseudostatic library addressing γ-aminobutyric acid (GABA) transporter 1 (GAT1) | ChemMedChem |
22641289 | 20120814 | Synthesis and evaluation of new polyenic compounds as potential PPARs modulators | Organic & biomolecular chemistry |
22678999 | 20120801 | Involvement of γ-aminobutyric acid transporter 2 in the hepatic uptake of taurine in rats | American journal of physiology. Gastrointestinal and liver physiology |
Complexity: | 114 |
Compound Is Canonicalized: | Yes |
Covalently-Bonded Unit Count: | 1 |
Defined Atom Stereocenter Count: | 0 |
Defined Bond Stereocenter Count: | 0 |
Exact Mass: | 129.078978594 |
Formal Charge: | 0 |
Heavy Atom Count: | 9 |
Hydrogen Bond Acceptor Count: | 3 |
Hydrogen Bond Donor Count: | 2 |
Isotope Atom Count: | 0 |
Monoisotopic Mass: | 129.078978594 |
Rotatable Bond Count: | 1 |
Topological Polar Surface Area: | 49.3 |
Undefined Atom Stereocenter Count: | 1 |
Undefined Bond Stereocenter Count: | 0 |
XLogP3: | -2.9 |
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