DL-Nipecotic acid - CAS 498-95-3

Name: DL-Nipecotic acid
Brand: BOC Sciences
Rating: 5 (1 reviews)

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

Technical Data

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