498-95-3 | Piperidine-3-carboxylic acid

Packsize	Purity	Availability	Price	Discounted Price
5g	94%	in stock	$15.00	$10.00
25g	94%	in stock	$16.00	$11.00
100g	94%	in stock	$63.00	$44.00
500g	94%	in stock	$258.00	$180.00
1kg	94%	in stock	$462.00	$324.00

Description

• Catalog Number: AB77505
• Chemical Name: Piperidine-3-carboxylic acid
• CAS Number: 498-95-3
• Molecular Formula: C6H11NO2
• Molecular Weight: 129.15704
• MDL Number: MFCD00005992
• SMILES: OC(=O)C1CCCNC1

Computed Properties

• Complexity: 114
• Covalently-Bonded Unit Count: 1
• Heavy Atom Count: 9
• Hydrogen Bond Acceptor Count: 3
• Hydrogen Bond Donor Count: 2
• Rotatable Bond Count: 1
• Undefined Atom Stereocenter Count: 1
• XLogP3: -2.9

Literature

• Optimization of novel nipecotic bis(amide) inhibitors of the Rho/MKL1/SRF transcriptional pathway as potential anti-metastasis agents.

  Bioorganic & medicinal chemistry letters 20130701

• 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 20120901

• Synthesis and evaluation of new polyenic compounds as potential PPARs modulators.

  Organic & biomolecular chemistry 20120814

• Involvement of γ-aminobutyric acid transporter 2 in the hepatic uptake of taurine in rats.

  American journal of physiology. Gastrointestinal and liver physiology 20120801

• Arousal from sleep in response to intermittent hypoxia in rat pups is modulated by medullary raphe GABAergic mechanisms.

  American journal of physiology. Regulatory, integrative and comparative physiology 20120301

• TRPA1 channels regulate astrocyte resting calcium and inhibitory synapse efficacy through GAT-3.

  Nature neuroscience 20120101

• In vitro maturation of dopaminergic neurons derived from mouse embryonic stem cells: implications for transplantation.

  PloS one 20120101

• γ-Aminobutyric acid transporter 2 mediates the hepatic uptake of guanidinoacetate, the creatine biosynthetic precursor, in rats.

  PloS one 20120101

• Co-Release of GABA Does Not Occur at Glycinergic Synapses onto Lumbar Motoneurons in Juvenile Mice.

  Frontiers in cellular neuroscience 20120101

• A steered molecular dynamics study of binding and translocation processes in the GABA transporter.

  PloS one 20120101

• Simultaneous quantification of D- vs. L-serine, taurine, kynurenate, phosphoethanolamine and diverse amino acids in frontocortical dialysates of freely-moving rats: differential modulation by N-methyl-D-aspartate (NMDA) and other pharmacological agents.

  Journal of neuroscience methods 20111115

• 1,5-Substituted nipecotic amides: selective PDE8 inhibitors displaying diastereomer-dependent microsomal stability.

  Bioorganic & medicinal chemistry letters 20110515

• Methylone and monoamine transporters: correlation with toxicity.

  Current neuropharmacology 20110301

• Amino acid derivatives are substrates or non-transported inhibitors of the amino acid transporter PAT2 (slc36a2).

  Biochimica et biophysica acta 20110101

• Stereospecific synthesis and structure-activity relationships of unsymmetrical 4,4-diphenylbut-3-enyl derivatives of nipecotic acid as GAT-1 inhibitors.

  Bioorganic & medicinal chemistry letters 20110101

• Localization and Function of GABA Transporters GAT-1 and GAT-3 in the Basal Ganglia.

  Frontiers in systems neuroscience 20110101

• Manganese exposure inhibits the clearance of extracellular GABA and influences taurine homeostasis in the striatum of developing rats.

  Neurotoxicology 20101201

• Synthesis and SAR studies of 1,4-benzoxazine MenB inhibitors: novel antibacterial agents against Mycobacterium tuberculosis.

  Bioorganic & medicinal chemistry letters 20101101

• Discovery of {1-[4-(2-{hexahydropyrrolo[3,4-c]pyrrol-2(1H)-yl}-1H-benzimidazol-1-yl)piperidin-1-yl]cyclooctyl}methanol, systemically potent novel non-peptide agonist of nociceptin/orphanin FQ receptor as analgesic for the treatment of neuropathic pain: design, synthesis, and structure-activity relationships.

  Bioorganic & medicinal chemistry 20101101

• A possible role of the non-GAT1 GABA transporters in transfer of GABA from GABAergic to glutamatergic neurons in mouse cerebellar neuronal cultures.

  Neurochemical research 20100901

• Sensory learning differentially affects GABAergic tonic currents in excitatory neurons and fast spiking interneurons in layer 4 of mouse barrel cortex.

  Journal of neurophysiology 20100801

• Homology modelling of the GABA transporter and analysis of tiagabine binding.

  ChemMedChem 20100705

• An adenosine A(2A) agonist injected in the nucleus of the solitary tract prolongs the laryngeal chemoreflex by a GABAergic mechanism in decerebrate piglets.

  Experimental physiology 20100701

• Azetidine derivatives as novel gamma-aminobutyric acid uptake inhibitors: synthesis, biological evaluation, and structure-activity relationship.

  European journal of medicinal chemistry 20100601

• Zolpidem modulation of phasic and tonic GABA currents in the rat dorsal motor nucleus of the vagus.

  Neuropharmacology 20100601

• Diverse antiepileptic drugs increase the ratio of background synaptic inhibition to excitation and decrease neuronal excitability in neurones of the rat entorhinal cortex in vitro.

  Neuroscience 20100505

• N-methyl phenylalanine-rich peptides as highly versatile blood-brain barrier shuttles.

  Journal of medicinal chemistry 20100325

• Glutamatergic excitation and GABA release from a transplantable cell line.

  Cell transplantation 20100101

• Hypertonicity enhances GABA uptake by cultured rat retinal capillary endothelial cells.

  Drug metabolism and pharmacokinetics 20100101

• Effects of gamma-aminobutyric acid (GABA) agonists and a GABA uptake inhibitor on pharmacoresistant seizure like events in organotypic hippocampal slice cultures.

  Epilepsy research 20091001

• Regulation of tonic GABA inhibitory function, presympathetic neuronal activity and sympathetic outflow from the paraventricular nucleus by astroglial GABA transporters.

  The Journal of physiology 20091001

• Alterations in extracellular levels of gamma-aminobutyric acid in the rat basolateral amygdala and periaqueductal gray during conditioned fear, persistent pain and fear-conditioned analgesia.

  The journal of pain : official journal of the American Pain Society 20091001

• Carnitine conjugate of nipecotic acid: a new example of dual prodrug.

  Molecules (Basel, Switzerland) 20090831

• Calibration of neurotransmitter release from neural cells for therapeutic implants.

  International journal of neural systems 20090601

• Stereoselective synthesis of nipecotic acid derivatives via palladium-catalyzed decarboxylative cyclization of gamma-methylidene-delta-valerolactones with imines.

  Organic letters 20090115

• Synaptically evoked glutamate transporter currents in Spinal Dorsal Horn Astrocytes.

  Molecular pain 20090101

• Temporal requirements of the fragile x mental retardation protein in modulating circadian clock circuit synaptic architecture.

  Frontiers in neural circuits 20090101

• Gamma-aminobutyric acid-mediated neurotransmission in the pontine reticular formation modulates hypnosis, immobility, and breathing during isoflurane anesthesia.

  Anesthesiology 20081201

• Synthesis and biological evaluation of aminomethylphenol derivatives as inhibitors of the murine GABA transporters mGAT1-mGAT4.

  European journal of medicinal chemistry 20081101

• Chronic nicotine modifies the effects of morphine on extracellular striatal dopamine and ventral tegmental GABA.

  Journal of neurochemistry 20081101

• On the presence of 3H-GABA uptake mechanism in bovine spermatozoa.

  Animal reproduction science 20081001

• Tiagabine is neuroprotective in the N171-82Q and R6/2 mouse models of Huntington's disease.

  Neurobiology of disease 20080601

• Water-soluble calix[4]resorcinarenes with hydroxyproline groups as chiral NMR solvating agents.

  The Journal of organic chemistry 20080404

• Identification of small molecules rescuing fragile X syndrome phenotypes in Drosophila.

  Nature chemical biology 20080401

• Pontine reticular formation (PnO) administration of hypocretin-1 increases PnO GABA levels and wakefulness.

  Sleep 20080401

• Synaptosomal GABA uptake decreases in paraoxon-treated rat brain.

  Toxicology 20080203

• Fast homeostatic plasticity of inhibition via activity-dependent vesicular filling.

  PloS one 20080101

• GABA uptake by purified avian Müller glia cells in culture.

  Neurotoxicity research 20070901

• Uptake and release of [(3)H]GABA in human dental pulp.

  Archives of oral biology 20070701

• Synthesis and biological evaluation of (R)-N-(diarylmethylthio/sulfinyl)ethyl/propyl-piperidine-3-carboxylic acid hydrochlorides as novel GABA uptake inhibitors.

  Bioorganic & medicinal chemistry letters 20070701

• Selective amino acid substitutions convert the creatine transporter to a gamma-aminobutyric acid transporter.

  The Journal of biological chemistry 20070525

• Neuropharmacological profile of FrPbAII, purified from the venom of the social spider Parawixia bistriata (Araneae, Araneidae), in Wistar rats.

  Life sciences 20070116

• Sleep and GABA levels in the oral part of rat pontine reticular formation are decreased by local and systemic administration of morphine.

  Neuroscience 20070105

• [Tiagabine overdose--report of two cases].

  Przeglad lekarski 20070101

• Anticonvulsant and anxiolytic activity of FrPbAII, a novel GABA uptake inhibitor isolated from the venom of the social spider Parawixia bistriata (Araneidae: Araneae).

  Brain research 20061208

• Possible expression of a particular gamma-aminobutyric acid transporter isoform responsive to upregulation by hyperosmolarity in rat calvarial osteoblasts.

  European journal of pharmacology 20061121

• Development of GABA-sensitive spasticity and rigidity in rats after transient spinal cord ischemia: a qualitative and quantitative electrophysiological and histopathological study.

  Neuroscience 20060901

• GABAergic mechanisms in regulating the activity state of substantia nigra pars reticulata neurons.

  Neuroscience 20060721

• Influence of a proton gradient on the transport kinetics of the H+/amino acid cotransporter PAT1 in Caco-2 cells.

  European journal of pharmaceutics and biopharmaceutics : official journal of Arbeitsgemeinschaft fur Pharmazeutische Verfahrenstechnik e.V 20060701

• GABAergic and glycinergic inhibitory mechanisms in the lamprey respiratory control.

  Brain research 20060523

• Microsphere-based protease assays and screening application for lethal factor and factor Xa.

  Cytometry. Part A : the journal of the International Society for Analytical Cytology 20060501

• alpha2-Adrenoceptor-mediated modulation of the release of GABA and noradrenaline in the rat substantia nigra pars reticulata.

  Neuroscience letters 20060306

• Improvement of metabolic competence of isolated nerve terminals by extracellular pyruvate.

  Ukrains'kyi biokhimichnyi zhurnal (1999 ) 20060101

• 2-n-Butyl-9-methyl-8-[1,2,3]triazol-2-yl-9H-purin-6-ylamine and analogues as A2A adenosine receptor antagonists. Design, synthesis, and pharmacological characterization.

  Journal of medicinal chemistry 20051103

• Antidystonic efficacy of gamma-aminobutyric acid uptake inhibitors in the dtsz mutant.

  European journal of pharmacology 20051003

• Subtype-specific GABA transporter antagonists synergistically modulate phasic and tonic GABAA conductances in rat neocortex.

  Journal of neurophysiology 20050901

• Anterior hypothalamic neurons respond to blood pressure changes via gamma-aminobutyric acid and angiotensins in rats.

  Neuroscience letters 20050826

• HPLC conditions are critical for the detection of GABA by microdialysis.

  Journal of neurochemistry 20050801

• Quinolinic acid toxicity on orexin neurons blocked by gamma aminobutyric acid type A receptor stimulation.

  Neuroreport 20050801

• Phospholipids as determinants of membrane protein topology. Phosphatidylethanolamine is required for the proper topological organization of the gamma-aminobutyric acid permease (GabP) of Escherichia coli.

  The Journal of biological chemistry 20050715

• Nipecotic acid: systemic availability and brain delivery after nasal administration of nipecotic acid and n-butyl nipecotate to rats.

  Pharmaceutical research 20050401

• Nitric oxide stimulates gamma-aminobutyric acid release and inhibits glycine release in retina.

  The Journal of comparative neurology 20050314

• Ascorbic and 6-Br-ascorbic acid conjugates as a tool to increase the therapeutic effects of potentially central active drugs.

  European journal of pharmaceutical sciences : official journal of the European Federation for Pharmaceutical Sciences 20050301

• Thermodynamic study of N-trifluoroacetyl-O-alkyl nipecotic acid ester enantiomers on diluted permethylated beta-cyclodextrin stationary phase.

  Journal of chromatography. A 20050204

• Stimulated release of exogenous GABA and glutamate from cerebral cortical synaptosomes and brain slices by bis(acetato)tetrakis(imidazole) copper(II) complex.

  Biological trace element research 20050101

• Characterization and crystal structure of cadmium(II) halide complexes with amino acids and their derivatives VI. The comparison of crystal structures of cadmium(II) halide complexes with three kinds of piperidine carboxylic acids.

  Journal of inorganic biochemistry 20041201

• Neuronal electrical high frequency stimulation modulates presynaptic GABAergic physiology.

  Neuroscience letters 20041123

• GABAergic modulation of motor-driven behaviors in juvenile Drosophila and evidence for a nonbehavioral role for GABA transport.

  Journal of neurobiology 20041101

• Design, synthesis and in vitro evaluation on HRPE cells of ascorbic and 6-bromoascorbic acid conjugates with neuroactive molecules.

  Bioorganic & medicinal chemistry 20041015

• The brain-to-blood efflux transport of taurine and changes in the blood-brain barrier transport system by tumor necrosis factor-alpha.

  Brain research 20041008

• Effect of a high-salt diet on gamma-aminobutyric acid-mediated responses in the nucleus tractus solitarius of Sprague-Dawley rats.

  Brain research bulletin 20040930

• Taurine-induced long-lasting potentiation in the rat hippocampus shows a partial dissociation from total hippocampal taurine content and independence from activation of known taurine transporters.

  Journal of neurochemistry 20040601

• Lipophilicity-related inhibition of blood platelet aggregation by nipecotic acid anilides.

  European journal of pharmaceutical sciences : official journal of the European Federation for Pharmaceutical Sciences 20040601

• Design, synthesis and anticonvulsive activity of analogs of gamma-vinyl GABA.

  Farmaco (Societa chimica italiana : 1989) 20040501

• Involvement of membrane GABA transporter in alpha-latrotoxin-stimulated [3H]GABA release.

  Neurochemistry international 20040401

• Role of taurine uptake on the induction of long-term synaptic potentiation.

  The European journal of neuroscience 20040401

• Assay for nipecotic acid in small blood samples by gas chromatography-mass spectroscopy.

  Journal of pharmaceutical and biomedical analysis 20040310

• Behavioral effects of bicuculline microinjection in the dorsal versus ventral hippocampal formation of rats, and control of seizures by nigral muscimol.

  Epilepsy research 20040201

• Transporter-mediated effects of diclofenamic acid and its ascorbyl pro-drug in the in vivo neurotropic activity of ascorbyl nipecotic acid conjugate.

  Journal of pharmaceutical sciences 20040101

• Changes in rectal temperature and ECoG spectral power of sensorimotor cortex elicited in conscious rabbits by i.c.v. injection of GABA, GABA(A) and GABA(B) agonists and antagonists.

  British journal of pharmacology 20040101

• The 'Transport Specificity Ratio': a structure-function tool to search the protein fold for loci that control transition state stability in membrane transport catalysis.

  BMC biochemistry 20040101

• Use of the transport specificity ratio and cysteine-scanning mutagenesis to detect multiple substrate specificity determinants in the consensus amphipathic region of the Escherichia coli GABA (gamma-aminobutyric acid) transporter encoded by gabP.

  The Biochemical journal 20031215

• Intracerebroventricular injection of muscimol, baclofen or nipecotic acid stimulates food intake in layer-type, but not meat-type, chicks.

  Brain research 20031212

• Partial hippocampal kindling increases GABAB receptor-mediated postsynaptic currents in CA1 pyramidal cells.

  Epilepsy research 20031101

• Design, synthesis and anticonvulsive activities of potential prodrugs linked by two-carbon chain.

  Archives of pharmacal research 20031001

• Differential arithmetic of shunting inhibition for voltage and spike rate in neocortical pyramidal cells.

  The European journal of neuroscience 20031001

• Highly water-soluble derivatives of the anesthetic agent propofol: in vitro and in vivo evaluation of cyclic amino acid esters.

  European journal of pharmaceutical sciences : official journal of the European Federation for Pharmaceutical Sciences 20030901

• Taurine-induced long-lasting enhancement of synaptic transmission in mice: role of transporters.

  The Journal of physiology 20030801

• Phenylarsine oxide inhibits alpha-latrotoxin-stimulated [3H]GABA release from rat brain synaptosomes.

  Neurochemistry international 20030601

• De novo design of non-hydrogen-bonded helical pseudopeptides composed of oxanipecotic acid oligomers.

  Chemical communications (Cambridge, England) 20030421

• Investigation of platelet aggregation inhibitory activity by phenyl amides and esters of piperidinecarboxylic acids.

  Bioorganic & medicinal chemistry 20030403

• Role of EphA4 and EphrinB3 in local neuronal circuits that control walking.

  Science (New York, N.Y.) 20030321

• Endogenous GABA in the commissural subnucleus of the NTS inhibits the carotid chemoreceptor reflex via GABA A receptors in rats.

  Journal of neural transmission (Vienna, Austria : 1996) 20030301

• Effects of 3-hydroxy-4-amino-4,5,6,7-tetrahydro-1,2-benzisoxazol (exo-THPO) and its N-substituted analogs on GABA transport in cultured neurons and astrocytes and by the four cloned mouse GABA transporters.

  Neurochemistry international 20030101

• GABA-mediated neurotransmission in the ventrolateral NTS plays a role in respiratory regulation in the rat.

  American journal of physiology. Regulatory, integrative and comparative physiology 20021201

• IL-4 increases GABAergic phenotype in rat retinal cell cultures: involvement of muscarinic receptors and protein kinase C.

  Journal of neuroimmunology 20021201

• Expression and functional characterization of GABA transporters in crayfish neurosecretory cells.

  The Journal of neuroscience : the official journal of the Society for Neuroscience 20021101

• GAT-1 and reversible GABA transport in Bergmann glia in slices.

  Journal of neurophysiology 20020901

• Delta-Aminolevulinic acid transport in murine mammary adenocarcinoma cells is mediated by beta transporters.

  British journal of cancer 20020812

• Increased synaptosomal [3H] GABA uptake in the rat brainstem after facial carrageenan injections.

  Pain 20020801

• GABA is toxic for mouse striatal neurones through a transporter-mediated process.

  Journal of neurochemistry 20020801

• Gamma-aminobutyric acid transporter (BGT-1) expressed in human astrocytoma U373 MG cells: pharmacological and molecular characterization and phorbol ester-induced inhibition.

  Journal of neuroscience research 20020701

• AMPA receptor activation induces GABA release from neurons migrating tangentially in the intermediate zone of embryonic rat neocortex.

  The European journal of neuroscience 20020701

• Involvement of P2X7 receptors in the regulation of neurotransmitter release in the rat hippocampus.

  Journal of neurochemistry 20020601

• Effect of cannabinoids on synaptic transmission in the rat hippocampal slice is temperature-dependent.

  European journal of pharmacology 20020503

• Effects of GABAergic agents on anesthesia induced by halothane, isoflurane, and thiamylal in mice.

  Pharmacology, biochemistry, and behavior 20020501

• Sustained ER Ca2+ depletion suppresses protein synthesis and induces activation-enhanced cell death in mast cells.

  The Journal of biological chemistry 20020419

• Differential ontogeny of GABA(B)-receptor-mediated pre- and postsynaptic modulation of GABA and glycine transmission in respiratory rhythm-generating network in mouse.

  The Journal of physiology 20020415

• Does extracellular calcium determine what pool of GABA is the target for alpha-latrotoxin?

  Neurochemistry international 20020401

• Functional significance of nitric oxide in ionomycin-evoked [3H]GABA release from mouse cerebral cortical neurons.

  Journal of neurochemistry 20020401

• Design, synthesis and activity of ascorbic acid prodrugs of nipecotic, kynurenic and diclophenamic acids, liable to increase neurotropic activity.

  Journal of medicinal chemistry 20020131

• Activation of P2X(7) receptors induced [(3)H]GABA release from the RBA-2 type-2 astrocyte cell line through a Cl(-)/HCO(3)(-)-dependent mechanism.

  Glia 20020101

• Bi-directional transport of GABA in human embryonic kidney (HEK-293) cells stably expressing the rat GABA transporter GAT-1.

  British journal of pharmacology 20020101

• [Effect of synaptosomal cytosolic [3H]GABA pool depletion on secretory ability of alpha-latrotoxin].

  Ukrains'kyi biokhimichnyi zhurnal (1999 ) 20020101

• Substrate-induced regulation of gamma-aminobutyric acid transporter trafficking requires tyrosine phosphorylation.

  The Journal of biological chemistry 20011116

• Synthesis of novel GABA uptake inhibitors. Part 6: preparation and evaluation of N-Omega asymmetrically substituted nipecotic acid derivatives.

  Bioorganic & medicinal chemistry 20011101

• Differential modulation of respiratory neuronal discharge patterns by GABA(A) receptor and apamin-sensitive K(+) channel antagonism.

  Journal of neurophysiology 20011101

• Serotonin-1B receptor-mediated inhibition of [(3)H]GABA release from rat ventral tegmental area slices.

  Journal of neurochemistry 20011101

• Glutamate receptor desensitization block potentiates the stimulated GABA release through external Ca2+-independent mechanisms from granule cells of olfactory bulb.

  Neurochemical research 20011101

• Common mechanisms of inhibition for the Na+/glucose (hSGLT1) and Na+/Cl-/GABA (hGAT1) cotransporters.

  British journal of pharmacology 20011001

• Efflux of a suppressive neurotransmitter, GABA, across the blood-brain barrier.

  Journal of neurochemistry 20011001

• GAT2/BGT-1 as a system responsible for the transport of gamma-aminobutyric acid at the mouse blood-brain barrier.

  Journal of cerebral blood flow and metabolism : official journal of the International Society of Cerebral Blood Flow and Metabolism 20011001

• Creatine transport in brush-border membrane vesicles isolated from rat kidney cortex.

  Journal of the American Society of Nephrology : JASN 20010901

• The role of glycineB binding site and glycine transporter (GlyT1) in the regulation of [3H]GABA and [3H]glycine release in the rat brain.

  Neurochemical research 20010901

• Nipecotic acid directly activates GABA(A)-like ion channels.

  British journal of pharmacology 20010701

• Synthesis of novel gamma-aminobutyric acid (GABA) uptake inhibitors. 5.(1) Preparation and structure-activity studies of tricyclic analogues of known GABA uptake inhibitors.

  Journal of medicinal chemistry 20010621

• Experimental uremia affects hypothalamic amino acid neurotransmitter milieu.

  Journal of the American Society of Nephrology : JASN 20010601

• GABA transaminase inhibition induces spontaneous and enhances depolarization-evoked GABA efflux via reversal of the GABA transporter.

  The Journal of neuroscience : the official journal of the Society for Neuroscience 20010415

• Monomeric state and ligand binding of recombinant GABA transporter from Escherichia coli.

  FEBS letters 20010413

• Attenuation of malonate toxicity in primary mesencephalic cultures using the GABA transport blocker, NO-711.

  Journal of neuroscience research 20010401

• Transport of L-carnitine in isolated cerebral cortex neurons.

  European journal of biochemistry 20010401

• GABA uptake and heterotransport are impaired in the dentate gyrus of epileptic rats and humans with temporal lobe sclerosis.

  Journal of neurophysiology 20010401

• Tiagabine in clinical practice.

  Epilepsia 20010101

• GABA uptake inhibitors. Design, molecular pharmacology and therapeutic aspects.

  Current pharmaceutical design 20000801

• 1-(3-(9H-carbazol-9-yl)-1-propyl)-4-(2-methoxyphenyl)-4-piperidinol, a novel subtype selective inhibitor of the mouse type II GABA-transporter.

  British journal of pharmacology 19970301