Details
| Stereochemistry | RACEMIC |
| Molecular Formula | C6H11NO2.ClH |
| Molecular Weight | 165.618 |
| Optical Activity | ( + / - ) |
| Defined Stereocenters | 0 / 1 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
Cl.OC(=O)C1CCCNC1
InChI
InChIKey=LRZWUDOLANRDSF-UHFFFAOYSA-N
InChI=1S/C6H11NO2.ClH/c8-6(9)5-2-1-3-7-4-5;/h5,7H,1-4H2,(H,8,9);1H
| Molecular Formula | ClH |
| Molecular Weight | 36.461 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ACHIRAL |
| Additional Stereochemistry | No |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Optical Activity | NONE |
| Molecular Formula | C6H11NO2 |
| Molecular Weight | 129.157 |
| Charge | 0 |
| Count |
|
| Stereochemistry | RACEMIC |
| Additional Stereochemistry | No |
| Defined Stereocenters | 0 / 1 |
| E/Z Centers | 0 |
| Optical Activity | ( + / - ) |
Approval Year
PubMed
| Title | Date | PubMed |
|---|---|---|
| Gamma-aminobutyric acid-mediated neurotransmission in the pontine reticular formation modulates hypnosis, immobility, and breathing during isoflurane anesthesia. | 2008-12 |
|
| Chronic nicotine modifies the effects of morphine on extracellular striatal dopamine and ventral tegmental GABA. | 2008-11 |
|
| On the presence of 3H-GABA uptake mechanism in bovine spermatozoa. | 2008-10 |
|
| Fast homeostatic plasticity of inhibition via activity-dependent vesicular filling. | 2008-08-20 |
|
| Tiagabine is neuroprotective in the N171-82Q and R6/2 mouse models of Huntington's disease. | 2008-06 |
|
| Water-soluble calix[4]resorcinarenes with hydroxyproline groups as chiral NMR solvating agents. | 2008-04-04 |
|
| Pontine reticular formation (PnO) administration of hypocretin-1 increases PnO GABA levels and wakefulness. | 2008-04 |
|
| Synaptosomal GABA uptake decreases in paraoxon-treated rat brain. | 2008-02-03 |
|
| GABA uptake by purified avian Müller glia cells in culture. | 2007-09 |
|
| Synthesis and biological evaluation of (R)-N-(diarylmethylthio/sulfinyl)ethyl/propyl-piperidine-3-carboxylic acid hydrochlorides as novel GABA uptake inhibitors. | 2007-07-01 |
|
| Uptake and release of [(3)H]GABA in human dental pulp. | 2007-07 |
|
| Selective amino acid substitutions convert the creatine transporter to a gamma-aminobutyric acid transporter. | 2007-05-25 |
|
| Improvement of metabolic competence of isolated nerve terminals by extracellular pyruvate. | 2007-02-13 |
|
| Neuropharmacological profile of FrPbAII, purified from the venom of the social spider Parawixia bistriata (Araneae, Araneidae), in Wistar rats. | 2007-01-16 |
|
| Sleep and GABA levels in the oral part of rat pontine reticular formation are decreased by local and systemic administration of morphine. | 2007-01-05 |
|
| [Tiagabine overdose--report of two cases]. | 2007 |
|
| Anticonvulsant and anxiolytic activity of FrPbAII, a novel GABA uptake inhibitor isolated from the venom of the social spider Parawixia bistriata (Araneidae: Araneae). | 2006-12-08 |
|
| Possible expression of a particular gamma-aminobutyric acid transporter isoform responsive to upregulation by hyperosmolarity in rat calvarial osteoblasts. | 2006-11-21 |
|
| Development of GABA-sensitive spasticity and rigidity in rats after transient spinal cord ischemia: a qualitative and quantitative electrophysiological and histopathological study. | 2006-09-01 |
|
| GABAergic mechanisms in regulating the activity state of substantia nigra pars reticulata neurons. | 2006-07-21 |
|
| Influence of a proton gradient on the transport kinetics of the H+/amino acid cotransporter PAT1 in Caco-2 cells. | 2006-07 |
|
| GABAergic and glycinergic inhibitory mechanisms in the lamprey respiratory control. | 2006-05-23 |
|
| alpha2-Adrenoceptor-mediated modulation of the release of GABA and noradrenaline in the rat substantia nigra pars reticulata. | 2006-03-06 |
|
| Antidystonic efficacy of gamma-aminobutyric acid uptake inhibitors in the dtsz mutant. | 2005-10-03 |
|
| Subtype-specific GABA transporter antagonists synergistically modulate phasic and tonic GABAA conductances in rat neocortex. | 2005-09 |
|
| Anterior hypothalamic neurons respond to blood pressure changes via gamma-aminobutyric acid and angiotensins in rats. | 2005-08-26 |
|
| Quinolinic acid toxicity on orexin neurons blocked by gamma aminobutyric acid type A receptor stimulation. | 2005-08-01 |
|
| HPLC conditions are critical for the detection of GABA by microdialysis. | 2005-08 |
|
| 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. | 2005-07-15 |
|
| Nipecotic acid: systemic availability and brain delivery after nasal administration of nipecotic acid and n-butyl nipecotate to rats. | 2005-04 |
|
| Nitric oxide stimulates gamma-aminobutyric acid release and inhibits glycine release in retina. | 2005-03-14 |
|
| Ascorbic and 6-Br-ascorbic acid conjugates as a tool to increase the therapeutic effects of potentially central active drugs. | 2005-03 |
|
| Thermodynamic study of N-trifluoroacetyl-O-alkyl nipecotic acid ester enantiomers on diluted permethylated beta-cyclodextrin stationary phase. | 2005-02-04 |
|
| Stimulated release of exogenous GABA and glutamate from cerebral cortical synaptosomes and brain slices by bis(acetato)tetrakis(imidazole) copper(II) complex. | 2005 |
|
| 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. | 2004-12 |
|
| Neuronal electrical high frequency stimulation modulates presynaptic GABAergic physiology. | 2004-11-23 |
|
| The "Transport Specificity Ratio": a structure-function tool to search the protein fold for loci that control transition state stability in membrane transport catalysis. | 2004-11-17 |
|
| GABAergic modulation of motor-driven behaviors in juvenile Drosophila and evidence for a nonbehavioral role for GABA transport. | 2004-11 |
|
| Design, synthesis and in vitro evaluation on HRPE cells of ascorbic and 6-bromoascorbic acid conjugates with neuroactive molecules. | 2004-10-15 |
|
| The brain-to-blood efflux transport of taurine and changes in the blood-brain barrier transport system by tumor necrosis factor-alpha. | 2004-10-08 |
|
| Effect of a high-salt diet on gamma-aminobutyric acid-mediated responses in the nucleus tractus solitarius of Sprague-Dawley rats. | 2004-09-30 |
|
| Lipophilicity-related inhibition of blood platelet aggregation by nipecotic acid anilides. | 2004-06 |
|
| 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. | 2004-06 |
|
| Design, synthesis and anticonvulsive activity of analogs of gamma-vinyl GABA. | 2004-05 |
|
| Role of taurine uptake on the induction of long-term synaptic potentiation. | 2004-04 |
|
| Assay for nipecotic acid in small blood samples by gas chromatography-mass spectroscopy. | 2004-03-10 |
|
| Behavioral effects of bicuculline microinjection in the dorsal versus ventral hippocampal formation of rats, and control of seizures by nigral muscimol. | 2004-02 |
|
| 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. | 2004-01 |
|
| Transporter-mediated effects of diclofenamic acid and its ascorbyl pro-drug in the in vivo neurotropic activity of ascorbyl nipecotic acid conjugate. | 2004-01 |
|
| Partial hippocampal kindling increases GABAB receptor-mediated postsynaptic currents in CA1 pyramidal cells. | 2003-11 |
| Substance Class |
Chemical
Created
by
admin
on
Edited
Wed Apr 02 15:09:55 GMT 2025
by
admin
on
Wed Apr 02 15:09:55 GMT 2025
|
| Record UNII |
4A2FH6F5EG
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| Record Status |
Validated (UNII)
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| Record Version |
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DTXSID60487419
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12313377
Created by
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6034-80-6
Created by
admin on Wed Apr 02 15:09:55 GMT 2025 , Edited by admin on Wed Apr 02 15:09:55 GMT 2025
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4A2FH6F5EG
Created by
admin on Wed Apr 02 15:09:55 GMT 2025 , Edited by admin on Wed Apr 02 15:09:55 GMT 2025
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| Related Record | Type | Details | ||
|---|---|---|---|---|
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ENANTIOMER -> RACEMATE |
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PARENT -> SALT/SOLVATE |
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ENANTIOMER -> RACEMATE |
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