Home Amines 169209-63-6
169209-63-6,MFCD00672677
Catalog No.:AA001YID

169209-63-6 | 2,4-Pyrrolidinedicarboxylic acid, 4-amino-, (2R,4R)-

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10mg
≥98%(HPLC)
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  • Technical Information
  • Properties
  • Literature
Technical Information
Catalog Number:
AA001YID
Chemical Name:
2,4-Pyrrolidinedicarboxylic acid, 4-amino-, (2R,4R)-
CAS Number:
169209-63-6
Molecular Formula:
C6H10N2O4
Molecular Weight:
174.1546
MDL Number:
MFCD00672677
SMILES:
OC(=O)[C@@H]1NC[C@@](C1)(N)C(=O)O
Properties
Computed Properties
 
Complexity:
230  
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
2  
Heavy Atom Count:
12  
Hydrogen Bond Acceptor Count:
6  
Hydrogen Bond Donor Count:
4  
Rotatable Bond Count:
2  
XLogP3:
-6.5  

Literature

Title: Pancreatic insulin and exocrine secretion are under the modulatory control of distinct subpopulations of vagal motoneurones in the rat.

Journal: The Journal of physiology 20120801

Title: CEACAM1 negatively regulates IL-1β production in LPS activated neutrophils by recruiting SHP-1 to a SYK-TLR4-CEACAM1 complex.

Journal: PLoS pathogens 20120401

Title: Brain superoxide anion formation in immature rats during seizures: protection by selected compounds.

Journal: Experimental neurology 20120101

Title: Effects of the group II mGlu receptor agonist 2R,4R-APDC on dentate gyrus cell proliferation in the adult rat brain after diffuse brain injury.

Journal: Neurological research 20110501

Title: Participation of metabotropic glutamate receptors in pentetrazol-induced kindled seizure.

Journal: Epilepsia 20110101

Title: Pharmacological enhancement of glutamate transport reduces excitotoxicity in vitro.

Journal: Restorative neurology and neuroscience 20110101

Title: Metabotropic glutamate receptor mGlu2 is resistant to homologous agonist-induced desensitization but undergoes protein kinase C-mediated heterologous desensitization.

Journal: European journal of pharmacology 20101215

Title: [Group II metabotropic glutamate receptors is involved in the modulation of respiratory rhythmical discharge activity in neonatal rat medullary brain slices].

Journal: Nan fang yi ke da xue xue bao = Journal of Southern Medical University 20100801

Title: Potentiation of morphine antiallodynic efficacy by ACPT-III, a group III metabotropic glutamate receptor agonist, in rat spinal nerve ligation-induced neuropathic pain.

Journal: Pharmacology, biochemistry, and behavior 20100701

Title: Ameliorative effect of a hippocampal metabotropic glutamate- receptor agonist on histamine H1 receptor antagonist-induced memory deficit in rats.

Journal: Journal of pharmacological sciences 20100101

Title: Posttreatment with group II metabotropic glutamate receptor agonist 2R,4R-4-aminopyrrolidine-2,4-dicarboxylate is only weakly effective on seizures in immature rats.

Journal: Brain research 20090601

Title: Antinociceptive synergistic effect of spinal mGluR2/3 antagonist and glial cells inhibitor on peripheral inflammation-induced mechanical hypersensitivity.

Journal: Brain research bulletin 20090529

Title: Effects of repeated exposure to cocaine on group II metabotropic glutamate receptor function in the rat medial prefrontal cortex: behavioral and neurochemical studies.

Journal: Psychopharmacology 20090401

Title: Distinct roles of metabotropic glutamate receptor activation on inhibitory signaling in the ventral lateral geniculate nucleus.

Journal: Journal of neurophysiology 20090401

Title: Group II metabotropic glutamate receptor activation on peripheral nociceptors modulates TRPV1 function.

Journal: Brain research 20090112

Title: Group II metabotropic glutamate receptor activation attenuates peripheral sensitization in inflammatory states.

Journal: Neuroscience 20080623

Title: Strain differences in alcohol-induced neurochemical plasticity: a role for accumbens glutamate in alcohol intake.

Journal: Alcoholism, clinical and experimental research 20080401

Title: Characteristics of GABA release induced by free radicals in mouse hippocampal slices.

Journal: Neurochemical research 20080301

Title: Intrathecal injection of glutamate receptor antagonists/agonist selectively attenuated rat pain-related behaviors induced by the venom of scorpion Buthus martensi Karsch.

Journal: Toxicon : official journal of the International Society on Toxinology 20071215

Title: 2R, 4R-APDC decreases cell proliferation in the dentate gyrus of adult rats: the effect of 2R, 4R-APDC on cell proliferation.

Journal: Neuroreport 20070917

Title: Functional organization of presynaptic metabotropic glutamate receptors in vagal brainstem circuits.

Journal: The Journal of neuroscience : the official journal of the Society for Neuroscience 20070822

Title: Group II metabotropic glutamate receptors inhibit glutamate release at thalamocortical synapses in the developing somatosensory cortex.

Journal: Neuroscience 20070525

Title: Group II metabotropic glutamate receptors reduce excitatory but not inhibitory neurotransmission in rat barrel cortex in vivo.

Journal: Neuroscience 20070425

Title: Involvement of group II metabotropic glutamate receptors in stress-induced behavioural sensitization.

Journal: Psychopharmacology 20070401

Title: Metabotropic glutamate receptor 3 protects neurons from glucose-induced oxidative injury by increasing intracellular glutathione concentration.

Journal: Journal of neurochemistry 20070401

Title: Chronic imipramine treatment reduces inhibitory properties of group II mGlu receptors without affecting their density or affinity.

Journal: Pharmacological reports : PR 20070101

Title: Metabotropic glutamate receptors differentially regulate GABAergic inhibition in thalamus.

Journal: The Journal of neuroscience : the official journal of the Society for Neuroscience 20061227

Title: Participation of peripheral group I and II metabotropic glutamate receptors in the development or maintenance of IL-1beta-induced mechanical allodynia in the orofacial area of conscious rats.

Journal: Neuroscience letters 20061206

Title: Vagal afferent control of opioidergic effects in rat brainstem circuits.

Journal: The Journal of physiology 20060915

Title: beta-Amyloid peptides impair PKC-dependent functions of metabotropic glutamate receptors in prefrontal cortical neurons.

Journal: Journal of neurophysiology 20050601

Title: Seizures induced in immature rats by homocysteic acid and the associated brain damage are prevented by group II metabotropic glutamate receptor agonist (2R,4R)-4-aminopyrrolidine-2,4-dicarboxylate.

Journal: Experimental neurology 20050401

Title: Group I and II metabotropic glutamate receptors alter brain cortical metabolic and glutamate/glutamine cycle activity: a 13C NMR spectroscopy and metabolomic study.

Journal: Journal of neurochemistry 20050101

Title: Metabotropic glutamate receptor 2 modulates excitatory synaptic transmission in the rat globus pallidus.

Journal: Neuropharmacology 20050101

Title: Abnormal metabotropic glutamate receptor expression and signaling in the cerebral cortex in diffuse Lewy body disease is associated with irregular alpha-synuclein/phospholipase C (PLCbeta1) interactions.

Journal: Brain pathology (Zurich, Switzerland) 20041001

Title: Protection against glucose-induced neuronal death by NAAG and GCP II inhibition is regulated by mGluR3.

Journal: Journal of neurochemistry 20040401

Title: Interactions of carbon monoxide and metabotropic glutamate receptor groups in the nucleus tractus solitarii of rats.

Journal: The Journal of pharmacology and experimental therapeutics 20040301

Title: 2R,4R-APDC influence on hypoxia-induced impairment of learning and memory processes in passive avoidance test.

Journal: Polish journal of pharmacology 20040101

Title: Metabotropic glutamate receptor regulation of neuronal cell death.

Journal: Experimental neurology 20031101

Title: Prefrontal group II metabotropic glutamate receptor activation decreases performance on a working memory task.

Journal: Annals of the New York Academy of Sciences 20031101

Title: Bidirectional modulation of cystine/glutamate exchanger activity in cultured cortical astrocytes.

Journal: Annals of the New York Academy of Sciences 20031101

Title: Group II metabotropic glutamate receptors regulate the vulnerability to hypoxic brain damage.

Journal: The Journal of neuroscience : the official journal of the Society for Neuroscience 20030709

Title: Enhancement of low-voltage-activated calcium currents by group II metabotropic glutamate receptors in rat retinal ganglion cells.

Journal: Molecular and cellular neurosciences 20030701

Title: Electrothermal atomic absorption spectrometric-determination of cobalt in human serum and urine.

Journal: Acta pharmaceutica (Zagreb, Croatia) 20030601

Title: The role of metabotropic glutamate receptors in regulation of striatal proenkephalin expression: implications for the therapy of Parkinson's disease.

Journal: Neuroscience 20030101

Title: Activation of group II mGlu receptors inhibits voltage-gated Ca2+ currents in myenteric neurons.

Journal: American journal of physiology. Gastrointestinal and liver physiology 20021201

Title: A pharmacological analysis of the contractile effects of glutamate on rat and human isolated gut smooth muscle strips.

Journal: Methods and findings in experimental and clinical pharmacology 20021201

Title: Modulation of group II metabotropic glutamate receptor signaling by chronic cocaine.

Journal: The Journal of pharmacology and experimental therapeutics 20021101

Title: Different metabotropic glutamate receptors play opposite roles in synaptic plasticity of the rat medial vestibular nuclei.

Journal: The Journal of physiology 20020915

Title: Antinociceptive effects following intrathecal pretreatment with selective metabotropic glutamate receptor compounds in a rat model of neuropathic pain.

Journal: Pharmacology, biochemistry, and behavior 20020901

Title: Peripheral group II metabotropic glutamate receptors (mGluR2/3) regulate prostaglandin E2-mediated sensitization of capsaicin responses and thermal nociception.

Journal: The Journal of neuroscience : the official journal of the Society for Neuroscience 20020801

Title: Interaction of group I mGlu and NMDA receptor agonists within the dorsal horn of the spinal cord of the juvenile rat.

Journal: British journal of pharmacology 20020501

Title: Group II metabotropic glutamate receptors modulate extracellular glutamate in the nucleus accumbens.

Journal: The Journal of pharmacology and experimental therapeutics 20020101

Title: Role of group II and group III metabotropic glutamate receptors in spinal cord injury.

Journal: Experimental neurology 20020101

Title: DCG-IV but not other group-II metabotropic receptor agonists induces microglial BDNF mRNA expression in the rat striatum. Correlation with neuronal injury.

Journal: Neuroscience 20020101

Title: Differential modulation of the D1-like- and D2-like dopamine receptor-induced locomotor responses by group II metabotropic glutamate receptors in the rat nucleus accumbens.

Journal: Neuropharmacology 20010901

Title: [3H]LY341495 binding to group II metabotropic glutamate receptors in rat brain.

Journal: The Journal of pharmacology and experimental therapeutics 20010801

Title: Attenuation of seizures induced by homocysteic acid in immature rats by metabotropic glutamate group II and group III receptor agonists.

Journal: Brain research 20010727

Title: Synthesis of N(1)-substituted analogues of (2R,4R)-4-amino-pyrrolidine-2,4-dicarboxylic acid as agonists, partial agonists, and antagonists of group II metabotropic glutamate receptors.

Journal: Bioorganic & medicinal chemistry letters 20010723

Title: Group II mGlu receptor agonists fail to protect against various neurotoxic insults induced in murine cortical, striatal and cerebellar granular pure neuronal cultures.

Journal: Neuropharmacology 20010701

Title: The group I metabotropic glutamate receptor antagonist S-4-CPG modulates the locomotor response produced by the activation of D1-like, but not D2-like, dopamine receptors in the rat nucleus accumbens.

Journal: The European journal of neuroscience 20010601

Title: The mGlu(2/3) agonist 2R,4R-4-aminopyrrolidine-2,4-dicarboxylate, is anti- and proconvulsant in DBA/2 mice.

Journal: Neuroscience letters 20010216

Title: [3H]-LY341495 as a novel antagonist radioligand for group II metabotropic glutamate (mGlu) receptors: characterization of binding to membranes of mGlu receptor subtype expressing cells.

Journal: Neuropharmacology 19991001

Title: Folbergrová J, et al. Posttreatment with group II metabotropic glutamate receptor agonist 2R,4R-4-aminopyrrolidine-2,4-dicarboxylate is only weakly effective on seizures in immature rats. Brain Res. 2009 Jun 1;1273:144-54.

Title: Yao H, et al. 2R, 4R-APDC decreases cell proliferation in the dentate gyrus of adult rats: the effect of 2R, 4R-APDC on cell proliferation. Neuroreport. 2007 Sep 17;18(14):1459-62.

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Tags:169209-63-6 Molecular Formula|169209-63-6 MDL|169209-63-6 SMILES|169209-63-6 2,4-Pyrrolidinedicarboxylic acid, 4-amino-, (2R,4R)-