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179067-99-3,MFCD00947859
Catalog No.:AA0026OE

179067-99-3 | Benzo[b]cyclopropa[e]pyran-1a(1H)-carboxylic acid, 7,7a-dihydro-7-(hydroxyimino)-, ethyl ester

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10mg
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25mg
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50mg
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  • Technical Information
  • Properties
  • Literature
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  • Technical Information
  • Properties
  • Literature
Technical Information
Catalog Number:
AA0026OE
Chemical Name:
Benzo[b]cyclopropa[e]pyran-1a(1H)-carboxylic acid, 7,7a-dihydro-7-(hydroxyimino)-, ethyl ester
CAS Number:
179067-99-3
Molecular Formula:
C13H13NO4
Molecular Weight:
247.2466
MDL Number:
MFCD00947859
SMILES:
CCOC(=O)C12CC2C(=NO)c2c(O1)cccc2
Properties
Properties
 
Form:
Solid  

Computed Properties
 
Complexity:
395  
Covalently-Bonded Unit Count:
1  
Defined Bond Stereocenter Count:
1  
Heavy Atom Count:
18  
Hydrogen Bond Acceptor Count:
5  
Hydrogen Bond Donor Count:
1  
Rotatable Bond Count:
3  
Undefined Atom Stereocenter Count:
2  
XLogP3:
1.9  

Literature

Title: GABAergic inhibition regulates developmental synapse elimination in the cerebellum.

Journal: Neuron 20120426

Title: Modulation of endocannabinoid-mediated long-lasting disinhibition of striatal output by cholinergic interneurons.

Journal: Neuropharmacology 20111201

Title: Polymodal activation of the endocannabinoid system in the extended amygdala.

Journal: Nature neuroscience 20111106

Title: Monosynaptic and polysynaptic feed-forward inputs to mitral cells from olfactory sensory neurons.

Journal: The Journal of neuroscience : the official journal of the Society for Neuroscience 20110615

Title: A prolonged pharmacological blockade of type-5 metabotropic glutamate receptors protects cultured spinal cord motor neurons against excitotoxic death.

Journal: Neurobiology of disease 20110601

Title: Evaluation of cannabinoid receptor 2 and metabotropic glutamate receptor 1 functional responses using a cell impedance-based technology.

Journal: Journal of biomolecular screening 20101201

Title: Interaction between Ephrins and mGlu5 metabotropic glutamate receptors in the induction of long-term synaptic depression in the hippocampus.

Journal: The Journal of neuroscience : the official journal of the Society for Neuroscience 20100224

Title: Modulation of intracellular calcium mobilization and GABAergic currents through subtype-specific metabotropic glutamate receptors in neonatal rat hippocampus.

Journal: Brain research bulletin 20100115

Title: Repeated cocaine administration increases B-cell leukemia/lymphoma 2 phosphorylation in the rat dorsal striatum.

Journal: Neuroscience letters 20100104

Title: Reduction of glutamatergic neurotransmission by prolonged exposure to dieldrin involves NMDA receptor internalization and metabotropic glutamate receptor 5 downregulation.

Journal: Toxicological sciences : an official journal of the Society of Toxicology 20100101

Title: Regulation of increased glutamatergic input to spinal dorsal horn neurons by mGluR5 in diabetic neuropathic pain.

Journal: Journal of neurochemistry 20100101

Title: Metabotropic glutamate receptors: their therapeutic potential in anxiety.

Journal: Current topics in behavioral neurosciences 20100101

Title: Activation of group I metabotropic glutamate receptors leads to brain-derived neurotrophic factor expression in rat C6 cells.

Journal: Neuroscience letters 20091225

Title: Excitatory actions of ventral root stimulation during network activity generated by the disinhibited neonatal mouse spinal cord.

Journal: Journal of neurophysiology 20090601

Title: Mobilization of calcium from intracellular stores facilitates somatodendritic dopamine release.

Journal: The Journal of neuroscience : the official journal of the Society for Neuroscience 20090520

Title: Glutamate-dependent transcriptional control in Bergmann glia: Sox10 as a repressor.

Journal: Journal of neurochemistry 20090501

Title: D2 dopamine receptor activation facilitates endocannabinoid-mediated long-term synaptic depression of GABAergic synaptic transmission in midbrain dopamine neurons via cAMP-protein kinase A signaling.

Journal: The Journal of neuroscience : the official journal of the Society for Neuroscience 20081224

Title: Regulatory role of C-terminus in the G-protein coupling of the metabotropic glutamate receptor 1.

Journal: Journal of neurochemistry 20081101

Title: Dual neurotoxic and neuroprotective role of metabotropic glutamate receptor 1 in conditions of trophic deprivation - possible role as a dependence receptor.

Journal: Neuropharmacology 20080901

Title: Src-family protein tyrosine kinase negatively regulates cerebellar long-term depression.

Journal: Neuroscience research 20080701

Title: mGluR1-mediated facilitation of long-term potentiation at inhibitory synapses on a cerebellar Purkinje neuron.

Journal: The European journal of neuroscience 20080201

Title: Modulation of a spinal locomotor network by metabotropic glutamate receptors.

Journal: The European journal of neuroscience 20071001

Title: Functional interactions between presynaptic NMDA receptors and metabotropic glutamate receptors co-expressed on rat and human noradrenergic terminals.

Journal: British journal of pharmacology 20070801

Title: Endocannabinoids limit metabotropic glutamate 5 receptor-mediated synaptic inhibition of striatal principal neurons.

Journal: Molecular and cellular neurosciences 20070601

Title: The non-competitive metabotropic glutamate receptor-1 antagonist CPCCOEt inhibits the in vitro growth of human melanoma.

Journal: Oncology reports 20070601

Title: Peripheral metabotropic glutamate receptor 5 mediates mechanical hypersensitivity in craniofacial muscle via protein kinase C dependent mechanisms.

Journal: Neuroscience 20070425

Title: Blockade of amygdala metabotropic glutamate receptor subtype 1 impairs fear extinction.

Journal: Biochemical and biophysical research communications 20070330

Title: Stimulation of group I mGlu receptors in the ventrotegmental area enhances extracellular dopamine in the rat medial prefrontal cortex.

Journal: Journal of neurochemistry 20070301

Title: The mGlu1 antagonist CPCCOEt enhances the climbing fibre response in Purkinje neurones independently of glutamate receptors.

Journal: Neuropharmacology 20070201

Title: Short- and long-term depression of rat cerebellar parallel fibre synaptic transmission mediated by synaptic crosstalk.

Journal: The Journal of physiology 20070115

Title: Behavioral and neurochemical interactions between Group 1 mGluR antagonists and ethanol: potential insight into their anti-addictive properties.

Journal: Drug and alcohol dependence 20061108

Title: Hypolocomotion in rats with chronic liver failure is due to increased glutamate and activation of metabotropic glutamate receptors in substantia nigra.

Journal: Journal of hepatology 20061101

Title: Ketamine, but not propofol, anaesthesia is regulated by metabotropic glutamate 5 receptors.

Journal: British journal of anaesthesia 20060501

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

Journal: Pain 20051101

Title: Radioligand binding properties and pharmacological characterization of 6-amino-N-cyclohexyl-N,3-dimethylthiazolo[3,2-a]benzimidazole-2-carboxamide (YM-298198), a high-affinity, selective, and noncompetitive antagonist of metabotropic glutamate receptor type 1.

Journal: The Journal of pharmacology and experimental therapeutics 20051001

Title: Activation of cerebellar parallel fibers monitored in transgenic mice expressing a fluorescent Ca2+ indicator protein.

Journal: The European journal of neuroscience 20050801

Title: Acute up-regulation of glutamate uptake mediated by mGluR5a in reactive astrocytes.

Journal: Journal of neurochemistry 20050701

Title: Antagonist-induced supersensitivity of mGlu1 receptor signalling in cerebellar granule cells.

Journal: The European journal of neuroscience 20050301

Title: mGluR1 and mGluR5 antagonists in the amygdala inhibit different components of audible and ultrasonic vocalizations in a model of arthritic pain.

Journal: Pain 20050101

Title: Periaqueductal grey CB1 cannabinoid and metabotropic glutamate subtype 5 receptors modulate changes in rostral ventromedial medulla neuronal activities induced by subcutaneous formalin in the rat.

Journal: Neuroscience 20050101

Title: Ionotropic and metabotropic receptors, protein kinase A, protein kinase C, and Src contribute to C-fiber-induced ERK activation and cAMP response element-binding protein phosphorylation in dorsal horn neurons, leading to central sensitization.

Journal: The Journal of neuroscience : the official journal of the Society for Neuroscience 20040922

Title: Anxiolytic-like effects of PHCCC, an allosteric modulator of mGlu4 receptors, in rats.

Journal: European journal of pharmacology 20040913

Title: Functional topology of the mossy fibre-granule cell--Purkinje cell system revealed by imaging of intrinsic fluorescence in mouse cerebellum.

Journal: The European journal of neuroscience 20040801

Title: Agonist-independent internalization of metabotropic glutamate receptor 1a is arrestin- and clathrin-dependent and is suppressed by receptor inverse agonists.

Journal: Journal of neurochemistry 20040501

Title: Spike train timing-dependent associative modification of hippocampal CA3 recurrent synapses by mossy fibers.

Journal: Neuron 20040205

Title: Differential roles of mGluR1 and mGluR5 in brief and prolonged nociceptive processing in central amygdala neurons.

Journal: Journal of neurophysiology 20040101

Title: Distinct glutamate receptors govern differential levels of nitric oxide production in a layer-specific manner in the rat cerebellar cortex.

Journal: Neuroscience 20040101

Title: Developmental shift from long-term depression to long-term potentiation in the rat medial vestibular nuclei: role of group I metabotropic glutamate receptors.

Journal: The Journal of physiology 20031201

Title: Chronic hyperammonemia alters motor and neurochemical responses to activation of group I metabotropic glutamate receptors in the nucleus accumbens in rats in vivo.

Journal: Neurobiology of disease 20031201

Title: Allosteric modulation of group III metabotropic glutamate receptor 4: a potential approach to Parkinson's disease treatment.

Journal: Proceedings of the National Academy of Sciences of the United States of America 20031111

Title: Nicotine recruits a local glutamatergic circuit to excite septohippocampal GABAergic neurons.

Journal: The European journal of neuroscience 20030901

Title: Homer1 proteins and AMPA receptors modulate cocaine-induced behavioural plasticity.

Journal: The European journal of neuroscience 20030901

Title: [3H]R214127: a novel high-affinity radioligand for the mGlu1 receptor reveals a common binding site shared by multiple allosteric antagonists.

Journal: Molecular pharmacology 20030501

Title: Group I metabotropic glutamate receptors modulate glutamate and gamma-aminobutyric acid release in the periaqueductal grey of rats.

Journal: European journal of pharmacology 20030221

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

Journal: The Journal of physiology 20020915

Title: Interaction between vanilloid and glutamate receptors in the central modulation of nociception.

Journal: European journal of pharmacology 20020329

Title: Endogenous activation of group-I metabotropic glutamate receptors is required for differentiation and survival of cerebellar Purkinje cells.

Journal: The Journal of neuroscience : the official journal of the Society for Neuroscience 20011001

Title: The conductance underlying the parallel fibre slow EPSP in rat cerebellar Purkinje neurones studied with photolytic release of L-glutamate.

Journal: The Journal of physiology 20010615

Title: Stimulation of Na-K-2Cl cotransporter in neurons by activation of Non-NMDA ionotropic receptor and group-I mGluRs.

Journal: Journal of neurophysiology 20010601

Title: Peripheral group I metabotropic glutamate receptors modulate nociception in mice.

Journal: Nature neuroscience 20010401

Title: Selective blockade of the mGluR1 receptor reduces traumatic neuronal injury in vitro and improvesoOutcome after brain trauma.

Journal: Experimental neurology 20010201

Title: Cocaine and kindling alter the sensitivity of group II and III metabotropic glutamate receptors in the central amygdala.

Journal: Journal of neurophysiology 20000801

Title: CPCCOEt, a noncompetitive metabotropic glutamate receptor 1 antagonist, inhibits receptor signaling without affecting glutamate binding.

Journal: Molecular pharmacology 19990301

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Tags:179067-99-3 Molecular Formula|179067-99-3 MDL|179067-99-3 SMILES|179067-99-3 Benzo[b]cyclopropa[e]pyran-1a(1H)-carboxylic acid, 7,7a-dihydro-7-(hydroxyimino)-, ethyl ester