200,000+ products from a single source!

sales@angenechem.com

Home > Amines > 168560-79-0

168560-79-0

168560-79-0 | 1H-Indene-1,5-dicarboxylic acid, 1-amino-2,3-dihydro-

CAS No: 168560-79-0 Catalog No: AG001Y57 MDL No:

Product Description

Catalog Number:
AG001Y57
Chemical Name:
1H-Indene-1,5-dicarboxylic acid, 1-amino-2,3-dihydro-
CAS Number:
168560-79-0
Molecular Formula:
C11H11NO4
Molecular Weight:
221.2093
IUPAC Name:
1-amino-2,3-dihydroindene-1,5-dicarboxylic acid
InChI:
InChI=1S/C11H11NO4/c12-11(10(15)16)4-3-6-5-7(9(13)14)1-2-8(6)11/h1-2,5H,3-4,12H2,(H,13,14)(H,15,16)
InChI Key:
LSTPKMWNRWCNLS-UHFFFAOYSA-N
SMILES:
OC(=O)c1ccc2c(c1)CCC2(N)C(=O)O

Properties

Complexity:
330  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
0
Defined Bond Stereocenter Count:
0
Exact Mass:
221.069g/mol
Formal Charge:
0
Heavy Atom Count:
16  
Hydrogen Bond Acceptor Count:
5  
Hydrogen Bond Donor Count:
3  
Isotope Atom Count:
0
Molecular Weight:
221.212g/mol
Monoisotopic Mass:
221.069g/mol
Rotatable Bond Count:
2  
Topological Polar Surface Area:
101A^2
Undefined Atom Stereocenter Count:
1  
Undefined Bond Stereocenter Count:
0
XLogP3:
-2  

Literature

Title Journal
Activation of amygdalar metabotropic glutamate receptors modulates anxiety, and risk assessment behaviors in ovariectomized estradiol-treated female rats. Pharmacology, biochemistry, and behavior 20120501
Functional metabotropic glutamate receptors 1 and 5 are expressed in murine podocytes. Kidney international 20120301
Umami taste in mice uses multiple receptors and transduction pathways. The Journal of physiology 20120301
Behavioral responses to glutamate receptor agonists and antagonists implicate the involvement of brain-expressed mGluR4 and mGluR1 in taste transduction for umami in mice. Physiology & behavior 20120201
N-acetylcysteine protects against apoptosis through modulation of group I metabotropic glutamate receptor activity. PloS one 20120101
Capsaicin prevents the hyperalgesia induced by peripheral group I mGluRs activation. Neuroscience letters 20110818
Participation of metabotropic glutamate receptors in pentetrazol-induced kindled seizure. Epilepsia 20110101
Metabotropic glutamate receptors as a target for anticonvulsant and anxiolytic action in immature rats. Epilepsia 20100701
Differential regulation of mature and precursor microRNA expression by NMDA and metabotropic glutamate receptor activation during LTP in the adult dentate gyrus in vivo. The European journal of neuroscience 20100201
Anticonvulsant effect of (RS)-1-aminoindan-1,5-dicarboxylic acid on pentetrazol-induced kindled seizures in mice. Biological & pharmaceutical bulletin 20100101
Metabotropic glutamate receptors: potential drug targets for psychiatric disorders. The open medicinal chemistry journal 20100101
Effects of mGluR5 and mGluR1 antagonists on anxiety-like behavior and learning in developing rats. Behavioural brain research 20091201
Evidence group I mGluR drugs modulate the activation profile of lipopolysaccharide-exposed microglia in culture. Neurochemical research 20091001
Cocaine-evoked synaptic plasticity: persistence in the VTA triggers adaptations in the NAc. Nature neuroscience 20090801
DHPG activation of group 1 mGluRs in BLA enhances fear conditioning. Learning & memory (Cold Spring Harbor, N.Y.) 20090701
Inhibitory effects of Group I metabotropic glutamate receptors antagonists on the expression of NMDA receptor NR1 subunit in morphine tolerant rats. Neuroscience letters 20090320
Local antagonism of intertrigeminal region metabotropic glutamate receptors exacerbates apneic responses to intravenous serotonin. Respiratory physiology & neurobiology 20090227
Effect of the class I metabotropic glutamate receptor antagonist AIDA on certain behaviours in rats with experimental chronic hyperammonemia. Advances in medical sciences 20090101
Discovery and biological profile of 4-(1-aryltriazol-4-yl)-tetrahydropyridines as an orally active new class of metabotropic glutamate receptor 1 antagonist. Bioorganic & medicinal chemistry 20081115
Participation of the cholinergic system in ameliorating effect of vasopressin fragment by group I metabotropic glutamate-receptor blockade. Journal of pharmacological sciences 20081101
Spinal Metabotropic Glutamate Receptors (mGluRs) are Involved in the Melittin-induced Nociception in Rats. The Korean journal of physiology & pharmacology : official journal of the Korean Physiological Society and the Korean Society of Pharmacology 20081001
Blockade of group II, but not group I, mGluRs in the rat nucleus accumbens inhibits the expression of conditioned hyperactivity in an amphetamine-associated environment. Behavioural brain research 20080805
Face-washing behavior induced by the group I metabotropic glutamate receptor agonist (S)-3,5-DHPG in mice is mediated by mGlu1 receptor. European journal of pharmacology 20080531
Enantioselective HPLC of potentially CNS-active acidic amino acids with a Cinchona carbamate based chiral stationary phase. Chirality 20080301
Involvement of subtype 1 metabotropic glutamate receptors in apoptosis and caspase-7 over-expression in spinal cord of neuropathic rats. Pharmacological research 20080301
Modulation of defensive responses and anxiety-like behaviors by group I metabotropic glutamate receptors located in the dorsolateral periaqueductal gray. Progress in neuro-psychopharmacology & biological psychiatry 20080101
Modulation by group 1 metabotropic glutamate receptors of depotentiation in the dentate gyrus of freely moving rats. Hippocampus 20080101
Participation of cholinergic system in memory deficits induced by blockade of hippocampal mGlu(1) receptors. European journal of pharmacology 20071201
Neurosteroid modulation of neuronal excitability and synaptic transmission in the rat medial vestibular nuclei. The European journal of neuroscience 20070701
The peripheral role of group I metabotropic glutamate receptors on nociceptive behaviors in rats with knee joint inflammation. Neuroscience letters 20070412
Modulation of NMDA receptor current in layer V pyramidal neurons of the rat prefrontal cortex by P2Y receptor activation. Cerebral cortex (New York, N.Y. : 1991) 20070301
Cellular mechanisms of burst firing-mediated long-term depression in rat neocortical pyramidal cells. The Journal of physiology 20070115
Complex interplay between glutamate receptors and intracellular Ca2+ stores during ischaemia in rat spinal cord white matter. The Journal of physiology 20061115
Persistent rhythmic oscillations induced by nicotine on neonatal rat hypoglossal motoneurons in vitro. The European journal of neuroscience 20061101
Protective effect of metabotropic glutamate receptor inhibition on amyotrophic lateral sclerosis-cerebrospinal fluid toxicity in vitro. Neuroscience 20060915
Group I mGluR regulates the polarity of spike-timing dependent plasticity in substantia gelatinosa neurons. Biochemical and biophysical research communications 20060825
Effects of group I metabotropic glutamate receptors blockade in experimental models of Parkinson's disease. Brain research bulletin 20060414
NMDA and group I metabotropic glutamate receptors activation modulates substance P release from the arcuate nucleus and median eminence. Neuroscience letters 20060123
Down-regulation of metabotropic glutamate receptor 1alpha in globus pallidus and substantia nigra of parkinsonian monkeys. The European journal of neuroscience 20051201
Regulation of extracellular glutamate in the prefrontal cortex: focus on the cystine glutamate exchanger and group I metabotropic glutamate receptors. The Journal of pharmacology and experimental therapeutics 20050701
Metabotropic glutamate receptor antagonist AIDA blocks induction of mossy fiber-CA3 LTP in vivo. Journal of neurophysiology 20050501
mGlu and NMDA receptor contributions to capsaicin-induced thermal and mechanical hypersensitivity. Neuropharmacology 20050301
Gq/11-induced and spontaneous waves of coordinated network activation in developing frontal cortex. The Journal of neuroscience : the official journal of the Society for Neuroscience 20050216
Group I and II metabotropic glutamate receptors alter brain cortical metabolic and glutamate/glutamine cycle activity: a 13C NMR spectroscopy and metabolomic study. Journal of neurochemistry 20050101
Metabotropic glutamate receptors contribute to neocortical synaptic plasticity in vivo. Neuroreport 20041203
Calcium dynamics in cortical astrocytes and arterioles during neurovascular coupling. Circulation research 20041112
Layer variations of long-term depression in rat visual cortex. Journal of neurophysiology 20041101
Glial proliferation and metabotropic glutamate receptor expression in amyotrophic lateral sclerosis. Journal of neuropathology and experimental neurology 20040801
Group I and II metabotropic glutamate receptors are necessary for the activity-dependent regulation of ribosomes in chick auditory neurons. Brain research 20040716
Effects of mGlu1 and mGlu5 metabotropic glutamate antagonists to reverse morphine tolerance in mice. European journal of pharmacology 20040525
Preparative resolution of 1-aminoindan-1,5-dicarboxylic acid (AIDA) by chiral ligand-exchange chromatography. Chirality 20040515
The anxiolytic-like activity of AIDA (1-aminoindan-1,5-dicarboxylic acid), an mGLu 1 receptor antagonist. Journal of physiology and pharmacology : an official journal of the Polish Physiological Society 20040301
Group I metabotropic receptor antagonism blocks depletion of calcium stores and reduces potentiated capacitative calcium entry in strain-injured neurons and astrocytes. Journal of neurotrauma 20040301
Postsynaptic metabotropic glutamate receptor mGluR1 mediates the late component of signal propagation in the guinea pig piriform cortex: optical imaging study. Neuroscience letters 20040206
Modulation of rhythmic patterns and cumulative depolarization by group I metabotropic glutamate receptors in the neonatal rat spinal cord in vitro. The European journal of neuroscience 20040201
Antagonism of group I metabotropic glutamate receptors and PLC attenuates increases in inositol trisphosphate and reduces reactive gliosis in strain-injured astrocytes. Journal of neurotrauma 20040201
Expression of different isoforms of protein kinase C in the rat hippocampus after pilocarpine-induced status epilepticus with special reference to CA1 area and the dentate gyrus. Hippocampus 20040101
Carotid baroreflex in the rat: role of glutamate receptors in the medial subnucleus of the solitary tract. Neuroscience 20040101
Hippocampal mGluR1 and consolidation of contextual fear conditioning. Brain research bulletin 20031115
The striopallidal pathway is involved in antiparkinsonian-like effects of the blockade of group I metabotropic glutamate receptors in rats. Neuroscience letters 20030515
MPEP, a selective metabotropic glutamate receptor 5 antagonist, attenuates conditioned taste aversion in rats. Behavioural brain research 20030515
[3H]R214127: a novel high-affinity radioligand for the mGlu1 receptor reveals a common binding site shared by multiple allosteric antagonists. Molecular pharmacology 20030501
Metabotropic glutamate receptor activation enhances the activities of two types of Ca2+-activated k+ channels in rat hippocampal astrocytes. The Journal of neuroscience : the official journal of the Society for Neuroscience 20030301
Determination of group I metabotropic glutamate receptor subtypes involved in the frequency of epileptiform activity in vitro using mGluR1 and mGluR5 mutant mice. Neuropharmacology 20030201
Cyclic AMP-mediated regulation of striatal glutamate release: interactions of presynaptic ligand- and voltage-gated ion channels and G-protein-coupled receptors. Neurochemistry international 20030101
Characteristics of GABA release modified by glutamate receptors in mouse hippocampal slices. Neurochemistry international 20030101
Morphine induction of c-fos expression in the rat forebrain through glutamatergic mechanisms: role of non-n-methyl-D-aspartate receptors. Neuroscience 20030101
Influence of AIDA on certain behaviors in rats subjected to experimental hypoxia. Polish journal of pharmacology 20030101
Role of the flocculus in mediating vestibular nucleus neuron plasticity during vestibular compensation in the rat. The Journal of physiology 20021215
AIDA, a class I metabotropic glutamate-receptor antagonist limits kainate-induced hippocampal dysfunction. Epilepsia 20021101
The striatum as a target for anti-rigor effects of an antagonist of mGluR1, but not an agonist of group II metabotropic glutamate receptors. Brain research 20020920
Inhibition of group I metabotropic glutamate receptor responses in vivo in rats by a new generation of carboxyphenylglycine-like amino acid antagonists. Neuroscience letters 20020920
Impairment of contextual fear conditioning in rats by Group I mGluRs: reversal by the nootropic nefiracetam. Pharmacology, biochemistry, and behavior 20020901
Antinociceptive effects following intrathecal pretreatment with selective metabotropic glutamate receptor compounds in a rat model of neuropathic pain. Pharmacology, biochemistry, and behavior 20020901
Activation of mGlu1 but not mGlu5 metabotropic glutamate receptors contributes to postischemic neuronal injury in vitro and in vivo. Pharmacology, biochemistry, and behavior 20020901
Behavioral evidence supporting a differential role for spinal group I and II metabotropic glutamate receptors in inflammatory hyperalgesia in sheep. Neuropharmacology 20020901
Group I and II metabotropic glutamate receptors modulate respiratory activity in the lamprey. The European journal of neuroscience 20020801
The activation of metabotropic glutamate receptors differentially affects GABA and alpha-melanocyte stimulating hormone release from the hypothalamus and the posterior pituitary of male rats. Neuroscience letters 20020719
Metabotropic glutamate receptors in the hippocampus and nucleus accumbens are involved in generating seizure-induced hippocampal gamma waves and behavioral hyperactivity. Behavioural brain research 20020615
Metabotropic glutamate receptors are involved in amygdaloid plasticity. The European journal of neuroscience 20020501
Sustained ER Ca2+ depletion suppresses protein synthesis and induces activation-enhanced cell death in mast cells. The Journal of biological chemistry 20020419
Group I metabotropic glutamate receptor inhibition selectively blocks a prolonged Ca(2+) elevation associated with age-dependent excitotoxicity. Neuroscience 20020101
A new binding mode of competitive antagonists to metabotropic glutamate receptors exemplified by the mGluR1-receptor antagonist AIDA (RS-aminoindan-1,5-dicarboxylic acid). Doklady. Biochemistry and biophysics 20020101
The role of striatal metabotropic glutamate receptors in Parkinson's disease. Amino acids 20020101
Activation of group I mGluRs is necessary for induction of long-term depression at striatal synapses. Journal of neurophysiology 20011101
Effects of metabotropic glutamate receptor agonists and antagonists on D-aspartate release from mouse cerebral cortical and striatal slices. Neurochemical research 20011101
Metabotropic glutamate 1alpha receptors on peripheral primary afferent fibers: their role in nociception. Brain research 20010914
Group I mGluR antagonist AIDA protects nigral DA cells from MPTP-induced injury. Neuroreport 20010828
Exogenous glutamate induces short and long-term potentiation in the rat medial vestibular nuclei. Neuroreport 20010808
Role of metabotropic glutamate receptors in vasopressin and oxytocin release. American journal of physiology. Regulatory, integrative and comparative physiology 20010801
Induction of long-term depression in cerebellar Purkinje cells requires a rapidly turned over protein. Journal of neurophysiology 20010701
Endogenous sulphur-containing amino acids: potent agonists at presynaptic metabotropic glutamate autoreceptors in the rat central nervous system. British journal of pharmacology 20010701
Stimulation of Na-K-2Cl cotransporter in neurons by activation of Non-NMDA ionotropic receptor and group-I mGluRs. Journal of neurophysiology 20010601
Group I metabotropic glutamate antagonist reduces acute neuronal degeneration and behavioral deficits after traumatic brain injury in rats. Experimental neurology 20010501
Dual role of glutamatergic neurotransmission on amyloid beta(1-42) aggregation and neurotoxicity in embryonic avian retina. Neuroscience letters 20010323
Selective blockade of the mGluR1 receptor reduces traumatic neuronal injury in vitro and improvesoOutcome after brain trauma. Experimental neurology 20010201
Metabotropic glutamate receptors modulate GABA release from mouse hippocampal slices. Neurochemical research 20010201
The role of kainic acid/AMPA and metabotropic glutamate receptors in the regulation of opioid mRNA expression and the onset of pain-related behavior following excitotoxic spinal cord injury. Neuroscience 20010101
Activation of group II metabotropic glutamate receptors results in long-term potentiation following preconditioning stimulation in the dentate gyrus. Neuroscience 20010101
AIDA influences behavior in rats pretreated with baclofen. Polish journal of pharmacology 20010101
Characterization of [(3)H]Quisqualate binding to recombinant rat metabotropic glutamate 1a and 5a receptors and to rat and human brain sections. Journal of neurochemistry 20001201
The role of metabotropic glutamate receptor (mGluR) ligands in parkinsonian muscle rigidity. Amino acids 20000101
Pharmacological characterization of 1-aminoindan-1,5-dicarboxylic acid, a potent mGluR1 antagonist. The Journal of pharmacology and experimental therapeutics 19970501

Related Products

© 2019 Angene International Limited. All rights Reserved.