200,000+ products from a single source!

sales@angenechem.com

Home > Amines > 148056-42-2

148056-42-2

148056-42-2 | Phosphinic acid, [3-[[1-(3,4-dichlorophenyl)ethyl]amino]-2-hydroxypropyl](phenylmethyl)- (9CI)

CAS No: 148056-42-2 Catalog No: AG001FEN MDL No:

Product Description

Catalog Number:
AG001FEN
Chemical Name:
Phosphinic acid, [3-[[1-(3,4-dichlorophenyl)ethyl]amino]-2-hydroxypropyl](phenylmethyl)- (9CI)
CAS Number:
148056-42-2
Molecular Formula:
C18H22Cl2NO3P
Molecular Weight:
402.2519
IUPAC Name:
benzyl-[3-[1-(3,4-dichlorophenyl)ethylamino]-2-hydroxypropyl]phosphinic acid
InChI:
InChI=1S/C18H22Cl2NO3P/c1-13(15-7-8-17(19)18(20)9-15)21-10-16(22)12-25(23,24)11-14-5-3-2-4-6-14/h2-9,13,16,21-22H,10-12H2,1H3,(H,23,24)
InChI Key:
ZODSPDOOCZZEIM-UHFFFAOYSA-N
SMILES:
OC(CP(=O)(Cc1ccccc1)O)CNC(c1ccc(c(c1)Cl)Cl)C

Properties

Complexity:
448  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
0
Defined Bond Stereocenter Count:
0
Exact Mass:
401.071g/mol
Formal Charge:
0
Heavy Atom Count:
25  
Hydrogen Bond Acceptor Count:
4  
Hydrogen Bond Donor Count:
3  
Isotope Atom Count:
0
Molecular Weight:
402.252g/mol
Monoisotopic Mass:
401.071g/mol
Rotatable Bond Count:
8  
Topological Polar Surface Area:
69.6A^2
Undefined Atom Stereocenter Count:
2  
Undefined Bond Stereocenter Count:
0
XLogP3:
0.2  

Literature

Title Journal
Presynaptic but not postsynaptic GABA signaling at unitary mossy fiber synapses. The Journal of neuroscience : the official journal of the Society for Neuroscience 20120822
GABA transporter subtype 1 and GABA transporter subtype 3 modulate glutamatergic transmission via activation of presynaptic GABA(B) receptors in the rat globus pallidus. The European journal of neuroscience 20120801
M2 muscarinic acetylcholine receptors regulate long-term potentiation at hippocampal CA3 pyramidal cell synapses in an input-specific fashion. Journal of neurophysiology 20120701
Glissandi: transient fast electrocorticographic oscillations of steadily increasing frequency, explained by temporally increasing gap junction conductance. Epilepsia 20120701
Traumatic alterations in GABA signaling disrupt hippocampal network activity in the developing brain. The Journal of neuroscience : the official journal of the Society for Neuroscience 20120321
Interneurons provide circuit-specific depolarization and hyperpolarization. The Journal of neuroscience : the official journal of the Society for Neuroscience 20120321
Sound-driven synaptic inhibition in primary visual cortex. Neuron 20120223
On the mechanism of anti-hyperthermic effects of LY379268 and LY487379, group II mGlu receptors activators, in the stress-induced hyperthermia in singly housed mice. Neuropharmacology 20120101
Effects of GABAB ligands alone and in combination with paroxetine on hippocampal BDNF gene expression. European journal of pharmacology 20111205
Visual-induced excitation leads to firing pauses in striatal cholinergic interneurons. The Journal of neuroscience : the official journal of the Society for Neuroscience 20110803
Abnormal presynaptic short-term plasticity and information processing in a mouse model of fragile X syndrome. The Journal of neuroscience : the official journal of the Society for Neuroscience 20110727
The role of interneurons in shaping Purkinje cell responses in the cerebellar cortex. The Journal of neuroscience : the official journal of the Society for Neuroscience 20110720
Calcium microdomains near R-type calcium channels control the induction of presynaptic long-term potentiation at parallel fiber to purkinje cell synapses. The Journal of neuroscience : the official journal of the Society for Neuroscience 20110406
Astrocytes control GABAergic inhibition of neurons in the mouse barrel cortex. The Journal of physiology 20110301
Ovarian hormone deficiency reduces intrinsic excitability and abolishes acute estrogen sensitivity in hippocampal CA1 pyramidal neurons. The Journal of neuroscience : the official journal of the Society for Neuroscience 20110216
Short-term adaptation of conditioned fear responses through endocannabinoid signaling in the central amygdala. Neuropsychopharmacology : official publication of the American College of Neuropsychopharmacology 20110201
Aberrant GABA(A) receptor-mediated inhibition in cortico-thalamic networks of succinic semialdehyde dehydrogenase deficient mice. PloS one 20110101
GABA(B) receptor feedback regulation of bipolar cell transmitter release. The Journal of physiology 20101215
Control of extracellular dopamine at dendrite and axon terminals. The Journal of neuroscience : the official journal of the Society for Neuroscience 20100519
Corticotropin releasing factor-induced amygdala gamma-aminobutyric Acid release plays a key role in alcohol dependence. Biological psychiatry 20100501
Increased insertion of glutamate receptor 2-lacking alpha-amino-3-hydroxy-5-methyl-4-isoxazole propionic acid (AMPA) receptors at hippocampal synapses upon repeated morphine administration. Molecular pharmacology 20100501
Differential role of GABAA and GABAB receptors in two distinct output stations of the rat striatum: studies on the substantia nigra pars reticulata and the globus pallidus. Neuroscience 20100428
Calcium and cAMP signaling induced by gamma-hydroxybutyrate receptor(s) stimulation in NCB-20 neurons. Neuroscience 20100428
Control of cannabinoid CB1 receptor function on glutamate axon terminals by endogenous adenosine acting at A1 receptors. The Journal of neuroscience : the official journal of the Society for Neuroscience 20100113
Activity-mediated plasticity of GABA equilibrium potential in rat hippocampal CA1 neurons. Experimental neurology 20100101
Analgesic α-conotoxins Vc1.1 and RgIA inhibit N-type calcium channels in sensory neurons of α9 nicotinic receptor knockout mice. Channels (Austin, Tex.) 20100101
The time course of dopamine transmission in the ventral tegmental area. The Journal of neuroscience : the official journal of the Society for Neuroscience 20091021
The timing of external input controls the sign of plasticity at local synapses. Nature neuroscience 20091001
Dynamics of fast and slow inhibition from cerebellar golgi cells allow flexible control of synaptic integration. Neuron 20090924
GABA(B) receptor activation triggers BDNF release and promotes the maturation of GABAergic synapses. The Journal of neuroscience : the official journal of the Society for Neuroscience 20090916
Linking genetically defined neurons to behavior through a broadly applicable silencing allele. Neuron 20090813
Impaired function of GABA(B) receptors in tissues from pharmacoresistant epilepsy patients. Epilepsia 20090701
The functional equivalence of ascending and parallel fiber inputs in cerebellar computation. The Journal of neuroscience : the official journal of the Society for Neuroscience 20090701
Dysfunction of the dentate basket cell circuit in a rat model of temporal lobe epilepsy. The Journal of neuroscience : the official journal of the Society for Neuroscience 20090617
Tonic activation of GABAB receptors reduces release probability at inhibitory connections in the cerebellar glomerulus. Journal of neurophysiology 20090601
Noradrenergic control of associative synaptic plasticity by selective modulation of instructive signals. Neuron 20090416
Two GABAergic intraglomerular circuits differentially regulate tonic and phasic presynaptic inhibition of olfactory nerve terminals. Journal of neurophysiology 20090401
Stimulation of alpha(1)-adrenoceptors reduces glutamatergic synaptic input from primary afferents through GABA(A) receptors and T-type Ca(2+) channels. Neuroscience 20090218
Chronic CXCL10 alters neuronal properties in rat hippocampal culture. Journal of neuroimmunology 20090215
Role of ionotropic glutamate receptors in long-term potentiation in rat hippocampal CA1 oriens-lacunosum moleculare interneurons. The Journal of neuroscience : the official journal of the Society for Neuroscience 20090128
Noradrenergic excitation of a subpopulation of GABAergic cells in the basolateral amygdala via both activation of nonselective cationic conductance and suppression of resting K+ conductance: a study using glutamate decarboxylase 67-green fluorescent protein knock-in mice. Neuroscience 20081210
Behavioral and electrophysiological effects of pallidal GABAB receptor activation and blockade on haloperidol-induced akinesia in rats. Brain research 20081209
GABA transporter 1 tunes GABAergic synaptic transmission at output neurons of the mouse neostriatum. The Journal of physiology 20081201
Autonomous initiation and propagation of action potentials in neurons of the subthalamic nucleus. The Journal of physiology 20081201
Tonic GABAergic inhibition of sympathetic preganglionic neurons: a novel substrate for sympathetic control. The Journal of neuroscience : the official journal of the Society for Neuroscience 20081119
Conductances mediating intrinsic theta-frequency membrane potential oscillations in layer II parasubicular neurons. Journal of neurophysiology 20081101
Analgesic alpha-conotoxins Vc1.1 and Rg1A inhibit N-type calcium channels in rat sensory neurons via GABAB receptor activation. The Journal of neuroscience : the official journal of the Society for Neuroscience 20081022
Plasticity of pre- and postsynaptic GABAB receptor function in the paraventricular nucleus in spontaneously hypertensive rats. American journal of physiology. Heart and circulatory physiology 20080801
GABA(B) receptor modulation of feedforward inhibition through hippocampal neurogliaform cells. The Journal of neuroscience : the official journal of the Society for Neuroscience 20080702
Effects of subtype-selective group I mGluR antagonists on synchronous activity induced by 4-aminopyridine/CGP 55845 in adult guinea pig hippocampal slices. Neuropharmacology 20080701
Cellular and behavioral interactions of gabapentin with alcohol dependence. The Journal of neuroscience : the official journal of the Society for Neuroscience 20080528
Influence of positive allosteric modulators on GABA(B) receptor coupling in rat brain: a scintillation proximity assay characterisation of G protein subtypes. Journal of neurochemistry 20080401
Dopamine D1 receptors and group I metabotropic glutamate receptors contribute to the induction of long-term potentiation in the nucleus accumbens. Neuropharmacology 20080401
Developmental decrease in short-term facilitation at Schaffer collateral synapses in hippocampus is mGluR1 sensitive. Journal of neurophysiology 20080201
SK2 channel plasticity contributes to LTP at Schaffer collateral-CA1 synapses. Nature neuroscience 20080201
Dual GABAergic synaptic response of fast excitation and slow inhibition in the medial habenula of rat epithalamus. Journal of neurophysiology 20070901
Dendritic spikes in apical dendrites of neocortical layer 2/3 pyramidal neurons. The Journal of neuroscience : the official journal of the Society for Neuroscience 20070822
Activation of presynaptic GABA(A) receptors induces glutamate release from parallel fiber synapses. The Journal of neuroscience : the official journal of the Society for Neuroscience 20070822
Effects of mu-opioid receptor modulation on GABAB receptor synaptic function in hippocampal CA1. Journal of neurophysiology 20070301
Plasticity of inhibitory synaptic network interactions in the lateral amygdala upon fear conditioning in mice. The European journal of neuroscience 20070201
Nucleus-specific abnormalities of GABAergic synaptic transmission in a genetic model of absence seizures. Journal of neurophysiology 20061201
Enaminones and norepinephrine employ convergent mechanisms to depress excitatory synaptic transmission in the rat nucleus accumbens in vitro. The European journal of neuroscience 20061101
Hippocampal partial kindling decreased hippocampal GABAB receptor efficacy and wet dog shakes in rats. Behavioural brain research 20061016
Functional alignment of feedback effects from visual cortex to thalamus. Nature neuroscience 20061001
Concentration-dependent effects of anticonvulsant enaminone methyl 4-(4'-bromophenyl)aminocyclohex-3-en-6-methyl-2-oxo-1-oate on neuronal excitability in vitro. Neuroscience 20060811
Specific subtypes of GABAA receptors mediate phasic and tonic forms of inhibition in hippocampal pyramidal neurons. Journal of neurophysiology 20060801
Origins of GABA(A) and GABA(B) receptor-mediated responses of globus pallidus induced after stimulation of the putamen in the monkey. The Journal of neuroscience : the official journal of the Society for Neuroscience 20060614
GABA(B) receptor-activation inhibits GABAergic synaptic transmission in parvocellular neurones of rat hypothalamic paraventricular nucleus. Journal of neuroendocrinology 20060301
NMDA receptor-mediated transmission contributes to network 'hyperexcitability' in the rat insular cortex. The European journal of neuroscience 20060201
Simultaneous NMDA-dependent long-term potentiation of EPSCs and long-term depression of IPSCs in cultured rat hippocampal neurons. The Journal of neuroscience : the official journal of the Society for Neuroscience 20060125
GABAergic signaling at mossy fiber synapses in neonatal rat hippocampus. The Journal of neuroscience : the official journal of the Society for Neuroscience 20060111
An NMDA receptor/nitric oxide cascade is involved in cerebellar LTD but is not localized to the parallel fiber terminal. Journal of neurophysiology 20051201
Inhibition [corrected] of olfactory receptor neuron input to olfactory bulb glomeruli mediated by suppression of presynaptic calcium influx. Journal of neurophysiology 20051001
Independent roles of calcium and voltage-dependent potassium currents in controlling spike frequency adaptation in lateral amygdala pyramidal neurons. The European journal of neuroscience 20051001
Recruitment of local excitatory circuits in the superior colliculus following deafferentation and the regeneration of retinocollicular inputs. The European journal of neuroscience 20051001
Distinct mechanisms of presynaptic inhibition at GABAergic synapses of the rat substantia nigra pars compacta. Journal of neurophysiology 20050901
GABAergic modulation of the activity of globus pallidus neurons in primates: in vivo analysis of the functions of GABA receptors and GABA transporters. Journal of neurophysiology 20050801
Anticonvulsant enaminones depress excitatory synaptic transmission in the rat brain by enhancing extracellular GABA levels. British journal of pharmacology 20050801
Nicotine-induced switch in the nicotinic cholinergic mechanisms of facilitation of long-term potentiation induction. The European journal of neuroscience 20050801
Chronic intermittent ethanol exposure enhances NMDA-receptor-mediated synaptic responses and NMDA receptor expression in hippocampal CA1 region. Brain research 20050628
Mechanisms contributing to the exacerbated epileptiform activity in hippocampal slices expressing a C-terminal truncated GABA(B2) receptor subunit. Epilepsy research 20050601
Synaptic depolarizing GABA Response in adults is excitatory and proconvulsive when GABAB receptors are blocked. Journal of neurophysiology 20050501
Intraglomerular inhibition: signaling mechanisms of an olfactory microcircuit. Nature neuroscience 20050301
Activity-dependent long-term potentiation of intrinsic excitability in hippocampal CA1 pyramidal neurons. The Journal of neuroscience : the official journal of the Society for Neuroscience 20050216
Kv1 K+ channels control Purkinje cell output to facilitate postsynaptic rebound discharge in deep cerebellar neurons. The Journal of neuroscience : the official journal of the Society for Neuroscience 20050209
Distinct properties of functional KCC2 expression in immature mouse hippocampal neurons in culture and in acute slices. The European journal of neuroscience 20050201
GABAB receptor antagonist-mediated antidepressant-like behavior is serotonin-dependent. The Journal of pharmacology and experimental therapeutics 20050101
Cortical injury affects short-term plasticity of evoked excitatory synaptic currents. Journal of neurophysiology 20050101
Presynaptic NMDA autoreceptors facilitate axon excitability: a new molecular target for the anticonvulsant gabapentin. The European journal of neuroscience 20050101
Tonic activation of presynaptic GABA(B) receptors on rat pallidosubthalamic terminals. Acta pharmacologica Sinica 20050101
GABAB receptors in the medial septum/diagonal band slice from 16-25 day rat. Neuroscience 20050101
Adrenergic receptor modulation of hippocampal CA3 network activity. Epilepsy research 20050101
The spinal GABAergic system is a strong modulator of burst frequency in the lamprey locomotor network. Journal of neurophysiology 20041001
Mechanism of GABA receptor-mediated inhibition of spontaneous GABA release onto cerebellar Purkinje cells. The European journal of neuroscience 20040801
Distinct properties of presynaptic group II and III metabotropic glutamate receptor-mediated inhibition of perforant pathway-CA1 EPSCs. The European journal of neuroscience 20040501
5-Hydroxytryptamine 1B receptors mediate presynaptic inhibition of monosynaptic IPSC in the rat dorsolateral septal nucleus. Neuroscience research 20040301
Lamina-specific differences in GABA(B) autoreceptor-mediated regulation of spontaneous GABA release in rat entorhinal cortex. Neuropharmacology 20040101
Does gabapentin act as an agonist at native GABA(B) receptors? Journal of biomedical science 20040101
GABA(B) receptor activation augments TASK-1 in MAH cells and mediates autoreceptor feedback during hypoxia. Biochemical and biophysical research communications 20031212
Mechanisms contributing to the exacerbated epileptiform activity in hippocampal slices of GABAB1 receptor subunit knockout mice. Epilepsy research 20031201
Synaptic and non-synaptic mechanisms of amygdala recruitment into temporolimbic epileptiform activities. The European journal of neuroscience 20031101
Effects of the GABA-uptake inhibitor tiagabine in rat globus pallidus. Experimental brain research 20030901
GABAC receptors in the rat superior colliculus and pretectum participate in synaptic neurotransmission. Journal of neurophysiology 20030401
Presynaptic and postsynaptic GABAA receptors in rat suprachiasmatic nucleus. Neuroscience 20030101
Excitatory GABA input directly drives seizure-like rhythmic synchronization in mature hippocampal CA1 pyramidal cells. Neuroscience 20030101
Spontaneous epileptiform activity mediated by GABA(A) receptors and gap junctions in the rat hippocampal slice following long-term exposure to GABA(B) antagonists. Neuropharmacology 20020901
GABAergic modulation of primary gustatory afferent synaptic efficacy. Journal of neurobiology 20020801
Comparison of receptive field expansion produced by GABA(B) and GABA(A) receptor antagonists in raccoon primary somatosensory cortex. Experimental brain research 20020501
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
Recombinant GABA(B) receptors formed from GABA(B1) and GABA(B2) subunits selectively inhibit N-type Ca(2+) channels in NG108-15 cells. European journal of pharmacology 20020405
GABA(B) presynaptic inhibition has an in vivo time constant sufficiently rapid to allow modulation at theta frequency. Journal of neurophysiology 20020301
Fast network oscillations in the rat dentate gyrus in vitro. Journal of neurophysiology 20020201
Pre- and postsynaptic inhibition mediated by GABA(B) receptors in cerebellar inhibitory interneurons. Journal of neurophysiology 20020101
In vivo modulation of ventral tegmental area dopamine and glutamate efflux by local GABA(B) receptors is altered after repeated amphetamine treatment. Neuroscience 20020101
Modulation of synaptic transmission in hippocampal CA1 neurons by a novel neurotoxin (beta-pompilidotoxin) derived from wasp venom. Neuroscience research 20011201
Regulation of muscarinic acetylcholine receptor-mediated synaptic responses by GABA(B) receptors in the rat hippocampus. The Journal of physiology 20010915
Paradoxical reduction of synaptic inhibition by vigabatrin. Journal of neurophysiology 20010801
Effects of high-affinity GABAB receptor antagonists on active and passive avoidance responding in rodents with gamma-hydroxybutyrolactone-induced absence syndrome. Psychopharmacology 20010801
Beta gamma-mediated enhancement of corticotropin-releasing hormone-stimulated adenylyl cyclase activity by activation of gamma-aminobutyric acid(B) receptors in membranes of rat frontal cortex. Biochemical pharmacology 20010715
5-Hydroxytryptamine facilitates spatiotemporal propagation of optical signals in the hippocampal-septal pathway. Neuroscience research 20010701
Substance P and neurokinin A mediate sensory synaptic transmission in young rat dorsal horn neurons. Brain research bulletin 20010701
Dynamic modulation of excitation and inhibition during stimulation at gamma and beta frequencies in the CA1 hippocampal region. Journal of neurophysiology 20010601
Electrophysiological characterization of 'giant' cells in stratum radiatum of the CA3 hippocampal region. Journal of neurophysiology 20010501
Enhanced temporal stability of cholinergic hippocampal gamma oscillations following respiratory alkalosis in vitro. Journal of neurophysiology 20010501
Kindling induces transient NMDA receptor-mediated facilitation of high-frequency input in the rat dentate gyrus. Journal of neurophysiology 20010501
Developmental regulation of GABA(B) receptor function in rat spinal cord. Life sciences 20010406
Contribution of GABA(A) and GABA(B) receptors to thalamic neuronal activity during spontaneous absence seizures in rats. The Journal of neuroscience : the official journal of the Society for Neuroscience 20010215
Cloning and functional expression of GABA(B) receptors from Drosophila. The European journal of neuroscience 20010201
Multireceptor GABAergic regulation of synaptic communication in amphibian retina. The Journal of physiology 20010101
Reorganisation of respiratory network activity after loss of glycinergic inhibition. Pflugers Archiv : European journal of physiology 20010101
Cocaine and kindling alter the sensitivity of group II and III metabotropic glutamate receptors in the central amygdala. Journal of neurophysiology 20000801
CGP 35348 and CGP 55845A block the baclofen-induced depression of dorsal root evoked potentials in lumbar motoneurons of the neonatal rat. Neuroscience letters 19960823
Antagonism of baclofen-induced depression of whole-cell synaptic currents in spinal dorsal horn neurones by the potent GABAB antagonist CGP55845. Neuropharmacology 19931201

Related Products

© 2019 Angene International Limited. All rights Reserved.