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Naspm

CAS No.:
122306-11-0
Catalog Number:
AG00173A
Molecular Formula:
C22H34N4O
Molecular Weight:
370.5316
Pack Size
Purity
Availability
Location
Price(USD)
Quantity
  
5mg
95%
1 week
United States
$190
- +
10mg
95%
1 week
United States
$237
- +
50mg
95%
1 week
United States
$696
- +
100mg
95%
1 week
United States
$1182
- +
Product Description
Catalog Number:
AG00173A
Chemical Name:
Naspm
CAS Number:
122306-11-0
Molecular Formula:
C22H34N4O
Molecular Weight:
370.5316
IUPAC Name:
N-[3-[4-(3-aminopropylamino)butylamino]propyl]-2-naphthalen-1-ylacetamide
InChI:
InChI=1S/C22H34N4O/c23-12-6-15-24-13-3-4-14-25-16-7-17-26-22(27)18-20-10-5-9-19-8-1-2-11-21(19)20/h1-2,5,8-11,24-25H,3-4,6-7,12-18,23H2,(H,26,27)
InChI Key:
ZUINPPQIQARTKX-UHFFFAOYSA-N
SMILES:
NCCCNCCCCNCCCNC(=O)Cc1cccc2c1cccc2
Properties
Complexity:
391  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
0
Defined Bond Stereocenter Count:
0
Exact Mass:
370.273g/mol
Formal Charge:
0
Heavy Atom Count:
27  
Hydrogen Bond Acceptor Count:
4  
Hydrogen Bond Donor Count:
4  
Isotope Atom Count:
0
Molecular Weight:
370.541g/mol
Monoisotopic Mass:
370.273g/mol
Rotatable Bond Count:
14  
Topological Polar Surface Area:
79.2A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
2  
Literature
Title Journal
Carbofuran causes neuronal vulnerability to glutamate by decreasing GluA2 protein levels in rat primary cortical neurons. Archives of toxicology 20180101
Enhancing VTA Ca(v)1.3 L-type Ca(2+) channel activity promotes cocaine and mood-related behaviors via overlapping AMPA receptor mechanisms in the nucleus accumbens. Molecular psychiatry 20171201
TNF-α triggers rapid membrane insertion of Ca(2+) permeable AMPA receptors into adult motor neurons and enhances their susceptibility to slow excitotoxic injury. Experimental neurology 20121201
PICK1 mediates transient synaptic expression of GluA2-lacking AMPA receptors during glycine-induced AMPA receptor trafficking. The Journal of neuroscience : the official journal of the Society for Neuroscience 20120822
Marked synergism between mutant SOD1 and glutamate transport inhibition in the induction of motor neuronal degeneration in spinal cord slice cultures. Brain research 20120411
Rapid synaptic potentiation within the anterior cingulate cortex mediates trace fear learning. Molecular brain 20120101
Conditional RARα knockout mice reveal acute requirement for retinoic acid and RARα in homeostatic plasticity. Frontiers in molecular neuroscience 20120101
The essential role of AMPA receptor GluR2 subunit RNA editing in the normal and diseased brain. Frontiers in molecular neuroscience 20120101
Memory, plasticity and sleep - A role for calcium permeable AMPA receptors? Frontiers in molecular neuroscience 20120101
AMPA induced Ca2+ influx in motor neurons occurs through voltage gated Ca2+ channel and Ca2+ permeable AMPA receptor. Neurochemistry international 20111101
Inhibition of Ca2+-activated large-conductance K+ channel activity alters synaptic AMPA receptor phenotype in mouse cerebellar stellate cells. Journal of neurophysiology 20110701
Tumor necrosis factor-α (TNF-α) augments AMPA-induced Purkinje neuron toxicity. Brain research 20110422
Calcium-permeable AMPA receptors are present in nucleus accumbens synapses after prolonged withdrawal from cocaine self-administration but not experimenter-administered cocaine. The Journal of neuroscience : the official journal of the Society for Neuroscience 20110413
Synaptic mechanism for the sustained activation of oculomotor integrator circuits in the rat prepositus hypoglossi nucleus: contribution of Ca2+-permeable AMPA receptors. The Journal of neuroscience : the official journal of the Society for Neuroscience 20101124
Involvement of AMPA/kainate-excitotoxicity in MK801-induced neuronal death in the retrosplenial cortex. Neuroscience 20100825
Polyamines inhibit carbonic anhydrases by anchoring to the zinc-coordinated water molecule. Journal of medicinal chemistry 20100812
Differences in glutamate-mediated calcium responses in the ventral cochlear nucleus and inferior colliculus of the developing rat. Hearing research 20100801
Synaptic contribution of Ca2+-permeable and Ca2+-impermeable AMPA receptors on isolated carp retinal horizontal cells and their modulation by Zn2+. Brain research 20100304
Ca2+-permeable AMPA receptors mediate induction of test pulse depression of naive synapses in rat visual cortical slices at early postnatal stage. Neuroscience 20100203
Long-term exposure to endogenous levels of tributyltin decreases GluR2 expression and increases neuronal vulnerability to glutamate. Toxicology and applied pharmacology 20091015
Effects of 1-naphthyl acetyl spermine on dendrite formation by cultured cerebellar Purkinje cells. Neuroscience letters 20091002
Death and survival of heterozygous Lurcher Purkinje cells in vitro. Developmental neurobiology 20090701
Reward-potentiating effects of D-1 dopamine receptor agonist and AMPAR GluR1 antagonist in nucleus accumbens shell and their modulation by food restriction. Psychopharmacology 20090301
Modulation of the dimer interface at ionotropic glutamate-like receptor delta2 by D-serine and extracellular calcium. The Journal of neuroscience : the official journal of the Society for Neuroscience 20090128
Comparative analysis of the pharmacology of GluR1 in complex with transmembrane AMPA receptor regulatory proteins gamma2, gamma3, gamma4, and gamma8. Neuroscience 20090112
Pharmacological characterization, localization, and regulation of ionotropic glutamate receptors in skate horizontal cells. Visual neuroscience 20090101
Distance-dependent homeostatic synaptic scaling mediated by a-type potassium channels. Frontiers in cellular neuroscience 20090101
Sequential changes in AMPA receptor targeting in the developing neocortical excitatory circuit. The Journal of neuroscience : the official journal of the Society for Neuroscience 20081217
Traditional AMPA receptor antagonists partially block Na v1.6-mediated persistent current. Neuropharmacology 20081201
Long-range axonal calcium sweep induces axon retraction. The Journal of neuroscience : the official journal of the Society for Neuroscience 20080430
Switch to Ca2+-permeable AMPA and reduced NR2B NMDA receptor-mediated neurotransmission at dorsal horn nociceptive synapses during inflammatory pain in the rat. The Journal of physiology 20080115
Squalamine: an appropriate strategy against the emergence of multidrug resistant gram-negative bacteria? PloS one 20080101
Mild in vitro trauma induces rapid Glur2 endocytosis, robustly augments calcium permeability and enhances susceptibility to secondary excitotoxic insult in cultured Purkinje cells. Brain : a journal of neurology 20071001
The delta2 'ionotropic' glutamate receptor functions as a non-ionotropic receptor to control cerebellar synaptic plasticity. The Journal of physiology 20071001
Intrathecal infusion of a Ca(2+)-permeable AMPA channel blocker slows loss of both motor neurons and of the astrocyte glutamate transporter, GLT-1 in a mutant SOD1 rat model of ALS. Experimental neurology 20071001
GluR2-free alpha-amino-3-hydroxy-5-methyl-4-isoxazolepropionate receptors intensify demyelination in experimental autoimmune encephalomyelitis. Journal of neurochemistry 20070801
Benzodiazepine withdrawal-induced glutamatergic plasticity involves up-regulation of GluR1-containing alpha-amino-3-hydroxy-5-methylisoxazole-4-propionic acid receptors in Hippocampal CA1 neurons. The Journal of pharmacology and experimental therapeutics 20070801
Evidence for Ca(2+)-permeable AMPA receptors in the olfactory bulb. American journal of physiology. Cell physiology 20060301
Mode of action of novel polyamines increasing the permeability of bacterial outer membrane. International journal of antimicrobial agents 20040701
Ca2+ ion permeability and single-channel properties of the metabotropic slow EPSC of rat Purkinje neurons. The Journal of neuroscience : the official journal of the Society for Neuroscience 20040407
Biphasic activation of apoptosis signal-regulating kinase 1-stress-activated protein kinase 1-c-Jun N-terminal protein kinase pathway is selectively mediated by Ca2+-permeable alpha-amino-3-hydroxy-5-methyl-4-isoxazolepropionate receptors involving oxidative stress following brain ischemia in rat hippocampus. Neuroscience letters 20030130
GluR2-dependent properties of AMPA receptors determine the selective vulnerability of motor neurons to excitotoxicity. Journal of neurophysiology 20020901
Blockade of Ca2+-permeable AMPA/kainate channels decreases oxygen-glucose deprivation-induced Zn2+ accumulation and neuronal loss in hippocampal pyramidal neurons. The Journal of neuroscience : the official journal of the Society for Neuroscience 20020215
Amino acid/spermine conjugates: polyamine amides as potent spermidine uptake inhibitors. Journal of medicinal chemistry 20011025
Synthesis of diaminobutane derivatives as potent Ca(2+)-permeable AMPA receptor antagonists. Bioorganic & medicinal chemistry letters 20011008
Properties