N193
1-Naphthylacetyl spermine trihydrochloride
≥95% (HPLC), Ca2+ permeable AMPA receptor channel blocker, powder
Synonym(s):
NASPM trihydrochloride
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About This Item
Empirical Formula (Hill Notation):
C22H34N4O · 3HCl
CAS Number:
Molecular Weight:
479.91
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77
MDL number:
Assay:
≥95% (HPLC)
Form:
powder
Quality level:
Storage condition:
desiccated, protect from light
Product Name
1-Naphthylacetyl spermine trihydrochloride,
assay
≥95% (HPLC)
Quality Level
form
powder
storage condition
desiccated, protect from light
color
white
solubility
H2O: ≥20 mg/mL
SMILES string
Cl.Cl.Cl.NCCCNCCCCNCCCNC(=O)Cc1cccc2ccccc12
InChI
1S/C22H34N4O.3ClH/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);3*1H
InChI key
JNEOJAUJWOPWJS-UHFFFAOYSA-N
Application
1-Naphthylacetyl spermine trihydrochloride has been used for the inhibition of calcium-permeable AMPAR (α-amino-3-hydroxy-5-methyl-4-isoxazolepropionic acid receptor). It has also been used to study the involvement of AMPAR in biphasic activation of stress-activated protein kinase/extracellular signal-regulated kinase-1.
Biochem/physiol Actions
Blocks Ca2+ permeable AMPA receptor channels.
Other Notes
Synthetic analog of Joro spider toxin.
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
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H Tsubokawa et al.
Journal of neurophysiology, 74(1), 218-225 (1995-07-01)
1. We studied the effects of polyamine toxins derived from a spider venom on CA1 pyramidal neurons in gerbil hippocampal slices by patch-clamp recording. Joro spider toxin (JSTX) and its synthetic analogue, 1-naphthyl acetyl spermine (Naspm), which are known to
A Takazawa et al.
Brain research, 706(1), 173-176 (1996-01-08)
The anticonvulsant effect of 1-naphthylacetyl spermine (1-NA-Spm), an analogue of Joro spider toxin, against amygdaloid kindled seizures was studied in rats. 1-NA-Spm (10, 20 and 40 micrograms/rat) dose-dependently improved kindled seizures and shortened the afterdischarge duration 30 min after the
Blocking effect of 1-naphthyl acetyl spermine on Ca2+--p-ermeable AMPA receptors in cultured rat hippocampal neurons.
Koiki, M., et al.
Journal of Neuroscience Research, 29, 27-36 (1997)