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A0384

Sigma-Aldrich

Arcaine sulfate salt

Sinónimos:

1,4-Diguanidinobutane sulfate salt

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About This Item

Fórmula empírica (notación de Hill):
C6H16N6 · H2O4S
Número de CAS:
14923-17-2
Peso molecular:
270.31
MDL number:
MFCD00050545
UNSPSC Code:
12352200
PubChem Substance ID:
24277954
NACRES:
NA.77

biological source

synthetic (organic)

Quality Level

200

assay

≥98% (TLC)

form

powder

mp

>280 °C

solubility

1 M NaOH: 50 mg/mL, clear to slightly hazy, colorless to faintly yellow

SMILES string

OS(O)(=O)=O.NC(=N)NCCCCNC(N)=N

InChI

1S/C6H16N6.H2O4S/c7-5(8)11-3-1-2-4-12-6(9)10;1-5(2,3)4/h1-4H2,(H4,7,8,11)(H4,9,10,12);(H2,1,2,3,4)

InChI key

RWTGFMPOODRXIM-UHFFFAOYSA-N

Gene Information

human ... GRIN1(2902) , GRIN2A(2903) , GRIN2B(2904) , GRIN2C(2905) , GRIN2D(2906) , GRINA(2907)

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Application

Arcaine sulfate salt has been used as an N-methyl-d-aspartate (NMDA) receptor effector/antagonist:
  • to evaluate its effects on the acquisition of electrical kindling of the amygdala
  • to compare its effects with agmatine and MK801 on NMDA- or glutamate-induced neuronal damage
  • to study its effects on cell-free translation of synthetic polynucleotide

Biochem/physiol Actions

Arcaine sulfate salt (1,4-diguanidinobutane), a polyamine, is an antagonist of the polyamine binding site of the N-methyl-d-aspartate (NMDA) receptor. Arcaine, an agmatine analog, along with ifenprodil, might have a possibility for therapeutic management in epileptic disorders.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificados de análisis (COA)

Lot/Batch Number
SLCL4063
SLCF8524
SLBT4233
SLBR2066V
SLBJ9045V

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Min-Ching Kuo et al.
The European journal of neuroscience, 27(7), 1731-1738 (2008-03-29)
Recent evidence indicates that the mature central visual system retains a higher degree of plasticity than traditionally assumed. However, little is known regarding the neuromodulatory factors that influence plasticity in the adult primary visual cortex (V1). We investigated the role
Nandkishor Ramdas Kotagale et al.
Behavioural brain research, 213(2), 161-174 (2010-05-11)
Agmatine [2-(4-aminobutyl)guanidine] is an endogenous amine proposed as a neurotransmitter/neuromodulator that binds to multiple target receptors in brain. Besides, many central and peripheral functions, agmatine have been implicated in the process of drug addiction. The purpose of the present study
Wei-Ping Wang et al.
Brain research, 1084(1), 210-216 (2006-03-21)
Agmatine is a polyamine and has been considered as a novel neurotransmitter or neuromodulator in the central nervous system. In the present study, the neuroprotective effect of agmatine against cell damage caused by N-methyl-D-aspartate (NMDA) and glutamate was investigated in
Anne Baron et al.
Neuropharmacology, 94, 19-35 (2015-01-24)
Development of the pharmacology of Acid-Sensing Ion Channels (ASICs) has become a key challenge to study their structure, their molecular and cellular functions and their physiopathological roles. This review provides a summary of the different compounds that directly interact with
Gustavo Petri Guerra et al.
Neurobiology of learning and memory, 96(2), 324-332 (2011-06-29)
Spermidine (SPD) is an endogenous polyamine that modulates N-methyl-D-aspartate (NMDA) receptor function, and has been reported to facilitate memory formation. In the current study we determined whether or not the PKA/CREB signaling pathway is involved in SPD-induced facilitation of memory
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