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Merck

A0384

Sigma-Aldrich

Arcaine sulfate salt

Synonym(e):

1,4-Diguanidinobutane sulfate salt

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About This Item

Empirische Formel (Hill-System):
C6H16N6 · H2O4S
CAS-Nummer:
Molekulargewicht:
270.31
MDL-Nummer:
UNSPSC-Code:
12352200
PubChem Substanz-ID:
NACRES:
NA.77

Biologische Quelle

synthetic (organic)

Qualitätsniveau

Assay

≥98% (TLC)

Form

powder

mp (Schmelzpunkt)

>280 °C

Löslichkeit

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)

InChIKey

RWTGFMPOODRXIM-UHFFFAOYSA-N

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Anwendung

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. Wirkung

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.

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

Eyeshields, Gloves, type N95 (US)


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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
Ana Paula Chiapinotto Ceretta et al.
Psychopharmacology, 201(3), 405-411 (2008-09-02)
The polyamines putrescine, spermidine, and spermine are a group of aliphatic amines that may act as physiological modulators of the N-methyl-D-aspartate (NMDA) receptor, a glutamate receptor implicated in memory formation and consolidation. Arcaine is a competitive antagonist of the polyamine
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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