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Merck
CN

A0384

Arcaine sulfate salt

Synonym(s):

1,4-Diguanidinobutane sulfate salt

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About This Item

Empirical Formula (Hill Notation):
C6H16N6 · H2O4S
CAS Number:
Molecular Weight:
270.31
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
12352200
MDL number:
Assay:
≥98% (TLC)
Form:
powder
Quality level:
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biological source

synthetic (organic)

Quality Level

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

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

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)



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Mauro Schneider Oliveira et al.
Behavioural brain research, 187(1), 200-204 (2007-10-24)
Achievements made over the last years have highlighted the important role of creatine in health and disease. However, studies of its effect on cognition function have been limited. In the present study, we investigated the effect of creatine on early
Nádia Aléssio Velloso Bellé et al.
Brain research, 1008(2), 245-251 (2004-05-18)
Polyamines, among other functions, are considered to act as a free radical scavenger and antioxidant. The quinolinic acid (QA), sodium nitroprusside (SNP) and iron (Fe+2) stimulate production of free radicals and lipid peroxidation. In the present study, we investigated the
Arcaine is a competitive antagonist of the polyamine site on the NMDA receptor.
I J Reynolds
European journal of pharmacology, 177(3), 215-216 (1990-02-27)



Global Trade Item Number

SKUGTIN
A0384-50MG04061832088501