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Arcaine sulfate salt

Name: Arcaine sulfate salt
Brand: SIGMA

Synonym(s):

1,4-Diguanidinobutane sulfate salt

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About This Item

Empirical Formula (Hill Notation):

C₆H₁₆N₆ · H₂O₄S

CAS Number:

14923-17-2

Molecular Weight:

270.31

NACRES:

NA.77

PubChem Substance ID:

24277954

UNSPSC Code:

12352200

MDL number:

MFCD00050545

Assay:

≥98% (TLC)

Form:

powder

Quality level:

200

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Properties

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)

Description

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[1]
to compare its effects with agmatine and MK801 on NMDA- or glutamate-induced neuronal damage[2]
to study its effects on cell-free translation of synthetic polynucleotide[3]

Biochem/physiol Actions

Arcaine sulfate salt (1,4-diguanidinobutane), a polyamine,[3] is an antagonist of the polyamine binding site of the N-methyl-d-aspartate (NMDA) receptor.[4] Arcaine, an agmatine analog,[2] along with ifenprodil, might have a possibility for therapeutic management in epileptic disorders.[1]

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This Item	M7033	A7127	H7278
Sigma-Aldrich A0384 Arcaine sulfate salt	Sigma-Aldrich M7033 N^G-Methyl-L-arginine acetate salt	Sigma-Aldrich A7127 Agmatine sulfate salt	Sigma-Aldrich H7278 N^G-Hydroxy-L-arginine acetate salt
assay ≥98% (TLC)	assay ≥98% (TLC)	assay ≥97%	assay ≥98% (TLC)
form powder	form powder	form powder	form powder
Quality Level 200	Quality Level 200	Quality Level 100	Quality Level 200
solubility 1 M NaOH: 50 mg/mL, clear to slightly hazy, colorless to faintly yellow	solubility water: 49.00-51.00 mg/mL, clear to very slightly hazy, colorless to faintly yellow	solubility H₂O: 50 mg/mL, ethanol: insoluble	solubility acetic acid: 10 mg/mL, clear, colorless to faintly yellow
mp >280 °C	mp -	mp 234-238 °C (lit.)	mp 204 °C
biological source synthetic (organic)	biological source -	biological source -	biological source -

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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Histamine facilitates in vivo thalamocortical long-term potentiation in the mature visual cortex of anesthetized rats.

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

Repeated agmatine treatment attenuates nicotine sensitization in mice: modulation by alpha2-adrenoceptors.

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

Systemic administration of polyaminergic agents modulate fear conditioning in rats.

Keli Camera et al.

Psychopharmacology, 192(4), 457-464 (2007-02-24)

The polyamines putrescine, spermine, and spermidine are a group of aliphatic amines that physiologically modulate the N-methyl-D-aspartate (NMDA) receptor, a glutamate receptor implicated in memory formation. Given the potential application of these drugs in the treatment of memory disorders, we