A0384

Sigma-Aldrich

Arcaine sulfate salt

Synonym(s):
1,4-Diguanidinobutane sulfate salt
Empirical Formula (Hill Notation):
C6H16N6 · H2O4S
CAS Number:
Molecular Weight:
270.31
MDL number:
PubChem Substance ID:
NACRES:
NA.77
Pricing and availability is not currently available.

biological source

synthetic (organic)

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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Packaging

50 mg in poly bottle

Biochem/physiol Actions

Potent antagonist at the polyamine site of the NMDA glutamate receptor.

Features and Benefits

This compound is also offered as part of Sigma′s Library of Pharmacologically Active Compounds (LOPAC®1280), a biologically annotated collection of high-quality, ready-to-screen compounds. Click here to learn more.

Legal Information

LOPAC is a registered trademark of Sigma-Aldrich Co. LLC

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

RIDADR

NONH for all modes of transport

WGK Germany

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificate of Analysis
Certificate of Origin
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...
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...
Maribel A Rubin et al.
The Journal of neuroscience : the official journal of the Society for Neuroscience, 24(9), 2328-2334 (2004-03-06)
Amygdalar NMDA receptor activation has been implicated in the acquisition of fear memories in rats. However, little is known about the role of endogenous modulators of the NMDA receptor, such as polyamines, in pavlovian fear-conditioning learning. Therefore, in the present...
I J Reynolds
The Journal of pharmacology and experimental therapeutics, 255(3), 1001-1007 (1990-12-01)
This study investigated the interaction between the polyamines spermine and spermidine and the N-methyl-D-aspartate (NMDA) receptor by using (+)-[3H]-5-methyl-10,11-dihydro-5H-dibenzo[a,d]cyclohepten-5,10-im ine maleate ([3H]MK801) binding to well washed rat brain membranes. The actions of arcaine, agmatine, diethylenetriamine and 1,8-octanediamine as polyamine antagonists...
Koichi Tan-No et al.
Pain, 113(3), 301-309 (2005-01-22)
Intrathecal (i.t.) administration into mice of N-ethylmaleimide (NEM), a cysteine protease inhibitor, produced a characteristic behavioral response, the biting and/or licking of the hindpaw and the tail along with slight hindlimb scratching directed toward the flank. The behavior induced by...

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