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SML2163

Sigma-Aldrich

HPN-07

≥98% (HPLC)

Synonyme(s) :

2, 4-Disulfonyl PBN, 2,4-Disulfophenyl-N-tert-butylnitrone, ARL 16556, CPI 22, Cerovive, Disodium 4-[(tert-butyl-imino) methyl]benzene-13-disulfonate N-oxide, Disufenton sodium, NXY-059, Nxy 059, OKN-007, OKN007, Oklahoma nitrone-007

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About This Item

Formule empirique (notation de Hill) :
C11H13NO7S2 · 2Na
Numéro CAS:
168021-79-2
Poids moléculaire :
381.33
Numéro MDL:
MFCD09833648
Code UNSPSC :
12352200
Nomenclature NACRES :
NA.77

Essai

≥98% (HPLC)

Forme

powder

Couleur

white to beige

Solubilité

H2O: 2 mg/mL, clear

Température de stockage

−20°C

Chaîne SMILES 

[O-]/[N+](C(C)(C)C)=C\C(C=CC(S([O-])(=O)=O)=C1)=C1S([O-])(=O)=O.[Na+].[Na+]

InChI

1S/C11H15NO7S2.2Na/c1-11(2,3)12(13)7-8-4-5-9(20(14,15)16)6-10(8)21(17,18)19;;/h4-7H,1-3H3,(H,14,15,16)(H,17,18,19);;/q;2*+1/p-2

Clé InChI

XLZOVRYBVCMCGL-UHFFFAOYSA-L

Actions biochimiques/physiologiques

Orally available NO-mimicking free radical trapping agent and sulfatase 2 (SULF2) inhibitor with in vivo efficacy in animal models of glioma and stroke.
Originally characterized for its NO-mimicking activity in preventing peroxynitrite formation and in vivo neuroprotective efficacy in animal models of cerebral ischemia (100 mg/kg i.v. in rabbits; 30-60 mg/kg plus 30-60 mg/kg/h i.v. or 50 mg/kg plus 8.8 mg/kg/h s.c. in rats; 28 mg/kg plus 16 mg/kg/h i.v. in monkeys), OKN-007 (HPN-07, NXY-059) is an orally available α-phenyl-tert-butylnitrone (PBN) derivative that is also shown to exhibit sulfatase 2 (SULF2) inhibitory activity and anticancer efficacy both in cultures (effective conc. 170-200 μM in Huh7 heptoma cultures) and in several rodent glioma models in vivo (C6, RG2, and GL261; 75 mg/kg/day for rats and 168 mg/kg/day for mice via drinking water).

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

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Ting He et al.
Free radical biology & medicine, 51(2), 490-502 (2011-05-24)
Gliomas, the most common primary brain tumors in adults, have a poor outcome. PBN (α-phenyl-tert-butylnitrone) and OKN007 (2,4-disulfophenyl-PBN) are nitrones that have demonstrated beneficial effects in many aging diseases. In this study, we evaluated the anti-tumor effects of PBN and
Paul A Lapchak et al.
Stroke, 33(6), 1665-1670 (2002-06-08)
It has been proposed that the novel spin trap agent disodium-[(tert-butylimino)methyl]benzene-1,3-disulfonate N-oxide (NXY-059) may be useful in the treatment of ischemia and stroke. To date, there is little information concerning the safety of NXY-059 when administered in combination with the
J Peeling et al.
Neuropharmacology, 40(3), 433-439 (2001-02-13)
Because free radical mechanisms may contribute to brain injury in hemorrhagic stroke, the effect of the free radical trapping agent disodium 4-[(tert-butylimino)methyl]benzene-1,3-disulfonate N-oxide (NXY-059) was investigated on outcome following intracerebral hemorrhage (ICH) in rat. ICH was induced in 20 adult
Donald Ewert et al.
PloS one, 12(8), e0183089-e0183089 (2017-08-24)
Oxidative stress is considered a major cause of the structural and functional changes associated with auditory pathologies induced by exposure to acute acoustic trauma AAT). In the present study, we examined the otoprotective effects of 2,4-disulfophenyl-N-tert-butylnitrone (HPN-07), a nitrone-based free
Z Zhao et al.
Brain research, 909(1-2), 46-50 (2001-08-02)
Free radicals have gained wide acceptance as mediators of cerebral ischemic injury. It has previously been reported that a spin trap nitrone, alpha-phenyl-N-tert-butyl nitrone (PBN), can reduce infarct volumes in rats subjected to either permanent or transient focal cerebral ischemia.
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