SML2163

Sigma-Aldrich

HPN-07

≥98% (HPLC)

Synonym(s):
2, 4-Disulfonyl PBN, NXY-059, Oklahoma nitrone-007, Nxy 059, OKN-007, OKN007, Disufenton sodium, 2,4-Disulfophenyl-N-tert-butylnitrone, CPI 22, Disodium 4-[(tert-butyl-imino) methyl]benzene-13-disulfonate N-oxide, ARL 16556, Cerovive
Empirical Formula (Hill Notation):
C11H13NO7S2 · 2Na
CAS Number:
Molecular Weight:
381.33
MDL number:
Pricing and availability is not currently available.

assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

H2O: 2 mg/mL, clear

storage temp.

−20°C

SMILES string

[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

InChI key

XLZOVRYBVCMCGL-UHFFFAOYSA-L

Biochem/physiol Actions

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).

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
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...
Philippe Garteiser et al.
Journal of magnetic resonance imaging : JMRI, 31(4), 796-806 (2010-04-08)
To demonstrate that OKN007, a disulfonyl derivative of phenyl-tert-butyl nitrone (PBN), has anti-glioma activity in the clinically relevant C6 rat glioma model using multi-parametric magnetic resonance imaging. Twenty-one rats were intracerebrally implanted with C6 cells and administered OKN007 or kept...
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....
J W Marshall et al.
Stroke, 32(1), 190-198 (2001-01-04)
NXY-059 is a novel nitrone with free radical-trapping properties that has a considerable neuroprotective effect in rats. We have now examined the efficacy of this drug at reducing long-term functional disability in a primate model of stroke. Twelve monkeys were...

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