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SML2163

Sigma-Aldrich

HPN-07

≥98% (HPLC)

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Synonym(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
Empirical Formula (Hill Notation):
C11H13NO7S2 · 2Na
CAS Number:
Molecular Weight:
381.33
MDL number:

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

Related Categories

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).

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


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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
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
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

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