Details
Stereochemistry | ACHIRAL |
Molecular Formula | C11H13NO7S2.2Na |
Molecular Weight | 381.333 |
Optical Activity | NONE |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 1 |
Charge | 0 |
Stereo Comments | MM2 minimum energy of Z and E are 288.5886 and 451.3651 kcal/mol respectively (for free acid). |
SHOW SMILES / InChI
SMILES
[Na+].[Na+].CC(C)(C)[N+](\[O-])=C\C1=C(C=C(C=C1)S([O-])(=O)=O)S([O-])(=O)=O
InChI
InChIKey=XLZOVRYBVCMCGL-BPNVQINPSA-L
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/b12-7-;;
AstraZeneca developed disufenton (NXY-059), a free radical trapping agent, for the treatment of ischaemic stroke and other brain injuries. Nevertheless, large clinical trial (3306 versus 1722 patients) was neutral, providing no evidence for the efficacy of disufenton sodium in patients with stroke. One study using rat cortical brain slices concluded that NXY-059 improved neuronal survival. However, another study in mouse neuroblastoma cells reported no effect. Another study reported that NXY-059 restored endothelial blood-brain. Histological analyses revealed several therapeutic advantages associated with disufenton sodium treatment following acute acoustic trauma, including reductions in inner and outer hair cell loss; reductions in acute acoustic trauma-induced loss of calretinin-positive afferent nerve fibers in the spiral lamina; and reductions in fibrocyte loss within the spiral ligament. However, AstraZeneca terminated the development program.
Approval Year
Targets
Primary Target | Pharmacology | Condition | Potency |
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Target ID: Free radical Sources: https://www.ncbi.nlm.nih.gov/pubmed/29673616 |
PubMed
Title | Date | PubMed |
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Neuroprotection for stroke: current status and future perspectives. | 2012 |
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Neuroprotection for ischaemic stroke: translation from the bench to the bedside. | 2012 Jul |
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Potential implication of the chemical properties and bioactivity of nitrone spin traps for therapeutics. | 2012 Jun |
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Classification Tree | Code System | Code | ||
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FDA ORPHAN DRUG |
531616
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NCI_THESAURUS |
C275
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FDA ORPHAN DRUG |
757820
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168021-79-2
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100000124396
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PP-59
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8187
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DTXSID50895069
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CHEMBL1206050
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6440181
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DISUFENTON SODIUM
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SUB32238
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C120851
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m4676
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C77600
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7M1J3HN9VO
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ACTIVE MOIETY
SUBSTANCE RECORD