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Details

Stereochemistry ACHIRAL
Molecular Formula C11H15NO7S2
Molecular Weight 337.369
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

SHOW SMILES / InChI
Structure of DISUFENTON

SMILES

CC(C)(C)[N+](\[O-])=C\C1=C(C=C(C=C1)S(O)(=O)=O)S(O)(=O)=O

InChI

InChIKey=OVTCHWSLKGENKP-GHXNOFRVSA-N
InChI=1S/C11H15NO7S2/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)/b12-7-

HIDE SMILES / InChI

Molecular Formula C11H15NO7S2
Molecular Weight 337.369
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 1
Optical Activity NONE

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

Targets

Primary TargetPharmacologyConditionPotency
PubMed

PubMed

TitleDatePubMed
NXY-059, a Failed Stroke Neuroprotectant, Offers No Protection to Stem Cell-Derived Human Neurons.
2018 Aug
Substance Class Chemical
Created
by admin
on Fri Dec 15 15:42:03 GMT 2023
Edited
by admin
on Fri Dec 15 15:42:03 GMT 2023
Record UNII
797K01YF1M
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
DISUFENTON
MI   WHO-DD  
Common Name English
4-TERT-BUTYLIMINOMETHYL)BENZENE-,3-DISULPHONATE N-OXIDE
Common Name English
2,4-DISULFONYL-.ALPHA.-PHENYL-TERT-BUTYLNITRONE
Common Name English
Disufenton [WHO-DD]
Common Name English
1,3-BENZENEDISULFONIC ACID, 4-(((1,1-DIMETHYLETHYL)OXIDOIMINO)METHYL)-
Common Name English
4-TERT-BUTYLIMINOMETHYL)BENZENE-,3-DISULFONATE N-OXIDE
Common Name English
4-(((1,1-DIMETHYLETHYL)OXIDOIMINO)METHYL)-1,3-BENZENEDISULFONIC ACID
Common Name English
2,4-disulfonyl PBN
Common Name English
DISUFENTON [MI]
Common Name English
4-(((1,1-DIMETHYLETHYL)IMINO)METHYL)BENZENE-1,3-DISULFONATE N-OXIDE
Common Name English
4-(((1,1-DIMETHYLETHYL)IMINO)METHYL)BENZENE-1,3-DISULPHONATE N-OXIDE
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C1509
Created by admin on Fri Dec 15 15:42:03 GMT 2023 , Edited by admin on Fri Dec 15 15:42:03 GMT 2023
Code System Code Type Description
EPA CompTox
DTXSID50168467
Created by admin on Fri Dec 15 15:42:03 GMT 2023 , Edited by admin on Fri Dec 15 15:42:03 GMT 2023
PRIMARY
FDA UNII
797K01YF1M
Created by admin on Fri Dec 15 15:42:03 GMT 2023 , Edited by admin on Fri Dec 15 15:42:03 GMT 2023
PRIMARY
DRUG CENTRAL
3162
Created by admin on Fri Dec 15 15:42:03 GMT 2023 , Edited by admin on Fri Dec 15 15:42:03 GMT 2023
PRIMARY
PUBCHEM
6913176
Created by admin on Fri Dec 15 15:42:03 GMT 2023 , Edited by admin on Fri Dec 15 15:42:03 GMT 2023
PRIMARY
MERCK INDEX
m4676
Created by admin on Fri Dec 15 15:42:03 GMT 2023 , Edited by admin on Fri Dec 15 15:42:03 GMT 2023
PRIMARY Merck Index
CAS
168021-77-0
Created by admin on Fri Dec 15 15:42:03 GMT 2023 , Edited by admin on Fri Dec 15 15:42:03 GMT 2023
PRIMARY
NCI_THESAURUS
C83681
Created by admin on Fri Dec 15 15:42:03 GMT 2023 , Edited by admin on Fri Dec 15 15:42:03 GMT 2023
PRIMARY
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