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Details

Stereochemistry RACEMIC
Molecular Formula C14H20N4O
Molecular Weight 260.3348
Optical Activity ( + / - )
Defined Stereocenters 0 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of IROXANADINE, (±)-

SMILES

C(C1CONC(=N1)C2=CC=CN=C2)N3CCCCC3

InChI

InChIKey=QWVRTSZDKPRPDF-UHFFFAOYSA-N
InChI=1S/C14H20N4O/c1-2-7-18(8-3-1)10-13-11-19-17-14(16-13)12-5-4-6-15-9-12/h4-6,9,13H,1-3,7-8,10-11H2,(H,16,17)

HIDE SMILES / InChI

Molecular Formula C14H20N4O
Molecular Weight 260.3348
Charge 0
Count
Stereochemistry RACEMIC
Additional Stereochemistry No
Defined Stereocenters 0 / 1
E/Z Centers 0
Optical Activity ( + / - )

IROXANADINE, a pyridine derivative, is under development for the treatment of atherosclerosis and the complications of atherosclerosis such as ischaemic heart disease, peripheral arterial disease, and restenosis. It induces phosphorylation of p38 stress-activated protein kinase, which plays an important role in endothelial cells (EC) homeostasis. EC function plays a central role in vascular diseases.

Approval Year

Sample Use Guides

Iroxanadine (BRX-235) may improve survival of vascular endothelial cells (ECs) following ischemia/reperfusion stress. ECs cultured from human umbilical veins were exposed to hypoxia/reoxygenation to mimic ischemia/reperfusion. Caspase activation and apoptosis were monitored in the reoxygenated cells. Addition of BRX-235 (0.1-1 microM) to culture medium prior to hypoxia or at start of reoxygenation significantly reduced the caspase-dependent apoptosis. The cytoprotection conferred by the pre-hypoxic drug administration was sensitive to quercetin and seems to be based on enhanced heat shock protein accumulation in stressed ECs.
Substance Class Chemical
Created
by admin
on Sat Dec 16 09:44:09 GMT 2023
Edited
by admin
on Sat Dec 16 09:44:09 GMT 2023
Record UNII
934VN4WJM3
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
IROXANADINE, (±)-
Common Name English
5,6-DIHYDRO-5-(1-PIPERIDINYLMETHYL)-3-(3-PYRIDINYL)-2H-1,2,4-OXADIAZINE
Common Name English
BRX005
Code English
BRX-235
Code English
BRX-005
Code English
2H-1,2,4-OXADIAZINE, 5,6-DIHYDRO-5-(1-PIPERIDINYLMETHYL)-3-(3-PYRIDINYL)-
Systematic Name English
BRX235
Code English
Code System Code Type Description
FDA UNII
934VN4WJM3
Created by admin on Sat Dec 16 09:44:10 GMT 2023 , Edited by admin on Sat Dec 16 09:44:10 GMT 2023
PRIMARY
PUBCHEM
6421776
Created by admin on Sat Dec 16 09:44:10 GMT 2023 , Edited by admin on Sat Dec 16 09:44:10 GMT 2023
PRIMARY
CAS
203805-20-3
Created by admin on Sat Dec 16 09:44:10 GMT 2023 , Edited by admin on Sat Dec 16 09:44:10 GMT 2023
PRIMARY
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