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| Liproxstatin-1 Basic information |
Product Name: | Liproxstatin-1 | Synonyms: | Liproxstatin-1;N-[(3-chlorophenyl)methyl]-spiro[piperidine-4,2'(1'H)-quinoxalin]-3'-amine;N-(3-Chlorobenzyl)-1'H-spiro[piperidine-4,2'-quinoxalin]-3'-amine;LIPROXSTATIN-1;LIPROXSTATIN1;CS-1656;N-[(3-chlorophenyl)methyl]spiro[4H-quinoxaline-3,4'-piperidine]-2-amine;Liproxstatin-1 USP/EP/BP;N-[(3-chlorophenyl)methyl]-1'H-spiro[piperidine-4,2'-quinoxaline]-3'-amine | CAS: | 950455-15-9 | MF: | C19H21ClN4 | MW: | 340.85 | EINECS: | | Product Categories: | Inhibitors | Mol File: | 950455-15-9.mol | |
| Liproxstatin-1 Chemical Properties |
Boiling point | 581.4±50.0 °C(Predicted) | density | 1.32±0.1 g/cm3(Predicted) | storage temp. | -20°C | solubility | Soluble in DMSO (15 mg/ml) | form | powder | pka | 9.45±0.40(Predicted) | color | white to light brown | Stability: | Stable for 1 year from date of purchase as supplied. Solutions in DMSO may be stored at -20°C for up to 2 month. |
| Liproxstatin-1 Usage And Synthesis |
Description | Liproxstatin-1 is a ferroptosis inhibitor. It inhibits ferroptotic cell death (IC50 = 22 nM) and lipid peroxidation in mouse embryonic fibroblasts (MEFs) with an inducible knockdown of glutathione peroxidase 4 (Gpx4-/- MEFs) when used at a concentration of 50 nM. Liproxstatin-1 also inhibits ferroptosis induced by the ferroptosis-inducing agents L-buthionine sulphoximine (BSO), erastin , and (1S,3R)-RSL3 in a concentration-dependent manner in MEFs, but does not inhibit necroptosis, apoptosis, or necrosis. It inhibits cell death and lipid peroxidation induced by (1S,3R)-RSL3 in human renal proximal tubule epithelial cells. Liproxstatin-1 (10 mg/kg) increases survival and decreases TUNEL+ kidney cells in inducible Gpx4-/- mice and reduces tissue injury in a mouse model of hepatic ischemia/reperfusion injury. It is also an antioxidant that inhibits autooxidation of lipids by trapping peroxyl radicals. | Uses | Liproxstatin-1 has been used as a cell death inhibitor in the cell viability assay and for the determination of lipid peroxidation. | Definition | ChEBI: Liproxstatin-1 is an azaspiro compound that is 1'H-spiro[piperidine-4,2'-quinoxaline] in which the hydrogen at position 3' is replaced by a (3-chlorobenzyl)amino group. It is a potent inhibitor of ferroptosis. It has a role as a ferroptosis inhibitor, a radical scavenger, an antioxidant and a cardioprotective agent. It is a member of monochlorobenzenes, a secondary amino compound, an azaspiro compound and an organic heterotricyclic compound. | Biochem/physiol Actions | Liproxstatin-1 is a potent inhibitor of ferroptosis, a non-apoptotic form of cell death characterized by iron-dependent accumulation of lethal lipid reactive oxygen species (ROS). Liproxstatin-1 suppressed ferroptosis in human cells and in an ischaemia/reperfusion-induced tissue injury model in mice. Knockout of glutathione peroxidase 4 (Gpx4) Has been shown to cause cell death by ferroptosis. Liproxstatin-1 was able to suppress ferroptosis in Gpx4 knock-out mice. | References | Angeli et al. (2014), Inactivation of the ferroptosis regulator Gpx4 triggers acute renal failure in mice; Nat. Chem. Biol. 16 1180
Feng et al. (2019), Liproxstatin-1 protects the mouse myocardium against ischemia/reperfusion injury by decreasing VDAC1 levels and restoring GPX4 levels; Biochem. Biophys. Res. Commun. 520 606
Zilka et al. (2017), On the mechanism of Cytoprotection by Ferrostatin-1 and Liproxstatin-1 and the Role of Lipid Peroxidation in Ferroptotic Cell Death; ACS Cent. Sci. 3 232 |
| Liproxstatin-1 Preparation Products And Raw materials |
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