Ferrostatin-1

Names

[ Name ]:
Ferrostatin-1

[Synonym ]:
Ethyl 3-amino-4-(cyclohexylamino)benzoate
3-Amino-4-cyclohexylaminobenzoic acid ethyl ester
Benzoic acid, 3-amino-4-(cyclohexylamino)-, ethyl ester
ethyl 3-amino-4-cyano-1-phenyl-1H-pyrrole-2-carboxylate
Ferrostatin-1 (Fer-1)
3-amino-4-cyan-1-phenyl-pyrrol-2-carbonsaeureethylester
ethyl 3-amino-4-cyclohexylaminobenzoate
Ferrostatin-1
Benzoic acid (3-amino-4-(cyclohexylamino)
3-Amino-4-cyclohexylamino benzoic acid ethyl ester

Biological Activity

[Description]:

Ferrostatin-1 is a potent inhibitor of ferroptosis with an EC50 of 60 nM.

[Related Catalog]:

Signaling Pathways >> Apoptosis >> Ferroptosis

Research Areas >> Cancer

[Target]

EC50: 60 nM (Ferroptosis)[1]

[In Vitro]

Ferrostatin-1 is the most potent inhibitor of erastin-induced ferroptosis in HT-1080 cells (EC50=60 nM). Ferrostatin-1 does not inhibit ERK phosphorylation or arrest the proliferation of HT-1080 cells. Ferrostatin-1 does, however, prevent erastin-induced accumulation of cytosolic and lipid ROS[1]. Cells pretreated with 0.4 μM Ferrostatin-1 displays significantly reduce intracellular reactive oxygen species (ROS) and nitrogen species (RNS) below basal levels. Additionally, increased intracellular ROS levels are also significantly lowered below basal levels by a 0.4 µM Ferrostatin-1 pretreatment. Ferrostatin-1 treatment for 24 h does not change the expression level of i-NOS in SHSY-5Y cell when compare with vehicle (0.02 % DMSO) treated cells[2].

[Kinase Assay]

The cells treated for 24 h with Ferrostatin-1 are washed three times with phosphate-buffered saline (PBS) and pelleted by centrifugation. The supernatant is removed and 80 μL of lysis buffer is added to the cells and then stored overnight at -20°C. Subsequently, the cells are centrifuged at 10,000 RPM for 12 min and both the pellet and supernatant are stored for future use[2].

[Cell Assay]

SH-S5Y cells are seeded in 24-well plates. After overnight incubation, the cells are exposed for 24 h to 1 µM of Ferrostatin-1, under standard growth conditions. Bright field photomicrographs are captured using an inverted microscope equipped with 10× objective in a live-cell modality[2].

[References]

[1]. Dixon SJ, et al. Ferroptosis: an iron-dependent form of nonapoptotic cell death. Cell. 2012 May 25;149(5):1060-72.

[2]. Kabiraj P, et al. The neuroprotective role of ferrostatin-1 under rotenone-induced oxidative stress in dopaminergic neuroblastoma cells. Protein J. 2015 Oct;34(5):349-58.

[Related Small Molecules]

Erastin | Liproxstatin-1 | Piperazine Erastin | FIN 56 | CA3(CIL56)

Chemical & Physical Properties

[ Density]:
1.1±0.1 g/cm3

[ Boiling Point ]:
437.3±35.0 °C at 760 mmHg

[ Molecular Formula ]:
C₁₅H₂₂N₂O₂

[ Molecular Weight ]:
262.347

[ Flash Point ]:
218.3±25.9 °C

[ Exact Mass ]:
262.168121

[ PSA ]:
64.35000

[ LogP ]:
3.90

[ Appearance of Characters ]:
, faint purple to brown

[ Vapour Pressure ]:
0.0±1.1 mmHg at 25°C

[ Index of Refraction ]:
1.595

[ Storage condition ]:
2-8°C

[ Water Solubility ]:
DMSO: soluble10mg/mL, clear

MSDS

Click to get detail MSDS

Safety Information

[ Symbol ]:

GHS07

[ Signal Word ]:
Warning

[ Hazard Statements ]:
H315-H319-H335

[ Precautionary Statements ]:
P261-P305 + P351 + P338

[ Hazard Codes ]:
Xi

[ Risk Phrases ]:
36/37/38

[ Safety Phrases ]:
26

[ RIDADR ]:
NONH for all modes of transport

[ HS Code ]:
2922499990

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Customs

[ HS Code ]: 2922499990

[ Summary ]:
HS:2922499990 other amino-acids, other than those containing more than one kind of oxygen function, and their esters; salts thereof VAT:17.0% Tax rebate rate:9.0% Supervision conditions:AB(certificate of inspection for goods inward,certificate of inspection for goods outward) MFN tariff:6.5% General tariff:30.0%

Related Compounds

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