Ferrostatin-1

Modify Date: 2024-01-02 19:56:59

Ferrostatin-1 Structure
Ferrostatin-1 structure
Common Name Ferrostatin-1
CAS Number 347174-05-4 Molecular Weight 262.347
Density 1.1±0.1 g/cm3 Boiling Point 437.3±35.0 °C at 760 mmHg
Molecular Formula C15H22N2O2 Melting Point N/A
MSDS Chinese USA Flash Point 218.3±25.9 °C
Symbol GHS07
GHS07
Signal Word Warning

 Use of Ferrostatin-1


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

 Names

Name Ethyl 3-amino-4-(cyclohexylamino)benzoate
Synonym More Synonyms

 Ferrostatin-1 Biological Activity

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

 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

 Safety Information

Symbol GHS07
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

~98%

Ferrostatin-1 Structure

Ferrostatin-1

CAS#:347174-05-4

Literature: Boehringer Ingelheim (Canada) Ltd. Patent: US2003/236251 A1, 2003 ; Location in patent: Page 20 ;

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Ferrostatin-1 Structure

Ferrostatin-1

CAS#:347174-05-4

Literature: Biogen Idec Ma Inc. Patent: US2011/152260 A1, 2011 ;

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Ferrostatin-1 Structure

Ferrostatin-1

CAS#:347174-05-4

Literature: Biogen Idec Ma Inc. Patent: US2011/152260 A1, 2011 ;

~%

Ferrostatin-1 Structure

Ferrostatin-1

CAS#:347174-05-4

Literature: Skouta, Rachid; Dixon, Scott J.; Wang, Jianlin; Dunn, Denise E.; Orman, Marina; Shimada, Kenichi; Rosenberg, Paul A.; Lo, Donald C.; Weinberg, Joel M.; Linkermann, Andreas; Stockwell, Brent R. Journal of the American Chemical Society, 2014 , vol. 136, # 12 p. 4551 - 4556

~%

Ferrostatin-1 Structure

Ferrostatin-1

CAS#:347174-05-4

Literature: Skouta, Rachid; Dixon, Scott J.; Wang, Jianlin; Dunn, Denise E.; Orman, Marina; Shimada, Kenichi; Rosenberg, Paul A.; Lo, Donald C.; Weinberg, Joel M.; Linkermann, Andreas; Stockwell, Brent R. Journal of the American Chemical Society, 2014 , vol. 136, # 12 p. 4551 - 4556

~41%

Ferrostatin-1 Structure

Ferrostatin-1

CAS#:347174-05-4

Literature: Oda, Shinichi; Shimizu, Hideki; Aoyama, Yasunori; Ueki, Tatsuo; Shimizu, Sumio; Osato, Hiroshi; Takeuchi, Yoshiyuki Organic Process Research and Development, 2012 , vol. 16, # 1 p. 96 - 101

 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%

 Synonyms

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