347174-05-4
347174-05-4 structure
- Name: Ferrostatin-1
- Chemical Name: Ethyl 3-amino-4-(cyclohexylamino)benzoate
- CAS Number: 347174-05-4
- Molecular Formula: C15H22N2O2
- Molecular Weight: 262.347
- Catalog: Biochemical Inhibitor Metabolism Ferroptosis inhibitor
- Create Date: 2018-12-26 09:21:08
- Modify Date: 2024-01-02 19:56:59
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Ferrostatin-1 is a potent inhibitor of ferroptosis with an EC50 of 60 nM.
| Name | Ethyl 3-amino-4-(cyclohexylamino)benzoate |
|---|---|
| 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 |
| 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 |
| 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 | , 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 |
| 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 |
|
~98%
347174-05-4 |
| Literature: Boehringer Ingelheim (Canada) Ltd. Patent: US2003/236251 A1, 2003 ; Location in patent: Page 20 ; |
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347174-05-4 |
| Literature: Biogen Idec Ma Inc. Patent: US2011/152260 A1, 2011 ; |
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347174-05-4 |
| Literature: Biogen Idec Ma Inc. Patent: US2011/152260 A1, 2011 ; |
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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 |
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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%
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 |
| Precursor 6 | |
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| DownStream 1 | |
| 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% |