Basic information
- CAS
347174-05-4- Standard SMILES
CCOC(=O)c1ccc(NC2CCCCC2)c(N)c1- InChIKey
UJHBVMHOBZBWMX-UHFFFAOYSA-N- Molecular formula
- C15H22N2O2
- Average molar mass
- 262.35 g/mol
Overview
Ferrostatin-1 is an ethyl ester resulting from the formal condensation of the carboxy group of 3-amino-4-(cyclohexylamino)benzoic acid with ethanol. It is a potent inhibitor of ferroptosis, a distinct non-apoptotic form of cell death caused by lipid peroxidation. It is also a radical-trapping antioxidant and has the ability to reduce the accumulation of lipid peroxides and chain-carrying peroxyl radicals. It has a role as a ferroptosis inhibitor, an antioxidant, an antifungal agent, a radical scavenger, a neuroprotective agent and a radiation protective agent. It is an ethyl ester, a substituted aniline and a primary arylamine.
Names & identifiers
- Preferred name
- Ferrostatin-1
- IUPAC
- ethyl 3-amino-4-(cyclohexylamino)benzoate
- English name
- Ferrostatin-1 (Fer-1)
- Molecular formula
- C15H22N2O2
- Molecular weight
- 262.35
Names & synonyms
Ferrostatin-1CHEBI:173086RefChem:140298347174-05-4Ethyl 3-amino-4-(cyclohexylamino)benzoateFerrostatin-1 (Fer-1)Ferrostatin 1Fer-1MFCD08072959Benzoic acid, 3-amino-4-(cyclohexylamino)-, ethyl ester3-amino-4-cyclohexylaminobenzoic acid ethyl esterCHEMBL3633556
Show more names
Fer1Fer 1SML0583-5MGFerrostatins-13-amino-4-(cycLCCP.347174-05-4-G-1Fer-1 (Ferrostatin-1)Ferrostatin-1, 10 mM in DMSO
ethyl 3-amino-4-cyclohexylaminobenzoateferrrostatin 1Ferrostatin-1 (Fer-1)?3-amino-4-(cyclohexylamino)-benzoic acid, ethyl esterorb1225231orb1300714SCHEMBL2032512SCHEMBL18137149
Database identifiers
- CAS
347174-05-4- PubChem CID
- 4068248
- ChEMBL
CHEMBL3633556- ChEBI
Properties
Computed structural properties
- XLogP
- 3.3
- Topological polar surface area
- 64.4 Ų
- Hydrogen bond donors
- 2
- Hydrogen bond acceptors
- 4
- Rotatable bonds
- 5
- Heavy atoms
- 19
- Formal charge
- 0
- Complexity
- 290
Physicochemical properties
- Boiling point
- 437.3 · 437.3±35.0 °C(Predicted)
- Density
- 1.15 · 1.150±0.06 g/cm3(Predicted)
- storage temp.
- 2 · 2-8°C
- solubility
- 10 mg/mL, · DMSO: soluble10mg/mL, clear
- pka
- 4.78 · 4.78±0.11(Predicted)
- form
- powder
- color
- purple to brown
- Stability
- 2 years · Stable for 2 years from date of purchase as supplied. Solutions in DMSO or ethanol may be stored at -20° for up to 1 month.
- InChI
- InChI=1S/C15H22N2O2/c1-2-19-15(18)11-8-9-14(13(16)10-11)17-12-6-4-3-5-7-12/h8-10,12,17H,2-7,16H2,1H3
- InChIKey
- UJHBVMHOBZBWMX-UHFFFAOYSA-N
- SMILES
- C(OCC)(=O)C1=CC=C(NC2CCCCC2)C(N)=C1
- UNSPSC Code
- 12352200 · 12352200
- NACRES
- 77 · NA.77
- Symbol(GHS)
- 7 · GHS07
- Signal word
- Warning
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
Warning
H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 41 reports by companies from 4 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Hazard Classes and CategoriesSkin Irrit. 2 (100%)
Safety data
- wgk
- 3
- hs_code
- 2922498590
- risk_code
- 36/37/38
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- hazard_code
- Xi
- safety_code
- 26
- hazard_class
- IRRITANT
- Storage Class
- 11 - Combustible Solids
- target organs
- Respiratory system
- Hazard statements
- H315-H319-H335
- Hazard Classifications
- Eye Irrit. 2Skin Irrit. 2STOT SE 3
- Precautionary statements
- P261-P264-P271-P280-P302+P352-P305+P351+P338
Chemistry & industry
Applications
DescriptionFerrostatin-1 (347174-05-4) inhibits ferroptosis (EC50=60 nM), an iron-dependent form of nonapoptotic cell death.1Potent inhibitor of ferroptosis in cancer cells and glutamate-induced cell death in organotypic rat brain slices.1Blocks the cytotoxic effects of sorafenib in hepatocellular carcinoma cells.2Ferrostatin-1 inhibits oxidative lipid damage and cell death in diverse disease models3 and prevents apoptosis of renal proximal tubular cells induced by reactive oxygen species4.
UsesFerrostatin-1 (Fer-1) is a potent and selective inhibitor of ferroptosis.
Upstream & downstream products
Upstream raw materials
Suppliers100 total
阿诺西（上海）生物技术有限公司400-1107768 15058188853 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
湖南韵邦生物科技股份有限公司85561037 15386497078 · [email protected]
上海凌富药物研究有限公司+86(21)5895 0110 19945755304 · [email protected]
南通飞宇生物科技有限公司0513-68819626 15152877458 · [email protected]
武汉英诺医药科技有限公司+86-027-59232304 15387063101 · [email protected]
Related reactions
15 records
Compound notes
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