General Information of the Drug (ID: ferrodrug0357)
Name
3,5-bis((E)-2-fluorobenzylidene)piperidin-4-one hydrochloride
Synonyms
EF24; 342808-40-6; 3,5-Bis[(2-fluorophenyl)methylene]-4-piperidinone; 3,5-bis((E)-2-fluorobenzylidene)piperidin-4-one hydrochloride; (3E,5E)-3,5-bis[(2-fluorophenyl)methylidene]piperidin-4-one;hydrochloride

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Structure
3D MOL
Formula
C19H16ClF2NO
IUPAC Name
(3E,5E)-3,5-bis[(2-fluorophenyl)methylidene]piperidin-4-one;hydrochloride
Canonical SMILES
C1C(=CC2=CC=CC=C2F)C(=O)C(=CC3=CC=CC=C3F)CN1.Cl
InChI
InChI=1S/C19H15F2NO.ClH/c20-17-7-3-1-5-13(17)9-15-11-22-12-16(19(15)23)10-14-6-2-4-8-18(14)21;/h1-10,22H,11-12H2;1H/b15-9+,16-10+;
InChIKey
ILMJCEBAMHGBAA-XETSTSIRSA-N
PubChem CID
70674488
Full List of Ferroptosis Target Related to This Drug
Heme oxygenase 1 (HMOX1)
In total 1 item(s) under this Target
Experiment 1 Reporting the Ferroptosis-centered Drug Act on This Target [1]
Target for Ferroptosis Driver/Suppressor
Responsed Disease Osteosarcoma ICD-11: 2B51
Pathway Response Fatty acid metabolism hsa01212
Ferroptosis hsa04216
Cell Process Cell ferroptosis
Cell proliferation
In Vitro Model U2OS cells Osteosarcoma Homo sapiens CVCL_0042
SAOS-2 cells Osteosarcoma Homo sapiens CVCL_0548
Response regulation 3,5-bis((E)-2-fluorobenzylidene)piperidin-4-one hydrochloride (EF24) upregulated HMOX1 to suppress GPX4 expression to induce ferroptosis by increasing MDA level, ROS level and intracellular ferric ion level. Thus, EF24 might serve as a potential agent for the treatment of HMOX1-positive osteosarcoma patients.
References
Ref 1 EF24 induces ferroptosis in osteosarcoma cells through HMOX1. Biomed Pharmacother. 2021 Apr;136:111202. doi: 10.1016/j.biopha.2020.111202. Epub 2021 Jan 14.