SML2379
Fluorizoline
≥98% (HPLC)
Synonym(s):
2,5-bis(4-Chlorophenyl)-4,4,5-trifluoro-4,5-dihydrothiazole, 4,4,5-Trifluoro-2,5-bis(4-chlorophenyl)-4,5-dihydrothiazole
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About This Item
Empirical Formula (Hill Notation):
C15H8Cl2F3NS
CAS Number:
Molecular Weight:
362.20
UNSPSC Code:
12352200
NACRES:
NA.77
Assay:
≥98% (HPLC)
Form:
powder
assay
≥98% (HPLC)
form
powder
color
white to beige
solubility
DMSO: 2 mg/mL, clear
storage temp.
2-8°C
SMILES string
ClC(C=C1)=CC=C1C2=NC(F)(F)C(C3=CC=C(Cl)C=C3)(F)S2
InChI key
JGDLZQYCDVDWNE-UHFFFAOYSA-N
Biochem/physiol Actions
Fluorizoline is a prohibitin (PHB) 1/2-binding diaryl trifluorothiazoline compound that induces p53-independent apoptosis in various cancer cultures (IC50 from 1.6 μM/Bx-PC3 to 9.4 μM/JeKo 1; 24 h) and upregulates proapoptotic Noxa and Bim mRNAs in wild-type, but not PHBs-depleted MEFs. Box(-/-)/Bak(-/-) or Noxa(-/-)/Bim(-/-) MEFs as well as BAX/BAK- or NOXA-downregulated HeLa cells are resistant to fluorizoline-induced apoptosis. Fluorizoline treatment is shown to prevent active RAS-CRAF interaction and downstream MEK1/2 activation following EGF stimulation in HeLa cells (10 μM).
Prohibitin (PHB) 1/2-binding diaryl trifluorothiazoline that induces p53-independent apoptosis.
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
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Ana M Cosialls et al.
Haematologica, 102(9), 1587-1593 (2017-06-18)
Fluorizoline is a new synthetic molecule that induces apoptosis by selectively targeting prohibitins. In the study herein, the pro-apoptotic effect of fluorizoline was assessed in 34 primary samples from patients with chronic lymphocytic leukemia. Fluorizoline induced apoptosis in chronic lymphocytic
The prohibitin-binding compound fluorizoline induces apoptosis in chronic lymphocytic leukemia cells ex vivo but fails to prevent leukemia development in a murine model.
Marina Wierz et al.
Haematologica, 103(4), e154-e157 (2018-01-07)
Alba Pérez-Perarnau et al.
Angewandte Chemie (International ed. in English), 53(38), 10150-10154 (2014-09-10)
A new class of small molecules, with an unprecedented trifluorothiazoline scaffold, were synthesized and their pro-apoptotic activity was evaluated. With an EC50 in the low micromolar range, these compounds proved to be potent inducers of apoptosis in a broad spectrum