3-(4-Iodo-phenyl)-1-(4'-boranyl-phenyl)-prop-2-enone

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3-(4-Iodo-phenyl)-1-(4'-boranyl-phenyl)-prop-2-enone Basic information
Product Name:3-(4-Iodo-phenyl)-1-(4'-boranyl-phenyl)-prop-2-enone
Synonyms:3-(4-IODO-PHENYL)-1-(4''- BORANYL-PHENYL)-PROP-2-ENONE (FOR R&D ONLY);TRANS-4-IODO,4'-BORANYL-CHALCONE;MDM2 Inhibitor - CAS 562823-84-1 - Calbiochem;MDM2 Inhibitor;Boronic acid, B-[4-[(2E)-3-(4-iodophenyl)-1-oxo-2-propen-1-yl]phenyl]-;MDM2-IN-20;TLBC;3-(4-Iodo-phenyl)-1-(4'-boranyl-phenyl)-prop-2-enone
CAS:562823-84-1
MF:C15H12BIO3
MW:377.97
EINECS:
Product Categories:Cell Cycle RegulatorsImmune Cell Signaling and Blood;Apoptosis and Cell Cycle;Cell Cycle;Immune System Regulation;Immunomodulators and Antibiotics
Mol File:562823-84-1.mol
3-(4-Iodo-phenyl)-1-(4'-boranyl-phenyl)-prop-2-enone Structure
3-(4-Iodo-phenyl)-1-(4'-boranyl-phenyl)-prop-2-enone Chemical Properties
storage temp. +2C to +8C
solubility DMSO: >30 mg/mL, soluble
form solid
color pale yellow
InChI1S/C15H12BIO3/c17-14-8-1-11(2-9-14)3-10-15(18)12-4-6-13(7-5-12)16(19)20/h1-10,19-20H/b10-3+
InChIKeyBYMGWCQXSPGCMW-XCVCLJGOSA-N
Safety Information
WGK Germany 3
Storage Class11 - Combustible Solids
MSDS Information
ProviderLanguage
SigmaAldrich English
3-(4-Iodo-phenyl)-1-(4'-boranyl-phenyl)-prop-2-enone Usage And Synthesis
UsesTLBC, a boronic-chalcone derivative, shows a dose-dependent inhibition with IC50 values of 5.5-25.5 μM in various glioma cell lines. TLBC induces apoptosis independent of changes to the tumor suppressor p53[1].
DefinitionChEBI: [4-[3-(4-iodophenyl)prop-2-enoyl]phenyl]boronic acid is a member of chalcones.
General DescriptionA cell-permeable boranyl-chalcone compound that binds strongly to MDM2 and irreversibly disrupts MDM2/p53 protein complex formation. Exhibits selective toxicity to MDM2-overexpressing human breast cancer cell lines (IC50 = 10 μM for MDA-MB-435, 8.8 μM for MDA-MB-231, and 7 μM for Wt-MCF7) compared to normal breast cell lines (IC50 = 75 μM for MCF-10A and 63 μM for MCF-12A).
Biochem/physiol ActionsCell permeable: yes
References[1] Takashi Sasayama, et al. Trans-4-lodo,4'-boranyl-chalcone induces antitumor activity against malignant glioma cell lines in vitro and in vivo. J Neurooncol. 2007 Nov;85(2):123-32. DOI:10.1007/s11060-007-9395-2
3-(4-Iodo-phenyl)-1-(4'-boranyl-phenyl)-prop-2-enone Preparation Products And Raw materials
Tag:3-(4-Iodo-phenyl)-1-(4'-boranyl-phenyl)-prop-2-enone(562823-84-1) Related Product Information
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