| Identification | Back Directory | [Name]
Phenol, 2-Methoxy-5-[[[(1E)-2-(2,4,6-triMethoxyphenyl)ethenyl]sulfonyl]Methyl]-, 1-(dihydrogen phosphate) | [CAS]
865783-99-9 | [Synonyms]
CS-2580
ON-014185
Briciclib, >98%
Briciclib,ON-014185
Briciclib(ON 013105,ON 014185)
ON013105;ON014185;ON-013105;ON-014185
(E)-5-[[(2,4,6-Trimethoxystyryl)sulfonyl]methyl]-2-methoxyphenyl dihydrogen phosphate
2-Methoxy-5-({[(E)-2-(2,4,6-trimethoxyphenyl)vinyl]sulfonyl}methy l)phenyl dihydrogen phosphate
Phenol, 2-Methoxy-5-[[[(1E)-2-(2,4,6-triMethoxyphenyl)ethenyl]sulfonyl]Methyl]-, 1-(dihydrogen phosphate) | [Molecular Formula]
C19H23O10PS | [MDL Number]
MFCD22665751 | [MOL File]
865783-99-9.mol | [Molecular Weight]
474.42 |
| Chemical Properties | Back Directory | [storage temp. ]
Sealed in dry,Room Temperature | [solubility ]
DMF: 30 mg/ml; DMSO: 30 mg/ml | [form ]
A crystalline solid | [color ]
White to off-white | [InChI]
InChI=1S/C19H23O10PS/c1-25-14-10-17(27-3)15(18(11-14)28-4)7-8-31(23,24)12-13-5-6-16(26-2)19(9-13)29-30(20,21)22/h5-11H,12H2,1-4H3,(H2,20,21,22)/b8-7+ | [InChIKey]
LXENKEWVEVKKGV-BQYQJAHWSA-N | [SMILES]
C1(OP(O)(O)=O)=CC(CS(/C=C/C2=C(OC)C=C(OC)C=C2OC)(=O)=O)=CC=C1OC |
| Hazard Information | Back Directory | [Description]
Briciclib is a water soluble derivative of ON 013100, a small molecule that binds to and inhibits eukaryotic translation initiation factor 4E (eIF4E). Briciclib inhibits proliferation of JEKO-1 and Mino mantle cell leukemia (MCL), MCF-7 and MDA-MB-231 breast, AGS gastric, and OE19, OE33, and LFO-1 esophageal cancer cell lines with GI50 values ranging from 9.8 to 12.2 nM. It reduces expression of cyclin D1 and c-Myc, markers of eIF4E activity, in breast and MCL cancer cell lines in a dose-dependent manner. Briciclib also induces expression of the pro-apoptotic proteins p53 and cleaved caspase-3. | [Uses]
Briciclib is a useful organic intermediate employed in the synthesis of [[(phenylmethyl)sulfonyl]ethenyl]benzene derivatives with anticancer activity. | [IC 50]
eIF4 | [storage]
Store at -20°C | [References]
[1] NEEL JASANI. Abstract 1649: Potent anticancer activity of an orally bioavailable small molecule, ON 013100, and its water soluble derivative, briciclib, a clinical-stage eIF4E-targeted agent[J]. Cancer research, 2015, 75 1: 1649-1649. DOI: 10.1158/1538-7445.am2015-1649 |
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SPIRO PHARMA
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