| Identification | Back Directory | [Name]
SH-4-54 | [CAS]
1456632-40-8 | [Synonyms]
SH-4-54
CS-1773
SH-4-54 USP/EP/BP
4-[[(4-cyclohexylphenyl)methyl][2-[methyl[(2,3,4,5,6-pentafluorophenyl)sulfonyl]amino]acetyl]amino]-benzoic acid
Benzoic acid, 4-[[(4-cyclohexylphenyl)methyl][2-[methyl[(2,3,4,5,6-pentafluorophenyl)sulfonyl]amino]acetyl]amino]-
4-[[(4-cyclohexylphenyl)methyl][2-[methyl[(2,3,4,5,6-pentafluorophenyl)sulfonyl]amino]acetyl]amino]-Benzoic Acid SH-4-54 | [Molecular Formula]
C29H27F5N2O5S | [MDL Number]
MFCD28143917 | [MOL File]
1456632-40-8.mol | [Molecular Weight]
610.59 |
| Chemical Properties | Back Directory | [Boiling point ]
717.2±70.0 °C(Predicted) | [density ]
1.431±0.06 g/cm3(Predicted) | [storage temp. ]
Desiccate at -20°C | [solubility ]
DMF: 30 mg/ml; DMSO: 30 mg/ml; Ethanol: 20 mg/ml | [form ]
A crystalline solid | [pka]
4.29±0.10(Predicted) | [color ]
White to off-white | [InChIKey]
VFPYGNNOSJWBHF-UHFFFAOYSA-N | [SMILES]
C(O)(=O)C1=CC=C(N(CC2=CC=C(C3CCCCC3)C=C2)C(CN(C)S(C2=C(F)C(F)=C(F)C(F)=C2F)(=O)=O)=O)C=C1 |
| Hazard Information | Back Directory | [Description]
SH-4-54 is an inhibitor of signal transducer and activator of transcription 3 (STAT3; IC50 = 4.7 μM for STAT3 homodimer DNA binding activity). It selectively inhibits STAT3 homodimer over STAT1 and STAT5 homodimer and STAT3:STAT1 heterodimer DNA binding in EGF-stimulated NIH3T3/hEGFR nuclear extracts containing activated STAT1, STAT3, and STAT5 and decreases STAT3 iNOS, Survivin, and Bcl-2 promoter occupancy in MDA-MB-231 cells. SH-4-54 inhibits growth of glioma, breast, and prostate cancer cell lines that express constitutively active STAT3 (IC50s = 1-7.4, 3.8-4.5, and 5.3-5.8 μM, respectively). In vivo, SH-4-54 (3 mg/kg per day) inhibits tumor growth in the U251MG glioma and MDA-MB-231 breast cancer mouse xenograft models. | [Uses]
4-[[(4-Cyclohexylphenyl)methyl][2-[methyl[(2,3,4,5,6-pentafluorophenyl)sulfonyl]amino]acetyl]amino]benzoic Acid acts as a STAT 3 and STAT5 inhibitor. STAT 3 is unusually active in glioblastoma and plays a crucial role in tumor growth | [in vivo]
SH-4-54 exhibits blood-brain barrier permeability potently controls glioma tumor growth, and inhibits pSTAT3 in vivo. SH-4-54 demonstrates the power of STAT3 inhibitors for the treatment of BTSCs and validates the therapeutic efficacy of a STAT3 inhibitor for GBM clinical application.SH-4-54 decreases pSTAT3 expression in tumor cells of treated mice. SH-4-54 appears to decrease proliferation and increase apoptosis of treated tumors[1]. | [IC 50]
STAT3: 300 nM (Kd); STAT5: 464 nM (Kd) | [References]
[1] PEIBIN YUE. Hydroxamic Acid and Benzoic Acid-Based STAT3 Inhibitors Suppress Human Glioma and Breast Cancer Phenotypes In Vitro and In Vivo.[J]. Cancer research, 2016, 76 3: 652-663. DOI: 10.1158/0008-5472.can-14-3558 |
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