COX-2-IN-6

• CAT Number: I045559
• CAS Number: 2756347-91-6
• Molecular Formula: C20H27NO6S
• Molecular Weight: 409.50
• Purity: ≥95%
• Synonyms: 1-[5-(hydroxymethyl)-3-(4-methylsulfonylphenyl)-6-propoxypyridin-2-yl]oxy-2-methylpropan-2-ol
• InChI: InChI=1S/C20H27NO6S/c1-5-10-26-18-15(12-22)11-17(19(21-18)27-13-20(2,3)23)14-6-8-16(9-7-14)28(4,24)25/h6-9,11,22-23H,5,10,12-13H2,1-4H3
• InChIKey: MIGCLPHEGAEITL-UHFFFAOYSA-N
• SMILES: CCCOC1=NC(=C(C=C1CO)C2=CC=C(C=C2)S(=O)(=O)C)OCC(C)(C)O

COX-2-IN-6 (compound 10) is an orally active, gut-restricted and selective cyclooxygenase-2 (COX-2) inhibitor for colorectal Chemoprevention of cancer. COX-2-IN-6 selectively targets COX-2 with an IC50 of 0.84 μM and a Ki of 69 nM. COX-2-IN-6 also inhibits COX-2-driven PGE2 synthesis with an IC50 of 0.60 μM[1].
COX-2-IN-6 (compound 10) inhibits human COX-2/COX-1 enzymes, and COX-2/COX-1-driven PGE2 synthesis in HEK293 cells with IC50s of 0.84 μM, >50 μM, 0.60 μM, and >50 μM, respectively[1].
COX-2-IN-6 shows liver microsomal and hepatocyte stability in vitro of human or mouse. And the T1/2 values are 3.1 min for human hepatocyte and 3.0 min for mouse hepatocyte[1].
COX-2-IN-6 (compound 10) (30-300 mg/kg; po; single dose) inhibits adenoma progression and enhances survival extension in an APCmin/+ mouse model[1].
COX-2-IN-6 (10 mg/kg; po; single dose) displays high colonic exposures (>4300 ng/g) and a low systemic exposure (<6 ng/mL) with a distribution ratio of C/P >1200 at 4 h[1].

Reference

[1]. Zhang Z, et al. Gut-Restricted Selective Cyclooxygenase-2 (COX-2) Inhibitors for Chemoprevention of Colorectal Cancer. J Med Chem. 2021 Aug 12;64(15):11570-11596.
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