CP-544439

Names

[ Name ]:
CP-544439

[Synonym ]:
4-[4-(4-fluoro-phenoxy)-benzenesulfonylamino]-tetrahydro-pyran4-carboxylic acid hydroxyamide
4-[4-(4-fluorophenoxy)benzenesulfonylamino]tetrahydropyran-4-carboxylic acid hydroxyamide
4-[4-(4-fluorophenoxy)benzenesulfonylamino]-tetrahydropyran-4-carboxylic acid hydroxyamide
4-[4-(4-Fluoro-phenoxy)-benzenesulfonylamino]-tetrahydro-pyran-4-carboxylic acid hydroxyamide
4-[4-(4-fluoro-phenoxy)-benzenesulfonylamino]tetrahydro-pyran-4-carboxylic acid hydroxyamide

Biological Activity

[Description]:

CP-544439 is a potent and orally active matrix metalloproteinase-13 (MMP-13) inhibitor with an IC50 of 0.75 nM[1][2].

[Related Catalog]:

Research Areas >> Inflammation/Immunology

Signaling Pathways >> Metabolic Enzyme/Protease >> MMP

[Target]

MMP-13:0.75 nM (IC50)

MMP-12:0.24 nM (IC50)

MMP-1:420 nM (IC50)

MMP-2:1.6 nM (IC50)

MMP-3:16 nM (IC50)

MMP-8:1.4 nM (IC50)

MMP-9:12 nM (IC50)

MMP-14:7.4 nM (IC50)

[In Vivo]

In vivo studies using a hamster model, in which the cartilage collagen degradation was induced by intra-articular injection of recombinant human MMP-13, demonstrated that oral administration of CP-544439 inhibits degradation of the cartilage collagen with an ED50 of 14 mg/kg and efficacious plasma concentrations ranging from 0.5 to 1.0 g/ml[1].

[References]

[1]. Dalvie D, et al. Metabolism distribution and excretion of a matrix metalloproteinase-13 inhibitor, 4-[4-(4-fluorophenoxy)-benzenesulfonylamino]tetrahydropyran-4-carboxylic acid hydroxyamide (CP-544439), in rats and dogs: assessment of the metabolic profile of CP-544439 in plasma and urine of humans. Drug Metab Dispos. 2008;36(9):1869-1883.

[2]. Reiter LA, et al. Pyran-containing sulfonamide hydroxamic acids: potent MMP inhibitors that spare MMP-1. Bioorg Med Chem Lett. 2004;14(13):3389-3395.

Chemical & Physical Properties

[ Molecular Formula ]:
C₁₈H₁₉FN₂O₆S

[ Molecular Weight ]:
410.41700

[ Exact Mass ]:
410.09500

[ PSA ]:
122.34000

[ LogP ]:
3.81350

Related Compounds

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