A selective MMP-13 inhibitor
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MMP-13 Inhibitor

Item No. 19540

Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
N4,N6-bis[(4-fluoro-3-methylphenyl)methyl]-4,6-pyrimidinedicarboxamide
CAS Number
544678-85-5
Synonyms
  • Collagenase-3 Inhibitor
  • Matrix Metalloproteinase-13 Inhibitor
  • 4,6-Pyrimidinedicarboxamide
Molecular Formula
C22H20F2N4O2
Formula Weight
410.4
Purity
≥98%
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 2 mg/mlDMSO: 2 mg/mlDMSO:PBS(pH 7.2) (1:2): 0.33 mg/mlEthanol: 0.5 mg/ml
λmax
267 nm
SMILES
FC1=C(C)C=C(CNC(C2=CC(C(NCC3=CC=C(F)C(C)=C3)=O)=NC=N2)=O)C=C1
InChi Code
InChI=1S/C22H20F2N4O2/c1-13-7-15(3-5-17(13)23)10-25-21(29)19-9-20(28-12-27-19)22(30)26-11-16-4-6-18(24)14(2)8-16/h3-9,12H,10-11H2,1-2H3,(H,25,29)(H,26,30)
InChi Key
PYFRREJCFXFNRR-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    1 mg

    $134

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    5 mg

    $391

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    10 mg

    $662

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    Product Description

    MMP-13 Inhibitor is a pyrimidine dicarboxamide that inhibits matrix metalloproteinase-13 (MMP-13, also known as collagenase-3) with an IC50 value of 8 nM.1,2 MMP-13 Inhibitor binds to pockets that are unique to MMP-13, rather than the catalytic zinc, and thus is specific for MMP-13 over other MMPs.1,2 MMP-13 Inhibitor blocks osterix-dependent calcification of matrices in limb bud cells during endochondral ossification.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Carrascal, N.A., and Rizzo, R.C. Calculation of binding free energies for non-zinc chelating pyrimidine dicarboxamide inhibitors with MMP-13. Bioorg. Med. Chem. Lett. 19(1), (2009).

    2. Engel, C.K., Pirard, B., Schimanski, S., et al. Structural basis for the highly selective inhibition of MMP-13. Chem. Biol. 12(2), 181-189 (2005).

    3. Nishimura, R., Wakabayashi, M., Hata, K., et al. Osterix regulates calcification and degradation of chondrogenic matrices through matrix metalloproteinase 13 (MMP13) expression in association with transcription factor Runx2 during endochondral ossification. The Journal of Biological Chemisty 287(40), 33179-33190 (2012).