An inhibitor of MMP-2
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ARP 101

Item No. 36212

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(2R)-2-[([1,1′-biphenyl]-4-ylsulfonyl)(1-methylethoxy)amino]-N-hydroxy-3-methyl-butanamide
CAS Number
849773-63-3
Molecular Formula
C20H26N2O5S
Formula Weight
406.5
Purity
≥98%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMSO: Soluble: ≥ 10 mg/mlEthanol: Soluble: ≥ 10 mg/ml
SMILES
ONC([C@@H](C(C)C)N(OC(C)C)S(=O)(C1=CC=C(C2=CC=CC=C2)C=C1)=O)=O
InChi Code
InChI=1S/C20H26N2O5S/c1-14(2)19(20(23)21-24)22(27-15(3)4)28(25,26)18-12-10-17(11-13-18)16-8-6-5-7-9-16/h5-15,19,24H,1-4H3,(H,21,23)/t19-/m1/s1
InChi Key
DGZZVIWCMGVHGV-LJQANCHMSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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Certificates of Analysis & Batch Specific Data

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    1 mg

    $64

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    5 mg

    $240

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    10 mg

    $448

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    25 mg

    $960

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    Cayman Chemical
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    Product Description

    ARP 101 is an inhibitor of matrix metalloproteinase-2 (MMP-2; IC50 = 0.09 nM).1 It is selective for MMP-2 over MMP-1, -3, -7, -8, -9, and -14 (IC50s = 147, 50, >1,000, 1.6, 6.7, and 9.8 nM, respectively). ARP 101 inhibits the migration and invasion of human umbilical vein endothelial cells (HUVECs) and induces autophagy in MCF-7 breast cancer, SH-SY5Y neuroblastoma, and HCT116 colorectal cancer cells.1,2 It increases small intestine necrosis induced by indomethacin (Item No. 70270) in rats.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Rossello, A., Nuti, E., Carelli, P., et al. N-i-Propoxy-N-biphenylsulfonylaminobutylhydroxamic acids as potent and selective inhibitors of MMP-2 and MT1-MMP. Biooorg. Med. Chem. Lett. 15(5), 1321-1326 (2005).

    2. Jo, Y.K., Park, S.J., Shin, J.H., et al. ARP101, a selective MMP-2 inhibitor, induces autophagy-associated cell death in cancer cells. Biochem. Biophys. Res. Commun. 404(4), 1039-1043 (2010).

    3. Gyenge, M., Amagase, K., Kunimi, S., et al. Roles of pro-angiogenic and anti-angiogenic factors as well as matrix metalloproteinases in healing of NSAID-induced small intestinal ulcers in rats. Life Sci. 93(12-14), 441-447 (2013).