An inhibitor of MMP-2, -3, and -9
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Tanomastat

Item No. 19258

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
4'-chloro-γ-oxo-αS-[(phenylthio)methyl]-[1,1'-biphenyl]-4-butanoic acid
CAS Number
179545-77-8
Synonyms
  • BAY 12-9566
Molecular Formula
C23H19ClO3S
Formula Weight
410.9
Purity
≥98%
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 25 mg/mlDMF:PBS (pH 7.2) (1:1): 0.5 mg/mlDMSO: 25 mg/mlEthanol: 12 mg/ml
λmax
285 nm
SMILES
ClC1=CC=C(C2=CC=C(C(C[C@@H](C(O)=O)CSC3=CC=CC=C3)=O)C=C2)C=C1
InChi Code
InChI=1S/C23H19ClO3S/c24-20-12-10-17(11-13-20)16-6-8-18(9-7-16)22(25)14-19(23(26)27)15-28-21-4-2-1-3-5-21/h1-13,19H,14-15H2,(H,26,27)/t19-/m1/s1
InChi Key
JXAGDPXECXQWBC-LJQANCHMSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    500 µg

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    Cayman Chemical
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    Product Description

    Tanomastat is an inhibitor of matrix metalloproteinase-2 (MMP-2), MMP-3, and MMP-9 (Kis = 11, 143, and 301 nM, respectively).1 It is selective for MMP-2, -3, and -9 over MMP-1 and MMP-13 (Kis = 5,000 and 1,470 nM, respectively). Tanomastat (15 µM) inhibits VEGF- and FGF-induced tubule formation in human umbilical vein endothelial cells (HUVECs).2 It reduces tumor growth and the number of pulmonary metastases in an MDA-MB-435 orthotopic mouse model of breast cancer when administered at a dose of 100 mg/kg. Tanomastat (50 mg/kg) decreases disease severity in a rat model of adjuvant-induced arthritis.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Leung, D., Abbenante, G., and Fairlie, D.P. Protease inhibitors: Current status and future prospects. J. Med. Chem. 43(3), 305-341 (2000).

    2. Nozaki, S., Sissons, S., Chien, D.-S., et al. Activity of biphenyl matrix metalloproteinase inhibitor BAY 12-9566 in a human breast cancer orthotopic model. Clin. Exp. Metastasis 20(5), 407-412 (2003).

    3. Hamada, T., Arima, N., Shindo, M., et al. Suppression of adjuvant arthritis of rats by a novel matrix metalloproteinase-inhibitor. Br. J. Pharmacol. 131(8), 1513-1520 (2000).