An inhibitor of SCF/c-kit signaling
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ISCK03

Item No. 15781

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
4-(1,1-dimethylethyl)-N-[4-(1H-imidazol-1-yl)phenyl]-benzenesulfonamide
CAS Number
945526-43-2
Synonyms
  • c-Kit Inhibitor II
  • Stem-Cell Factor/c-Kit Inhibitor
Molecular Formula
C19H21N3O2S
Formula Weight
355.5
Purity
≥95%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 30 mg/mlDMF:PBS (pH 7.2) (1:5): 0.2 mg/mlDMSO: 25 mg/mlEthanol: 2 mg/ml
λmax
227, 253 nm
SMILES
O=S(NC1=CC=C(N2C=NC=C2)C=C1)(C3=CC=C(C(C)(C)C)C=C3)=O
InChi Code
InChI=1S/C19H21N3O2S/c1-19(2,3)15-4-10-18(11-5-15)25(23,24)21-16-6-8-17(9-7-16)22-13-12-20-14-22/h4-14,21H,1-3H3
InChi Key
XQABBHBFHWHMKF-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

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    Product Description

    The receptor tyrosine kinase c-kit, activated by its ligand stem-cell factor (SCF), modulates diverse cellular processes, including cell proliferation, differentiation, and survival.1,2 ISCK03 is a cell-permeable inhibitor of SCF-mediated c-kit activation, completely blocking phosphorylation of c-kit in human melanoma cells at a concentration between 1 and 5 µM.3 These concentrations also prevent SCF-mediated downstream phosphorylation of p44/p42 ERK but does not prevent phosphorylation of p44/p42 ERK induced by hepatocyte growth factor.3 Oral administration of ISCK03 in mice induces hair depigmentation, whereas topical application decreases epidermal melanin in guinea pig skin darkened by UV irradiation.3 ISCK03 has also been used to elucidate the role of SCF/c-kit signaling in cell viability, radiation-induced angiogenesis, and melanocortin receptor action.4,5,6

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Griswold, I.J., Shen, L.J., La Rosée, P., et al. Effects of MLN518, a dual FLT3 and KIT inhibitor, on normal and malignant hematopoiesis. Blood 104(9), 2912-2918 (2004).

    2. Wisniewski, D., Lambek, C.L., Liu, C., et al. Characterization of potent inhibitors of the Bcr-Abl and the c-kit receptor tyrosine kinases. Cancer Res. 62(15), 4244-4255 (2002).

    3. Na, Y.J., Baek, H.S., Ahn, S.M., et al. [4-t-Butylphenyl]-N-(4-imidazol-1-yl phenyl)sulfonamide (ISCK03) inhibits SCF/c-kit signaling in 501mel human melanoma cells and abolishes melanin production in mice and brownish guinea pigs. Biochem. Pharmacol. 74(5), 780-786 (2007).

    4. Kamlah, F., Hänze, J., Arenz, A., et al. Comparison of the effects of carbon ion and photon irradiation on the angiogenic response in human lung adenocarcinoma cells. Int. J. Radiat. Oncol. Biol. Phys. 80(5), 1541-1549 (2011).

    5. Kon, S., Minegishi, N., Tanabe, K., et al. Smap1 deficiency perturbs receptor trafficking and predisposes mice to myelodysplasia. J. Clin. Invest. 123(3), 1123-1137 (2013).

    6. Herraiz, C., Journé, F., Abdel-Malek, Z., et al. Signaling from the human melanocortin 1 receptor to ERK1 and ERK2 mitogen-activated protein kinases involves transactivation of cKIT. Mol. Endocrinol. 25(1), 138-156 (2011).