An orally bioavailable Smo inhibitor
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BMS 833923

Item No. 16240

Technical Information
Formal Name
N-[2-methyl-5-[(methylamino)methyl]phenyl]-4-[(4-phenyl-2-quinazolinyl)amino]-benzamide
CAS Number
1059734-66-5
Synonyms
  • XL 139
Molecular Formula
C30H27N5O
Formula Weight
Purity
≥98%
Formulation
A crystalline solid
DMF: 30 mg/mlDMSO: 25 mg/mlEthanol: 30 mg/mlEthanol:PBS (pH7.2) (1:7): 0.1 mg/ml
λmax
315 nm
SMILES
O=C(NC1=C(C)C=CC(CNC)=C1)C(C=C2)=CC=C2NC3=NC4=CC=CC=C4C(C5=CC=CC=C5)=N3
InChi Code
InChI=1S/C30H27N5O/c1-20-12-13-21(19-31-2)18-27(20)33-29(36)23-14-16-24(17-15-23)32-30-34-26-11-7-6-10-25(26)28(35-30)22-8-4-3-5-9-22/h3-18,31H,19H2,1-2H3,(H,33,36)(H,32,34,35)
InChi Key
KLRRGBHZCJLIEL-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Smoothened (Smo) is a cell surface receptor that, with Patched, mediates sonic hedgehog (Shh) signaling to regulate gene expression through the Gli transcription factors.1 BMS 833923 is an orally bioavailable inhibitor of Smo.2,3 It blocks binding of BODIPY cyclopamine (IC50 = 21 nM) and inhibits Gli activation in cell lines that express wild-type Smo or activated mutant forms of Smo (IC50s = 6-35 nM). BMS 833923 robustly inhibits Shh pathway activity and prevents tumor growth in medulloblastoma and pancreatic carcinoma xenograft models.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Ruiz-Gómez, A., Molnar, C., Holguín, H., et alThe cell biology of Smo signalling and its relationships with GPCRs. Biochim. Biophys. Acta 1768(4), 901-912 (2007).

    2. Sandhiya, S., Melvin, G., Kumar, S.S., et alThe dawn of hedgehog inhibitors: Vismodegib. J. Pharmacol. Pharmacother. 4(1), 4-7 (2013).

    3. Lin, T.L., and Matsui, W. Hedgehog pathway as a drug target: Smoothened inhibitors in development. Onco Targets Ther. 5, 47-58 (2012).