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18162-48-6872-50-4Methylene ChloridenaphthaleneTHFTitanium Dioxide
ChemicalBook CAS DataBase List Glasdegib
1095173-27-5

Glasdegib synthesis

1synthesis methods
Glasdegib, also known as PF-04449913, is an orally bioavailable small-molecule inhibitor of the Hedgehog (Hh) signaling pathway with potential antineoplastic activity. Hedgehog inhibitor PF-04449913 appears to inhibit Hh pathway signaling. The Hh signaling pathway plays an important role in cellular growth, differentiation and repair. Constitutive activation of Hh pathway signaling has been observed in various types of malignancies. Glasdegib (PF-04449913) is an FDA approved cancer drug developed by Pfizer. It is a small molecule inhibitor of sonic hedgehog, which is a protein overexpressed in many types of cancer. It inhibits the sonic hedgehog receptor smoothened (SMO), as do most drugs in its class.
Synthetic Routes
  • ROUTE 1

    • 202112078710560314.jpg

    Peng, Zhihui; Wong, John W.; Hansen, Eric C.; Puchlopek-Dermenci, Angela L. A.; Clarke, Hugh J. Development of a Concise, Asymmetric Synthesis of a Smoothened Receptor (SMO) Inhibitor: Enzymatic Transamination of a 4-Piperidinone with Dynamic Kinetic Resolution. Hugh J. Organic Letters. Volume 16. Issue 3. Pages 860-863. Journal; Online Computer File. (2014).

  • ROUTE 2

    • 202112079258958122.jpg

    Munchhof, Michael J.; Li, Qifang; Shavnya, Andrei; Borzillo, Gary V.; Boyden, Tracey L.; Jones, Christopher S.; LaGreca, Susan D.; Martinez-Alsina, Luis; Patel, Nandini; Pelletier, Kathleen; Reiter, Larry A.; Robbins, Michael D.; Tkalcevic, George T. Discovery of PF-04449913, a Potent and Orally Bioavailable Inhibitor of Smoothened. ACS Medicinal Chemistry Letters. Volume 3. Issue 2. Pages 106-111. Journal; Online Computer File. (2012).

  • ROUTE 3

    • 202112073435736301.jpg

    Munchhof, Michael J.; Reiter, Lawrence A.; La Greca, Susan D.; Jones, Christopher S.; Li, Qifang. (Assignee Pfizer Inc., USA). US 20090005416 (2009).

202112078710560314.jpg

Peng, Zhihui; Wong, John W.; Hansen, Eric C.; Puchlopek-Dermenci, Angela L. A.; Clarke, Hugh J. Development of a Concise, Asymmetric Synthesis of a Smoothened Receptor (SMO) Inhibitor: Enzymatic Transamination of a 4-Piperidinone with Dynamic Kinetic Resolution. Hugh J. Organic Letters. Volume 16. Issue 3. Pages 860-863. Journal; Online Computer File. (2014).

50-00-0 Synthesis
Formaldehyde

50-00-0
892 suppliers
$10.00/25g

tert-Butyl (2R,4R)-2-[(2-aminophenyl)carbamoyl]-4-[3-(4-cyanophenyl)ureido]piperidine-1-carboxylate

1095173-26-4
5 suppliers
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Glasdegib

1095173-27-5
133 suppliers
$27.00/1mg

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