Sonidegib

Chemical compound From Wikipedia, the free encyclopedia

Sonidegib (INN), sold under the brand name Odomzo, is a medication used to treat cancer.[1]

Other namesLDE225, erismodegib
Quick facts Clinical data, Trade names ...
Sonidegib
Clinical data
Trade namesOdomzo
Other namesLDE225, erismodegib
AHFS/Drugs.comMonograph
MedlinePlusa615034
License data
Pregnancy
category
  • Contraindicated (X)[1]
Routes of
administration
By mouth
Drug classAntineoplastic
ATC code
Legal status
Legal status
Pharmacokinetic data
Bioavailability<10%
Protein binding>97%
MetabolismLiver (CYP3A)
Elimination half-life~28 days
ExcretionFeces (~70%), urine (30%)[1]
Identifiers
  • N-[6-[(2S,6R)-2,6-Dimethylmorpholin-4-yl]pyridin-3-yl]-2-methyl-3-[4-(trifluoromethoxy)phenyl]benzamide
CAS Number
PubChem CID
DrugBank
ChemSpider
UNII
KEGG
ChEBI
ChEMBL
CompTox Dashboard (EPA)
Chemical and physical data
FormulaC26H26F3N3O3
Molar mass485.507 g·mol−1
3D model (JSmol)
  • C[C@@H]1CN(C[C@@H](O1)C)C2=NC=C(C=C2)NC(=O)C3=CC=CC(=C3C)C4=CC=C(C=C4)OC(F)(F)F
  • InChI=1S/C26H26F3N3O3/c1-16-14-32(15-17(2)34-16)24-12-9-20(13-30-24)31-25(33)23-6-4-5-22(18(23)3)19-7-10-21(11-8-19)35-26(27,28)29/h4-13,16-17H,14-15H2,1-3H3,(H,31,33)/t16-,17+
  • Key:VZZJRYRQSPEMTK-CALCHBBNSA-N
Close

Sonidegib is a Hedgehog signaling pathway inhibitor (via smoothened antagonism).[4][5]

Approvals and indications

It was approved for medical use in the United States and in the European Union in 2015[6][1][7][8]

It is indicated for the treatment of adults with locally advanced basal-cell carcinoma that has recurred following surgery or radiation therapy, or those who are not candidates for surgery or radiation therapy.[1]

Pharmacology

Sonidegib is administered by mouth. Common side effects include muscle spasms, hair loss, fatigue, abdominal pain, nausea, headache, and weight loss.[1]

Sonidegib binds to and inhibits smoothened to inhibit activation of the Hedgehog pathway. Sonidegib is primarily metabolized by CYP3A and is eliminated hepatically.[1]

Development

It has been investigated as a potential treatment for:

It has demonstrated significant efficacy against melanoma in vitro and in vivo.[27] It also demonstrated efficacy in a mouse model of pancreatic cancer.[28]

References

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