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Toceranib
Chemical compound used in the treatment of tumors
Chemical compound used in the treatment of tumors
| Field | Value | ||||
|---|---|---|---|---|---|
| image | Toceranib.svg | ||||
| image_class | skin-invert-image | ||||
| image2 | Toceranib ball-and-stick xray 2020.png | ||||
| image_class2 | bg-transparent | ||||
| width2 | 260 | ||||
| alt2 | Ball-and-stick model of the toceranib molecule | ||||
| tradename | Palladia | ||||
| Drugs.com | |||||
| DailyMedID | Toceranib | ||||
| pregnancy_AU | |||||
| routes_of_administration | By mouth | ||||
| class | Antineoplastic | ||||
| ATCvet | yes | ||||
| ATC_prefix | L01 | ||||
| ATC_suffix | EX90 | ||||
| legal_AU | |||||
| legal_BR | |||||
| legal_CA | Rx-only | ||||
| legal_DE | |||||
| legal_NZ | |||||
| legal_UK | |||||
| legal_US | Rx-only | ||||
| legal_EU | Rx-only | ||||
| legal_EU_comment | |||||
| legal_UN | |||||
| legal_status | |||||
| bioavailability | 77% | ||||
| protein_bound | 91%-93% | ||||
| elimination_half-life | 16 h | ||||
| index2_label | as salt | ||||
| CAS_number | 356068-94-5 | ||||
| CAS_number2 | 874819-74-6 | ||||
| PubChem | 5329106 | ||||
| PubChem2 | 16034840 | ||||
| ChemSpiderID | 4486268 | ||||
| ChemSpiderID2 | 13163443 | ||||
| UNII_Ref | |||||
| UNII | 59L7Y0530C | ||||
| UNII2 | 24F9PF7J3R | ||||
| KEGG | D08503 | ||||
| KEGG2 | D08544 | ||||
| ChEMBL | 13608 | ||||
| ChEMBL2 | 2103833 | ||||
| PDB_ligand | BWC | ||||
| IUPAC_name | 5-[(5Z)-(5-fluoro-2-oxo-1,2-dihydro-3H-indol-3-ylidene)methyl]-2,4-dimethyl-N-[2-(pyrrolidin-1-yl)ethyl]-1H-pyrrole-3-carboxamide | ||||
| C | 22 | H=25 | F=1 | N=4 | O=2 |
| SMILES | Fc1ccc2c(c1)/C(C(=O)N2)=C/c4c(c(C(=O)NCCN3CCCC3)c([nH]4)C)C | ||||
| StdInChI | 1S/C22H25FN4O2/c1-13-19(12-17-16-11-15(23)5-6-18(16)26-21(17)28)25-14(2)20(13)22(29)24-7-10-27-8-3-4-9-27/h5-6,11-12,25H,3-4,7-10H2,1-2H3,(H,24,29)(H,26,28)/b17-12- | ||||
| StdInChIKey | SRSGVKWWVXWSJT-ATVHPVEESA-N |
| Drugs.com =
| elimination_half-life = 16 h
Toceranib (INN), sold under the brand name Palladia, is a receptor tyrosine kinase inhibitor that is used in the treatment of canine mast cell tumor also called mastocytoma. It is the first medication developed specifically for the treatment of cancer in dogs. It is used as its phosphate salt, toceranib phosphate. It was developed by SUGEN as SU11654, a sister compound to sunitinib, which was later approved for human therapies. Toceranib is a tyrosine kinase inhibitor and works in two ways: by killing tumor cells and by cutting off the blood supply to the tumor.
The most common side effects include diarrhea, decrease or loss of appetite, lameness, weight loss, and blood in the stool.
Veterinary uses
Toceranib is indicated to treat canine cutaneous (skin-based) mast cell tumors, a type of cancer responsible for about one out of five cases of canine skin tumors. It is approved to treat the tumors with or without regional lymph node involvement.
References
References
- (1 October 2009). "Palladia EPAR".
- (2009). "International nonproprietary names for pharmaceutical substances (INN): recommended INN: list 62". WHO Drug Information.
- (June 2009). "Multi-center, placebo-controlled, double-blind, randomized study of oral toceranib phosphate (SU11654), a receptor tyrosine kinase inhibitor, for the treatment of dogs with recurrent (either local or distant) mast cell tumor following surgical excision". Clinical Cancer Research.
- (3 June 2009). "FDA: First Drug to Treat Cancer in Dogs Approved".
- (22 May 2009). "Palladia New Animal Drug Application".
- (24 November 2006). "In Trials for New Cancer Drugs, Family Pets Are Benefiting, Too".
This article was imported from Wikipedia and is available under the Creative Commons Attribution-ShareAlike 4.0 License. Content has been adapted to SurfDoc format. Original contributors can be found on the article history page.
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