Padeliporfin

Padeliporfin, sold under the brand name Tookad, is a medication used to treat men with prostate cancer.[1][2]

Padeliporfin
Clinical data
Trade namesTookad
Other namesWST-09, WST-11
License data
ATC code
Legal status
Legal status
  • UK: POM (Prescription only) [1]
  • EU: Rx-only [2]
  • In general: ℞ (Prescription only)
Identifiers
IUPAC name
  • 3-[(2S,3S,12R,13R)-8-acetyl-13-ethyl-20-(2-methoxy-2-oxoethyl)-3,7,12,17-tetramethyl-18-(2-sulfoethylcarbamoyl)-2,3,12,13-tetrahydroporphyrin-22,24-diid-2-yl]propanoic acid;palladium(2+)
CAS Number
PubChem CID
DrugBank
UNII
KEGG
CompTox Dashboard (EPA)
Chemical and physical data
FormulaC37H43N5O9PdS
Molar mass840.26 g·mol−1
3D model (JSmol)
SMILES
  • CC[C@@H]1[C@H](C2=NC1=CC3=C(C(=C([N-]3)C(=C4[C@H]([C@@H](C(=N4)C=C5C(=C(C(=C2)[N-]5)C(=O)C)C)C)CCC(=O)O)CC(=O)OC)C(=O)NCCS(=O)(=O)O)C)C.[Pd+2]
InChI
  • InChI=1S/C37H45N5O9S.Pd/c1-8-22-17(2)25-16-30-33(21(6)43)19(4)27(40-30)14-26-18(3)23(9-10-31(44)45)35(41-26)24(13-32(46)51-7)36-34(37(47)38-11-12-52(48,49)50)20(5)28(42-36)15-29(22)39-25;/h14-18,22-23H,8-13H2,1-7H3,(H5,38,39,40,41,42,43,44,45,47,48,49,50);/q;+2/p-2/t17-,18+,22-,23+;/m1./s1
  • Key:MZRDSGWDVDESRC-VNWQTDIGSA-L

The most common side effects include problems with urinating (pain, inability to pass urine, strong urge to pass urine, frequent urination, and incontinence), sexual problems (erectile dysfunction and ejaculation failure), blood in urine, urinary tract infection, and pain and bleeding around the genital area.[2]

Padeliporfin was approved for medical use in the European Union in November 2017.[2] The active ingredient in Tookad is padeliporfin di-potassium.[2]

Medical uses

Padeliporfin is indicated as monotherapy for adults with previously untreated, unilateral, low risk, adenocarcinoma of the prostate with a life expectancy of at least ten years and clinical stage T1c or T2a; Gleason score ≤ 6, based on high-resolution biopsy strategies; prostate-specific antigen (PSA) ≤ 10 ng/mL; three positive cancer cores with a maximum cancer core length of 5 mm in any one core or 1-2 positive cancer cores with ≥ 50% cancer involvement in any one core or a PSA density ≥ 0.15 ng/mL/cm3.[2]

Society and culture

Padeliporfin was approved for use in the European Union in November 2017.[2]

In February 2020, the oncologic drugs advisory committee of the US Food and Drug Administration (FDA) voted against approving padeliporfin di-potassium powder for solution for injection, submitted by Steba Biotech, S.A. The proposed indication (use) for the product is for the treatment of men with localized prostate cancer, meeting the following criteria: Stage T1-T2a and prostate specific antigen less than or equal to 10 ng/mL and Gleason Grade Group 1 based on transrectal ultrasound guided biopsy or unilateral Gleason Grade Group 2 based on multiparametric magnetic resonance imaging-targeted biopsy with less than 50 percent of cores positive.[3][4]

References
  1. "Tookad 183 mg powder for solution for injection - Summary of Product Characteristics (SmPC)". (emc). Retrieved 1 April 2020.
  2. "Tookad EPAR". European Medicines Agency (EMA). 29 November 2017. Retrieved 1 April 2020. Text was copied from this source which is copyright European Medicines Agency. Reproduction is authorized provided the source is acknowledged.
  3. "Meeting of the Oncologic Drugs Advisory Committee Meeting Announcement". U.S. Food and Drug Administration (FDA). 26 February 2020. Retrieved 1 April 2020. This article incorporates text from this source, which is in the public domain.
  4. Landenberger, Lee (26 February 2020). "Too bad for Tookad: FDA adcom votes against Steba's prostate cancer treatment". BioWorld. Retrieved 1 April 2020.

Further reading


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