Deucravacitinib

Last updated

Deucravacitinib
Deucravacitinib.svg
Clinical data
Pronunciation /duːˌkrævəˈsɪtɪnɪb/
doo-KRA-və-SI-ti-nib
Trade names Sotyktu
Other namesBMS-986165
AHFS/Drugs.com Monograph
License data
Pregnancy
category
Routes of
administration 		By mouth
Drug class Tyrosine kinase 2 (TYK2) inhibitor
ATC code
Legal status
Legal status
Pharmacokinetic data
Bioavailability 99%
Protein binding 82–90%
Metabolism Liver (primarily CYP1A2)
Metabolites BMT-153261 (active)
Elimination half-life 10 hours
Excretion Feces, urine
Identifiers
  • 6-(cyclopropanecarboxamido)-4-((2-methoxy-3-(1-methyl-1,2,4-triazol-3-yl)phenyl)amino)-N-(trideuteromethyl)pyridazine-3-carboxamide
CAS Number
PubChem CID
DrugBank
ChemSpider
UNII
KEGG
ChEMBL
ECHA InfoCard 100.329.069 OOjs UI icon edit-ltr-progressive.svg
Chemical and physical data
Formula C20H19D3N8O3
Molar mass 425.466 g·mol−1
3D model (JSmol)
  • [2H]C([2H])([2H])NC(=O)C1=NN=C(C=C1NC2=CC=CC(=C2OC)C3=NN(C=N3)C)NC(=O)C4CC4
  • InChI=1S/C20H22N8O3/c1-21-20(30)16-14(9-15(25-26-16)24-19(29)11-7-8-11)23-13-6-4-5-12(17(13)31-3)18-22-10-28(2)27-18/h4-6,9-11H,7-8H2,1-3H3,(H,21,30)(H2,23,24,25,29)/i1D3
  • Key:BZZKEPGENYLQSC-FIBGUPNXSA-N

Deucravacitinib, sold under the brand name Sotyktu, is a medication used for the treatment of moderate-to-severe plaque psoriasis. [7] It is a tyrosine kinase 2 (TYK2) inhibitor and it is taken by mouth. [7] It was developed by Bristol Myers Squibb. [10]

Contents

Deucravacitinib was approved for medical use in the United States in September 2022, [7] [11] [12] and in Australia in December 2022. [1] The US Food and Drug Administration (FDA) considers it to be a first-in-class medication. [13] [14]

Medical uses

Deucravacitinib is indicated for the treatment of adults with moderate-to-severe plaque psoriasis. [7]

Mechanism of action

It acts as a highly selective allosteric inhibitor of non-receptor tyrosine-protein kinase 2 (TYK2). [15]

Molecule design

The chemical structure of deucravacitinib contains a methyl amide in which all three hydrogen atoms are replaced by deuterium. [16]

Society and culture

In January 2023, the Committee for Medicinal Products for Human Use (CHMP) of the European Medicines Agency (EMA) adopted a positive opinion, recommending the granting of a marketing authorization for the medicinal product Sotyktu, intended for the treatment of moderate to severe psoriasis. [8] [17] The applicant for this medicinal product is Bristol-Myers Squibb Pharma EEIG. [8] [17] Deucravacitinib was approved for medical use in the European Union in March 2023. [8]

References

  1. 1 2 3 "Sotyktu". Therapeutic Goods Administration (TGA). 14 December 2022. Archived from the original on 9 June 2023. Retrieved 15 April 2023.
  2. ↑ "Sotyktu (Bristol-Myers Squibb Australia Pty Ltd)". Therapeutic Goods Administration (TGA). 13 January 2023. Archived from the original on 27 March 2023. Retrieved 9 April 2023.
  3. ↑ "Details for: Sotyktu". Health Canada . 14 February 2023. Archived from the original on 3 March 2024. Retrieved 3 March 2024.
  4. ↑ "Notice: Multiple Additions to the Prescription Drug List (PDL) [2023-03-08]". Health Canada . 8 March 2023. Archived from the original on 22 March 2023. Retrieved 21 March 2023.
  5. ↑ "Summary Basis of Decision - Sotyktu". Health Canada . 10 March 2023. Archived from the original on 25 April 2023. Retrieved 24 April 2023.
  6. ↑ "Sotyktu Summary of Product Characteristics (SmPC)". (emc). 13 July 2023. Archived from the original on 20 December 2023. Retrieved 20 December 2023.
  7. 1 2 3 4 5 "Sotyktu- deucravacitinib tablet, film coated". DailyMed. 9 September 2022. Archived from the original on 28 September 2022. Retrieved 27 September 2022.
  8. 1 2 3 4 "Sotyktu EPAR". European Medicines Agency (EMA). 24 March 2023. Archived from the original on 19 February 2024. Retrieved 3 March 2024.
  9. ↑ "Sotyktu". Union Register of medicinal products. 27 March 2023. Archived from the original on 31 March 2023. Retrieved 30 March 2023.
  10. ↑ "U.S. Food and Drug Administration Approves Sotyktu (deucravacitinib), Oral Treatment for Adults with Moderate-to-Severe Plaque Psoriasis" (Press release). Bristol Myers Squibb. 10 September 2022. Archived from the original on 10 September 2022. Retrieved 10 September 2022– via Business Wire.
  11. ↑ "Drug Approval Package: Sotyktu". U.S. Food and Drug Administration (FDA). 14 October 2022. Archived from the original on 5 January 2023. Retrieved 4 January 2023.
  12. ↑ Truong TM, Pathak GN, Singal A, Taranto V, Rao BK (June 2023). "Deucravacitinib: The First FDA-Approved Oral TYK2 Inhibitor for Moderate to Severe Plaque Psoriasis". The Annals of Pharmacotherapy. 58 (4): 416–427. doi:10.1177/10600280231153863. PMID   37341177. S2CID   259211735.
  13. ↑ "Advancing Health Through Innovation: New Drug Therapy Approvals 2022". U.S. Food and Drug Administration (FDA). 10 January 2023. Archived from the original on 21 January 2023. Retrieved 22 January 2023.PD-icon.svg This article incorporates text from this source, which is in the public domain .
  14. ↑ New Drug Therapy Approvals 2022 (PDF). U.S. Food and Drug Administration (FDA) (Report). January 2024. Archived from the original on 14 January 2024. Retrieved 14 January 2024.PD-icon.svg This article incorporates text from this source, which is in the public domain .
  15. ↑ Chimalakonda A, Burke J, Cheng L, Catlett I, Tagen M, Zhao Q, et al. (October 2021). "Selectivity Profile of the Tyrosine Kinase 2 Inhibitor Deucravacitinib Compared with Janus Kinase 1/2/3 Inhibitors". Dermatology and Therapy. 11 (5): 1763–1776. doi:10.1007/s13555-021-00596-8. PMC   8484413 . PMID   34471993.
  16. ↑ Mullard A (September 2022). "First de novo deuterated drug poised for approval". Nature Reviews. Drug Discovery. 21 (9): 623–625. doi:10.1038/d41573-022-00139-6. PMID   35974147. S2CID   251623586.
  17. 1 2 "Sotyktu: Pending EC decision". European Medicines Agency (EMA). 26 January 2023. Archived from the original on 27 January 2023. Retrieved 28 January 2023.
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