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zanubrutinib

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zanubrutinib

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Also known as BGB-3111, Brukinsa

Zanubrutinib, sold under the brand name Brukinsa, is an anticancer medication used for the treatment of mantle cell lymphoma (MCL), Waldenström's macroglobulinemia (WM), marginal zone lymphoma (MZL), and chronic lymphocytic leukemia (CLL). Zanubrutinib is classified as a Bruton's tyrosine kinase (BTK) inhibitor. It is given by mouth.

Chemical data

Formula
C27H29N5O3
Molecular weight
471.5 g/mol
IUPAC name
(7S)-2-(4-phenoxyphenyl)-7-(1-prop-2-enoylpiperidin-4-yl)-4,5,6,7-tetrahydropyrazolo[1,5-a]pyrimidine-3-carboxamide
SMILES
C=CC(=O)N1CCC(CC1)[C@@H]2CCNC3=C(C(=NN23)C4=CC=C(C=C4)OC5=CC=CC=C5)C(=O)N
InChIKey
RNOAOAWBMHREKO-QFIPXVFZSA-N
XLogP
3.5
Polar surface area
102 Ų
H-bond donors
2
H-bond acceptors
5
Formal charge
0

via PubChem

Drug data · ChEMBL

Max clinical phase
Approved
Molecule type
Small molecule
First approval
2019
Admin. routes
oral
Indications
chronic lymphocytic leukemia, neoplasm of mature B-cells, diffuse large B-cell lymphoma, leukemia

via ChEMBL · EBI

Wikidata facts

Mass
471.227039788
Has use
medication
Show 6 more facts
Commons category
Zanubrutinib
isomeric SMILES
C=CC(=O)N1CCC([C@@H]2CCNc3c(C(N)=O)c(-c4ccc(Oc5ccccc5)cc4)nn32)CC1
chemical formula
C₂₇H₂₉N₅O₃
canonical SMILES
C=CC(=O)N1CCC(C2CCNc3c(C(N)=O)c(-c4ccc(Oc5ccccc5)cc4)nn32)CC1
medical condition treated
mantle cell lymphoma
Sources (2)

via Wikidata · CC0

~7 min read

Encyclopedic overview

8 sections
Contents
  • Medical uses
  • Adverse Effects
  • History
  • Society and culture
  • Legal status
  • Synthesis
  • References
  • External links

Zanubrutinib, sold under the brand name Brukinsa, is an anticancer medication used for the treatment of mantle cell lymphoma (MCL), Waldenström's macroglobulinemia (WM), marginal zone lymphoma (MZL), and chronic lymphocytic leukemia (CLL). Zanubrutinib is classified as a Bruton's tyrosine kinase (BTK) inhibitor. It is given by mouth.

It was approved for medical use in the United States in November 2019. Zanubrutinib is a therapeutic alternative on the World Health Organization's List of Essential Medicines.

Excerpted from Wikipedia’s “zanubrutinib” article, available under the CC BY-SA 4.0 licence.

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via Wikidata sitelinks · CC0