Conversion of carbazole carboxamide based reversible inhibitors of Bruton's tyrosine kinase (BTK) into potent, selective irreversible inhibitors in the carbazole, tetrahydrocarbazole, and a new 2,3-dimethylindole series.


Journal Article

Incorporation of a suitably-placed electrophilic group transformed a series of reversible BTK inhibitors based on carbazole-1-carboxamide and tetrahydrocarbazole-1-carboxamide into potent, irreversible inhibitors. Removal of one ring from the core of these compounds provided a potent irreversible series of 2,3-dimethylindole-7-carboxamides having excellent potency and improved selectivity, with the additional advantages of reduced lipophilicity and molecular weight.

Full Text

Duke Authors

Cited Authors

  • Liu, Q; Batt, DG; Chaudhry, C; Lippy, JS; Pattoli, MA; Surti, N; Xu, S; Carter, PH; Burke, JR; Tino, JA

Published Date

  • October 1, 2018

Published In

Volume / Issue

  • 28 / 18

Start / End Page

  • 3080 - 3084

PubMed ID

  • 30097367

Pubmed Central ID

  • 30097367

Electronic International Standard Serial Number (EISSN)

  • 1464-3405

Digital Object Identifier (DOI)

  • 10.1016/j.bmcl.2018.07.041


  • eng

Conference Location

  • England