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April 23, 2026ChemMedChem0 citations

Design and Synthesis of New Pyrazolo1,5‐ c quinazolin‐5‐amines as Potential TLR7/8 Modulators

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KKK Ambarish KumarYHYoshikazu Honda‐OkuboPDPradeep K. Das

Key Points

  • The aim is to design and synthesize new pyrazolo[1,5‐c]quinazolin‐5‐amines as modulators of TLR7/8 for therapeutic applications.
  • Synthesize a new compound based on existing lead agonists and antagonists.
  • Investigate structural modifications on the pyrazoloquinazoline scaffold.
  • Create a focused library of compounds to assess TLR7/8 activity.
  • Compound 23 exhibited moderate agonist activity for TLR7 and TLR8.
  • Three synthesized compounds were identified as dual TLR7/8 antagonists.
  • The findings contribute to the understanding of the structure-activity relationship for TLR7/8 modulators.

Abstract

Multiple heterocyclic scaffolds have been found to exhibit agonist or antagonist activity at toll‐like receptors (TLRs) with varying degrees of selectivity for the subtypes. TLR7 and 8 agonists are potentially valuable vaccine adjuvants while antagonists show useful activity against autoimmune diseases and cancer. A pyrazolo1,5‐ c quinazoline based compound 23 , an unexplored scaffold in the domain of TLR7/8, was synthesized by analogy with lead agonists and antagonists from the literature. Compound 23 exhibited moderate agonist activity for both TLR7 and TLR8. The effect of structural modifications at the C1, C8, C9, and C10 position of the pyrazolo1,5‐ c quinazoline scaffold on hTLR7/8 activity was investigated by synthesizing a focused library of compounds. Although none of the compounds had agonist activity, three compounds were found to be dual TLR7/8 antagonists. These findings add to the existing structure‐activity relationship knowledge of the tricyclic TLR7/8 modulators that will aid subsequent discovery and optimization of new drug candidates.

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Cite This Study

Kumar et al. (2026) studied this question.

synapsesocial.com/papers/69e9baa885696592c86ecafchttps://doi.org/10.1002/cmdc.202501053
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