Chemistry:Diarylpyrimidines

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Short description: Class of chemical compounds
Chemical structure of etravirine (Intelence)

Diarylpyrimidines (DAPY) and diaryltriazines (DATA) are two closely related classes of molecules resembling the pyrimidine nucleotides found in DNA. They show great potency in inhibiting the activity of HIV reverse transcriptase.[1][2] Several compounds in this class are non-nucleoside reverse transcriptase inhibitors used clinically in the treatment of HIV/AIDS,[3][4] notably etravirine[5] and rilpivirine.[6]

References

  1. "A series of diaryltriazines and diarylpyrimidines are highly potent nonnucleoside reverse transcriptase inhibitors with possible applications as microbicides". Antimicrob. Agents Chemother. 48 (10): 3684–9. 2004. doi:10.1128/AAC.48.10.3684-3689.2004. PMID 15388420. 
  2. "Synthesis of novel diarylpyrimidine analogues of TMC278 and their antiviral activity against HIV-1 wild-type and mutant strains". Eur J Med Chem 42 (5): 567–79. 2007. doi:10.1016/j.ejmech.2006.11.014. PMID 17223230. 
  3. "Short-term antiviral activity of TMC278--a novel NNRTI--in treatment-naive HIV-1-infected subjects". AIDS 20 (13): 1721–6. 2006. doi:10.1097/01.aids.0000242818.65215.bd. PMID 16931936. 
  4. "Two-dimensional infrared spectra reveal relaxation of the nonnucleoside inhibitor TMC278 complexed with HIV-1 reverse transcriptase". Proc Natl Acad Sci USA 105 (5): 1472–7. 2007. doi:10.1073/pnas.0709320104. PMID 18040050. 
  5. "Roles of conformational and positional adaptability in structure-based design of TMC125-R165335 (etravirine) and related non-nucleoside reverse transcriptase inhibitors that are highly potent and effective against wild-type and drug-resistant HIV-1 variants". J. Med. Chem. 47 (10): 2550–60. 2004. doi:10.1021/jm030558s. PMID 15115397. 
  6. Steve Mitchell. HIV Market To Top 10 Billion Dollars. United Press International. April 11, 2007.