2. Academic Validation
  3. 3-Substituted pyrazoles and 4-substituted triazoles as inhibitors of human 15-lipoxygenase-1

3-Substituted pyrazoles and 4-substituted triazoles as inhibitors of human 15-lipoxygenase-1

  • Bioorg Med Chem Lett. 2015 Aug 1;25(15):3024-9. doi: 10.1016/j.bmcl.2015.05.004.
Benjamin Pelcman 1,  Andrei Sanin 2,  Peter Nilsson 3,  Kiyo No 2,  Wesley Schaal 3,  Sara Öhrman 2,  Christian Krog-Jensen 2,  Pontus Forsell 2,  Anders Hallberg 4,  Mats Larhed 4,  Thomas Boesen 5,  Hasse Kromann 5,  Stine Byskov Vogensen 5,  Thomas Groth 5,  Hans-Erik Claesson 6
Affiliations

Affiliations

  • 1 Department of Medicinal Chemistry, Organic Pharmaceutical Chemistry, Uppsala University, Box 574, SE-751 23, Uppsala, Sweden. Electronic address: benjamin.pelcman@orgfarm.uu.se.
  • 2 Biolipox AB, Berzelius väg 3, SE-171 65 Solna, Sweden.
  • 3 Department of Medicinal Chemistry, Organic Pharmaceutical Chemistry, Uppsala University, Box 574, SE-751 23, Uppsala, Sweden; Biolipox AB, Berzelius väg 3, SE-171 65 Solna, Sweden.
  • 4 Department of Medicinal Chemistry, Organic Pharmaceutical Chemistry, Uppsala University, Box 574, SE-751 23, Uppsala, Sweden.
  • 5 MedChem ApS, Fruebjergvej 3, DK-2100 Copenhagen, Denmark.
  • 6 Biolipox AB, Berzelius väg 3, SE-171 65 Solna, Sweden; Department of Medicine, Building A3:02, Karolinska University Hospital Solna and Karolinska Institutet, SE-171 76 Stockholm, Sweden.
PMID: 26037322 DOI: 10.1016/j.bmcl.2015.05.004
Abstract

Investigation of 1N-substituted pyrazole-3-carboxanilides as 15-lipoxygenase-1 (15-LOX-1) inhibitors demonstrated that the 1N-substituent was not essential for activity or selectivity. Additional halogen substituents on the pyrazole ring, however, increased activity. Further development led to triazole-4-carboxanilides and 2-(3-pyrazolyl) benzoxazoles, which are potent and selective 15-LOX-1 inhibitors.

Keywords

15-Lipoxygenase; Arachidonic acid; Benzoxazole; Inhibitors; Pyrazole; Triazole.

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