4-Nonylphenylboronic acid

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4-Nonylphenylboronic acid
4-Nonylphenylboronicacid structure.png
Systematic (IUPAC) name
4-Nonylphenylboronic acid
Identifiers
CAS Registry Number 256383-45-6
ATC code None
PubChem CID: 4589192
ChemSpider 3781380
Chemical data
Formula C15H25BO2
Molecular mass 248.17 g/mol

4-Nonylphenylboronic acid is a potent and selective inhibitor of the enzyme fatty acid amide hydrolase (FAAH), with an IC50 of 9.1nM, and 870x selectivity for FAAH over the related enzyme MAGL, which it inhibits with an IC50 of 7900nM.[1] It is also a weaker inhibitor of the enzymes endothelial lipase and lipoprotein lipase, with IC50 values of 100nM and 1400nM respectively.[2]

See also[edit]

References[edit]

  1. ^ Minkkilä, A.; Saario, S. M.; Käsnänen, H.; Leppänen, J.; Poso, A.; Nevalainen, T. (2008). "Discovery of Boronic Acids as Novel and Potent Inhibitors of Fatty Acid Amide Hydrolase". Journal of Medicinal Chemistry 51 (22): 7057–7060. doi:10.1021/jm801051t. PMID 18983140.  edit
  2. ^ o’Connell, D. P.; Leblanc, D. F.; Cromley, D.; Billheimer, J.; Rader, D. J.; Bachovchin, W. W. (2012). "Design and synthesis of boronic acid inhibitors of endothelial lipase". Bioorganic & Medicinal Chemistry Letters 22 (3): 1397. doi:10.1016/j.bmcl.2011.12.043.  edit