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530613 IRAP Inhibitor, HFI-419 - CAS 1110650-72-0 - Calbiochem

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CAS #Empirical Formula
1110650-72-0C₁₉H₁₈N₂O₅

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5.30613.0001
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      Description
      OverviewThe racemic mixture of an aqueous soluble pyridinyl-4H-benzopyran compound that inhibits insulin-regulated aminopeptidase (IRAP) activity by competing against substrate for IRAP extracellular catalytic site binding (Ki = 0.48 µM against 25 µM Leu-AMC), while displaying little potency against glucose-6-phosphatase, aminopeptidae N, ACE1, leukotriene A4 hydrolase, or ER-associated aminopeptidases 1 & 2. Reported to boost 1 mM dibutyryl cAMP-evoked glucose uptake in cultured rat hippocampal slices (68% higher uptake with 100 nM HFI-419 than dbcAMP alone) in vitro and exhibit in vivo memory-enhancing efficacay in an object recognition test via direct cerebral lateral ventricle administration (0.1 or 1.0 nmol/2 µL/rat). HFI-419 is reported to hydrolyze into the less potent HFI-142 (Ki = 2.0 µM) after i.v. or i.p. injection in rats, although HFI-142 is more stable and likely exhibits better blood-brain permeability.
      Catalogue Number530613
      Brand Family Calbiochem®
      Synonyms(±)-Ethyl-2-acetamido-7-hydroxy-4-(pyridin-3-yl)-4H-chromene-3-carboxylate, HFI419, Insulin-Regulated Aminopeptidase Inhibitor
      References
      ReferencesMountford, S.J., et al. 2014. J. Med. Chem. 57, 1368.
      Albiston, A.L., et al. 2011. Br. J. Pharmacol. 164, 37.
      Albiston, A.L., et al. 2010. Mol. Pharmacol. 78, 600.
      Albiston, A.L., et al. 2008. FASEB J. 22, 4209.
      Product Information
      CAS number1110650-72-0
      FormOff-white powder
      Hill FormulaC₁₉H₁₈N₂O₅
      Chemical formulaC₁₉H₁₈N₂O₅
      ReversibleY
      Quality LevelMQ100
      Biological Information
      Primary TargetIRAP
      Purity≥97% by HPLC
      Physicochemical Information
      Cell permeableY
      Storage and Shipping Information
      Ship Code Ambient Temperature Only
      Toxicity Standard Handling
      Storage +2°C to +8°C
      Protect from Light Protect from light
      Do not freeze Ok to freeze
      Special InstructionsFollowing reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 3 months at -20°C.
      Packaging Information
      Packaged under inert gas Packaged under inert gas
      Global Trade Item Number
      Référence GTIN
      5.30613.0001 04055977260946