492031 | NS8593 - Calbiochem

492031
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      Overview

      Replacement Information

      Key Specifications Table

      Empirical Formula
      C₁₇H₁₇N₃

      Pricing & Availability

      Catalog NumberAvailability Packaging Qty/Pack Price Quantity
      492031-10MG
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      Available
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          Glass bottle 10 mg
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          Description
          OverviewAn aminobenzimidazole derivative that selectively and reversibly blocks small conductance Ca2+-activated K+ channels (SK1-3; Kd = 420 nM, 600 nM, and 730 nM for SK1, SK2, SK3, respectively) in a Ca2+-dependent manner. It mediates channel gating by interacting with gating structures deep within the inner pore vestibule where Ser507 and Ala532 are deemed to be important for inhibition. Interacts at a site that is distinct from the apamin binding site in SK channels. Can access high-affinity binding sites from both the inside and outside of the cell membrane. Does not affect QT intervals, but prolongs the atrial effective refractive period and prevents acetylcholine-induced atrial fibrillations in ex vivo and in vivo models. Also shown to reversibly block TRPM7 channel (IC50 = 1.6 mM) in smooth muscle cells, primary podocytes, HEK293 cells expressing TRPM7, and ventricular myocytes in a Mg2+-dependent manner and blocks the motility of cells in culture.
          Catalogue Number492031
          Brand Family Calbiochem®
          Synonyms(R)-N-(Benzimidazol-2-yl)-1,2,3,4-tetrahydro-1-naphthylamine
          References
          ReferencesChubanov, V., et al. 2012. Brit. Journ. Pharm. 166, 1357.
          Jenkins, D., et al. 2011. Hypertension. 57, 1129.
          Jenkins, D., et al. 2011. Mol. Pharm. 79, 899.
          Jenkins, D., et al. 2011. Mol. Pharm. 79, 899.
          Lasse, S., et al. 2011. J. Cardiov. Pharm. 57, 672.
          Diness, J., et al. 2010. Circ Arrhythm Electrophusiol. 3, 380.
          Ji, H., et al. 2009. Eur. J. Neurosci. 9, 1883.
          Strobaek, D., et al. 2006. Mol. Pharm. 70, 1771.
          Product Information
          FormWhite powder
          Hill FormulaC₁₇H₁₇N₃
          Chemical formulaC₁₇H₁₇N₃
          Structure formula ImageStructure formula Image
          Applications
          Biological Information
          Purity≥98% by HPLC
          Physicochemical Information
          Dimensions
          Materials Information
          Toxicological Information
          Safety Information according to GHS
          Safety Information
          Product Usage Statements
          Storage and Shipping Information
          Ship Code Shipped at Ambient Temperature or with Blue Ice or with Dry Ice
          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
          Transport Information
          Supplemental Information
          Specifications

          Documentation

          SDS

          Title

          Safety Data Sheet (SDS) 

          Certificates of Analysis

          TitleLot Number
          492031

          References

          Reference overview
          Chubanov, V., et al. 2012. Brit. Journ. Pharm. 166, 1357.
          Jenkins, D., et al. 2011. Hypertension. 57, 1129.
          Jenkins, D., et al. 2011. Mol. Pharm. 79, 899.
          Jenkins, D., et al. 2011. Mol. Pharm. 79, 899.
          Lasse, S., et al. 2011. J. Cardiov. Pharm. 57, 672.
          Diness, J., et al. 2010. Circ Arrhythm Electrophusiol. 3, 380.
          Ji, H., et al. 2009. Eur. J. Neurosci. 9, 1883.
          Strobaek, D., et al. 2006. Mol. Pharm. 70, 1771.

          Brochure

          Title
          Ionic Liquids
          Ionic Liquids Product Range
          Data Sheet

          Note that this data sheet is not lot-specific and is representative of the current specifications for this product. Please consult the vial label and the certificate of analysis for information on specific lots. Also note that shipping conditions may differ from storage conditions.

          Revision17-August-2012 JSW
          Synonyms(R)-N-(Benzimidazol-2-yl)-1,2,3,4-tetrahydro-1-naphthylamine
          DescriptionAn aminobenzimidazole derivative that selectively and reversibly blocks small conductance Ca2+-activated K+ channels (SK1-3; Kd = 420 nM, 600 nM, and 730 nM for SK1, SK2, SK3, respectively) in a Ca2+-dependent manner. It mediates channel gating by interacting with gating structures deep within the inner pore vestibule where Ser507 and Ala532 are deemed to be important for inhibition. Interacts at a site that is distinct from the apamin binding site in SK channels. Can access high-affinity binding sites from both the inside and outside of the cell membrane. Does not affect QT intervals, but prolongs the atrial effective refractive period and prevents acetylcholine-induced atrial fibrillations in ex vivo and in vivo models. Also shown to reversibly block TRPM7 channel (IC50 = 1.6 mM) in smooth muscle cells, primary podocytes, HEK293 cells expressing TRPM7, and ventricular myocytes in a Mg2+-dependent manner and blocks the motility of cells in culture.
          FormWhite powder
          Intert gas (Yes/No) Packaged under inert gas
          Chemical formulaC₁₇H₁₇N₃
          Structure formulaStructure formula
          Purity≥98% by HPLC
          SolubilityDMSO (100 mg/ml)
          Storage +2°C to +8°C
          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.
          Toxicity Standard Handling
          ReferencesChubanov, V., et al. 2012. Brit. Journ. Pharm. 166, 1357.
          Jenkins, D., et al. 2011. Hypertension. 57, 1129.
          Jenkins, D., et al. 2011. Mol. Pharm. 79, 899.
          Jenkins, D., et al. 2011. Mol. Pharm. 79, 899.
          Lasse, S., et al. 2011. J. Cardiov. Pharm. 57, 672.
          Diness, J., et al. 2010. Circ Arrhythm Electrophusiol. 3, 380.
          Ji, H., et al. 2009. Eur. J. Neurosci. 9, 1883.
          Strobaek, D., et al. 2006. Mol. Pharm. 70, 1771.