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346021 Glucokinase Activator, Cpd A - CAS 603108-44-7 - Calbiochem

The Glucokinase Activator, Cpd A, also referenced under CAS 603108-44-7, modulates Glucokinase. This small molecule/inhibitor is primarily used for Activators/Inducers applications.

Ficha de datos de seguridad (MSDS o SDS), certificado de análisis y de calidad (CoA y CoQ), expedientes, folletos y otros documentos disponibles.

Sinónimos: 2-Amino-5-(4-methyl-4H-(1,2,4)-triazole-3-yl-sulfanyl)-N-(4-methyl-thiazole-2-yl)benzamide, Compound A, Hexokinase D Activator, Hexokinase IV Activator

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346021
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Replacement Information

Tabla espec. clave

CAS #Empirical Formula
603108-44-7C₁₄H₁₄N₆OS₂

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      Description
      OverviewA cell-permeable thiazolylamide glucokinase (GK; Hexokinase IV/D) activator that reversibly targets a allosteric site that is only exposed for binding in the glucose-bound GK conformation, but not in the unbound "super-open" GK conformation or the GKRP- (GK Regulatory Protein) bound GK, and effectively stabilizes GK in an active conformation as well as prevents its interaction with and nuclear sequestration by GKRP, while exhibiting little effect against Hexokinase I/II/III. Compound A is shown to activate GK activity in cell-free assays (EC50 = 0.42 and 0.14 µM in the presence of 2.5 mM and 10 mM of glucose, respectively) and effectively induce cellular GK activation and increase glucose metabolism both in in rats (10 to 30 mg/kg, p.o.) in vivo and in rat islets and hepatocytes cultures (10 to 30 µM) in vitro.
      Catalogue Number346021
      Brand Family Calbiochem®
      Synonyms2-Amino-5-(4-methyl-4H-(1,2,4)-triazole-3-yl-sulfanyl)-N-(4-methyl-thiazole-2-yl)benzamide, Compound A, Hexokinase D Activator, Hexokinase IV Activator
      References
      ReferencesIino, T., et al. 2009. Bioorg. Med. Chem. Lett. 19, 5531.
      Mitsuya, M., et al. 2009. Bioorg. Med. Chem. Lett. 19, 2718.
      Nishimura, T., et al. 2009. Bioorg. Med. Chem. Lett. 19, In press.
      Futamura, M., et al. 2006. J. Biol. Chem. 281, 1357.
      Kamata, K., et al. 2004. Structure 12, 429.
      Product Information
      CAS number603108-44-7
      FormOff-white solid
      Hill FormulaC₁₄H₁₄N₆OS₂
      Chemical formulaC₁₄H₁₄N₆OS₂
      Structure formula ImageStructure formula Image
      Quality LevelMQ100
      Applications
      Biological Information
      Purity≥95% by HPLC
      Physicochemical Information
      Dimensions
      Materials Information
      Toxicological Information
      Safety Information according to GHS
      Safety Information
      S PhraseS: 22-24/25-36

      Do not breathe dust.
      Avoid contact with skin and eyes.
      Wear suitable protective clothing.
      Product Usage Statements
      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 6 months at -20°C.
      Packaging Information
      Packaged under inert gas Packaged under inert gas
      Transport Information
      Supplemental Information
      Specifications
      Global Trade Item Number
      Número de referencia GTIN
      346021-5MG 04055977214628

      Documentation

      Glucokinase Activator, Cpd A - CAS 603108-44-7 - Calbiochem Ficha datos de seguridad (MSDS)

      Título

      Ficha técnica de seguridad del material (MSDS) 

      Glucokinase Activator, Cpd A - CAS 603108-44-7 - Calbiochem Certificados de análisis

      CargoNúmero de lote
      346021

      Referencias bibliográficas

      Visión general referencias
      Iino, T., et al. 2009. Bioorg. Med. Chem. Lett. 19, 5531.
      Mitsuya, M., et al. 2009. Bioorg. Med. Chem. Lett. 19, 2718.
      Nishimura, T., et al. 2009. Bioorg. Med. Chem. Lett. 19, In press.
      Futamura, M., et al. 2006. J. Biol. Chem. 281, 1357.
      Kamata, K., et al. 2004. Structure 12, 429.
      Ficha técnica

      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.

      Revision08-April-2011 RFH
      Synonyms2-Amino-5-(4-methyl-4H-(1,2,4)-triazole-3-yl-sulfanyl)-N-(4-methyl-thiazole-2-yl)benzamide, Compound A, Hexokinase D Activator, Hexokinase IV Activator
      DescriptionA cell-permeable thiazolylamide glucokinase (GK; Hexokinase IV/D) activator that reversibly targets a allosteric site that is only exposed for binding in the glucose-bound GK conformation, but not in the unbound "super-open" GK conformation or the GKRP- (GK Regulatory Protein) bound GK, and effectively stabilizes GK in an active conformation as well as prevents its interaction with and nuclear sequestration by GKRP, while exhibiting little effect against Hexokinase I/II/III. Compound A is shown to activate GK activity in cell-free assays (EC50 = 0.42 and 0.14 µM in the presence of 2.5 mM and 10 mM of glucose, respectively) and effectively induce cellular GK activation and increase glucose metabolism both in in rats (10 to 30 mg/kg, p.o.) in vivo and in rat islets and hepatocytes cultures (10 to 30 µM) in vitro.
      FormOff-white solid
      Intert gas (Yes/No) Packaged under inert gas
      CAS number603108-44-7
      Chemical formulaC₁₄H₁₄N₆OS₂
      Structure formulaStructure formula
      Purity≥95% by HPLC
      SolubilityDMSO (5 mg/ml)
      Storage Protect from light
      +2°C to +8°C
      Do Not Freeze Ok to freeze
      Special InstructionsFollowing reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 6 months at -20°C.
      Toxicity Standard Handling
      ReferencesIino, T., et al. 2009. Bioorg. Med. Chem. Lett. 19, 5531.
      Mitsuya, M., et al. 2009. Bioorg. Med. Chem. Lett. 19, 2718.
      Nishimura, T., et al. 2009. Bioorg. Med. Chem. Lett. 19, In press.
      Futamura, M., et al. 2006. J. Biol. Chem. 281, 1357.
      Kamata, K., et al. 2004. Structure 12, 429.