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

346021
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Overview

Replacement Information

Key Spec Table

Empirical FormulaCAS #
C₁₄H₁₄N₆OS₂603108-44-7

Products

Catalogue NumberPackaging Qty/Pack
346021-5MG Plastic ampoule 5 mg
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®
SynonymsHexokinase D Activator, Hexokinase IV Activator, 2-Amino-5-(4-methyl-4H-(1,2,4)-triazole-3-yl-sulfanyl)-N-(4-methyl-thiazole-2-yl)benzamide, Compound A
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

Documentation

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

Title

Safety Data Sheet (SDS) 

Glucokinase Activator, Cpd A - CAS 603108-44-7 - Calbiochem Certificates of Analysis

TitleLot Number
346021

References

Reference overview
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.
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.

Revision08-April-2011 RFH
SynonymsHexokinase D Activator, Hexokinase IV Activator, 2-Amino-5-(4-methyl-4H-(1,2,4)-triazole-3-yl-sulfanyl)-N-(4-methyl-thiazole-2-yl)benzamide, Compound A
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 +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 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.