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531230 Troponin Activator, CK-2017357 - CAS 1005491-05-3 - Calbiochem

Directly and selectively binds to the troponin complex in fast skeletal muscle (Kd = 40 nM) and sensitizes it to calcium.

MSDS (material safety data sheet) or SDS, CoA and CoQ, dossiers, brochures and other available documents.

Synonyms: Tirasemtiv, CK-357, 6-Ethynyl-1-(3-pentanyl)-1H-imidazo[4,5-b]pyrazin-2-ol, 6-Ethynyl-1-(pentan-3-yl)-1H-imidazo[4,5-b]pyrazin-2-ol, Fast Skeletal Troponin Activator, CK2017357

Primary Target: troponin complex
531230
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Overview

Replacement Information

Key Spec Table

CAS #Empirical Formula
1005491-05-3C₁₂H₁₄N₄O

Products

Catalogue NumberPackaging Qty/Pack
5.31230.0001 Glass bottle 10 mg
Description
OverviewAn orally bioavailable, non-toxic imidazopyrazinol compound that directly and selectively binds to the troponin complex in fast skeletal muscle (Kd = 40 nM) and sensitizes it to calcium. Its binding site is believed to be between two or more troponin subunits. Exhibits very modest affinity for slow skeletal muscle troponin (Kd = 3.8 µM) and has no measurable affinity for cardiac muscle troponin. Effectively stimulates myosin ATPase activity in fast skeletal muscle (EC50 = 390 nM), but has significantly reduced effect on mixed fiber type (EC50 = 770 nM in bovine rectus abdominis muscle). Slows the first order rate constant for Ca2+ release by about 70% (from 14.7 s-1 to 4.0 s-1) and shifts the plot of myosin ATPase relationship to calcium leftwards in fast skeletal muscles without increasing the maximum recorded force or the shape of the curve. Shown to improve muscle function in a rodent model of neuromuscular disease where neural input is diminished.

Please note that the molecular weight for this compound is batch-specific due to variable water content.
Catalogue Number531230
Brand Family Calbiochem®
SynonymsTirasemtiv, CK-357, 6-Ethynyl-1-(3-pentanyl)-1H-imidazo[4,5-b]pyrazin-2-ol, 6-Ethynyl-1-(pentan-3-yl)-1H-imidazo[4,5-b]pyrazin-2-ol, Fast Skeletal Troponin Activator, CK2017357
References
ReferencesGordon, P., et al. 2013. Expert Opin. Phamacother. 14, 1907.
Miciak, J.J., et al. 2013. Muscle Nerve. 48, 279.
Russell, A.J., et al. 2012. Nat. Med. 18, 452.
Product Information
CAS number1005491-05-3
FormBeige powder
Hill FormulaC₁₂H₁₄N₄O
Chemical formulaC₁₂H₁₄N₄O
ReversibleY
Quality LevelMQ100
Applications
Biological Information
Primary Targettroponin complex
Purity≥98% by HPLC
Physicochemical Information
Cell permeableY
Dimensions
Materials Information
Toxicological Information
Safety Information according to GHS
Safety Information
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
Catalogue Number GTIN
5.31230.0001 04055977242690

Documentation

Troponin Activator, CK-2017357 - CAS 1005491-05-3 - Calbiochem SDS

Title

Safety Data Sheet (SDS) 

References

Reference overview
Gordon, P., et al. 2013. Expert Opin. Phamacother. 14, 1907.
Miciak, J.J., et al. 2013. Muscle Nerve. 48, 279.
Russell, A.J., et al. 2012. Nat. Med. 18, 452.
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.

Revision31-July-2014 JSW
SynonymsTirasemtiv, CK-357, 6-Ethynyl-1-(3-pentanyl)-1H-imidazo[4,5-b]pyrazin-2-ol, 6-Ethynyl-1-(pentan-3-yl)-1H-imidazo[4,5-b]pyrazin-2-ol, Fast Skeletal Troponin Activator, CK2017357
DescriptionAn orally bioavailable, non-toxic imidazopyrazinol compound that directly and selectively binds to the troponin complex in fast skeletal muscle (Kd = 40 nM) and sensitizes it to calcium. Its binding site is believed to be between two or more troponin subunits. Exhibits very modest affinity for slow skeletal muscle troponin (Kd = 3.8 µM) and has no measurable affinity for cardiac muscle troponin. Effectively stimulates myosin ATPase activity in fast skeletal muscle (EC50 = 390 nM), but has significantly reduced effect on mixed fiber type (EC50 = 770 nM in bovine rectus abdominis muscle). Slows the first order rate constant for Ca2+ release by about 70% (from 14.7 s-1 to 4.0 s-1) and shifts the plot of myosin ATPase relationship to calcium leftwards in fast skeletal muscles without increasing the maximum recorded force or the shape of the curve. Shown to improve muscle function in a rodent model of neuromuscular disease where neural input is diminished.
FormBeige powder
Intert gas (Yes/No) Packaged under inert gas
CAS number1005491-05-3
Chemical formulaC₁₂H₁₄N₄O
Purity≥98% by HPLC
SolubilityDMSO (25 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
ReferencesGordon, P., et al. 2013. Expert Opin. Phamacother. 14, 1907.
Miciak, J.J., et al. 2013. Muscle Nerve. 48, 279.
Russell, A.J., et al. 2012. Nat. Med. 18, 452.