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163151 CK 1827452 CAS: 873697-71-3

Specifications
References
CAS Number
873697-71-3
Grade
Highly Purified
Molecular Formula
C₂₀H₂₄FN₅O₃
Molecular Weight
401.43
EU Commodity Code
38220090
Shipping Temp
RT
Storage Temp
-20°C
Methyl 4-[[2-Fluoro-3-[N'-(6-methylpyridin-3-yl)ureido]phenyl]methyl]piperazine-1-carboxylate; 4-[[2-Fluoro-3-[[[(6-methyl-3-pyridinyl)amino]carbonyl]amino]phenyl]methyl]-1-piperazinecarboxylic Acid Methyl Ester; Omecamtiv Mecarbil

CK-1827452 is a diaryl urea compound that increases cardiac myosin ATPase activity in a dose-dependent manner that is selective for cardiac myosin over non-cardiac myosins. It promotes myosin cross-bridge formation, increasing the duration and amount of myocyte contraction without affecting intracellular calcium or cAMP. It has been shown to increase cardiac efficiency in clinical studies of patients with chronic heart failure.

Synonyms
Methyl 4-[[2-Fluoro-3-[N'-(6-methylpyridin-3-yl)ureido]phenyl]methyl]piperazine-1-carboxylate; 4-[[2-Fluoro-3-[[[(6-methyl-3-pyridinyl)amino]carbonyl]amino]phenyl]methyl]-1-piperazinecarboxylic Acid Methyl Ester; Omecamtiv Mecarbil
CAS Number
873697-71-3
Molecular Formula
C₂₀H₂₄FN₅O₃
Molecular Weight
401.43
Appearance
Supplied as a white solid
Purity
≥97%
Melting Point
187-190ºC
Solubility
DMSO (Slightly), Methanol (Slightly)
Method for Determining Identity
Proton NMR (CD3OD, DMSO-d6), 19F NMR (CD3OD, DMSO-d6) Spectroscopic and Mass Spectrometric analysis
TLC Conditions
SiO2; Dichloromethane: Methanol = 9:1; Visualized with UV and KMnO4. Single Spot; Rf=0.5.
Elemental Analysis
Calculated: %C: 59.84, %H: 6.03, %N: 17.45
Storage and Stability
May be stored at RT for short-term only. Long-term storage is recommended at -20°C for 6 months after receipt. For maximum recovery of product, centrifuge the original vial prior to removing the cap.
Important Note
This product as supplied is intended for research use only, not for use in human, therapeutic or diagnostic applications without the expressed written authorization of United States Biological.
Toxicity and Hazards
 All products should be handled by qualified personnel only, trained in laboratory procedures.
References
1. Teerlink, J.R. A novel approach to improve cardiac performance: Cardiac myosin activators. Heart Fail Rev. 14(4), 289-298 (2009). 2. Meijs, M. et al.: Eur. J. Heart. Fail., 14, 232 (2012). 3. Malik, F. et al.: J. Mol. Cell. Card., 51, 454 (2011)
USBio References
No references available
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