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Cardiogenol C

Names

[ CAS No. ]:
671225-39-1

[ Name ]:
Cardiogenol C

[Synonym ]:
Ethanol, 2-[[2-[(4-methoxyphenyl)amino]-4-pyrimidinyl]amino]-, hydrochloride (1:1)
2-({2-[(4-Methoxyphenyl)amino]pyrimidin-4-yl}amino)ethanol hydrochloride (1:1)
2-({2-[(4-Methoxyphenyl)amino]-4-pyrimidinyl}amino)ethanol hydrochloride (1:1)

Biological Activity

[Description]:

Cardiogenol C is a potent cell-permeable pyrimidine inducer which prompts the differentiation of ESCs into cardiomyocytes (EC50=100 nM)[1]. Cardiogenol C also acts cardiomyogenic on already lineage-committed progenitor cell types with a limited degree of plasticity. Cardiogenol C is a useful cardiomyogenic agent and can be used as a tool to improve cardiac repair by cell transplantation therapy in animal models[2].

[Related Catalog]:

Research Areas >> Cancer
Signaling Pathways >> Stem Cell/Wnt >> Wnt

[Target]

EC50: 100 nM (differentiation of ESCs into cardiomyocytes)[1]


[In Vitro]

Cardiogenol C (1 μM; 7 days) has a cardiomyogenic effect on P19 cells, it significantly increases atrial natriuretic factor (ANF, nppa) in P19 cells when it compares to untreated control cells[1]. Cardiogenol C (0.01-100 μM; 7 days) significantly increases ANF expression. In addition, another frequently used cardiac marker gene (NKX2-5) is also significantly increased by this small molecule in C2C12 cells[2]. Cardiogenol C (0.001-100 μM; 7 days) increases cardiac Nav1.5 sodium channel protein expression as dose-dependent manner in C2C12 cells[2]. Cardiogenol C (0.01-100 μM; 7 days) does not effect cell growth even at 10 μM. In addition, Cardiogenol C either solves in water or DMSO generates a similar effect. The highest concentration, 100 μM has significant cellular toxicity on C2C12 cells[2]. RT-PCR[2] Cell Line: C2C12 cells Concentration: 0.01 μM; 0.1 μM; 1 μM; 3 μM; 10 μM; 30 μM; 100 μM Incubation Time: 7 days Result: Increases ANF and NKX2.5 mRNA level as a dose-dependent manner. Western Blot Analysis[2] Cell Line: C2C12 cells Concentration: 0.001 μM; 0.01 μM; 0.1 μM; 1 μM; 10 μM Incubation Time: 7 days Result: Increased cardiac Nav1.5 sodium channel protein levels. Cell Proliferation Assay[2] Cell Line: C2C12 cells Concentration: 0.01 μM; 0.1 μM; 1 μM Incubation Time: 7 days Result: Did not exert toxic effects on C2C12 cells at 0.01-10 μM treatment.

[References]

[1]. Wu X, et al. Small molecules that induce cardiomyogenesis in embryonic stem cells.J Am Chem Soc. 2004 Feb 18;126(6):1590-1.

[2]. Mike AK, et al. Small molecule cardiogenol C upregulates cardiac markers and induces cardiac functional properties in lineage-committed progenitor cells. Cell Physiol Biochem. 2014;33(1):205-21.

Chemical & Physical Properties

[ Density]:
1.305g/cm3

[ Boiling Point ]:
520.3ºC at 760 mmHg

[ Molecular Formula ]:
C13H16N4O2

[ Molecular Weight ]:
296.753

[ Flash Point ]:
268.5ºC

[ Exact Mass ]:
296.104004

[ PSA ]:
79.30000

[ LogP ]:
2.58100

[ Index of Refraction ]:
1.667

[ Storage condition ]:
-20℃

MSDS

Safety Information

[ Symbol ]:

GHS07

[ Signal Word ]:
Warning

[ Hazard Statements ]:
H315-H319-H335

[ Precautionary Statements ]:
P261-P305 + P351 + P338

[ Personal Protective Equipment ]:
dust mask type N95 (US);Eyeshields;Gloves

[ Hazard Codes ]:
Xi

[ Risk Phrases ]:
36/37/38

[ Safety Phrases ]:
26-36

[ RIDADR ]:
NONH for all modes of transport

Articles

Small molecules that induce cardiomyogenesis in embryonic stem cells.

J. Am. Chem. Soc. 126 , 1590-1591, (2004)

A phenotypic cell-based screen of a large combinatorial chemical library led to the identification of a class of diaminopyrimidine compounds (cardiogenol A-D) which can selectively and efficiently ind...


More Articles


Related Compounds

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