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MedKoo Cat#: 526873 | Name: Cardiogenol C HCl
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Description:

WARNING: This product is for research use only, not for human or veterinary use.

Cardiogenol C is a diaminopyrimidine compound that induces the differentiation of MHC- (myosin heavy chain) positive cardiomyocytes from embryonic stem cells with an EC50 value of 0.1 µM. Cardiogenol C upregulates cardiac markers and induces cardiac functional properties in lineage-committed progenitor cells. Cardiogenol C can induce Mouse Hair Bulge Progenitor Cells to Transdifferentiate into Cardiomyocyte-like Cells.

Chemical Structure

Cardiogenol C HCl
Cardiogenol C HCl
CAS#1049741-55-0 (HCl)

Theoretical Analysis

MedKoo Cat#: 526873

Name: Cardiogenol C HCl

CAS#: 1049741-55-0 (HCl)

Chemical Formula: C13H17ClN4O2

Exact Mass: 0.0000

Molecular Weight: 296.76

Elemental Analysis: C, 52.62; H, 5.77; Cl, 11.95; N, 18.88; O, 10.78

Price and Availability

Size Price Availability Quantity
100mg USD 750.00 2 Weeks
200mg USD 1,250.00 2 Weeks
500mg USD 1,950.00 2 Weeks
1g USD 2,950.00 2 Weeks
2g USD 4,350.00 2 Weeks
5g USD 6,750.00 2 Weeks
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Related CAS #
1049741-55-0 (HCl) 671225-39-1 (free base)
Synonym
Cardiogenol C; Cardiogenol C HCl; Cardiogenol C hydrochloride.
IUPAC/Chemical Name
2-((2-((4-methoxyphenyl)amino)pyrimidin-4-yl)amino)ethan-1-ol hydrochloride
InChi Key
QQAHYSZVJLHCNA-UHFFFAOYSA-N
InChi Code
InChI=1S/C13H16N4O2.ClH/c1-19-11-4-2-10(3-5-11)16-13-15-7-6-12(17-13)14-8-9-18;/h2-7,18H,8-9H2,1H3,(H2,14,15,16,17);1H
SMILES Code
COC1=CC=C(NC2=NC(NCCO)=CC=N2)C=C1.Cl
Appearance
Solid powder
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>2 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
More Info
Related CAS# CAS#1049741-55-0 (HCl) CAS# 671225-39-1 (free base)
Product Data
Product Data
Instruction
View handling instruction
Biological target:
Cardiogenol C hydrochloride is a potent cell-permeable pyrimidine inducer which prompts the differentiation of ESCs into cardiomyocytes (EC50=100 nM).
In vitro activity:
The cardiomyogenic potential of HBPCs was investigated using a small cell-permeable molecule called Cardiogenol C. It was established that Cardiogenol C could induce HBPCs to express transcription factors GATA4, Nkx2.5 and Tbx5, which are early specific markers for pre-cardiomyogenic cells. In prolonged cultures, the Cardiogenol C-treated HBPCs can also express muscle proteins, cardiac-specific troponin I and sarcomeric myosin heavy chain. However, it was not observed that the ability of these cells to functionally contract. Hence, these cells were called cardiomyocyte-like cells rather than cardiomyocytes. It was attempted to remedy this deficiency by pre-treating HBPCs with Valproic acid first before exposing them to Cardiogenol C. This pretreatment inhibited, rather than improved, the effectiveness of Cardiogenol C in reprogramming the HBPCs. Comparative proteomics were used to determine how Cardiogenol C worked by identifying proteins that were differentially expressed. It was identified that proteins that were involved in promoting cell differentiation, cardiomyocyte development and for the normal function of striated muscles. From those differentially expressed proteins, it was further proposed that Cardiogenol C might exert its effect by activating the Wnt signaling pathway through the suppression of Kremen1. In addition, by up-regulating the expression of chromatin remodeling proteins, SIK1 and Smarce1 would initiate cardiac differentiation. Reference: Cells. Proteome Sci. 2011 Jan 19;9(1):3. https://www.ncbi.nlm.nih.gov/pmc/articles/pmid/21247432/
In vivo activity:
Solvent mg/mL mM
Solubility
DMSO 59.0 198.82
Note: There can be variations in solubility for the same chemical from different vendors or different batches from the same vendor. The following factors can affect the solubility of the same chemical: solvent used for crystallization, residual solvent content, polymorphism, salt versus free form, degree of hydration, solvent temperature. Please use the solubility data as a reference only. Warming and sonication will facilitate dissolving. Still have questions? Please contact our Technical Support scientists.

Preparing Stock Solutions

The following data is based on the product molecular weight 296.76 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
Formulation protocol:
In vitro protocol:
1. Yau WW, Tang MK, Chen E, Yaoyao, Wong IW, Lee HS, Lee KKh. Cardiogenol C can induce Mouse Hair Bulge Progenitor Cells to Transdifferentiate into Cardiomyocyte-like Cells. Proteome Sci. 2011 Jan 19;9(1):3. doi: 10.1186/1477-5956-9-3. PMID: 21247432; PMCID: PMC3033794. 2. Mike AK, Koenig X, Koley M, Heher P, Wahl G, Rubi L, Schnürch M, Mihovilovic MD, Weitzer G, Hilber K. 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. doi: 10.1159/000356663. Epub 2014 Jan 24. PMID: 24481283; PMCID: PMC4389081.
In vivo protocol:
1: Ivanyuk D, Budash G, Zheng Y, Gaspar JA, Chaudhari U, Fatima A, Bahmanpour S, Grin VK, Popandopulo AG, Sachinidis A, Hescheler J, Šarić T. Ascorbic Acid-Induced Cardiac Differentiation of Murine Pluripotent Stem Cells: Transcriptional Profiling and Effect of a Small Molecule Synergist of Wnt/β-Catenin Signaling Pathway. Cell Physiol Biochem. 2015;36(2):810-30. doi: 10.1159/000430140. Epub 2015 May 22. PubMed PMID: 26021268. 2: Koley M, Mike AK, Heher P, Koenig X, Schön M, Schnürch M, Hilber K, Weitzer G, Mihovilovic MD. VUT-MK142 : a new cardiomyogenic small molecule promoting the differentiation of pre-cardiac mesoderm into cardiomyocytes. Medchemcomm. 2013 Aug 1;4(8):1189-1195. PubMed PMID: 25045463; PubMed Central PMCID: PMC4101245. 3: Baadhe RR, Mekala NK, Potumarthi R. Significance of biotic factors in mesenchymal stem cell fate in regenerative medicine. Curr Stem Cell Res Ther. 2014;9(6):489-96. Review. PubMed PMID: 24804890. 4: Mike AK, Koenig X, Koley M, Heher P, Wahl G, Rubi L, Schnürch M, Mihovilovic MD, Weitzer G, Hilber K. 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. doi: 10.1159/000356663. Epub 2014 Jan 24. PubMed PMID: 24481283; PubMed Central PMCID: PMC4389081. 5: Agarwal P, Zhao S, Bielecki P, Rao W, Choi JK, Zhao Y, Yu J, Zhang W, He X. One-step microfluidic generation of pre-hatching embryo-like core-shell microcapsules for miniaturized 3D culture of pluripotent stem cells. Lab Chip. 2013 Dec 7;13(23):4525-33. doi: 10.1039/c3lc50678a. PubMed PMID: 24113543; PubMed Central PMCID: PMC3848340. 6: Yau WW, Tang MK, Chen E, Yaoyao, Wong IW, Lee HS, Lee KKh. Cardiogenol C can induce Mouse Hair Bulge Progenitor Cells to Transdifferentiate into Cardiomyocyte-like Cells. Proteome Sci. 2011 Jan 19;9(1):3. doi: 10.1186/1477-5956-9-3. PubMed PMID: 21247432; PubMed Central PMCID: PMC3033794. 7: Jasmin, Spray DC, Campos de Carvalho AC, Mendez-Otero R. Chemical induction of cardiac differentiation in p19 embryonal carcinoma stem cells. Stem Cells Dev. 2010 Mar;19(3):403-12. doi: 10.1089/scd.2009.0234. PubMed PMID: 20163207; PubMed Central PMCID: PMC3032260. 8: Wu X, Ding S, Ding Q, Gray NS, Schultz PG. Small molecules that induce cardiomyogenesis in embryonic stem cells. J Am Chem Soc. 2004 Feb 18;126(6):1590-1. PubMed PMID: 14871063.