Cardiogenol C hydrochloride | CAS#1049741-55-0 | 671225-39-1

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

MedKoo CAT#: 526873

CAS#: 1049741-55-0 (HCl)

Description: 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

CAS# 1049741-55-0 (HCl)

Product data Instruction

Theoretical Analysis

MedKoo Cat#: 526873
Name: Cardiogenol C HCl
CAS#: 1049741-55-0 (HCl)
Chemical Formula: C13H17ClN4O2
Exact Mass: 0.00
Molecular Weight: 296.755
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
200mg	USD 1250
500mg	USD 1950
1g	USD 2950
2g	USD 4350
5g	USD 6750
Bulk inquiry Welcome, Customer: Please do not inquire quote if your intended use is for a patient since our products are for research use and for chemical synthesis use, not for human use . For in-stock products, we listed price in the web page. You may inquire prices for which sizes were not listed. If no price is listed, this means the product is not in stock at the moment, which may be available via custom synthesis. For cost-effective reason, minimum order of 1g is requested (typically very expensive). The lead time is usually 2-4 months. Quote of less than 1g will not be provided. MedKoo may not offer quote for below reasons: (1) current available synthetic method appears to be extremely expensive which is obviously not affordable to most customers; (2) Key raw material to make the product is temporally not available; (3) DEA controlled substances; (4) the product is under patent protection in customer’s country.

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:

Solubility Data

	Solvent	Max Conc. mg/mL	Max Conc. mM
Solubility
	DMSO	59.0	198.82

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.

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:

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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.

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