ChemicalBook CAS DataBase List 544417-40-5

544417-40-5

Name	CAPADENOSON
CAS	544417-40-5
Molecular Formula	C25H18ClN5O2S2
MDL Number	MFCD09954113
Molecular Weight	520.035
MOL File	544417-40-5.mol

Chemical Properties

Boiling point	787.9±70.0 °C(Predicted)
density	1.51
storage temp.	Store at -20°C
solubility	Soluble in DMSO
form	Powder
pka	13.98±0.10(Predicted)
color	Light yellow to yellow
InChI	1S/C25H18ClN5O2S2/c26-17-5-1-16(2-6-17)24-30-18(13-34-24)14-35-25-21(12-28)22(20(11-27)23(29)31-25)15-3-7-19(8-4-15)33-10-9-32/h1-8,13,32H,9-10,14H2,(H2,29,31)
InChIKey	CITWCLNVRIKQAF-UHFFFAOYSA-N
SMILES	C1(N)=NC(SCC2=CSC(C3=CC=C(Cl)C=C3)=N2)=C(C#N)C(C2=CC=C(OCCO)C=C2)=C1C#N

Safety Data

Symbol(GHS)	GHS08
Signal word	Warning
Hazard statements	H361-H370
Precautionary statements	P260-P264-P270-P307+P311-P321-P405-P501-P201-P202-P281-P308+P313-P405-P501
WGK Germany	WGK 3
Storage Class	11 - Combustible Solids

Hazard Information

Uses

Capadenoson is a selective agonist of adenosine-A1 receptor.

Biological Activity

Capadenoson (BAY 68-4986) is an adenosine receptor A1 (A1AR) partial agonist (GTPγS binding EC50/Emax = 0.1 nM/74% vs. 0.3 nM/100% with CCPA; human cortex membranes) th at exerts additional biased A2BAR agonism toward cAMP signal transduction (pEC50 = 8.94/cAMP6.20/Ca+26.12/pERK5.03/IP1)while exhibiting weak A2A & A3 potency. Capadenoson offers cardioprotection efficacy in an ischemia-reperfusion injury r at model in vivo (25/28% infarct size reduction with 0.1/0.3 mg/kg iv.) without the risk of a full atrioventricular (AV) block (isolated perfused r at heart rate = 100% up to 10 nM90% at ≥10 μM) seen with the full A1 agonist CCPA.

Synthesis

5.334 kg (24.90 mol) of 2-[4-(2-hydroxyethoxy)benzylidene]malononitrile (XI) and 1.309 kg (13.07 mol) of 2-cyano thioacetamide (XII) were suspended in 27.4 kg (34.8 l) of methanol. The suspension was warmed to 40°C and 3.779 kg (37.35 mol) of triethylamin

in vivo

In the in vivo experiments, Wistar rats and SHR are pre-treated with Capadenoson at a concentration of 0.15 mg/kg for 5 days. On day 5, a stress test (physical restraint) is performed for 2 hours. The plasma concentration of Capadenoson measured 3 hours after drug intake remains constant in the 5 days prior to the restraint stress test and averaged 7.63 μg/L on day 4 and 5, respectively^[1].

target

adenosine A1 receptor

References

[1] Bott-Flügel L, et al. Selective attenuation of norepinephrine release and stress-induced heart rate increase by partial adenosine A1 agonism. PLoS One. 2011 Mar 28;6(3):e18048. DOI:10.1371/journal.pone.0018048
[2] Bailey IR, et al. Optimization of Thermolytic Response to A1 Adenosine Receptor Agonists in Rats. J Pharmacol Exp Ther. 2017 Sep;362(3):424-430. DOI:10.1124/jpet.117.241315

Spectrum Detail

Supplier

DKMbiochem.Co. Ltd

Telephone 15901859516

Websitehttp://www.dkmbiochem.com/

Shanghai Boyle Chemical Co., Ltd.

Telephone

Websitehttp://www.boylechem.com

Chembest Research Laboratories Limited

Telephone021-20908456

Websitehttp://www.BioChemBest.com

Shanghai Jian Chao Chemical Technology Co., Ltd.

Telephone150-2103-5486 18017383231

Websitehttp://www.antaeus-e.com/

Haoyuan Chemexpress Co., Ltd.

Telephone021-58950125

Websitehttp://gb.chemexpress.com.cn

Hangzhou J&H Chemical Co., Ltd.

Telephone0571-87396432

Websitehttp://www.jhechem.com

AdooQ Bioscience CHINA

Telephone025-58849295 18951903616;

Websitehttp://www.adooq.cn

Codow Chemical Co.,Ltd.

Telephone 18620099427

Websitehttp://www.howeipharm.com

Shanghai EFE Biological Technology Co., Ltd.

Telephone021-65675885 18964387627

Websitehttp://www.efebio.com

Guangzhou QiYun Biotechnology Co., Ltd.

Telephone020-61288194 61288195

Websitehttp://www.gzqiyun.com

Chengdu Huachun Technology Co., Ltd

Telephone400-1166-196 15982826727

Websitehttp://www.hx-r.com

Shanghai Rechem science Co., Ltd.

Telephone021-31433387 15618786686

Websitehttp://cn.rechemscience.com

Shanghai Chaolan Chemical Technology Center

TelephoneQQ：65489617 19372819560

Websitehttp://www.atkchemical.com/

Amadis Chemical Company Limited

Telephone571-89925085

Websitehttp://www.amadischem.com

Chuzhou KeMail Chemical Technology Co., Ltd

Telephone0550-5196001 15000891977

Websitehttps://www.chemicalbook.com/ShowSupplierProductsList19947/0_EN.htm

Shanghai Biopharmaleader Co., Ltd.

Telephone+86 18721201413

Websitehttp://www.biopharmaleader.com

Shenzhen Regent Biochemical Technology Co., Ltd.

Telephone0755-85201366 18938635012

Websitehttp://www.regentsciences.com/

Shanghai Yu Ben Biotechnology Co., Ltd.

Telephone021-61350663 15502154572

Websitehttps://www.chemicalbook.com/ShowSupplierProductsList30592/0_EN.htm

1of4

Related Products

Send Inquriy