Zotarolimus

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Zotarolimus
Category Enzyme inhibitors
Catalog number BBF-04052
CAS 221877-54-9
Molecular Weight 966.21
Molecular Formula C52H79N5O12
Purity >98%

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Description

Zotarolimus (INN, codenamed ABT-578) is an immunosuppressant. It is a semi-synthetic derivative of rapamycin. It was designed for use in stents with phosphorylcholine as a carrier. Coronary stents reduce early complications and improve late clinical outcomes in patients needing interventional cardiology.

Specification

Synonyms A-179578; A 179578; A179578; ABT-578; ABT578; ABT 578
Storage Store at -20°C
IUPAC Name (1R,9S,12S,15R,16E,18R,19R,21R,23S,24E,26E,28E,30S,32S,35R)-1,18-dihydroxy-19,30-dimethoxy-12-[(2R)-1-[(1S,3R,4S)-3-methoxy-4-(tetrazol-1-yl)cyclohexyl]propan-2-yl]-15,17,21,23,29,35-hexamethyl-11,36-dioxa-4-azatricyclo[30.3.1.04,9]hexatriaconta-16,24,26,28-tetraene-2,3,10,14,20-pentone
Canonical SMILES CC1CCC2CC(C(=CC=CC=CC(CC(C(=O)C(C(C(=CC(C(=O)CC(OC(=O)C3CCCCN3C(=O)C(=O)C1(O2)O)C(C)CC4CCC(C(C4)OC)N5C=NN=N5)C)C)O)OC)C)C)C)OC
InChI InChI=1S/C52H79N5O12/c1-31-16-12-11-13-17-32(2)43(65-8)28-39-21-19-37(7)52(64,69-39)49(61)50(62)56-23-15-14-18-41(56)51(63)68-44(34(4)26-38-20-22-40(45(27-38)66-9)57-30-53-54-55-57)29-42(58)33(3)25-36(6)47(60)48(67-10)46(59)35(5)24-31/h11-13,16-17,25,30-31,33-35,37-41,43-45,47-48,60,64H,14-15,18-24,26-29H2,1-10H3/b13-11+,16-12-,32-17+,36-25+/t31-,33-,34-,35-,37-,38+,39+,40+,41+,43+,44+,45-,47-,48+,52-/m1/s1
InChI Key CGTADGCBEXYWNE-GTTQIJKGSA-N
Source Streptomyces hygroscopicus

Properties

Appearance White Solid
Boiling Point 1016.2±75.0°C at 760 mmHg
Melting Point 100-105°C
Density 1.3±0.1 g/cm3
Solubility Soluble in ethanol, methanol, DMF, DMSO

Reference Reading

1.Biodegradable polymer stents vs second generation drug eluting stents: A meta-analysis and systematic review of randomized controlled trials.
Pandya B1, Gaddam S1, Raza M1, Asti D1, Nalluri N1, Vazzana T1, Kandov R1, Lafferty J1. World J Cardiol. 2016 Feb 26;8(2):240-6. doi: 10.4330/wjc.v8.i2.240.
AIM: To evaluate the premise, that biodegradable polymer drug eluting stents (BD-DES) could improve clinical outcomes compared to second generation permanent polymer drug eluting stents (PP-DES), we pooled the data from all the available randomized control trials (RCT) comparing the clinical performance of both these stents.
2.Role of stent type and of duration of dual antiplatelet therapy in patients with chronic kidney disease undergoing percutaneous coronary interventions. Is bare metal stent implantation still a justifiable choice? A post-hoc analysis of the all comer PRODIGY trial.
Crimi G1, Leonardi S1, Costa F2, Adamo M2, Ariotti S3, Valgimigli M4. Int J Cardiol. 2016 Mar 17;212:110-117. doi: 10.1016/j.ijcard.2016.03.033. [Epub ahead of print]
AIM: Chronic kidney disease (CKD) is a powerful predictor of major cardiovascular events and stent thrombosis (ST) in patients undergoing percutaneous coronary interventions (PCI). No randomized data are available to compare, and guide the selection of type of stent between bare metal (BMS) or drug eluting stent (DES) in this population.
3.Comparison on the efficacy of everolimus-eluting stent and zotarolimus-eluting stents in coronary heart disease between diabetic and non-diabetic patients.
Lin L1, Jin C2, Wei X2, Li H2, Shi J2, Wu S2, Yang X3, Qi X4. Int J Clin Exp Med. 2015 Nov 15;8(11):20813-20. eCollection 2015.
OBJECTIVE: The aim of this study is to examine and compare the efficacy of everolimus-eluting stents (EES) and zotarolimus-eluting stents (ZES) in coronary heart disease in diabetic or non-diabetic patients.

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