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Rosuvastatin Calcium CAS NO.147098-20-2

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  • Last update:

    2019-09-13 14:45

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​Hangzhou Jeci Biochem Technology Co .,Ltd.
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Rosuvastatin calcium Basic information
















Product Name:




Rosuvastatin calcium




Synonyms:




Rosuvastatin Calcium(W.S);calcium (3R,5S,E)-7-(4-(4-fluorophenyl)-6-isopropyl-2-(N-methylmethan-3-ylsulfonamido)pyrimidin-5-yl)-3,5-dihydroxyhept-6-enoate;ZD4522;(3R,5S,6E)-7-[4-(4-fluorophenyl)-6-(1-methylethyl)-2-[N-methyl(n-methylsulfonyl)amino]-5-pyrimidinyl]-3,5-dihydroxy-6-Hep;Rosuvastatin (as Ca salt);Calcium (3R,5S,E)-7-(4-(4-fluorophenyl)-6-isopropyl-2-(N-methylmethylsulfonamido)pyrimidin-5-y;Rosuvastatin CalciuM (3R,5S,6E)-7-[4-(4-fluorophenyl)-6-(1-Methylethyl)-2-[N-Methyl(n-Methylsulfonyl)aMino]-5-pyriMidinyl]-3,5-dihydroxy-6-Heptenoic calciuM;ROSUVASTATIN, CALCIUM SALT




CAS:




147098-20-2




MF:




C44H54CaF2N6O12S2




MW:




1001.14




EINECS:




627-028-1






Rosuvastatin calcium Chemical Properties




















Melting point




122°C




alpha




D24 +14.8° (c = 1.012 in 50% methanol)




storage temp.




-20°C Freezer




form




powder




color




white to beige




optical activity




[α]/D +12 to +18°, c = 1 in methanol: water (1:1)




λmax




243nm(Phosphate buffer sol.)(lit.)




Merck




14,8270






Rosuvastatin calcium Usage And Synthesis










Uses




For making lipid-lowering drugs.




Description




Rosuvastatin, one of the two new statins launched for the treatment of hypercholesterolemia, has high hepato-selectivity and more potent inhibitory effect on HMG-CoA reductase than the previously marketed statins. In rat hepatocytes, it inhibits cholesterol biosynthesis with an IC50 of 1.12 nM, which is ~100-fold higher potency than pravastatin. Rosuvastatin is synthesized in a 12-step sequence, entailing the construction of a pyrimidinyl aldehyde intermediate in eight steps and subsequent introduction of the dihydroxyheptenoate side chain via Wittig reaction with a bketophosphorane reagent and stereoselective carbonyl reduction of the resultant enone. Pharmacokinetic properties of rosuvastatin in humans, dosed at 5–80 mg, are approximately linear with dose. Following oral administration, rosuvastatin is rapidly absorbed with an oral bioavailability of ~20% and tmax of ~3 h. It has a prolonged duration of action, with terminal t1/2 of ~20 h, compatible with once-daily dosing. In humans, rosuvastatin is minimally metabolized through CYP2C9 and CYP2C19, with little or no metabolism via the CYP3A4. Approximately 90% of the administered oral dose is eliminated in the feces (92% as the parent compound) and the rest in the urine. Rosuvastatin is considered a “superstatin” due to its ability, at well-tolerated doses, to lower LDL cholesterol and triglycerides to a much greater extent than first generation statins. In patients with hypercholesterolemia, rosuvastatin treatment at doses of 5 and 10 mg/day over 12-week period resulted in 40–43% reduction of LDL-cholesterol levels, 12–13% increase in HDL-cholesterol, and 17– 19% reduction in triglycerides. In comparison, the efficacy range of LDL-cholesterol reductions by atorvastatin (10 mg/day), pravastatin (20 mg/day), and simvastatin (20 mg/day) was 28–35%. Rosuvastatin is a well-tolerated drug at doses of 1–20 mg and the most common side effects at these doses are headache, myalgia, pain and pharyngitis, which are consistent with those previously reported for statin therapy.




Chemical Properties




White to Off-White Crystalline Solid






Rosuvastatin calcium Specification





























Character




White to yellow?powder




Identification




A: IR-Spectrum

B: UV




Calcium content




3.5%-4.5%




water




≤5.0%




Specific rotation




14.0-20.0




Heavy Metals




≤0.002%




Related substance

(HPLC)




Diastereomer




≤0.2%




Rosuvastatin Lactone




≤0.2%




Diene




≤0.1%




Unknown single impurity




≤0.1%




Total impurity




≤1.0%




Assay (on dry basis)%




98.0-102.0


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