Rosuvastatin
![Rosuvastatin Structure](CAS/GIF/287714-41-4.gif)
- CAS No.
- 287714-41-4
- Chemical Name:
- Rosuvastatin
- Synonyms
- Rosuvastatin Acid;CS-111;Rosuvastatin;Rosuvastatin- IP/EP;ROSUVASTATIN (ZD 4522);Rosuvastatin USP/EP/BP;"(3R,5S)-Rosuvastatin";Rosuvastatin IP/EP/USP;Rosuvastatin Impurity 21;ROSUVASTATIN-D3 SODIUM SALT
- CBNumber:
- CB8793779
- Molecular Formula:
- C22H28FN3O6S
- Molecular Weight:
- 481.54
- MOL File:
- 287714-41-4.mol
- Modify Date:
- 2024/4/28 15:15:04
Melting point | 161.9 °C |
---|---|
Boiling point | 745.6±70.0 °C(Predicted) |
Density | 1.368±0.06 g/cm3(Predicted) |
storage temp. | Sealed in dry,Store in freezer, under -20°C |
solubility | DMSO (Slightly), Methanol (Slightly), Water (Slightly) |
form | Solid |
pka | 4.25±0.10(Predicted) |
color | White to Pale Beige |
BCS Class | 3 |
CAS DataBase Reference | 287714-41-4(CAS DataBase Reference) |
EPA Substance Registry System | 6-Heptenoic acid, 7-[4-(4-fluorophenyl)-6-(1-methylethyl)-2-[methyl(methylsulfonyl)amino]-5-pyrimidinyl]-3,5-dihydroxy-, (3R,5S,6E)- (287714-41-4) |
SAFETY
Risk and Safety Statements
Symbol(GHS) | ![]() GHS08 |
---|---|
Signal word | Danger |
Hazard statements | H412-H351-H360 |
Precautionary statements | P273-P501-P201-P202-P281-P308+P313-P405-P501 |
Rosuvastatin Chemical Properties,Uses,Production
Description
Rosuvastatin is the most recent FDA-approved statin (doses 5–40 mg) for the treatment of dyslipidemia. Rosuvastatin, which has a structure similar to other synthetic statins, has a long halflife (20–24 hours) similar to atorvastatin and hydrophilicity comparable to pravastatin. Consequently, rosuvastatin is minimally metabolized and has no significant cytochrome P450 drug interactions. The efficacy of rosuvastatin is superior to that of other statins. Compared to atorvastatin, rosuvastatin provides approximately an 8% additional lowering of LDL-C on an equivalent dose level. This provides modestly more efficacy than a doubling of the dose of atorvastatin. Rosuvastatin also increases HDL-C slightly more than atorvastatin, especially at the highest doses.
Uses
Rosuvastatin Calcium is a competitive inhibitor of HMG-CoA reductase with IC50 of 11 nM.
Definition
ChEBI: Rosuvastatin is a dihydroxy monocarboxylic acid that is (6E)-7-{4-(4-fluorophenyl)-2-[methyl(methylsulfonyl)amino]-6-(propan-2-yl)pyrimidin-5-yl} hept-6-enoic acid carrying two hydroxy substituents at positions 3 and 5 (the 3R,5S-diastereomer). It has a role as an antilipemic drug, an anti-inflammatory agent, a CETP inhibitor, a cardioprotective agent, a xenobiotic and an environmental contaminant. It is a member of pyrimidines, a sulfonamide, a dihydroxy monocarboxylic acid, a statin (synthetic) and a member of monofluorobenzenes. It derives from a hept-6-enoic acid. It is a conjugate acid of a rosuvastatin(1-).
Preparation
Rosuvastatin synthesis: Reduction to the 5-hydroxymethyl derivative proceeds smoothly with diisobutylaluminum hydride (DIBALH) in toluene at -10 °C. The hydroxymethyl group is then converted to the bromo derivative, which upon reaction with triphenylphosphine affords the Wittig reagent. The latter is treated with tert-butyl 2-[(4R,6S)-6-formyl-2,2-dimethyl-1,3-dioxan-4-yl]acetate and provides the protected rosuvastatin ester. Removal of the dioxane protecting group by HCl, ester hydrolysis with NaOH and precipitation with CaCl2 gives rosuvastatin.
Kleemann A; Cardiovascular Drugs. Ullmann's Encyclopedia of Industrial Chemistry 7th ed. (1999-2017). NY, NY: John Wiley & Sons. Online Posting Date: January 15, 2008
brand name
Crestor (AstraZeneca).
General Description
Rosuvastatin, 7-[4-(4-fluorophenyl)-6-(1-methylethyl)-2-(methyl-methylsulfonyl-amino)-pyrimidin-5-yl]-3,5-dihydroxy-hept-6-enoic acid (Crestor), is oneof the more recently introduced statins in the United States.As with all statins, there is a concern of rhabdomyolysis andas such, the FDA has mandated that a warning about thisside effect, as well as a kidney toxicity warning, be added tothe product label (http://www.fda.gov/CDER/Drug/advisory/crestor_3_2005.htm). This should not come as a surprisebecause of the relationship in the chemical architectureto cerivastatin, which was withdrawn from the market as aresult of its adverse side effects.
Rosuvastatin Preparation Products And Raw materials
Raw materials
Preparation Products
Supplier | Tel | Country | ProdList | Advantage | Inquiry |
---|---|---|---|---|---|
Cadila Pharmaceuticals Ltd | +91-7069076657 +91-7069076657 | Ahmedabad, India | 54 | 58 | Inquiry |
SGMR PHARMACEUTICALS PVT LTD | +91-9032001889 +91-9032001889 | Telangana, India | 83 | 58 | Inquiry |
ANWITA APIS | +919000311012 | Hyderabad, India | 198 | 58 | Inquiry |
ChemBioReas Life Sciences | +91-7989264158 +91-7989264158 | Hyderabad, India | 82 | 58 | Inquiry |
J S LABS | +91-7330612784 +91-7330612784 | Tamil Nadu, India | 160 | 58 | Inquiry |
Frolic Pharmachem | +919711094561 | Himachal Pradesh, India | 94 | 58 | Inquiry |
WARUKSHA LABORATORIES PVT LTD | +91-7485988764 +91-7485988764 | Gujarat, India | 77 | 58 | Inquiry |
Basic Pharma Life Science Pvt Ltd | +919825056886 | Gujarat, India | 28 | 58 | Inquiry |
Sainor Life Sciences Pvt Ltd | +919542990009 | AndhraPradesh, India | 13 | 58 | Inquiry |
Dayaram Pharma Chem | +91-9601766800 +91-9601766800 | Gujarat, India | 61 | 58 | Inquiry |
Supplier | Advantage |
---|---|
Cadila Pharmaceuticals Ltd | 58 |
SGMR PHARMACEUTICALS PVT LTD | 58 |
ANWITA APIS | 58 |
ChemBioReas Life Sciences | 58 |
J S LABS | 58 |
Frolic Pharmachem | 58 |
WARUKSHA LABORATORIES PVT LTD | 58 |
Basic Pharma Life Science Pvt Ltd | 58 |
Sainor Life Sciences Pvt Ltd | 58 |
Dayaram Pharma Chem | 58 |
Related Qustion
- Q:What is rosuvastatin?
- A:Rosuvastatin is a prescription drug. It comes in the form of a tablet you take by mouth.Rosuvastatin is available as the brand....
- Oct 10,2019
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