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Merck

SML1264

Sigma-Aldrich

Rosuvastatin calcium

≥98% (HPLC), HMG-CoA reductase inhibitor, powder

Synonym(s):

(E)-7-[4-(4-Fluorophenyl)-6-isopropyl-2-[methyl(methylsulfonyl)amino]pyrim idin-5-yl]-(3R,5S)-3,5-dihydroxyhept-6-enoic acid, calcium salt (2:1), Rosuvastatin hemicalcium

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About This Item

Empirical Formula (Hill Notation):
C22H27FN3O6S · 0.5 Ca
CAS Number:
147098-20-2
Molecular Weight:
500.57
UNSPSC Code:
12352200
NACRES:
NA.77

Key Documents

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Product Name

Rosuvastatin calcium, ≥98% (HPLC)

Quality Level

100

Assay

≥98% (HPLC)

form

powder

optical activity

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

storage condition

desiccated

color

white to beige

solubility

DMSO: 10 mg/mL, clear

storage temp.

2-8°C

SMILES string

[Ca+2].Fc3ccc(cc3)c4nc(nc(c4\C=C\[C@@H](O)C[C@@H](O)CC(=O)[O-])C(C)C)N([S](=O)(=O)C)C.Fc1ccc(cc1)c2nc(nc(c2\C=C\[C@@H](O)C[C@@H](O)CC(=O)[O-])C(C)C)N([S](=O)(=O)C)C

InChI

1S/2C22H28FN3O6S.Ca/c2*1-13(2)20-18(10-9-16(27)11-17(28)12-19(29)30)21(14-5-7-15(23)8-6-14)25-22(24-20)26(3)33(4,31)32;/h2*5-10,13,16-17,27-28H,11-12H2,1-4H3,(H,29,30);/q;;+2/p-2/b2*10-9+;/t2*16-,17-;/m11./s1

InChI key

LALFOYNTGMUKGG-BGRFNVSISA-L

Related Categories

General description

Rosuvastatin calcium (ROS) has a molecular mass of 1001.14. ROS is a member of the "statins" group and is a 3-hydroxy-3-methylglutaryl coenzyme A (HMG-CoA) reductase inhibitor.

Application

Rosuvastatin calcium has been used to determine the effect of the treatment with SIM, rosuvastatin or PRA on cholesterol and HMGCR levels in HeLa cells and to evaluate the in vivo effects of statins on glucose homeostasis.

Biochem/physiol Actions

Rosuvastatin calcium is a HMG-CoA reductase inhibitor.
Rosuvastatin calcium is a competitive inhibitor of hydroxymethylglutaryl-coenzyme A (HMG-CoA) reductase, the enzyme that catalyzes the conversion of HMG-CoA to mevalonic acid, the rate-limiting step in cholesterol biosynthesis. Rosuvastatin calcium is antilipemic and is used to reduce plasma cholesterol levels and prevent cardiovascular disease.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
076M4727V
045M4702V

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Analytical Methods for the Determination of Rosuvastatin in Pharmaceutical Formulations and Biological Fluids: A Critical Review.
Angelo ML, et al.
Critical Reviews in Analytical Chemistry, 48(4), 317-329 (2018)
Chronic HMGCR/HMG-CoA reductase inhibitor treatment contributes to dysglycemia by upregulating hepatic gluconeogenesis through autophagy induction.
Wang HJ, et al.
Autophagy, 11(11), 2089-2101 (2015)
HPLC methods for recently approved pharmaceuticals (2005)
Colin H Beckwitt et al.
British journal of cancer, 119(9), 1094-1105 (2018-11-08)
Metastasis in breast cancer foreshadows mortality, as clinically evident disease is aggressive and generally chemoresistant. Disseminated breast cancer cells often enter a period of dormancy for years to decades before they emerge as detectable cancers. Harboring of these dormant cells
Patrícia M R Pereira et al.
Clinical cancer research : an official journal of the American Association for Cancer Research, 26(23), 6215-6229 (2020-10-02)
Statins are cholesterol-depleting drugs used to treat patients with hypercholesterolemia. Preclinically, statins disrupt trafficking of receptors present at the cell membrane. Membrane receptors, defined as tumor biomarkers and therapeutic targets, are often internalized by an endocytic pathway. Indeed, receptor endocytosis
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