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Rosuvastatin Calcium

Synopsis, Chemistry

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Also known as: 147098-20-2, Crestor, Rosuvastatin hemicalcium, Fortius, Rostar, Rosuvastatin calcium salt

Molecular Formula

C₄₄H₅₄CaF₂N₆O₁₂S₂

Molecular Weight

1001.1 g/mol

InChI Key

LALFOYNTGMUKGG-BGRFNVSISA-L

FDA UNII

83MVU38M7Q

A HYDROXYMETHYLGLUTARYL-COA-REDUCTASE INHIBITOR, or statin, that reduces the plasma concentrations of LDL-CHOLESTEROL; APOLIPOPROTEIN B, and TRIGLYCERIDES while increasing HDL-CHOLESTEROL levels in patients with HYPERCHOLESTEROLEMIA and those at risk for CARDIOVASCULAR DISEASES.

1 2D Structure

Rosuvastatin Calcium

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

calcium;(E,3R,5S)-7-[4-(4-fluorophenyl)-2-[methyl(methylsulfonyl)amino]-6-propan-2-ylpyrimidin-5-yl]-3,5-dihydroxyhept-6-enoate

2.1.2 InChI

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

2.1.3 InChI Key

LALFOYNTGMUKGG-BGRFNVSISA-L

2.1.4 Canonical SMILES

CC(C)C1=NC(=NC(=C1C=CC(CC(CC(=O)[O-])O)O)C2=CC=C(C=C2)F)N(C)S(=O)(=O)C.CC(C)C1=NC(=NC(=C1C=CC(CC(CC(=O)[O-])O)O)C2=CC=C(C=C2)F)N(C)S(=O)(=O)C.[Ca+2]

2.1.5 Isomeric SMILES

CC(C1=NC(=NC(=C1/C=C/[C@@H](O)C[C@@H](O)CC(=O)[O-])C2=CC=C(C=C2)F)N(S(=O)(=O)C)C)C.CC(C1=NC(=NC(=C1/C=C/[C@@H](O)C[C@@H](O)CC(=O)[O-])C2=CC=C(C=C2)F)N(S(=O)(=O)C)C)C.[Ca+2]

2.2 Other Identifiers

2.2.1 UNII

83MVU38M7Q

2.3 Synonyms

2.3.1 MeSH Synonyms

1. Calcium, Rosuvastatin

2. Crestor

3. Rosuvastatin

4. Zd 4522

5. Zd4522

2.3.2 Depositor-Supplied Synonyms

1. 147098-20-2

2. Crestor

3. Rosuvastatin Hemicalcium

4. Fortius

5. Rostar

6. Rosuvastatin Calcium Salt

7. Rosuvastatin Calcium [usan]

8. Rozavel

9. Suvikan

10. Zd4522

11. S-4522

12. Zd 4522

13. Rosuvastatin (as Calcium)

14. Zd4522 (calcium Salt)

15. Zd4522 Calcium

16. Zd-4522 Calcium

17. 83mvu38m7q

18. Chebi:77249

19. Nsc-747274

20. Nsc-758930

21. Rosuvastatincalcium

22. Crestor (tn)

23. Calcium (3r,5s,e)-7-(4-(4-fluorophenyl)-6-isopropyl-2-(n-methylmethylsulfonamido)pyrimidin-5-yl)-3,5-dihydroxyhept-6-enoate

24. Rovista

25. Zd 4522, Calcium Salt

26. Calcium;(e,3r,5s)-7-[4-(4-fluorophenyl)-2-[methyl(methylsulfonyl)amino]-6-propan-2-ylpyrimidin-5-yl]-3,5-dihydroxyhept-6-enoate

27. S 4522

28. Unii-83mvu38m7q

29. Provisacor

30. Shufutan

31. Ezallor

32. Zd 4522 Calcium

33. Rosuvastatin Calcium- Bio-x

34. Zd-4522 (calcium Salt)

35. Schembl150740

36. Schembl429217

37. Chembl1744447

38. Dtxsid9045928

39. Rosuvastatin Calcium (jan/usan)

40. Rosuvastatin Calcium [jan]

41. Azd-4522

42. Bcp04131

43. Rosuvastatin Calcium [mart.]

44. S2169

45. Rosuvastatin Calcium [usp-rs]

46. Rosuvastatin Calcium [who-dd]

47. Akos005145896

48. Akos017343682

49. Rosuvastatin Calcium Salt [mi]

50. Ccg-270606

51. Ks-1109

52. Nsc 747274

53. Nsc 758930

54. (s-((r*,s*-(e)))- 7-(4-(4-fluorophenyl)-6-(1-methylethyl)-2-(methyl(methylsulfonyl) Amino)-5-pyrimidinyl)-3,5-dihydroxy-6-heptenoic Acid, Calcium Salt (2:1)

55. (s-(r*,s*-(e)))-7-(4-(4-fluorophenyl)-6-(1-methylethyl)-2-(methyl(methylsulfonyl)amino)-5-pyrimidinyl)-3,5-dihydroxy-6-heptenoic Acid, Calcium Salt (2:1)

56. 6-heptenoic Acid, 7-(4-(4-fluorophenyl)-6-(1-methylethyl)-2-(methyl(methylsulfonyl)amino)-5-pyrimidinyl)-3,5-dihydroxy-, Calcium Salt (2:1), (3r,5s,6e)

57. As-12488

58. Br164378

59. Rosuvastatin Calcium [orange Book]

60. Rosuvastatin Calcium [ep Monograph]

61. Rosuvastatin Calcium [usp Monograph]

62. Roszet Component Rosuvastatin Calcium

63. R0180

64. D01915

65. Rosuvastatin Calcium Component Of Roszet

66. Q-201685

67. Q27146836

68. (s-((r*,s*-(e)))- 7-(4-(4-fluorophenyl)-6-(1-methylethyl)-2-(methyl(methylsulfonyl) Amino)-5-pyrimidinyl)-3,5-dihydroxy-6-heptenoic Acid, Calcium Salt (2:1)

69. (s-(r*,s*-(e)))-7-(4-(4-fluorophenyl)-6-(1-methylethyl)-2-(methyl(methylsulfonyl)amino)-5-pyrimidinyl)-3,5-dihydroxy-6-heptenoic Acid, Calcium Salt

70. 6-heptenoic Acid, 7-(4-(4-fluorophenyl)-6-(1-methylethyl)-2-(methylsulfonyl)amino)-5-pyrimidinyl)-3,5-dihydroxy-, Calcium Salt (2:1), (3r,5s,6e)-

71. Bis((e)-7-(4-(4-fluorophenyl)-6-isopropyl-2-(methyl(methylsulfonyl)amino)-pyrimide-5-yl)-(3r,5s)3,5-dihydroxylhept-6-enoic Acid) Calcium

72. Calcium Bis[(3r,5s,6e)-7-{4-(4-fluorophenyl)-6-isopropyl-2-[methyl(methylsulfonyl)amino]pyrimidin-5-yl}-3,5-dihydroxyhept-6-enoate]

73. Calcium(3r,5s,e)-7-(4-(4-fluorophenyl)-6-isopropyl-2-(n-methylmethylsulfonamido)pyrimidin-5-yl)-3,5-dihydroxyhept-6-enoate

74. Monocalcium Bis((3r,5s,6e)-7-{4-(4-fluorophenyl)-6-isopropyl-2-[methanesulfonyl (methyl) Amino] Pyrimidin-5-yl}-3,5-dihydroxyhept-6-enoate)

2.4 Create Date

2005-10-11

3 Chemical and Physical Properties

Molecular Formula	C₄₄H₅₄CaF₂N₆O₁₂S₂
Molecular Weight	1001.1 g/mol
Hydrogen Bond Donor Count	4
Hydrogen Bond Acceptor Count	20
Rotatable Bond Count	18
Exact Mass	1000.2835107 g/mol
Monoisotopic Mass	1000.2835107 g/mol
Topological Polar Surface Area	304 Å²
Heavy Atom Count	67
Formal Charge	0
Complexity	761
Isotope Atom Count	0
Defined Atom Stereocenter Count	4
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	2
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	3

4 Drug and Medication Information

4.1 Drug Information

1 of 4
Drug Name	Crestor
Drug Label	CRESTOR (rosuvastatin calcium) is a synthetic lipid-lowering agent for oral administration. The chemical name for rosuvastatin calcium is bis[(E)-7-[4-(4-fluorophenyl)-6-isopropyl-2-[methyl(methylsulfonyl)amino] pyrimidin-5-yl](3R,5S)-3,5-dihydroxyhe...
Active Ingredient	Rosuvastatin calcium
Dosage Form	Tablet
Route	Oral
Strength	5mg; 10mg; 40mg; 20mg
Market Status	Prescription
Company	Ipr

2 of 4
Drug Name	Rosuvastatin calcium
PubMed Health	Rosuvastatin (By mouth)
Drug Classes	Antihyperlipidemic
Drug Label	CRESTOR (rosuvastatin calcium) is a synthetic lipid-lowering agent for oral administration. The chemical name for rosuvastatin calcium is bis[(E)-7-[4-(4-fluorophenyl)-6-isopropyl-2-[methyl(methylsulfonyl)amino] pyrimidin-5-yl](3R,5S)-3,5-dihydroxyhe...
Active Ingredient	Rosuvastatin calcium
Dosage Form	Tablet
Route	oral; Oral
Strength	5mg; 10mg; 40mg; 20mg
Market Status	Tentative Approval
Company	Mylan Pharma; Apotex; Aurobindo Pharma; Sandoz; Sun Pharma Global; Par Pharm; Watson Labs; Glenmark Generics; Teva Pharms

3 of 4
Drug Name	Crestor
Drug Label	CRESTOR (rosuvastatin calcium) is a synthetic lipid-lowering agent for oral administration. The chemical name for rosuvastatin calcium is bis[(E)-7-[4-(4-fluorophenyl)-6-isopropyl-2-[methyl(methylsulfonyl)amino] pyrimidin-5-yl](3R,5S)-3,5-dihydroxyhe...
Active Ingredient	Rosuvastatin calcium
Dosage Form	Tablet
Route	Oral
Strength	5mg; 10mg; 40mg; 20mg
Market Status	Prescription
Company	Ipr

4 of 4
Drug Name	Rosuvastatin calcium
PubMed Health	Rosuvastatin (By mouth)
Drug Classes	Antihyperlipidemic
Drug Label	CRESTOR (rosuvastatin calcium) is a synthetic lipid-lowering agent for oral administration. The chemical name for rosuvastatin calcium is bis[(E)-7-[4-(4-fluorophenyl)-6-isopropyl-2-[methyl(methylsulfonyl)amino] pyrimidin-5-yl](3R,5S)-3,5-dihydroxyhe...
Active Ingredient	Rosuvastatin calcium
Dosage Form	Tablet
Route	oral; Oral
Strength	5mg; 10mg; 40mg; 20mg
Market Status	Tentative Approval
Company	Mylan Pharma; Apotex; Aurobindo Pharma; Sandoz; Sun Pharma Global; Par Pharm; Watson Labs; Glenmark Generics; Teva Pharms

4.2 Drug Indication

Homozygous Familial Hypercholesterolaemia, Prevention of cardiovascular events, Primary combined (mixed) dyslipidaemia, Primary hypercholesterolaemia

5 Pharmacology and Biochemistry

5.1 MeSH Pharmacological Classification

Anticholesteremic Agents

Substances used to lower plasma cholesterol levels. (See all compounds classified as Anticholesteremic Agents.)

Hydroxymethylglutaryl-CoA Reductase Inhibitors

Compounds that inhibit HYDROXYMETHYLGLUTARYL COA REDUCTASES. They have been shown to directly lower CHOLESTEROL synthesis. (See all compounds classified as Hydroxymethylglutaryl-CoA Reductase Inhibitors.)

5.2 FDA Pharmacological Classification

5.2.1 Pharmacological Classes

Hydroxymethylglutaryl-CoA Reductase Inhibitors [MoA]; HMG-CoA Reductase Inhibitor [EPC]