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Chemistry

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Also known as: Pitavastatin calcium, 147526-32-7, Livalo, Nisvastatin, Nk-104, Itavastatin calcium
Molecular Formula
C50H46CaF2N2O8
Molecular Weight
881.0  g/mol
InChI Key
RHGYHLPFVJEAOC-FFNUKLMVSA-L
FDA UNII
IYD54XEG3W

Pitavastatin
Pitavastatin Calcium is a calcium salt formulation of pitavastatin, a novel statin that induces plaque regression and elevates HDL-cholesterol levels.
1 2D Structure

Pitavastatin

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
calcium;(E,3R,5S)-7-[2-cyclopropyl-4-(4-fluorophenyl)quinolin-3-yl]-3,5-dihydroxyhept-6-enoate
2.1.2 InChI
InChI=1S/2C25H24FNO4.Ca/c2*26-17-9-7-15(8-10-17)24-20-3-1-2-4-22(20)27-25(16-5-6-16)21(24)12-11-18(28)13-19(29)14-23(30)31;/h2*1-4,7-12,16,18-19,28-29H,5-6,13-14H2,(H,30,31);/q;;+2/p-2/b2*12-11+;/t2*18-,19-;/m11./s1
2.1.3 InChI Key
RHGYHLPFVJEAOC-FFNUKLMVSA-L
2.1.4 Canonical SMILES
C1CC1C2=NC3=CC=CC=C3C(=C2C=CC(CC(CC(=O)[O-])O)O)C4=CC=C(C=C4)F.C1CC1C2=NC3=CC=CC=C3C(=C2C=CC(CC(CC(=O)[O-])O)O)C4=CC=C(C=C4)F.[Ca+2]
2.1.5 Isomeric SMILES
C1C(C1)C2=NC3=CC=CC=C3C(=C2/C=C/[C@@H](O)C[C@@H](O)CC(=O)[O-])C4=CC=C(C=C4)F.C1C(C1)C2=NC3=CC=CC=C3C(=C2/C=C/[C@@H](O)C[C@@H](O)CC(=O)[O-])C4=CC=C(C=C4)F.[Ca+2]
2.2 Other Identifiers
2.2.1 UNII
IYD54XEG3W
2.3 Synonyms
2.3.1 MeSH Synonyms

1. (e,3r,5s)-7-(2-cyclopropyl-4-(4-fluorophenyl)quinolin-3-yl)-3,5-dihydroxyhept-6-enoic Acid

2. Itavastatin

3. Itavastatin Calcium

4. Nisvastatin

5. Nk 104

6. Nk-104

7. P 872441

8. P-872441

9. Pitavastatin

10. Pitavastatin Calcium

11. Pitavastatin Lactone

2.3.2 Depositor-Supplied Synonyms

1. Pitavastatin Calcium

2. 147526-32-7

3. Livalo

4. Nisvastatin

5. Nk-104

6. Itavastatin Calcium

7. Pitavastatin Calcium Salt

8. Calcium (3r,5s,e)-7-(2-cyclopropyl-4-(4-fluorophenyl)quinolin-3-yl)-3,5-dihydroxyhept-6-enoate

9. Nk 104

10. Iyd54xeg3w

11. Chebi:71258

12. Calcium;(e,3r,5s)-7-[2-cyclopropyl-4-(4-fluorophenyl)quinolin-3-yl]-3,5-dihydroxyhept-6-enoate

13. P-872441

14. Pitavastatin Calcium (jan)

15. Pitavastatin Calcium [jan]

16. Alipza

17. Flovas

18. Livazo

19. Unii-iyd54xeg3w

20. Nk 104 (acid)

21. Redevant

22. Ccris 8652

23. Livalo (tn)

24. Schembl22720

25. Bis((3r,5s,6e)-7-(2-cyclopropyl-4-(4-fluorophenyl)-3-quinolyl)-3,5-dihydroxy-6-heptenoate), Monocalcium Salt

26. Chembl1237061

27. Dtxsid4046448

28. Chebi:94569

29. Pitavastatin Hemicalcium;nk-104

30. Nks-104

31. Act02718

32. Mfcd01937979

33. Pitavastatin Calcium [mart.]

34. Pitavastatin Calcium [who-dd]

35. Akos015900407

36. Pitavastatin Calcium Salt [mi]

37. Am84441

38. Ks-1220

39. (+)-monocalciumbis{(3r,5s,6e)-7-[2-cyclopropyl-4-(4-fluorophenyl)-3-quinolyl]-3,5-dihydroxy-6-hepten

40. 111ge002

41. 6-heptenoic Acid, 7-(2-cyclopropyl-4-(4-fluorophenyl)-3-quinolinyl)-3,5-dihydroxy-, Calcium Salt (2:1), (s-(r*,s*-(e)))-

42. Pitavastatin Calcium [orange Book]

43. D01862

44. Q-201590

45. Q27139472

46. (+)-monocalciumbis[(3r,5s,6e)-7-[2-cyclopropyl-4(4-fluorophenyl)-3-quinolyl]3,5-dihydroxy-6-hepteno Ate]

47. (3r,5s,6e)-7-[2-cyclopropyl-4-(4-fluorophenyl)-3-quinolinyl]-3,5-dihydroxy-6-heptenoic Acid Hemicalcium Salt

48. Bis((3r,5s,6e)-7-(2-cyclopropyl-4-(4-fluorophenyl)-3-quinolyl)-3,5-dihydroxy-6-heptenoate) Monocalcium Salt

49. Calcium (3r,5s,e)-7-(2-cyclopropyl-4-(4-fluorophenyl)-quinolin-3-yl)-3,5-dihydroxyhept-6-enoate

50. Calcium Bis{(3r,5s,6e)-7-[2-cyclopropyl-4-(4-fluorophenyl)quinolin-3-yl]-3,5-dihydroxyhept-6-enoate}

2.4 Create Date
2005-10-11
3 Chemical and Physical Properties
Molecular Weight 881.0 g/mol
Molecular Formula C50H46CaF2N2O8
Hydrogen Bond Donor Count4
Hydrogen Bond Acceptor Count12
Rotatable Bond Count14
Exact Mass880.2848136 g/mol
Monoisotopic Mass880.2848136 g/mol
Topological Polar Surface Area187 Ų
Heavy Atom Count63
Formal Charge0
Complexity626
Isotope Atom Count0
Defined Atom Stereocenter Count4
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count2
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count3
4 Drug and Medication Information
4.1 Drug Information
1 of 2  
Drug NameLivalo
PubMed HealthPitavastatin (By mouth)
Drug ClassesAntihyperlipidemic
Active IngredientPitavastatin calcium
Dosage FormTablet
RouteOral
Strengtheq 4mg base; eq 2mg base; eq 1mg base
Market StatusPrescription
CompanyKowa

2 of 2  
Drug NameLivalo
PubMed HealthPitavastatin (By mouth)
Drug ClassesAntihyperlipidemic
Active IngredientPitavastatin calcium
Dosage FormTablet
RouteOral
Strengtheq 4mg base; eq 2mg base; eq 1mg base
Market StatusPrescription
CompanyKowa

5 Pharmacology and Biochemistry
5.1 MeSH Pharmacological Classification

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]

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DMF Review : Complete

Rev. Date : 2013-09-22

Pay. Date : 2013-07-10

DMF Number : 27255

Submission : 2013-07-16

Status : Active

Type : II

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Kowa Co Ltd

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Submission : 2001-02-16

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Rev. Date : 2013-08-28

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DMF Number : 27242

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DMF Number : 23488

Submission : 2010-01-27

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Japanese Pharmacopoeia Pitavastatin Calcium Hydrate

Registration Number : 303MF10052

Registrant's Address : Yamagata Prefecture Higashine City Higashine City 5850-1

Initial Date of Registration : 2021-03-26

Latest Date of Registration : 2021-03-26

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Pitavastatin calcium hydrate

Registration Number : 229MF10194

Registrant's Address : 2-36-1 Kanda Jinbocho, Chiyoda-ku, Tokyo

Initial Date of Registration : 2017-11-07

Latest Date of Registration : 2017-11-07

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Pitavastatin calcium hydrate

Registration Number : 229MF10090

Registrant's Address : 1-13-4 Uchikanda, Chiyoda-ku, Tokyo

Initial Date of Registration : 2017-05-01

Latest Date of Registration : 2020-04-02

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Pitavastatin calcium

Registration Number : 303MF10039

Registrant's Address : 1-13-4 Uchikanda, Chiyoda-ku, Tokyo

Initial Date of Registration : 2021-02-24

Latest Date of Registration : 2021-02-24

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Pitavastatin calcium (Y)

Registration Number : 225MF10204

Registrant's Address : 13, KOLON-RO, GWACHEON-SI, GYEONGGI-DO, KOREA

Initial Date of Registration : 2013-11-11

Latest Date of Registration : 2013-11-11

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Pitavastatin calcium (C)

Registration Number : 302MF10150

Registrant's Address : 110, MAGOKDONG-RO, GANGSEO-GU, SEOUL, KOREA

Initial Date of Registration : 2020-12-15

Latest Date of Registration : 2020-12-15

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Pitavastatin calcium hydrate "KBP"

Registration Number : 304MF10079

Registrant's Address : 174, Sirok-ro, Asan-si, Chungcheongnam-do, KOREA

Initial Date of Registration : 2022-05-25

Latest Date of Registration : 2022-05-25

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Pitavastatin calcium C

Registration Number : 223MF10122

Registrant's Address : 2-5-1 Nihonbashi, Chuo-ku, Tokyo

Initial Date of Registration : 2011-07-28

Latest Date of Registration : 2015-05-25

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Pitavastatin calcium hydrate M

Registration Number : 304MF10026

Registrant's Address : 2-36-1 Kanda Jinbocho, Chiyoda-ku, Tokyo

Initial Date of Registration : 2022-02-02

Latest Date of Registration : 2022-02-02

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Pitavastatin Calcium "A"

Registration Number : 224MF10148

Registrant's Address : 2nd Floor, Admin Block 27, Vandalooor kelambakkam Road, Keelakottaiyur Village, Melak...

Initial Date of Registration : 2012-07-31

Latest Date of Registration : 2023-10-12

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API Reference Price

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04-Jan-2021
30-Sep-2024
KGS
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