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Flumethasone Pivalate

Flumethasone Pivalate

Synopsis, Chemistry

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Also known as: Locorten, 2002-29-1, Locacorten, Flumetasone pivalate, Flumethasone 21-pivalate, Lorinden

Molecular Formula

C₂₇H₃₆F₂O₆

Molecular Weight

494.6 g/mol

InChI Key

JWRMHDSINXPDHB-OJAGFMMFSA-N

FDA UNII

0DV09X6F21

1 2D Structure

Flumethasone Pivalate

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

[2-[(6S,8S,9R,10S,11S,13S,14S,16R,17R)-6,9-difluoro-11,17-dihydroxy-10,13,16-trimethyl-3-oxo-6,7,8,11,12,14,15,16-octahydrocyclopenta[a]phenanthren-17-yl]-2-oxoethyl] 2,2-dimethylpropanoate

2.1.2 InChI

InChI=1S/C27H36F2O6/c1-14-9-16-17-11-19(28)18-10-15(30)7-8-24(18,5)26(17,29)20(31)12-25(16,6)27(14,34)21(32)13-35-22(33)23(2,3)4/h7-8,10,14,16-17,19-20,31,34H,9,11-13H2,1-6H3/t14-,16+,17+,19+,20+,24+,25+,26+,27+/m1/s1

2.1.3 InChI Key

JWRMHDSINXPDHB-OJAGFMMFSA-N

2.1.4 Canonical SMILES

CC1CC2C3CC(C4=CC(=O)C=CC4(C3(C(CC2(C1(C(=O)COC(=O)C(C)(C)C)O)C)O)F)C)F

2.1.5 Isomeric SMILES

C[C@@H]1C[C@H]2[C@@H]3C[C@@H](C4=CC(=O)C=C[C@@]4([C@]3([C@H](C[C@@]2([C@]1(C(=O)COC(=O)C(C)(C)C)O)C)O)F)C)F

2.2 Other Identifiers

2.2.1 UNII

0DV09X6F21

2.3 Synonyms

2.3.1 MeSH Synonyms

1. Cerson

2. Flumethasone Dimethylpropionate

3. Locacorten

4. Locorten

2.3.2 Depositor-Supplied Synonyms

1. Locorten

2. 2002-29-1

3. Locacorten

4. Flumetasone Pivalate

5. Flumethasone 21-pivalate

6. Lorinden

7. Nsc 107680

8. Nsc-107680

9. Mls000069558

10. Mls001077304

11. Chebi:31620

12. 0dv09x6f21

13. Nsc107680

14. Smr000058824

15. Flumethasone-21-pivalate

16. Locorten (tn)

17. 6.alpha.,9-difluoro-11.beta.,17,21-trihydroxy-16.alpha.-methylpregna-1,4-diene-3,20-dione 21-pivalate

18. Flumetasone 21-pivalate

19. Flumethasone Pivalate (usp)

20. Unii-0dv09x6f21

21. 6.alpha.,9.alpha.-difluoro-16.alpha.-methylprednisolone 21-pivalate

22. Flumetasone Pivalate (jan/ban)

23. Flumethasone Pivalate [usan:usp]

24. Ncgc00022408-03

25. Flumethsone Pivalate

26. Einecs 217-901-1

27. Flumethasone-pivalate

28. Flumethasome Pivalate

29. Ks-1138

30. Opera_id_1461

31. Schembl6968

32. [2-[(6s,8s,9r,10s,11s,13s,14s,16r,17r)-6,9-difluoro-11,17-dihydroxy-10,13,16-trimethyl-3-oxo-6,7,8,11,12,14,15,16-octahydrocyclopenta[a]phenanthren-17-yl]-2-oxoethyl] 2,2-dimethylpropanoate

33. Gtpl7075

34. Chembl1200877

35. 6alpha,9alpha-difluoro-16alpha-methylprednisolone 21-pivalate

36. Flumetasone Pivalate [jan]

37. Hms2231d24

38. Hms3715l14

39. Zinc3977985

40. Flumethasone Pivalate [usan]

41. Flumetasone Pivalate [mart.]

42. Flumetasone Pivalate [who-dd]

43. Akos015964841

44. Ac-2070

45. Ccg-221256

46. Flumethasone 21-pivalate [mi]

47. 6,9-difluoro-11,17-dihydroxy-16-methyl-3,20-dioxopregna-1,4-dien-21-yl Pivalate

48. Ncgc00022408-04

49. 6alpha,9-difluoro-11beta,17,21-trihydroxy-16alpha-methylpregna-1,4-diene-3,20-dione 21-(2,2-dimethylpropionate)

50. 6alpha,9-difluoro-11beta,17,21-trihydroxy-16alpha-methylpregna-1,4-diene-3,20-dione 21-pivalate

51. 6alpha,9-difluoro-11beta,17-dihydroxy-16alpha-methyl-3,20-dioxopregna-1,4-dien-21-yl 2,2-dimethylpropanoate

52. Flumetasone Pivalate [ep Monograph]

53. Flumethasone Pivalate [orange Book]

54. Flumethasone Pivalate [usp Impurity]

55. D01464

56. E98632

57. 002f291

58. Q-101376

59. Q20817117

60. Flumethasone Pivalate, British Pharmacopoeia (bp) Reference Standard

61. Flumethasone Pivalate, European Pharmacopoeia (ep) Reference Standard

62. Flumethasone Pivalate, United States Pharmacopeia (usp) Reference Standard

63. [2-[(6s,8s,9r,10s,11s,13s,14s,16r,17r)-6,9-difluoro-11,17-dihydroxy-10,13,16-trimethyl-3-oxo-6,7,8,11,12,14,15,16-octahydrocyclopenta[a]phenanthren-17-yl]-2-oxo-ethyl] 2,2-dimethylpropanoate

64. 2-((6s,9r,10s,11s,13s,16r,17r)-6,9-difluoro-11,17-dihydroxy-10,13,16-trimethyl-3-oxo-6,7,8,9,10,11,12,13,14,15,16,17-dodecahydro-3h-cyclopenta[a]phenanthren-17-yl)-2-oxoethyl Pivalate

65. 2-[(1r,2s,8s,10s,11s,13r,14r,15s,17s)-1,8-difluoro-14,17-dihydroxy-2,13,15-trimethyl-5-oxotetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-3,6-dien-14-yl]-2-oxoethyl 2,2-dimethylpropanoate

66. 6alpha,9alpha-difluoro-11beta,17,21-trihydroxy-16alpha-methylpregna-1,4-diene-3,20-dione, 21-pivalate

67. Pregna-1,4-diene-3,20-dione, 21-(2,2-dimethyl-1-oxopropoxy)-6,9-difluoro-11, 17-dihydroxy-16-methyl-, (6.alpha.,11.beta.,16.alpha.)-

68. Pregna-1,4-diene-3,20-dione, 21-(2,2-dimethyl-1-oxopropoxy)-6,9-difluoro-11,17-dihydroxy-16-methyl-, (6.alpha.,11.beta.,16.alpha.)

69. Pregna-1,4-diene-3,20-dione, 21-(2,2-dimethyl-1-oxopropoxy)-6,9-difluoro-11,17-dihydroxy-16-methyl-, (6alpha,11beta,16alpha)-

70. Pregna-1,4-diene-3,20-dione, 6-alpha,9-difluoro-11-beta,17,21-trihydroxy-16-alpha-methyl-, 21-pivalate

71. Pregna-1,4-diene-3,20-dione, 6alpha,9-difluoro-11beta,17,21-trihydroxy-16alpha-methyl-, 21-pivalate

2.4 Create Date

2005-06-24

3 Chemical and Physical Properties

Molecular Formula	C₂₇H₃₆F₂O₆
Molecular Weight	494.6 g/mol
XLogP3	3.9
Hydrogen Bond Donor Count	2
Hydrogen Bond Acceptor Count	8
Rotatable Bond Count	5
Exact Mass	494.24799519 g/mol
Monoisotopic Mass	494.24799519 g/mol
Topological Polar Surface Area	101 Å²
Heavy Atom Count	35
Formal Charge	0
Complexity	1030
Isotope Atom Count	0
Defined Atom Stereocenter Count	9
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	1

4 Pharmacology and Biochemistry

4.1 MeSH Pharmacological Classification

Glucocorticoids

A group of CORTICOSTEROIDS that affect carbohydrate metabolism (GLUCONEOGENESIS, liver glycogen deposition, elevation of BLOOD SUGAR), inhibit ADRENOCORTICOTROPIC HORMONE secretion, and possess pronounced anti-inflammatory activity. They also play a role in fat and protein metabolism, maintenance of arterial blood pressure, alteration of the connective tissue response to injury, reduction in the number of circulating lymphocytes, and functioning of the central nervous system. (See all compounds classified as Glucocorticoids.)