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6EXCIPIENTS BY APPLICATIONS

Chemistry

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Also known as: 34097-16-0, Clocortolone 21-pivalate, Cloderm, Sh 863, Qbl8izh14x, Purantix
Molecular Formula
C27H36ClFO5
Molecular Weight
495.0  g/mol
InChI Key
SXYZQZLHAIHKKY-GSTUPEFVSA-N
FDA UNII
QBL8IZH14X

Clocortolone Pivalate
Clocortolone Pivalate is a glucocorticoid receptor agonist with metabolic, anti-inflammatory, and immunosuppressive activity. Clocortolone pivalate exerts its effect by interacting with specific intracellular receptors and subsequently binds to DNA to modify gene expression. This results in an induction of the synthesis of certain anti-inflammatory proteins while inhibiting the synthesis of certain inflammatory mediators. Consequently, an overall reduction in chronic inflammation and autoimmune reactions are accomplished.
1 2D Structure

Clocortolone Pivalate

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
[2-[(6S,8S,9R,10S,11S,13S,14S,16R,17S)-9-chloro-6-fluoro-11-hydroxy-10,13,16-trimethyl-3-oxo-7,8,11,12,14,15,16,17-octahydro-6H-cyclopenta[a]phenanthren-17-yl]-2-oxoethyl] 2,2-dimethylpropanoate
2.1.2 InChI
InChI=1S/C27H36ClFO5/c1-14-9-16-17-11-19(29)18-10-15(30)7-8-26(18,6)27(17,28)21(32)12-25(16,5)22(14)20(31)13-34-23(33)24(2,3)4/h7-8,10,14,16-17,19,21-22,32H,9,11-13H2,1-6H3/t14-,16+,17+,19+,21+,22-,25+,26+,27+/m1/s1
2.1.3 InChI Key
SXYZQZLHAIHKKY-GSTUPEFVSA-N
2.1.4 Canonical SMILES
CC1CC2C3CC(C4=CC(=O)C=CC4(C3(C(CC2(C1C(=O)COC(=O)C(C)(C)C)C)O)Cl)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@H]1C(=O)COC(=O)C(C)(C)C)C)O)Cl)C)F
2.2 Other Identifiers
2.2.1 UNII
QBL8IZH14X
2.3 Synonyms
2.3.1 MeSH Synonyms

1. Cl 68

2. Clocortolone Trimethylacetate

3. Cloderm

4. Purantix

2.3.2 Depositor-Supplied Synonyms

1. 34097-16-0

2. Clocortolone 21-pivalate

3. Cloderm

4. Sh 863

5. Qbl8izh14x

6. Purantix

7. Clocortolone Pivalate (200 Mg)

8. Mls002154165

9. [2-[(6s,8s,9r,10s,11s,13s,14s,16r,17s)-9-chloro-6-fluoro-11-hydroxy-10,13,16-trimethyl-3-oxo-7,8,11,12,14,15,16,17-octahydro-6h-cyclopenta[a]phenanthren-17-yl]-2-oxoethyl] 2,2-dimethylpropanoate

10. Chebi:59583

11. Sh-863

12. 9-chloro-6alpha-fluoro-11beta,21-dihydroxy-16alpha-methylpregna-1,4-diene-3,20-dione 21-pivalate

13. Cilder

14. Cl 68

15. 9-chloro-6alpha-fluoro-11beta-hydroxy-16alpha-methyl-3,20-dioxopregna-1,4-dien-21-yl 2,2-dimethylpropanoate

16. Unii-qbl8izh14x

17. Clocortolone Pivalate [usan]

18. Clocortolone Pivalate [usan:usp]

19. Ncgc00016824-01

20. Pregna-1,4-diene-3,20-dione, 9-chloro-21-(2,2-dimethyl-1-oxopropoxy)-6-fluoro-11-hydroxy-16-methyl-, (6.alpha.,11.beta.,16.alpha.)-

21. Clocortolone-pivalate

22. Cloderm (tn)

23. Einecs 251-826-5

24. Cas-34097-16-0

25. Prestwick0_001119

26. Prestwick1_001119

27. Prestwick2_001119

28. Prestwick3_001119

29. Schembl5120

30. Dsstox_cid_25460

31. Dsstox_rid_80891

32. Clocortolone Pivalate (usp)

33. Dsstox_gsid_45460

34. Bspbio_001258

35. Spbio_003119

36. Bpbio1_001383

37. Chembl1200975

38. Dtxsid0045460

39. Hms1571o20

40. Hms2098o20

41. Hms2236m06

42. Hms3715o20

43. 9-chloro-6.alpha.-fluoro-11.beta.,21-dihydroxy-16.alpha.-methylpregna-1,4-diene-3,20-dione 21-pivalate

44. Zinc4212603

45. Tox21_110632

46. Clocortolone Pivalate [vandf]

47. Clocortolone Pivalate [mart.]

48. Clocortolone Pivalate [usp-rs]

49. Clocortolone Pivalate [who-dd]

50. Ccg-221119

51. Clocortolone 21-pivalate [mi]

52. Ncgc00179239-01

53. Ncgc00179239-05

54. Smr001233464

55. Clocortolone Pivalate [orange Book]

56. Ab00514058

57. Clocortolone Pivalate [usp Monograph]

58. D02287

59. Sr-01000838872

60. Sr-01000838872-2

61. Brd-k38003476-001-03-4

62. Q39045318

63. (6alpha,11beta,16alpha)-9-chloro-21-(2,2-dimethyl-1-oxopropoxy)-6-fluoro-11-hydroxy-16-methypregna-1,4-diene-3,20-dione

64. 9-chloro-6

65. A-fluoro-11

66. A,21-dihydroxy-16

67. A-methylpregna-1,4-diene-3,20-dione 21-pivalate Pound Clocortolone Pivalate)

68. 9alpha-chloro-6alpha-fluoro-11beta,21-dihydroxy-16alpha-methylpregna-1,4-diene-3,20-dione 21-pivalate

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

2.4 Create Date
2005-10-11
3 Chemical and Physical Properties
Molecular Weight 495.0 g/mol
Molecular Formula C27H36ClFO5
XLogP34.5
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count6
Rotatable Bond Count5
Exact Mass494.2235301 g/mol
Monoisotopic Mass494.2235301 g/mol
Topological Polar Surface Area80.7 Ų
Heavy Atom Count34
Formal Charge0
Complexity982
Isotope Atom Count0
Defined Atom Stereocenter Count9
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count1
4 Drug and Medication Information
4.1 Drug Information
1 of 2  
Drug NameCloderm
PubMed HealthClocortolone Pivalate (On the skin)
Drug ClassesCorticosteroid, Weak
Drug LabelCloderm Cream 0.1% contains the medium potency topical corticosteroid, clocortolone pivalate, in a specially formulated water-washable emollient cream base consisting of purified water, white petrolatum, mineral oil, stearyl alcohol, polyoxyl 40 stea...
Active IngredientClocortolone pivalate
Dosage FormCream
RouteTopical
Strength0.1%
Market StatusPrescription
CompanyPromius Pharma

2 of 2  
Drug NameCloderm
PubMed HealthClocortolone Pivalate (On the skin)
Drug ClassesCorticosteroid, Weak
Drug LabelCloderm Cream 0.1% contains the medium potency topical corticosteroid, clocortolone pivalate, in a specially formulated water-washable emollient cream base consisting of purified water, white petrolatum, mineral oil, stearyl alcohol, polyoxyl 40 stea...
Active IngredientClocortolone pivalate
Dosage FormCream
RouteTopical
Strength0.1%
Market StatusPrescription
CompanyPromius Pharma

5 Pharmacology and Biochemistry
5.1 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.)


5.2 FDA Pharmacological Classification
5.2.1 Pharmacological Classes
Corticosteroid [EPC]; Corticosteroid Hormone Receptor Agonists [MoA]

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