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    Clocortolone Pivalate

    ACTIVE PHARMA INGREDIENTS

    FINISHED DOSAGE FORMULATIONS

    RELATED EXCIPIENT COMPANIES

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    2D Structure
    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 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

    2D Structure

    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]