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    Betamethasone Valerate

    ACTIVE PHARMA INGREDIENTS

    DEVELOPMENTS

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    2D Structure
    Also known as: Betamethasone 17-valerate, 2152-44-5, Betnovate, Betaderm, Luxiq, Beta-val
    Molecular Formula
    C27H37FO6
    Molecular Weight
    476.6  g/mol
    InChI Key
    SNHRLVCMMWUAJD-SUYDQAKGSA-N
    FDA UNII
    9IFA5XM7R2
    The 17-valerate derivative of BETAMETHASONE. It has substantial topical anti-inflammatory activity and relatively low systemic anti-inflammatory activity.
    1 2D Structure

    2D Structure

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    [(8S,9R,10S,11S,13S,14S,16S,17R)-9-fluoro-11-hydroxy-17-(2-hydroxyacetyl)-10,13,16-trimethyl-3-oxo-6,7,8,11,12,14,15,16-octahydrocyclopenta[a]phenanthren-17-yl] pentanoate
    2.1.2 InChI
    InChI=1S/C27H37FO6/c1-5-6-7-23(33)34-27(22(32)15-29)16(2)12-20-19-9-8-17-13-18(30)10-11-24(17,3)26(19,28)21(31)14-25(20,27)4/h10-11,13,16,19-21,29,31H,5-9,12,14-15H2,1-4H3/t16-,19-,20-,21-,24-,25-,26-,27-/m0/s1
    2.1.3 InChI Key
    SNHRLVCMMWUAJD-SUYDQAKGSA-N
    2.1.4 Canonical SMILES
    CCCCC(=O)OC1(C(CC2C1(CC(C3(C2CCC4=CC(=O)C=CC43C)F)O)C)C)C(=O)CO
    2.1.5 Isomeric SMILES
    CCCCC(=O)O[C@@]1([C@H](C[C@@H]2[C@@]1(C[C@@H]([C@]3([C@H]2CCC4=CC(=O)C=C[C@@]43C)F)O)C)C)C(=O)CO
    2.2 Other Identifiers
    2.2.1 UNII
    9IFA5XM7R2
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. 17-valerate, Betamethasone

    2. Betamethasone 17 Valerate

    3. Betamethasone 17-valerate

    4. Betnovate

    5. Flubenisolonvalerate

    6. Valerate, Betamethasone

    2.3.2 Depositor-Supplied Synonyms

    1. Betamethasone 17-valerate

    2. 2152-44-5

    3. Betnovate

    4. Betaderm

    5. Luxiq

    6. Beta-val

    7. Betatrex

    8. Tokuderm

    9. Valnac

    10. Betamethasone-17-valerate

    11. Celestoderm

    12. Bedermin

    13. Bextasol

    14. Stanoval

    15. Rinderon V

    16. Dermovaleas

    17. Betneval

    18. Dermosol

    19. Beta-methasone 17-valerate

    20. Ecoval 70

    21. Betamethasone 17a-valerate

    22. Betamethasone (as Valerate)

    23. 9ifa5xm7r2

    24. Chebi:31277

    25. Betamethasone Valerate (betnovate)

    26. Nsc-755912

    27. [(8s,9r,10s,11s,13s,14s,16s,17r)-9-fluoro-11-hydroxy-17-(2-hydroxyacetyl)-10,13,16-trimethyl-3-oxo-6,7,8,11,12,14,15,16-octahydrocyclopenta[a]phenanthren-17-yl] Pentanoate

    28. Betnovateat

    29. Celeston Valerate

    30. 9-fluoro-11.beta.,17,21-trihydroxy-16.beta.-methylpregna-1,4-diene-3,20-dione 17-valerate

    31. 9-fluoro-11beta,17,21-trihydroxy-16beta-methylpregna-1,4-diene-3,20-dione-17-valerate

    32. 9-fluoro-11beta,21-dihydroxy-16beta-methyl-3,20-dioxopregna-1,4-dien-17-yl Pentanoate

    33. 9-fluoro-11beta,21-dihydroxy-16beta-methyl-3,20-dioxopregna-1,4-dien-17-yl Valerate

    34. Topagen (veterinary)

    35. Gentocin (veterinary)

    36. Betamethasone Valerate (betamethasone 17-valerate)

    37. Bettamousse

    38. Betaval

    39. Fuciderm

    40. Betoid

    41. Celestoderm V

    42. Celestoderm-v

    43. Betnesol V

    44. Betnesol-v

    45. Celestan V

    46. Celestan-v

    47. Celestane V

    48. Ncgc00274064-01

    49. Pregna-1,4-diene-3,20-dione, 9-fluoro-11,21-dihydroxy-16-methyl-17-((1-oxopentyl)oxy)-, (11.beta.,16.beta.)-

    50. Pregna-1,4-diene-3,20-dione, 9-fluoro-11,21-dihydroxy-16-methyl-17-[(1-oxopentyl)oxy]-, (11.beta.,16.beta.)-

    51. Einecs 218-439-3

    52. Betamethasoni Valeras

    53. Rinderon-v (tn)

    54. Betamethasone-valerate

    55. Luxiq (tn)

    56. Topagen (salt/mix)

    57. Beta-val (tn)

    58. Betatrex (salt/mix)

    59. Gentocin (salt/mix)

    60. Chlorophytum Borivilanum

    61. Betamethason-17-valerate

    62. Dsstox_cid_2673

    63. Unii-9ifa5xm7r2

    64. Schembl7270

    65. Chembl1497

    66. Dsstox_rid_76684

    67. Dsstox_gsid_22673

    68. Pregna-1,4-diene-3,20-dione, 9-fluoro-11,21-dihydroxy-16-methyl-17-((1-oxopentyl)oxy)-, (11beta,16beta)-

    69. Betamethasone 17alpha-valerate

    70. Dtxsid7022673

    71. Hy-b0727

    72. Zinc3882052

    73. Betamethasone Valerate (jp17/usp)

    74. Betamethasone Valerate [jan]

    75. Tox21_302288

    76. Betamethasone Valerate [usan]

    77. S1690

    78. Betamethasone Valerate [vandf]

    79. Akos015994704

    80. Betamethasone Valerate [mart.]

    81. Betamethasone Valerate [usp-rs]

    82. Betamethasone Valerate [who-dd]

    83. Betamethasone Valerate [who-ip]

    84. Ccg-269509

    85. Ks-1198

    86. Nsc 755912

    87. 9-fluoro-11-beta,17,21-trihydroxy-16-beta-methylpregna-1,4-diene-3,20-dione-17-valerate

    88. 9-fluoro-11beta,17,21-trihydroxy-16beta-methylpregna-1,4-diene-3,20-dione 17-valerate

    89. Betamethasone 17-valerate [mi]

    90. Betamethasone Valerate [usan:usp:jan]

    91. Ncgc00255185-01

    92. (11beta,16beta)-9-fluoro-11,21-dihydroxy-16-methyl-3,20-dioxopregna-1,4-dien-17-yl Pentanoate

    93. (2s,10s,11s,13s,15s,17s,1r,14r)-1-fluoro-17-hydroxy-14-(2-hydroxyacetyl)-2,13, 15-trimethyl-5-oxotetracyclo[8.7.0.0<2,7>.0<11,15>]heptadeca-3,6-dien-14-yl Pe Ntanoate

    94. Betamethasone Valerate [green Book]

    95. Cas-2152-44-5

    96. Betamethasone Valerate [orange Book]

    97. Betamethasone Valerate [ep Monograph]

    98. Betamethasone Valerate For System Suitability

    99. Betamethasoni Valeras [who-ip Latin]

    100. Cs-0009628

    101. Betamethasone Valerate [usp Monograph]

    102. D01357

    103. Ab01274710-01

    104. Ab01274710_02

    105. 152m445

    106. A815447

    107. Q6445931

    108. Betamethasone 17a-valerate 100 Microg/ml In Methanol

    109. Brd-k34032314-001-04-1

    110. (11.beta.,16.beta.)-9.alpha.-fluoro-11,17,21-trihydroxy-16-methylpregna-1,4-diene-3,20-dione 17.alpha.-valerate

    111. (8s,9r,10s,11s,13s,14s,16s,17r)-9-fluoro-11-hydroxy-17-(2-hydroxyacetyl)-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 Pentanoate

    112. 9-fluoro-11.beta.,21-dihydroxy-16.beta.-methyl-3,20-dioxopregna-1,4-dien-17-yl Pentanoate #

    2.4 Create Date
    2005-06-24
    3 Chemical and Physical Properties
    Molecular Weight 476.6 g/mol
    Molecular Formula C27H37FO6
    XLogP33.6
    Hydrogen Bond Donor Count2
    Hydrogen Bond Acceptor Count7
    Rotatable Bond Count7
    Exact Mass476.25741706 g/mol
    Monoisotopic Mass476.25741706 g/mol
    Topological Polar Surface Area101 Ų
    Heavy Atom Count34
    Formal Charge0
    Complexity957
    Isotope Atom Count0
    Defined Atom Stereocenter Count8
    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 NameBetamethasone valerate
    PubMed HealthBetamethasone Valerate (On the skin)
    Drug ClassesCorticosteroid, Intermediate
    Drug LabelLuxq Foam contains betamethasone valerate, USP, a synthetic corticosteroid, for topical dermatologic use. The corticosteroids constitute a class of primarily synthetic steroids used topically as anti-inflammatory agents.Betamethasone valerate is 9-...
    Active IngredientBetamethasone valerate
    Dosage FormLotion; Ointment; Cream; Aerosol, foam
    RouteTopical
    Strength0.12%; eq 0.1% base
    Market StatusPrescription
    CompanySti Pharma; Actavis Mid Atlantic; Perrigo; Fougera

    2 of 2  
    Drug NameBetamethasone valerate
    PubMed HealthBetamethasone Valerate (On the skin)
    Drug ClassesCorticosteroid, Intermediate
    Drug LabelLuxq Foam contains betamethasone valerate, USP, a synthetic corticosteroid, for topical dermatologic use. The corticosteroids constitute a class of primarily synthetic steroids used topically as anti-inflammatory agents.Betamethasone valerate is 9-...
    Active IngredientBetamethasone valerate
    Dosage FormLotion; Ointment; Cream; Aerosol, foam
    RouteTopical
    Strength0.12%; eq 0.1% base
    Market StatusPrescription
    CompanySti Pharma; Actavis Mid Atlantic; Perrigo; Fougera

    5 Pharmacology and Biochemistry
    5.1 MeSH Pharmacological Classification

    Anti-Inflammatory Agents

    Substances that reduce or suppress INFLAMMATION. (See all compounds classified as Anti-Inflammatory Agents.)

    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]