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2D Structure
Also known as: Diprolene, Diprosone, 5593-20-4, Maxivate, Diprolene af, Alphatrex
Molecular Formula
C28H37FO7
Molecular Weight
504.6  g/mol
InChI Key
CIWBQSYVNNPZIQ-XYWKZLDCSA-N
FDA UNII
826Y60901U

Betamethasone Dipropionate is the 17,21-dipropionate ester of betamethasone, a synthetic glucocorticoid with metabolic, immunosuppressive and anti-inflammatory actions. Betamethasone dipropionate binds to specific intracellular glucocorticoid receptors and subsequently binds to DNA to modify gene expression. The synthesis of certain anti-inflammatory proteins is induced while the synthesis of certain inflammatory mediators is inhibited. As a result, there is an overall reduction in chronic inflammation and autoimmune reactions.
1 2D Structure

2D Structure

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
[2-[(8S,9R,10S,11S,13S,14S,16S,17R)-9-fluoro-11-hydroxy-10,13,16-trimethyl-3-oxo-17-propanoyloxy-6,7,8,11,12,14,15,16-octahydrocyclopenta[a]phenanthren-17-yl]-2-oxoethyl] propanoate
2.1.2 InChI
InChI=1S/C28H37FO7/c1-6-23(33)35-15-22(32)28(36-24(34)7-2)16(3)12-20-19-9-8-17-13-18(30)10-11-25(17,4)27(19,29)21(31)14-26(20,28)5/h10-11,13,16,19-21,31H,6-9,12,14-15H2,1-5H3/t16-,19-,20-,21-,25-,26-,27-,28-/m0/s1
2.1.3 InChI Key
CIWBQSYVNNPZIQ-XYWKZLDCSA-N
2.1.4 Canonical SMILES
CCC(=O)OCC(=O)C1(C(CC2C1(CC(C3(C2CCC4=CC(=O)C=CC43C)F)O)C)C)OC(=O)CC
2.1.5 Isomeric SMILES
CCC(=O)OCC(=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)OC(=O)CC
2.2 Other Identifiers
2.2.1 UNII
826Y60901U
2.3 Synonyms
2.3.1 MeSH Synonyms

1. Augmented Betamethasone Dipropionate

2. Beloderm

3. Betamethasone Propionate

4. Betamethasone-17,21-dipropionate

5. Diprolene

6. Diprosone

7. Maxivate

2.3.2 Depositor-Supplied Synonyms

1. Diprolene

2. Diprosone

3. 5593-20-4

4. Maxivate

5. Diprolene Af

6. Alphatrex

7. Diproderm

8. Psorion

9. Betamethasone 17,21-dipropionate

10. Rinderon Dp

11. Diprosis

12. Diprospan

13. Sch 11460

14. Sch-11460

15. S-3440

16. Betamethasone (as Dipropionate)

17. Betamethasone-17,21-dipropionate

18. Chebi:31276

19. Nsc-758415

20. Pregna-1,4-diene-3,20-dione,9-fluoro-11-hydroxy-16-methyl-17,21-bis(1-oxopropoxy)-, (11b,16b)-

21. Beta-methasone 17,21-dipropionate

22. 826y60901u

23. [2-[(8s,9r,10s,11s,13s,14s,16s,17r)-9-fluoro-11-hydroxy-10,13,16-trimethyl-3-oxo-17-propanoyloxy-6,7,8,11,12,14,15,16-octahydrocyclopenta[a]phenanthren-17-yl]-2-oxoethyl] Propanoate

24. (11-beta,16-beta)-9-chloro-11,17,21-trihydroxy-16-methylpregna-1,4-diene-3,20-dione

25. 9-fluoro-11beta-hydroxy-16beta-methyl-3,20-dioxopregna-1,4-diene-17,21-diyl Dipropanoate

26. 9-fluoro-11.beta.,17,21-trihydroxy-16.beta.-methylpregna-1,4-diene-3,20-dione 17,21-dipropionate

27. 9-fluoro-11beta,17,21-trihydroxy-16beta-methylpregna-1,4-diene-3,20-dione-17,21-dipropionate

28. Einecs 227-005-2

29. Brn 3638108

30. .beta.-methasone 17,21-dipropionate

31. Betamethasone Dipropionate (diprolene)

32. S 3440

33. Diprolene (tn)

34. Unii-826y60901u

35. Ncgc00159360-02

36. Ncgc00159443-02

37. Pregna-1,4-diene-3,20-dione, 9-fluoro-11-hydroxy-16-methyl-17,21-bis(1-oxopropoxy)-, (11.beta.,16.beta.)-

38. Sernivo (tn)

39. Rinderon-dp (tn)

40. Betamethasone Dipropionate [usan:usp:jan]

41. Betamethasone-dipropionate

42. Dsstox_cid_2672

43. Betamethasone Diprop

44. Schembl7519

45. 9-fluoro-11beta,17,21-trihydroxy-16beta-methylpregna-1,4-diene-3,20-dione 17,21-dipropionate

46. Dsstox_rid_76683

47. Dsstox_gsid_22672

48. 9-fluoro-11beta,17,21-trihydroxy-16beta-methylpregna-1,4-diene-3,20-dione 17,21-di(propionate)

49. Betamethasone-17,21-dipropionate 100 Microg/ml In Acetonitrile

50. Chembl1200384

51. Dtxsid2022672

52. Component Of Betasone (salt/mix)

53. Component Of Alphatrex (salt/mix)

54. Amy22130

55. Zinc4212137

56. Tox21_113343

57. Bdbm50421892

58. S1688

59. Akos015969733

60. Betamethasone Dipropionate (jp17/usp)

61. Ccg-269732

62. Cs-7549

63. Ks-5303

64. Nsc 758415

65. Betamethasone Dipropionate [jan]

66. Betamethasone Dipropionate [usan]

67. Ncgc00159443-01

68. Ncgc00159443-05

69. (11beta,16beta)-9-fluoro-11-hydroxy-16-methyl-3,20-dioxopregna-1,4-diene-17,21-diyl Dipropanoate

70. 2-((2s,10s,11s,13s,15s,17s,1r,14r)-1-fluoro-17-hydroxy-2,13,15-trimethyl-5-oxo -14-propanoyloxytetracyclo[8.7.0.0<2,7>.0<11,15>]heptadeca-3,6-dien-14-yl)-2-o Xoethyl Propanoate

71. Betamethasone Dipropionate [mart.]

72. Betamethasone Dipropionate [vandf]

73. Hy-13571

74. Pregna-1,4-diene-3,20-dione, 9-fluoro-11-beta,17,21-trihydroxy-16-beta-methyl-, 17,21-dipropionate

75. Pregna-1,4-diene-3,20-dione, 9-fluoro-11-hydroxy-16-methyl-17,21-bis(1-oxopropoxy)-, (11beta,16beta)

76. Betamethasone Dipropionate [usp-rs]

77. Betamethasone Dipropionate [who-dd]

78. Cas-5593-20-4

79. Betamethasone Dipropionate, Augmented

80. B3166

81. Betamethasone 17,21-dipropionate [mi]

82. Betamethasone Dipropionate [green Book]

83. Betamethasone Dipropionate [orange Book]

84. D01637

85. Ab01274713-01

86. Ab01274713_02

87. Betamethasone 17.alpha.,21-dipropionate

88. Betamethasone Dipropionate [ep Monograph]

89. Betamethasone Dipropionate [usp Monograph]

90. Wynzora Component Betamethasone Dipropionate

91. Enstilar Component Betamethasone Dipropionate

92. Lotrisone Component Betamethasone Dipropionate

93. Q4897349

94. Taclonex Component Betamethasone Dipropionate

95. Betamethasone Dipropionate Component Of Enstilar

96. Betamethasone Dipropionate Component Of Taclonex

97. Betamethasone Dipropionate Component Of Wynzora

98. Brd-k58148589-001-03-6

99. Leo-90100 Component Betamethasone Dipropionate

100. Betamethasone Dipropionate Component Of Lotrisone

101. Betamethasone Dipropionate Component Of Leo-90100

102. Betamethasone-17,21-dipropionate 100 Microg/ml In Methanol

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

104. 9-fluoro-11.beta.-hydroxy-16.beta.-methyl-3,20-dioxo-17-(propionyloxy)pregna-1,4-dien-21-yl Propionate #

105. 9alpha-fluoro-11beta,17alpha,21-trihydroxy-16beta-methyl-1,4-pregnadiene-3,20-dione 17,21-dipropionate

106. 9alpha-fluoro-11beta,17alpha,21-trihydroxy-16beta-methyl-3,20-dioxopregna-1,4-diene- 17,21-diyl Dipropionate

107. Pregna-1,4-diene-3,20-dione, 9-fluoro-11-.beta.,17,21-trihydroxy-16-.beta.-methyl-,17,21-dipropionate

108. Pregna-1,4-diene-3,20-dione, 9-fluoro-11-hydroxy-16-methyl-17,21-bis(1-oxopropoxy)-, (11.beta.,16.beta.)

2.4 Create Date
2005-06-24
3 Chemical and Physical Properties
Molecular Weight 504.6 g/mol
Molecular Formula C28H37FO7
XLogP33.6
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count8
Rotatable Bond Count8
Exact Mass504.25233168 g/mol
Monoisotopic Mass504.25233168 g/mol
Topological Polar Surface Area107 Ų
Heavy Atom Count36
Formal Charge0
Complexity1050
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 6  
Drug NameBetamethasone dipropionate
PubMed HealthBetamethasone Dipropionate (On the skin)
Drug ClassesCorticosteroid, Strong
Drug LabelBetamethasone Dipropionate Lotion USP 0.05% (Augmented) contains betamethasone dipropionate, USP, a synthetic adrenocorticosteroid, for dermatologic use. Betamethasone, an analog of prednisolone, has a high degree of corticosteroid activity and a sli...
Active IngredientBetamethasone dipropionate
Dosage FormLotion; Ointment, augmented; Ointment; Lotion, augmented; Cream; Cream, augmented; Gel, augmented
RouteTopical
Strengtheq 0.05% base
Market StatusPrescription
CompanyGlenmark Generics; Fougera Pharms; Actavis Mid Atlantic; Teva; Perrigo New York; Taro; Fougera; Tolmar

2 of 6  
Drug NameDiprolene
PubMed HealthBetamethasone Dipropionate, Augmented (On the skin)
Drug ClassesCorticosteroid, Very Strong
Drug LabelDIPROLENE (augmented betamethasone dipropionate) Ointment contains betamethasone dipropionate USP, a synthetic adrenocorticosteroid, for dermatologic use. Betamethasone, an analog of prednisolone, has a high degree of corticosteroid activity and a...
Active IngredientBetamethasone dipropionate
Dosage FormOintment, augmented; Lotion, augmented
RouteTopical
Strengtheq 0.05% base
Market StatusPrescription
CompanyMerck Sharp Dohme

3 of 6  
Drug NameDiprolene af
PubMed HealthBetamethasone Dipropionate, Augmented (On the skin)
Drug ClassesCorticosteroid, Very Strong
Drug LabelDIPROLENE AF Cream 0.05% contains betamethasone dipropionate USP, a synthetic adrenocorticosteroid, for dermatologic use in an emollient base. Betamethasone, an analog of prednisolone, has a high degree of corticosteroid activity and a slight degre...
Active IngredientBetamethasone dipropionate
Dosage FormCream, augmented
RouteTopical
Strengtheq 0.05% base
Market StatusPrescription
CompanyMerck Sharp Dohme

4 of 6  
Drug NameBetamethasone dipropionate
PubMed HealthBetamethasone Dipropionate (On the skin)
Drug ClassesCorticosteroid, Strong
Drug LabelBetamethasone Dipropionate Lotion USP 0.05% (Augmented) contains betamethasone dipropionate, USP, a synthetic adrenocorticosteroid, for dermatologic use. Betamethasone, an analog of prednisolone, has a high degree of corticosteroid activity and a sli...
Active IngredientBetamethasone dipropionate
Dosage FormLotion; Ointment, augmented; Ointment; Lotion, augmented; Cream; Cream, augmented; Gel, augmented
RouteTopical
Strengtheq 0.05% base
Market StatusPrescription
CompanyGlenmark Generics; Fougera Pharms; Actavis Mid Atlantic; Teva; Perrigo New York; Taro; Fougera; Tolmar

5 of 6  
Drug NameDiprolene
PubMed HealthBetamethasone Dipropionate, Augmented (On the skin)
Drug ClassesCorticosteroid, Very Strong
Drug LabelDIPROLENE (augmented betamethasone dipropionate) Ointment contains betamethasone dipropionate USP, a synthetic adrenocorticosteroid, for dermatologic use. Betamethasone, an analog of prednisolone, has a high degree of corticosteroid activity and a...
Active IngredientBetamethasone dipropionate
Dosage FormOintment, augmented; Lotion, augmented
RouteTopical
Strengtheq 0.05% base
Market StatusPrescription
CompanyMerck Sharp Dohme

6 of 6  
Drug NameDiprolene af
PubMed HealthBetamethasone Dipropionate, Augmented (On the skin)
Drug ClassesCorticosteroid, Very Strong
Drug LabelDIPROLENE AF Cream 0.05% contains betamethasone dipropionate USP, a synthetic adrenocorticosteroid, for dermatologic use in an emollient base. Betamethasone, an analog of prednisolone, has a high degree of corticosteroid activity and a slight degre...
Active IngredientBetamethasone dipropionate
Dosage FormCream, augmented
RouteTopical
Strengtheq 0.05% base
Market StatusPrescription
CompanyMerck Sharp Dohme

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.)


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