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Chemistry

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Also known as: 80474-14-2, Flovent, Cutivate, Flixotide, Flonase, Flixonase
Molecular Formula
C25H31F3O5S
Molecular Weight
500.6  g/mol
InChI Key
WMWTYOKRWGGJOA-CENSZEJFSA-N
FDA UNII
O2GMZ0LF5W

Fluticasone Propionate
A STEROID with GLUCOCORTICOID RECEPTOR activity that is used to manage the symptoms of ASTHMA; ALLERGIC RHINITIS, and ATOPIC DERMATITIS.
1 2D Structure

Fluticasone Propionate

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
[(6S,8S,9R,10S,11S,13S,14S,16R,17R)-6,9-difluoro-17-(fluoromethylsulfanylcarbonyl)-11-hydroxy-10,13,16-trimethyl-3-oxo-6,7,8,11,12,14,15,16-octahydrocyclopenta[a]phenanthren-17-yl] propanoate
2.1.2 InChI
InChI=1S/C25H31F3O5S/c1-5-20(31)33-25(21(32)34-12-26)13(2)8-15-16-10-18(27)17-9-14(29)6-7-22(17,3)24(16,28)19(30)11-23(15,25)4/h6-7,9,13,15-16,18-19,30H,5,8,10-12H2,1-4H3/t13-,15+,16+,18+,19+,22+,23+,24+,25+/m1/s1
2.1.3 InChI Key
WMWTYOKRWGGJOA-CENSZEJFSA-N
2.1.4 Canonical SMILES
CCC(=O)OC1(C(CC2C1(CC(C3(C2CC(C4=CC(=O)C=CC43C)F)F)O)C)C)C(=O)SCF
2.1.5 Isomeric SMILES
CCC(=O)O[C@@]1([C@@H](C[C@@H]2[C@@]1(C[C@@H]([C@]3([C@H]2C[C@@H](C4=CC(=O)C=C[C@@]43C)F)F)O)C)C)C(=O)SCF
2.2 Other Identifiers
2.2.1 UNII
O2GMZ0LF5W
2.3 Synonyms
2.3.1 MeSH Synonyms

1. Cutivate

2. Flixonase

3. Flixotide

4. Flonase

5. Flovent

6. Flovent Hfa

7. Fluticasone

8. Hfa, Flovent

9. Propionate, Fluticasone

2.3.2 Depositor-Supplied Synonyms

1. 80474-14-2

2. Flovent

3. Cutivate

4. Flixotide

5. Flonase

6. Flixonase

7. Flovent Hfa

8. Flunase

9. Flusonal

10. Fluspiral

11. Flutide

12. Flutivate

13. Asmatil

14. Axotide

15. Brethal

16. Fluinol

17. Flovent Diskus 50

18. Flixotide Disks

19. Flixotide Disk

20. Flovent Diskus

21. Flovent Diskus 100

22. Flovent Diskus 250

23. Flixotide Inhaler

24. Cultivate

25. Flixonase Nasal Spray

26. Fluticasonpropionat Allen

27. Cci-18781

28. Xhance

29. Fluticasone (propionate)

30. Cci 18781

31. Armonair Respiclick

32. Fluticasone-17-propionate

33. O2gmz0lf5w

34. Atemur

35. Chebi:31441

36. Nsc-759889

37. Inalacor

38. Rinosone

39. Trialona

40. Ubizol

41. Zoflut

42. Fluticasone Propionate (flonase, Veramyst)

43. Mfcd00866007

44. Flonase Aq

45. Pf-00241939

46. [(6s,8s,9r,10s,11s,13s,14s,16r,17r)-6,9-difluoro-17-(fluoromethylsulfanylcarbonyl)-11-hydroxy-10,13,16-trimethyl-3-oxo-6,7,8,11,12,14,15,16-octahydrocyclopenta[a]phenanthren-17-yl] Propanoate

47. Flovent-hfa

48. Fluticasone Propionate [usan]

49. Unii-o2gmz0lf5w

50. Fluxonal

51. Skyron

52. Flovent Rotadisk

53. Cutivate (tn)

54. Fluticasone Propionate [usan:usp]

55. Flonase (tn)

56. Flovent (tn)

57. Fluticasone-propionate

58. Armonair Respiclicktm

59. Flonase Allergy Relief

60. Fluticasone Impurity B

61. Prestwick0_000997

62. Prestwick1_000997

63. Prestwick2_000997

64. Prestwick3_000997

65. Cci18781

66. Schembl4068

67. Chembl1473

68. Bspbio_001093

69. Mls001424085

70. S-(fluoromethyl) 6alpha,9-difluoro-11beta,17-dihydroxy-16alpha-methyl-3-oxoandrosta-1,4-diene-17beta-carbothioate, 17-propionate

71. Fluticasone Propionate- Bio-x

72. Spbio_002984

73. Bpbio1_001203

74. Gtpl7080

75. Dtxsid8045511

76. Fluticasone Propionate (jan/usp)

77. Fn-25

78. Hms1571g15

79. Hms2051n19

80. Hms2098g15

81. Hms3413a19

82. Hms3677a19

83. Hms3715g15

84. Fluticasone Propionate [mi]

85. Amy38235

86. Hy-b0154

87. Ymb56612

88. Zinc3920027

89. Fluticasone Propionate [jan]

90. Ac-457

91. Bdbm50354849

92. S1992

93. Fluticasone Propionate [vandf]

94. Akos015895220

95. Fluticasone Propionate [mart.]

96. Ccg-100981

97. Cci-187881

98. Cs-1986

99. Db00588

100. Fluticasone Propionate [usp-rs]

101. Fluticasone Propionate [who-dd]

102. Ks-1173

103. Nc00231

104. Nsc 759889

105. Ncgc00179308-01

106. Ncgc00179308-05

107. Androsta-1,4-diene-17-carbothioic Acid, 6,9-difluoro-11-hydroxy-16-methyl-3-oxo-17-(1-oxopropoxy)-, (6alpha,11beta,16alpha,17alpha)-s-(fluoromethyl) Ester

108. Bf160362

109. Bf161262

110. Smr000469159

111. Fluticasone Propionate [orange Book]

112. Ab00513992

113. Fluticasone Propionate [ep Monograph]

114. Advair Component Fluticasone Propionate

115. Fluticasone Propionate [usp Monograph]

116. A51110

117. D01708

118. Dymista Component Fluticasone Propionate

119. Ab00513992-06

120. Ab00513992_08

121. Fluticasone Propionate - Micronised Pharma Grade

122. Fluticasone Propionate Component Of Advair

123. Fluticasone Propionate, >=98% (hplc), Powder

124. 474f142

125. Advair Hfa Component Fluticasone Propionate

126. An-584/43505443

127. Fluticasone Propionate 100 Microg/ml In Methanol

128. Fluticasone Propionate Component Of Dymista

129. Lipo-102 Component Fluticasone Propionate

130. Sr-01000763355

131. Q-101393

132. Q8564098

133. Sr-01000763355-3

134. Brd-k62310379-001-03-0

135. Fluticasone Propionate 100 Microg/ml In Acetonitrile

136. Fluticasone Propionate Component Of Advair Hfa

137. Airduo Respiclick Component Fluticasone Propionate

138. Fluticasone 17(2)-carbonylsulfenic Acid 17-propionate

139. Fluticasone Propionate Component Of Airduo Respiclick

140. Fluticasone Propionate, European Pharmacopoeia (ep) Reference Standard

141. Fluticasone Propionate, United States Pharmacopeia (usp) Reference Standard

142. Fluticasone Propionate, Pharmaceutical Secondary Standard; Certified Reference Material

143. (1r,2s,8s,10s,11s,13r,14r,15s,17s)-1,8-difluoro-14-{[(fluoromethyl)sulfanyl]carbonyl}-17-hydroxy-2,13,15-trimethyl-5-oxotetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-3,6-dien-14-yl Propanoate

144. (6?,11?,16?,17?)-6,9-difluoro-11-hydroxy-16-methyl-3-oxo-17-(1-oxopropoxy)androsta-1,4-diene-17-carbothioic Acid Fluoromethyl Ester

145. 6alpha,9-difluoro-17beta-{[(fluoromethyl)sulfanyl]carbonyl}-11beta-hydroxy-16-methyl-3-oxoandrosta-1,4-dien-17alpha-yl Propanoate

146. Androsta-1,4-diene-17-carbothioic Acid, 6,9-difluoro-11-hydroxy-16-methyl-3-oxo-17-(1-oxopropoxy)-, (6.alpha.,11.beta.,16.alpha.,17.alpha.)-s-(fluoromethyl) Ester

147. Androsta-1,4-diene-17-carbothioic Acid, 6,9-difluoro-11-hydroxy-16-methyl-3-oxo-17-(1-oxopropoxy)-,s-(fluoromethyl) Ester, (6.alpha.,11.beta.,16.alpha.,17.alpha.)-

148. Fluticasone Propionate For Impurity C Identification, Europepharmacopoeia (ep) Reference Standard

149. Fluticasone Propionate For Impurity G Identification, Europepharmacopoeia (ep) Reference Standard

150. S-fluoromethyl 6.alpha., 9.alpha.-difluoro-11.beta.-hydroxy-16.alpha.-methyl-3-oxo-17.alpha.-propionyloxyandrosta-1,4-diene-17.beta-. Carbothioate

2.4 Create Date
2005-06-24
3 Chemical and Physical Properties
Molecular Weight 500.6 g/mol
Molecular Formula C25H31F3O5S
XLogP34
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count9
Rotatable Bond Count6
Exact Mass500.18442974 g/mol
Monoisotopic Mass500.18442974 g/mol
Topological Polar Surface Area106 Ų
Heavy Atom Count34
Formal Charge0
Complexity984
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 14  
Drug NameCutivate
PubMed HealthFluticasone
Drug ClassesAnti-Inflammatory, Corticosteroid, Intermediate, Corticosteroid, Strong
Drug LabelCUTIVATE (fluticasone propionate cream) Cream, 0.05% contains fluticasone propionate [(6,11,16,17)-6,9,-difluoro-11-hydroxy-16-methyl-3-oxo-17-(1-oxopropoxy)androsta-1,4-diene-17-carbothioic acid, S-fluoromethyl ester], a synthetic fluorina...
Active IngredientFluticasone propionate
Dosage FormLotion; Ointment
RouteTopical
Strength0.05%; 0.005%
Market StatusPrescription
CompanyFougera Pharms

2 of 14  
Drug NameFlonase
Drug LabelThe active component of FLOVENT HFA 44 mcg Inhalation Aerosol, FLOVENT HFA 110 mcg Inhalation Aerosol, and FLOVENT HFA 220 mcg Inhalation Aerosol is fluticasone propionate, a corticosteroid having the chemical name S-(fluoromethyl) 6,9-difluoro-11...
Active IngredientFluticasone propionate
Dosage FormSpray, metered
RouteNasal
Strength0.05mg/spray
Market StatusPrescription
CompanyGlaxosmithkline

3 of 14  
Drug NameFlovent diskus 100
Active IngredientFluticasone propionate
Dosage FormPowder
RouteInhalation
Strength0.1mg/inh
Market StatusPrescription
CompanyGlaxo Grp

4 of 14  
Drug NameFlovent diskus 250
Drug LabelFluticasone propionate, the active component of Fluticasone Propionate Nasal Spray USP, is a synthetic corticosteroid having the chemical name S-(fluoromethyl)6,9-difluoro-11-17-dihydroxy-16-methyl-3-oxoandrosta-1,4-diene-17-carbothioate, 17-...
Active IngredientFluticasone propionate
Dosage FormPowder
RouteInhalation
Strength0.25mg/inh
Market StatusPrescription
CompanyGlaxo Grp

5 of 14  
Drug NameFlovent diskus 50
Active IngredientFluticasone propionate
Dosage FormPowder
RouteInhalation
Strength0.05mg/inh
Market StatusPrescription
CompanyGlaxo Grp

6 of 14  
Drug NameFlovent hfa
Active IngredientFluticasone propionate
Dosage FormAerosol, metered
RouteInhalation
Strength0.22mg/inh; 0.11mg/inh; 0.044mg/inh
Market StatusPrescription
CompanyGlaxo Grp

7 of 14  
Drug NameFluticasone propionate
Drug LabelFluticasone propionate, the active component of FLONASE Nasal Spray, is a synthetic corticosteroid having the chemical name S-(fluoromethyl)6,9-difluoro-11-17-dihydroxy-16-methyl-3-oxoandrosta-1,4-diene-17-carbothioate, 17-propionate and the...
Active IngredientFluticasone propionate
Dosage FormOintment; Spray, metered; Cream; Lotion
RouteNasal; Topical
Strength0.05%; 0.005%; 0.05mg/spray
Market StatusPrescription
CompanyWockhardt; Apotex; Roxane; Glenmark Generics; Fougera Pharms; Hi Tech Pharma; Perrigo New York; Tolmar; G And W Labs; Perrigo Israel