Symbiotec Dexamethasone Sodium Phosphate

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Dexamethasone Sodium Phosphate

Synopsis, Chemistry

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INJECTABLE;INJECTION - EQ 4MG PHOSPHATE/ML, INJECTABLE;INJECTION - EQ 4MG PHOSPHATE/ML

INJECTABLE;INJECTION - EQ 4MG PHOSPHATE/ML
INJECTABLE;INJECTION - EQ 4MG PHOSPHATE/ML

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Also known as: 2392-39-4, Dexamethasone 21-phosphate disodium salt, Dalalone, Dexadreson, Dexamethasone disodium phosphate, Megacort

Molecular Formula

C₂₂H₂₈FNa₂O₈P

Molecular Weight

516.4 g/mol

InChI Key

PLCQGRYPOISRTQ-FCJDYXGNSA-L

FDA UNII

AI9376Y64P

Dexamethasone Sodium Phosphate is a sodium phosphate salt form of Dexamethasone, a synthetic adrenal corticosteroid with potent anti-inflammatory properties. In addition to binding to specific nuclear steroid receptors, dexamethasone also interferes with NF-kB activation and apoptotic pathways. This agent lacks the salt-retaining properties of other related adrenal hormones. (NCI04)

1 2D Structure

Dexamethasone Sodium Phosphate

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

disodium;[2-[(8S,9R,10S,11S,13S,14S,16R,17R)-9-fluoro-11,17-dihydroxy-10,13,16-trimethyl-3-oxo-6,7,8,11,12,14,15,16-octahydrocyclopenta[a]phenanthren-17-yl]-2-oxoethyl] phosphate

2.1.2 InChI

InChI=1S/C22H30FO8P.2Na/c1-12-8-16-15-5-4-13-9-14(24)6-7-19(13,2)21(15,23)17(25)10-20(16,3)22(12,27)18(26)11-31-32(28,29)30;;/h6-7,9,12,15-17,25,27H,4-5,8,10-11H2,1-3H3,(H2,28,29,30);;/q;2*+1/p-2/t12-,15+,16+,17+,19+,20+,21+,22+;;/m1../s1

2.1.3 InChI Key

PLCQGRYPOISRTQ-FCJDYXGNSA-L

2.1.4 Canonical SMILES

CC1CC2C3CCC4=CC(=O)C=CC4(C3(C(CC2(C1(C(=O)COP(=O)([O-])[O-])O)C)O)F)C.[Na+].[Na+]

2.1.5 Isomeric SMILES

C[C@@H]1C[C@H]2[C@@H]3CCC4=CC(=O)C=C[C@@]4([C@]3([C@H](C[C@@]2([C@]1(C(=O)COP(=O)([O-])[O-])O)C)O)F)C.[Na+].[Na+]

2.2 Other Identifiers

2.2.1 UNII

AI9376Y64P

2.3 Synonyms

2.3.1 MeSH Synonyms

1. Decadron Phosphate

2. Dexamethasone 21-phosphate

3. Dexamethasone 21-phosphate, (6alpha,11beta,16alpha)-isomer

4. Dexamethasone 21-phosphate, Copper (+2) Salt (2:3), (11beta,16alpha)-isomer

5. Dexamethasone 21-phosphate, Disodium Salt, (11beta,16alpha)-isomer

6. Dexamethasone 21-phosphate, Disodium Salt, (6alpha,11beta,16alpha)-isomer

7. Dexamethasone 21-phosphate, Monosodium Salt, (11beta,16alpha)-isomer

8. Dexamethasone 21-phosphate, Sodium Salt, (11beta,16alpha)-isomer

9. Dexamethasone Phosphate

10. Dexamethasone Phosphate Disodium Salt

11. Dexamethasonedisodium Phosphate

12. Solu- Decadron

13. Spersadex

14. Spersadox

2.3.2 Depositor-Supplied Synonyms

1. 2392-39-4

2. Dexamethasone 21-phosphate Disodium Salt

3. Dalalone

4. Dexadreson

5. Dexamethasone Disodium Phosphate

6. Megacort

7. Soldesam

8. Dexagro

9. 55203-24-2

10. Decadron Phosphate

11. Dexabene

12. Orgadrone

13. Ak-dex

14. Sodium Dexamethasone Phosphate

15. Dexamethasone 21-(disodium Phosphate)

16. Dexamethasone Phosphate Disodium

17. 2392-39-4 (disodium)

18. Chebi:4462

19. Tlc399

20. Tlc-399

21. Ai9376y64p

22. Nsc-756722

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

24. Spersadox

25. Decdan

26. Solu-decadron

27. Maxidex Ointment

28. Dsstox_cid_27429

29. Dsstox_rid_82342

30. Dsstox_gsid_47429

31. Hexadrol Injectable

32. Disodium [2-[(8s,9r,10s,11s,13s,14s,16r,17r)-9-fluoro-11,17-dihydroxy-10,13,16-trimethyl-3-oxo-6,7,8,11,12,14,15,16-octahydrocyclopenta[a]phenanthren-17-yl]-2-oxoethyl] Phosphate

33. Colvasone

34. Dexagel

35. Onadron

36. Baldex

37. Mfcd00079105

38. Dexaject Sp

39. Egp 437

40. Sodium 2-((8s,9r,10s,11s,13s,14s,16r,17r)-9-fluoro-11,17-dihydroxy-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)-2-oxoethyl Phosphate

41. Cas-2392-39-4

42. Disodium Dexamethasone Phosphate

43. 21-disodium Phosphate Dexamethasone

44. Einecs 219-243-0

45. Dexamethasone-21-phosphate Disodium Salt

46. Dexamethazone Sodium Phosphate

47. Unii-ai9376y64p

48. Ncgc00094644-01

49. Dalalone (tn)

50. Mephamesone

51. Soludecadron

52. Totocortin

53. Solupen N

54. Egp437. Dex-phos

55. Dexamethasone Sodium Phosphate [usp:ban:jan]

56. Schembl7778

57. Decadron Inhalation, Injection, Ophthalmic Solution And Ointment, And Topical Cream

58. 9-fluoro-11beta,17,21-trihydroxy-16alpha-methylpregna-1,4-diene-3,20-dione 21-(dihydrogen Phosphate) Disodium Salt

59. Chembl2021430

60. Dtxsid3047429

61. Dexamethasone Phosphate Sodium Salt

62. Bcp16805

63. Tox21_113181

64. Tox21_302586

65. S4028

66. Akos015896357

67. Akos015951212

68. Am84812

69. Ccg-269820

70. Ks-1150

71. Nsc 756722

72. Ncgc00256783-01

73. Ac-17992

74. Dexamethasone Sodium Phosphate (jan/usp)

75. Pregna-1,4-diene-3,20-dione, 9-fluoro-11,17-dihydroxy-16-methyl-21-(phosphonooxy)-, Disodium Salt, (11.beta.,16.alpha.)-

76. Pregna-1,4-diene-3,20-dione, 9-fluoro-11,17-dihydroxy-16-methyl-21-(phosphonooxy)-, Disodium Salt, (11beta,16alpha)-

77. Pregna-1,4-diene-3,20-dione, 9-fluoro-11-beta,17,21-trihydroxy-16-alpha-methyl-, 21-(dihydrogen Phosphate) Disodium Salt

78. Dexamethasone Phosphate (as Sodium)

79. Dexamethasone Sodium Phosphate [jan]

80. B1588

81. Dexamethasone Sodium Phosphate [mart.]

82. Dexamethasone Sodium Phosphate [vandf]

83. En300-52795

84. C08175

85. D00975

86. Dexamethasone Sodium Phosphate [usp-rs]

87. Dexamethasone Sodium Phosphate [who-dd]

88. Dexamethasone Sodium Phosphate [who-ip]

89. A816989

90. A830522

91. Dexamethasone 21-phosphate Disodium Salt, >=98%

92. Dexamethasone Sodium Phosphate [green Book]

93. Dexamethasone Sodium Phosphate [orange Book]

94. Dexamethasone Sodium Phosphate [usp Impurity]

95. Dexamethasoni Natrii Phosphas [who-ip Latin]

96. Dexamethasone 21-phosphate Disodium Salt [mi]

97. Dexamethasone Sodium Phosphate [usp Monograph]

98. Q27106391

99. Neodecadron Component Dexamethasone Sodium Phosphate

100. Dexamethasone Sodium Phosphate Component Of Neodecadron

101. Dexamethasone Sodium Phosphate, British Pharmacopoeia (bp) Reference Standard

102. Dexamethasone Sodium Phosphate, European Pharmacopoeia (ep) Reference Standard

103. Dexamethasone Sodium Phosphate, United States Pharmacopeia (usp) Reference Standard

104. 9-fluoro-11.beta.,17,21-trihydroxy-16.alpha.-methylpregna-1,4-diene-3,20-dione 21-(dihydrogen Phosphate) Disodium Salt

105. Dexamethasone Sodium Phosphate For Peak Identification, European Pharmacopoeia (ep) Reference Standard

106. Dexamethasone Sodium Phosphate, Pharmaceutical Secondary Standard; Certified Reference Material

107. Disodium [2-[(8s,9r,10s,11s,13s,14s,16r,17r)-9-fluoranyl-10,13,16-trimethyl-11,17-bis(oxidanyl)-3-oxidanylidene-6,7,8,11,12,14,15,16-octahydrocyclopenta[a]phenanthren-17-yl]-2-oxidanylidene-ethyl] Phosphate

108. Disodium 9-fluoro-11beta,17-dihydroxy-16alpha-methyl-3,20-dioxopregna-1,4-dien-21-yl Phosphate

109. Pregna-1,4-diene-3,20-dione, 9-fluoro-11,17-dihydroxy-16-methyl-21-(phosphonooxy)-, Sodium Salt (1:2), (11beta,16alpha)-

2.4 Create Date

2005-06-24

3 Chemical and Physical Properties

Molecular Formula	C₂₂H₂₈FNa₂O₈P
Molecular Weight	516.4 g/mol
Hydrogen Bond Donor Count	2
Hydrogen Bond Acceptor Count	9
Rotatable Bond Count	3
Exact Mass	516.13012157 g/mol
Monoisotopic Mass	516.13012157 g/mol
Topological Polar Surface Area	147 Å²
Heavy Atom Count	34
Formal Charge	0
Complexity	962
Isotope Atom Count	0
Defined Atom Stereocenter Count	8
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	3

4 Drug and Medication Information

4.1 Drug Information

1 of 2
Drug Name	Dexamethasone sodium phosphate
Drug Label	Dexamethasone sodium phosphate is a water-soluble inorganic ester of dexamethasone. It occurs as a white or slightly yellow crystalline powder, is odorless or has a slight odor of alcohol, is exceedingly hygroscopic and is freely soluble in water....
Active Ingredient	Dexamethasone sodium phosphate
Dosage Form	Injectable; Solution/drops
Route	Ophthalmic, otic; Injection
Strength	eq 10mg phosphate/ml; eq 0.1% phosphate; eq 4mg phosphate/ml
Market Status	Prescription
Company	Fresenius Kabi Usa; Hikma Maple; Bausch And Lomb; Alcon Pharms; Luitpold; Agila Speclts

2 of 2
Drug Name	Dexamethasone sodium phosphate
Drug Label	Dexamethasone sodium phosphate is a water-soluble inorganic ester of dexamethasone. It occurs as a white or slightly yellow crystalline powder, is odorless or has a slight odor of alcohol, is exceedingly hygroscopic and is freely soluble in water....
Active Ingredient	Dexamethasone sodium phosphate
Dosage Form	Injectable; Solution/drops
Route	Ophthalmic, otic; Injection
Strength	eq 10mg phosphate/ml; eq 0.1% phosphate; eq 4mg phosphate/ml
Market Status	Prescription
Company	Fresenius Kabi Usa; Hikma Maple; Bausch And Lomb; Alcon Pharms; Luitpold; Agila Speclts

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]