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Diclofenac Sodium

Diclofenac Sodium

Synopsis, Chemistry

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TABLET, EXTENDED RELEASE;ORAL - 100MG **Federal Register determination that product was not discontinued or withdrawn for safety or effectiveness reasons**, SOLUTION;TOPICAL - 2%, TABLET, DELAYED RELEASE;ORAL - 50MG;0.2MG, TABLET, DELAYED RELEASE;ORAL - 75MG;0.2MG, SOLUTION;TOPICAL - 1.5% **Federal Register determination that product was not discontinued or withdrawn for safety or effectiveness reasons**, GEL;TOPICAL - 3% **Federal Register determination that product was not discontinued or withdrawn for safety or effectiveness reasons**, GEL;TOPICAL - 1%, SOLUTION;INTRAVENOUS - 37.5MG/ML (37.5MG/ML) **Federal Register determination that product was not discontinued or withdrawn for safety or effectiveness reasons**

TABLET, EXTENDED RELEASE;ORAL - 100MG **Federal Register determination that product was not discontinued or withdrawn for safety or effectiveness reasons**
SOLUTION;TOPICAL - 2%
TABLET, DELAYED RELEASE;ORAL - 50MG;0.2MG
TABLET, DELAYED RELEASE;ORAL - 75MG;0.2MG
SOLUTION;TOPICAL - 1.5% **Federal Register determination that product was not discontinued or withdrawn for safety or effectiveness reasons**
GEL;TOPICAL - 3% **Federal Register determination that product was not discontinued or withdrawn for safety or effectiveness reasons**
GEL;TOPICAL - 1%
SOLUTION;INTRAVENOUS - 37.5MG/ML (37.5MG/ML) **Federal Register determination that product was not discontinued or withdrawn for safety or effectiveness reasons**

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Also known as: Qtg126297q, Voltaren, 15307-79-6, Diclofenac sodium salt, Sodium diclofenac, Prophenatin

Molecular Formula

C₁₄H₁₀Cl₂NNaO₂

Molecular Weight

318.1 g/mol

InChI Key

KPHWPUGNDIVLNH-UHFFFAOYSA-M

FDA UNII

QTG126297Q

A non-steroidal anti-inflammatory agent (NSAID) with antipyretic and analgesic actions. It is primarily available as the sodium salt.

1 2D Structure

Diclofenac Sodium

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

sodium;2-[2-(2,6-dichloroanilino)phenyl]acetate

2.1.2 InChI

InChI=1S/C14H11Cl2NO2.Na/c15-10-5-3-6-11(16)14(10)17-12-7-2-1-4-9(12)8-13(18)19;/h1-7,17H,8H2,(H,18,19);/q;+1/p-1

2.1.3 InChI Key

KPHWPUGNDIVLNH-UHFFFAOYSA-M

2.1.4 Canonical SMILES

C1=CC=C(C(=C1)CC(=O)[O-])NC2=C(C=CC=C2Cl)Cl.[Na+]

2.2 Other Identifiers

2.2.1 UNII

QTG126297Q

2.3 Synonyms

2.3.1 MeSH Synonyms

1. Dichlofenal

2. Diclofenac

3. Diclofenac Potassium

4. Diclofenac, Sodium

5. Diclonate P

6. Diclophenac

7. Dicrofenac

8. Feloran

9. Gp 45,840

10. Gp-45,840

11. Gp45,840

12. Novapirina

13. Orthofen

14. Orthophen

15. Ortofen

16. Sodium Diclofenac

17. Sr 38

18. Sr-38

19. Sr38

20. Voltaren

21. Voltarol

2.3.2 Depositor-Supplied Synonyms

1. Qtg126297q

2. Voltaren

3. 15307-79-6

4. Diclofenac Sodium Salt

5. Sodium Diclofenac

6. Prophenatin

7. Neriodin

8. Diclophenac Sodium

9. Abitren

10. Solaraze

11. Diclofenac (sodium)

12. Gp 45840

13. Benfofen

14. Dyloject

15. Ecofenac

16. Feloran

17. Pennsaid

18. Orthophen

19. Voltarol

20. Voltaren-xr

21. Diclophlogont

22. Duravolten

23. Novapirina

24. Primofenac

25. Dealgic

26. Deflamat

27. Delphinac

28. Diclomax

29. Dicloreum

30. Effekton

31. Lexobene

32. Rewodina

33. Voldal

34. Xenid

35. Sodium (o-(2,6-dichloroanilino)phenyl)acetate

36. Arthrotec

37. Olfen

38. Benzeneacetic Acid, 2-((2,6-dichlorophenyl)amino)-, Monosodium Salt

39. Sodium (o-((2,6-dichlorophenyl)amino)phenyl)acetate

40. Sodium {2-[(2,6-dichlorophenyl)amino]phenyl}acetate

41. (o-(2,6-dichloroanilino)phenyl)acetic Acid Sodium Salt

42. Sodium 2-(2-((2,6-dichlorophenyl)amino)phenyl)acetate

43. Mls000028386

44. Chebi:4509

45. (o-(2,6-dichloroanilino)phenyl)acetic Acid Monosodium Salt

46. 2-[(2,6-dichlorophenyl)amino]benzeneacetic Acid Sodium Salt

47. 2-((2,6-dichlorophenyl)amino)benzeneacetic Acid Monosodium Salt

48. Benzeneacetic Acid, 2-[(2,6-dichlorophenyl)amino]-, Monosodium Salt

49. Sodium;2-[2-(2,6-dichloroanilino)phenyl]acetate

50. Nsc-756725

51. Ncgc00017082-02

52. Anthraxiton

53. Allvoran

54. Batafil

55. Delimon

56. Delphimix

57. Dichronic

58. Gp-45840

59. Kriplex

60. Ortofen

61. Smr000058567

62. Tsudohmin

63. Valetan

64. Voltarene

65. Vonafec

66. Blesin

67. Urigon

68. Vurdon

69. Solaraze (tn)

70. Cas-15307-79-6

71. Diclofenac Sodium 100 Microg/ml In Acetonitrile

72. Dsstox_cid_17208

73. Dsstox_rid_79308

74. Voltaren Ophthalmic

75. Dsstox_gsid_37208

76. Diclofenac Diethylammonium

77. Sodium (2-((2,6-dichlorophenyl)amino)phenyl)acetate

78. Diclofenac Diethylamine Salt

79. Assaren

80. Voltaren Gel

81. Benzeneacetic Acid, 2-[(2,6-dichlorophenyl)amino]-, Monosodium Salt [cas]

82. Smr000449318

83. Ccris 1909

84. Einecs 239-346-4

85. Ba 47210

86. Diclofenac Sodium Injection

87. Sodium 2-[2-[(2,6-dichlorophenyl)amino]phenyl]acetate

88. Diclofenac Sodium Topical Gel

89. Berifen

90. Dic075v

91. Rhumalgan

92. Diclofenac Sod

93. Unii-qtg126297q

94. Sodium 2-(2-(2,6-dichlorophenylamino)phenyl)acetate

95. Tds 943

96. Sodium (o-(2,6-dichloroanilino)phenyl) Acetate

97. Voltaren (tn)

98. Diclofenac Sodium [usan:usp:jan]

99. Mfcd00082251

100. Dicloflex

101. Diclofenac Sodium,(s)

102. Opera_id_564

103. Sodium Dichlofenac

104. Lopac-d-6899

105. Ec 239-346-4

106. Chembl1034

107. Schembl24009

108. Mls000758255

109. Mls001148587

110. Mls001423970

111. Mls002222163

112. Mls003882590

113. Spectrum1500237

114. Diclofenac Sodium [jan]

115. Diclofenac Sodium (jp17/usp)

116. Diclofenac Sodium [usan]

117. Dtxsid3037208

118. Diclofenac For System Suitability

119. Hms500n14

120. Diclofenac Sodium [vandf]

121. Diclofenac Sodium [mart.]

122. Regid_for_cid_5018304

123. Acetic Acid, O-(2,6-dichloroanilino)phenyl-, Monosodium Salt

124. Hms1569h10

125. Hms1920e16

126. Hms2051m05

127. Hms2091m06

128. Hms2096h10

129. Hms2235o06

130. Hms2236d03

131. Hms3261i04

132. Hms3369k11

133. Hms3371j05

134. Hms3393m05

135. Hms3650b13

136. Hms3655a22

137. Hms3713h10

138. Hms3884c16

139. Kuc112363n

140. Diclofenac Sodium [usp-rs]

141. Diclofenac Sodium [who-dd]

142. Bcp02915

143. Diclofenac Sodium Salt [mi]

144. Tox21_110770

145. Tox21_300265

146. Tox21_500441

147. Ccg-39754

148. S1903

149. Stk400073

150. Akos000310014

151. Akos005267222

152. Akos024278942

153. Diclofenac Sodium [green Book]

154. Tox21_110770_1

155. Ac-1487

156. Bcp9000605

157. Ccg-100765

158. Diclofenac Sodium [orange Book]

159. Ks-5038

160. Lp00441

161. Nc00015

162. Nsc 756725

163. Sdccgsbi-0050426.p002

164. Diclofenac Sodium [ep Monograph]

165. Ksc-322-017

166. Diclofenac Sodium [usp Monograph]

167. Ncgc00015361-01

168. Ncgc00015361-02

169. Ncgc00015361-03

170. Ncgc00015361-04

171. Ncgc00017082-01

172. Ncgc00017082-03

173. Ncgc00021125-03

174. Ncgc00093858-01

175. Ncgc00093858-02

176. Ncgc00094648-01

177. Ncgc00094648-02

178. Ncgc00253928-01

179. Ncgc00261126-01

180. Bd166162

181. Cpd000449318

182. Hy-15037

183. Bcp0726000303

184. Arthrotec Component Diclofenac Sodium

185. B1457

186. D-181

187. D2508

188. Eu-0100441

189. Ft-0624732

190. Sodium 2-(2,6-dichloroanilino)phenylacetate

191. Sw196404-3

192. Sodium 2-(2,6-dichloroanilino)-phenylacetate

193. Bim-0051341.0001

194. D 6899

195. D00904

196. D78205

197. Diclofenac Sodium Component Of Arthrotec

198. A809387

199. Sodium 2-[(2,6-dichlorophenyl)amino]phenylacetate

200. Q-200965

201. Sodium 2-[(2,6-dichlorophenyl)-amino]phenylacetate

202. Sodium;2-[2-(2,6-dichloroanilino)phenyl]acetate.

203. 2-(2,6-dichloroanilino)phenylacetic Acid Sodium Salt

204. Q12430631

205. Sodium 2-[(2,6-dichlorophenyl)-amino]-phenyl-acetate

206. Sodium 2-[(2,6-dichlorophenyl)-amino]-phenylacetate

207. Sodium;2-[2-(2,6-dichloroanilino)phenyl]acetic Acid

208. 2-[(2,6-dichlorophenyl)amino]benzeneacetic Acid Sodium

209. Diclofenac Sodium 1.0 Mg/ml In Methanol (as Free Acid)

210. Benzeneacetic Acid, 2-[(2,6-dichlorophenyl)amino]-, Sodium Salt (1:1)

2.4 Create Date

2005-09-18

3 Chemical and Physical Properties

Molecular Formula	C₁₄H₁₀Cl₂NNaO₂
Molecular Weight	318.1 g/mol
Hydrogen Bond Donor Count	1
Hydrogen Bond Acceptor Count	3
Rotatable Bond Count	4
Exact Mass	316.9986282 g/mol
Monoisotopic Mass	316.9986282 g/mol
Topological Polar Surface Area	52.2 Å²
Heavy Atom Count	20
Formal Charge	0
Complexity	310
Isotope Atom Count	0
Defined Atom Stereocenter Count	0
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	2

4 Drug and Medication Information

4.1 Drug Information

1 of 2
Drug Name	Diclofenac sodium
Drug Label	Diclofenac sodium delayed-release tablets are a benzeneacetic acid derivative. The chemical name is 2-[(2,6-dichlorophenyl)amino] benzeneacetic acid, monosodium salt. The molecular weight is 318.13. Its molecular formula is C14H10Cl2NNaO2, and it has...
Active Ingredient	Diclofenac sodium
Dosage Form	Gel; Tablet, extended release; Solution/drops; Spray; Tablet, delayed release; Solution
Route	Topical; Ophthalmic; oral; Oral
Strength	75mg; 100mg; 25mg; 1.5%; 50mg; 0.1%; 3%
Market Status	Tentative Approval; Prescription
Company	Watson Labs; Nexus Pharms; Mylan Pharms; Actavis Elizabeth; Igi Labs; Paddock; Valeant Intl; Apotex; Bausch And Lomb; Alcon Pharms; Tolmar; Unique Pharm Labs; Carlsbad; Sandoz; Mylan; Dexcel; Akorn

2 of 2
Drug Name	Diclofenac sodium
Drug Label	Diclofenac sodium delayed-release tablets are a benzeneacetic acid derivative. The chemical name is 2-[(2,6-dichlorophenyl)amino] benzeneacetic acid, monosodium salt. The molecular weight is 318.13. Its molecular formula is C14H10Cl2NNaO2, and it has...
Active Ingredient	Diclofenac sodium
Dosage Form	Gel; Tablet, extended release; Solution/drops; Spray; Tablet, delayed release; Solution
Route	Topical; Ophthalmic; oral; Oral
Strength	75mg; 100mg; 25mg; 1.5%; 50mg; 0.1%; 3%
Market Status	Tentative Approval; Prescription
Company	Watson Labs; Nexus Pharms; Mylan Pharms; Actavis Elizabeth; Igi Labs; Paddock; Valeant Intl; Apotex; Bausch And Lomb; Alcon Pharms; Tolmar; Unique Pharm Labs; Carlsbad; Sandoz; Mylan; Dexcel; Akorn

4.2 Drug Indication

Treatment of inflammation, Treatment of pain

5 Pharmacology and Biochemistry

5.1 MeSH Pharmacological Classification

Anti-Inflammatory Agents, Non-Steroidal

Anti-inflammatory agents that are non-steroidal in nature. In addition to anti-inflammatory actions, they have analgesic, antipyretic, and platelet-inhibitory actions. They act by blocking the synthesis of prostaglandins by inhibiting cyclooxygenase, which converts arachidonic acid to cyclic endoperoxides, precursors of prostaglandins. Inhibition of prostaglandin synthesis accounts for their analgesic, antipyretic, and platelet-inhibitory actions; other mechanisms may contribute to their anti-inflammatory effects. (See all compounds classified as Anti-Inflammatory Agents, Non-Steroidal.)

Cyclooxygenase Inhibitors

Compounds or agents that combine with cyclooxygenase (PROSTAGLANDIN-ENDOPEROXIDE SYNTHASES) and thereby prevent its substrate-enzyme combination with arachidonic acid and the formation of eicosanoids, prostaglandins, and thromboxanes. (See all compounds classified as Cyclooxygenase Inhibitors.)

5.2 FDA Pharmacological Classification

5.2.1 Pharmacological Classes

Cyclooxygenase Inhibitors [MoA]; Decreased Prostaglandin Production [PE]; Nonsteroidal Anti-inflammatory Drug [EPC]; Anti-Inflammatory Agents, Non-Steroidal [CS]

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