Prestwick3_000370

Synopsis, Chemistry

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Also known as: 3562-84-3, Benzbromaron, Desuric, Urinorm, Normurat, Uricovac

Molecular Formula

C₁₇H₁₂Br₂O₃

Molecular Weight

424.1 g/mol

InChI Key

WHQCHUCQKNIQEC-UHFFFAOYSA-N

FDA UNII

4POG0RL69O

Uricosuric that acts by increasing uric acid clearance. It is used in the treatment of gout.

1 2D Structure

Prestwick3_000370

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

(3,5-dibromo-4-hydroxyphenyl)-(2-ethyl-1-benzofuran-3-yl)methanone

2.1.2 InChI

InChI=1S/C17H12Br2O3/c1-2-13-15(10-5-3-4-6-14(10)22-13)16(20)9-7-11(18)17(21)12(19)8-9/h3-8,21H,2H2,1H3

2.1.3 InChI Key

WHQCHUCQKNIQEC-UHFFFAOYSA-N

2.1.4 Canonical SMILES

CCC1=C(C2=CC=CC=C2O1)C(=O)C3=CC(=C(C(=C3)Br)O)Br

2.2 Other Identifiers

2.2.1 UNII

4POG0RL69O

2.3 Synonyms

2.3.1 MeSH Synonyms

1. Acifugan

2. Al, Benzbromaron

3. Benzbromaron

4. Benzbromaron Al

5. Benzbromaron Ratiopharm

6. Benzbromaron-ratiopharm

7. Besuric

8. Desuric

9. Narcaricin

10. Urinorm

2.3.2 Depositor-Supplied Synonyms

1. 3562-84-3

2. Benzbromaron

3. Desuric

4. Urinorm

5. Normurat

6. Uricovac

7. Minuric

8. Exurate

9. Hipurik

10. Azubromaron

11. Narcaricin

12. L 2214-labaz

13. Mj 10061

14. Uroleap (tn)

15. Methanone, (3,5-dibromo-4-hydroxyphenyl)(2-ethyl-3-benzofuranyl)-

16. Uroleap

17. 3,5-dibromo-4-hydroxyphenyl-2-ethyl-3-benzofuranyl Ketone

18. 2-ethyl-3-(3,5-dibrom-4-hydroxybenzoyl)benzofuran

19. L 2214

20. L-2214

21. (3,5-dibromo-4-hydroxyphenyl)(2-ethyl-1-benzofuran-3-yl)methanone

22. Nsc 85433

23. Benzpromarone

24. 3-(3,5-dibromo-4-hydroxybenzoyl)-2-ethylbenzofuran

25. Nsc85433

26. Ketone, 3,5-dibromo-4-hydroxyphenyl 2-ethyl-3-benzofuranyl

27. Nsc-85433

28. (3,5-dibromo-4-hydroxyphenyl)(2-ethylbenzofuran-3-yl)methanone

29. 4pog0rl69o

30. Cpd000058310

31. Benzofuran, 3-(3,5-dibromo-4-hydroxybenzoyl)-2-ethyl-

32. Mls000028522

33. Mls000737128

34. Chebi:3023

35. Chembl388590

36. Besuric

37. Harolan

38. (3,5-dibromo-4-hydroxyphenyl)-(2-ethyl-1-benzofuran-3-yl)methanone

39. Ncgc00013895-08

40. Benzbromaronum

41. Benzobromarona

42. 3, 5-dibromo-4-hydroxyphenyl-2-ethyl-3-benzofuranyl Ketone

43. 3-[3,5-dibromo-4-hydroxybenzoyl]-2-ethylbenzofuran

44. Mj-10061

45. Smr000058310

46. Cas-3562-84-3

47. Dsstox_cid_2652

48. [3,5-bis(bromanyl)-4-oxidanyl-phenyl]-(2-ethyl-1-benzofuran-3-yl)methanone

49. Dsstox_rid_76675

50. Dsstox_gsid_22652

51. Benzbromaronum [inn-latin]

52. Benzobromarona [inn-spanish]

53. (3,5-dibromo-4-hydroxyphenyl)-(2-ethylbenzofuran-3-yl)methanone

54. Benzbromarone [usan:inn:ban]

55. L2214-labaz

56. Max-uric

57. L2214

58. Sr-01000003082

59. Einecs 222-630-7

60. Unii-4pog0rl69o

61. Brn 0273668

62. (2-ethyl-3-benzofuranyl)-(3,5-dibrom-4-hydroxyphenyl)keton

63. Ml054

64. Benzbromarone,(s)

65. Nci85433

66. Prestwick_709

67. Mfcd00078962

68. Benzbromarone(usan)

69. 3,5-dibromo-4-hydroxyphenyl 2-ethyl-3-benzofuranyl Ketone

70. (3,5-dibromo-4-hydroxyphenyl)(2-ethyl-3-benzofuranyl)methanone

71. Opera_id_1282

72. Prestwick0_000370

73. Prestwick1_000370

74. Prestwick2_000370

75. Prestwick3_000370

76. Benzbromarone [mi]

77. Benzbromarone [inn]

78. Benzbromarone [jan]

79. Cid_2333

80. Ncistruc1_001498

81. Ncistruc2_001681

82. Benzbromarone [usan]

83. Oprea1_140235

84. Schembl48993

85. Bspbio_000499

86. Mls001074105

87. Mls001424143

88. Benzbromarone [mart.]

89. 2-ethyl-3-(3,5-dibromo-4-hydroxybenzoyl)benzofuran

90. Spbio_002420

91. Benzbromarone [who-dd]

92. Bpbio1_000549

93. Dtxsid4022652

94. Benzbromarone, Analytical Standard

95. Benzbromarone (jp17/usan/inn)

96. Hms1569i21

97. Hms2052k05

98. Hms2093j04

99. Hms2096i21

100. Hms2230d20

101. Hms3394k05

102. Hms3652h15

103. Hms3713i21

104. Hms3744g15

105. Pharmakon1600-01505971

106. Zinc608205

107. Bcp07515

108. Ex-a1131

109. Hy-b1135

110. Benzbromarone [ep Monograph]

111. Tox21_110041

112. (3,5-dibromo-4-hydroxy-phenyl)-(2-ethylbenzofuran-3-yl)methanone

113. Bdbm50158460

114. Ccg-37198

115. Ncgc00013895

116. Nsc759281

117. S4221

118. Benzbromarone 1.0 Mg/ml In Methanol

119. Akos015895856

120. Tox21_110041_1

121. Ac-6162

122. Cs-4740

123. Db12319

124. Ks-1292

125. Nc00334

126. Nsc-759281

127. Ncgc00013895-01

128. Ncgc00013895-02

129. Ncgc00013895-03

130. Ncgc00013895-04

131. Ncgc00013895-05

132. Ncgc00013895-06

133. Ncgc00013895-07

134. Ncgc00013895-09

135. Ncgc00013895-11

136. Ncgc00022066-04

137. Nci60_041884

138. Sbi-0055383.p002

139. Am20040270

140. B4099

141. Benzbromarone 100 Microg/ml In Acetonitrile

142. Ft-0602164

143. Sw196858-4

144. Unm000001228903

145. D01056

146. 562b843

147. A822914

148. Q410435

149. Sr-01000003082-5

150. Sr-01000003082-6

151. Brd-k11717138-001-03-0

152. Brd-k11717138-001-16-2

153. 3-(3,5-dibromo-4-hydroxy-benzoyl)-2-ethyl Benzofuran

154. Ketone,5-dibromo-4-hydroxyphenyl 2-ethyl-3-benzofuranyl

155. Benzbromarone, Certified Reference Material, Tracecert(r)

156. 2,6-dibromo-4-[(2-ethyl-1-benzofuran-3-yl)carbonyl]phenol

157. Benzbromarone, European Pharmacopoeia (ep) Reference Standard

158. Methanone,5-dibromo-4-hydroxyphenyl)(2-ethyl-3-benzofuranyl)-

159. (3,5-dibromo-4-hydroxyphenyl)-(2-ethyl-3-benzofuranyl)methanone

160. (3,5-dibromo-4-hydroxyphenyl)(2-ethyl-1-benzofuran-3-yl)methanone #

161. Methanone, (3, 5-dibromo-4-hydroxyphenyl)(2-ethyl-3-benzofuranyl)-

162. Benzbromarone; Bzm; 3-(3,5-dibromo-4-hydroxybenzoyl)-2-ethylbenzofuran; (3,5-dibromo-4-hydroxyphenyl)(2-ethyl-1-benzofuran-3-yl)methanone

2.4 Create Date

2005-03-25

3 Chemical and Physical Properties

Molecular Formula	C₁₇H₁₂Br₂O₃
Molecular Weight	424.1 g/mol
XLogP3	5.7
Hydrogen Bond Donor Count	1
Hydrogen Bond Acceptor Count	3
Rotatable Bond Count	3
Exact Mass	423.91327 g/mol
Monoisotopic Mass	421.91532 g/mol
Topological Polar Surface Area	50.4 Å²
Heavy Atom Count	22
Formal Charge	0
Complexity	405
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	1

4 Pharmacology and Biochemistry

4.1 MeSH Pharmacological Classification

Uricosuric Agents

Gout suppressants that act directly on the renal tubule to increase the excretion of uric acid, thus reducing its concentrations in plasma. (See all compounds classified as Uricosuric Agents.)

4.2 ATC Code

M - Musculo-skeletal system

M04 - Antigout preparations

M04A - Antigout preparations

M04AB - Preparations increasing uric acid excretion

M04AB03 - Benzbromarone