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ACTIVE PHARMA INGREDIENTS

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Synopsis

ACTIVE PHARMA INGREDIENTS

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Chemistry

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Also known as: 121-19-7, 4-hydroxy-3-nitrobenzenearsonic acid, 4-hydroxy-3-nitrophenylarsonic acid, 3-nitro, Ristat, Roxarson

Molecular Formula

C₆H₆AsNO₆

Molecular Weight

263.04 g/mol

InChI Key

XMVJITFPVVRMHC-UHFFFAOYSA-N

FDA UNII

H5GU9YQL7L

An arsenic derivative which has anticoccidial action and promotes growth in animals.

1 2D Structure

Roxarsone

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

(4-hydroxy-3-nitrophenyl)arsonic acid

2.1.2 InChI

InChI=1S/C6H6AsNO6/c9-6-2-1-4(7(10,11)12)3-5(6)8(13)14/h1-3,9H,(H2,10,11,12)

2.1.3 InChI Key

XMVJITFPVVRMHC-UHFFFAOYSA-N

2.1.4 Canonical SMILES

C1=CC(=C(C=C1[As](=O)(O)O)[N+](=O)[O-])O

2.2 Other Identifiers

2.2.1 UNII

H5GU9YQL7L

2.3 Synonyms

2.3.1 MeSH Synonyms

1. 3 Nitro 10

2. 3 Nitro 4 Hydroxyphenylarsonic Acid

3. 3-nitro-10

4. 3-nitro-4-hydroxyphenylarsonic Acid

5. 3nitro10

6. Acid, 3-nitro-4-hydroxyphenylarsonic

2.3.2 Depositor-Supplied Synonyms

1. 121-19-7

2. 4-hydroxy-3-nitrobenzenearsonic Acid

3. 4-hydroxy-3-nitrophenylarsonic Acid

4. 3-nitro

5. Ristat

6. Roxarson

7. Ren-o-sal

8. Aklomix-3

9. 3-nitro-10

10. 3n4hpa

11. Nitrophenolarsonic Acid

12. Roxarsonum

13. (4-hydroxy-3-nitrophenyl)arsonic Acid

14. 3-nitro-4-hydroxyphenylarsonic Acid

15. 3-nitro-20

16. 3-nitro-50

17. 3-nitro-80

18. Ren O-sal

19. Arsonic Acid, (4-hydroxy-3-nitrophenyl)-

20. 3-nitro-4-hydroxybenzenearsonic Acid

21. Nsc-2101

22. 2-nitro-1-hydroxybenzene-4-arsonic Acid

23. Nci-c56508

24. Benzenearsonic Acid, 4-hydroxy-3-nitro-

25. Nih 1529

26. Nitro Acid 100 Per Cent

27. 2-nitrophenol-4-arsonic Acid

28. A 19603

29. Nsc 2101

30. Roxarsone (usp/inn)

31. H5gu9yql7l

32. Kyselina 4-hydroxy-3-nitrofenylarsonova

33. Chebi:35817

34. Nsc2101

35. C6h6asno6

36. Ncgc00016372-01

37. Cas-121-19-7

38. Dsstox_cid_956

39. Arsonic Acid, As-(4-hydroxy-3-nitrophenyl)-

40. Dsstox_rid_75884

41. Dsstox_gsid_20956

42. Roxarson [inn-spanish]

43. Roxarsonum [inn-latin]

44. Roxarsone [usan:inn:ban]

45. Ccris 1661

46. Hsdb 4296

47. Nitrophenoloarsonic Acid

48. 4-hydroxy-3-nitrobenzolarsonsaeure

49. Sr-05000001714

50. Einecs 204-453-7

51. Unii-h5gu9yql7l

52. Brn 1976533

53. Ai3-16421

54. Roxarsone(usan)

55. Roxarsone [usan:usp:inn:ban]

56. Kyselina 4-hydroxy-3-nitrofenylarsonova [czech]

57. 4-hydroxy-3-nitrophenyl Arsonic Acid

58. (4-hydroxy-3-nitro-phenyl)arsonic Acid

59. Spectrum_000942

60. Roxarsone [inn]

61. Roxarsone [mi]

62. Roxarsone [hsdb]

63. Roxarsone [usan]

64. Prestwick0_000970

65. Prestwick1_000970

66. Prestwick2_000970

67. Prestwick3_000970

68. Spectrum2_000479

69. Spectrum3_000566

70. Spectrum4_000498

71. Spectrum5_001658

72. 4-hydroxy-3-nitro-benzenearsonic Acid

73. Component Of 3-nitro-10

74. Component Of 3-nitro-20

75. Component Of 3-nitro-50

76. Component Of 3-nitro-80

77. Roxarsone [mart.]

78. Roxarsone [usp-rs]

79. Bspbio_000979

80. Bspbio_001952

81. Kbiogr_001015

82. Kbioss_001422

83. 4-16-00-01188 (beilstein Handbook Reference)

84. Mls002154078

85. Divk1c_000500

86. Schembl158026

87. Spectrum1500530

88. Spbio_000618

89. Spbio_002900

90. Roxarsone [green Book]

91. Wln: Wnr Bq E-as-qqo

92. 2-nitrophenolarsonic Acid-(4)

93. Bpbio1_001077

94. Roxarsone, Ban, Inn, Usan

95. Chembl1321154

96. Dtxsid9020956

97. Roxarsone [usp Impurity]

98. Hms501i22

99. Kbio1_000500

100. Kbio2_001422

101. Kbio2_003990

102. Kbio2_006558

103. Kbio3_001452

104. Xmvjitfpvvrmhc-uhfffaoysa-

105. Roxarsone [usp Monograph]

106. Component Of Polystat (salt/mix)

107. Ninds_000500

108. Hms1571a21

109. Hms1920p10

110. Hms2092g11

111. Hms2098a21

112. Hms2234i16

113. Hms3374c10

114. Pharmakon1600-01500530

115. Hy-b0936

116. Component Of Unistat-3 (salt/mix)

117. Tox21_110402

118. Tox21_201465

119. Tox21_302842

120. Ccg-39723

121. Mfcd00007112

122. Nsc757312

123. Roxarsone 100 Microg/ml In Methanol

124. Akos015960757

125. Component Of 3-nitro-10 (salt/mix)

126. Component Of 3-nitro-50 (salt/mix)

127. Component Of 3-nitro-80 (salt/mix)

128. Tox21_110402_1

129. Db11458

130. Nsc-757312

131. (4-hydroxy-3-nitrobenzene)arsonic Acid

132. (4-hydroxy-3-nitrophenyl)-arsonic Acid

133. Idi1_000500

134. (3-nitro-4-oxidanyl-phenyl)arsonic Acid

135. Ncgc00016372-02

136. Ncgc00016372-03

137. Ncgc00016372-04

138. Ncgc00016372-07

139. Ncgc00094778-01

140. Ncgc00094778-02

141. Ncgc00256417-01

142. Ncgc00259016-01

143. Smr001233388

144. Sbi-0051507.p003

145. As-(4-hydroxy-3-nitrophenyl)-arsonic Acid

146. Db-041607

147. Ab00052087

148. Ft-0616222

149. H0287

150. Roxarsone, Vetranal(tm), Analytical Standard

151. D05771

152. D90831

153. Ab00052087_07

154. A804687

155. J-004458

156. Q3049725

157. Sr-05000001714-1

158. Sr-05000001714-3

159. Roxarsone, United States Pharmacopeia (usp) Reference Standard

2.4 Create Date

2005-03-25

3 Chemical and Physical Properties

Molecular Formula	C₆H₆AsNO₆
Molecular Weight	263.04 g/mol
Hydrogen Bond Donor Count	3
Hydrogen Bond Acceptor Count	6
Rotatable Bond Count	1
Exact Mass	262.941106 g/mol
Monoisotopic Mass	262.941106 g/mol
Topological Polar Surface Area	124 Å²
Heavy Atom Count	14
Formal Charge	0
Complexity	270
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

Anti-Bacterial Agents

Substances that inhibit the growth or reproduction of BACTERIA. (See all compounds classified as Anti-Bacterial Agents.)

Coccidiostats

Agents useful in the treatment or prevention of COCCIDIOSIS in man or animals. (See all compounds classified as Coccidiostats.)

4.2 Absorption, Distribution and Excretion

WHEN GIVEN ORALLY, CONSIDERABLE PERCENTAGE IS EXCRETED IN FECES, INDICATING THAT PHENYLARSONIC COMPD ARE POORLY ABSORBED BY INTESTINAL TRACT. THAT PROP WHICH IS ABSORBED, HOWEVER IS APPARENTLY EXCRETED RAPIDLY BY THE KIDNEYS.

CLINICAL AND DIAGNOSTIC VETERINARY TOXICOLOGY, 2ND ED, WB BUCK ET AL, P 291

4-WK-OLD CHICKENS FED DAILY RATION WITH 50 PPM ROXARSONE & SACRIFICIED. PPM ARSENIC IN CONTROLS: KIDNEY 0.05, LIVER 0.08, MUSCLE 0.02, SKIN 0.02; ARSENIC IN TREATED ANIMALS KILLED ON 70TH DAY: KIDNEY 0.64, LIVER 1.26, MUSCLE 0.04, SKIN 0.05.

CLINICAL AND DIAGNOSTIC VETERINARY TOXICOLOGY, 2ND ED, WB BUCK ET AL, P 293

IT IS ESTABLISHED THAT ARSANILIC ACID & ACETYLARSONIC ACID ARE EXCRETED UNCHANGED BY CHICKENS. SIMILAR RESULTS WERE OBTAINED IN STUDIES WITH 3-NITRO-4-HYDROXYBENZENEARSONIC ACID IN CHICKENS.

CLINICAL AND DIAGNOSTIC VETERINARY TOXICOLOGY, 2ND ED, WB BUCK ET AL, P 291

There are only a few reports on the excretion of arsenic in the milk of animals. The arsenic level in cow's milk did not incr with the blood concn when the cows were fed methylarsonic acid or dimethylarsinic acid... . However, the milk arsenic levels did incr when cows were fed arsanilic acid or 3-nitro-4-hydroxyphenylarsonic acid (1.6-3.2 mg As/kg bw)... .

WHO; Environ Health Criteria 18: Arsenic p.74 (1981)

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API Reference Price

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