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Technical details about Prestwick3_000769, learn more about the structure, uses, toxicity, action, side effects and more

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2D Structure
Also known as: 651-06-9, 5-methoxysulfadiazine, Sulfamethoxydiazine, Sulfametoxydiazine, Sulfamethoxine, Sulfametin
Molecular Formula
C11H12N4O3S
Molecular Weight
280.31  g/mol
InChI Key
GPTONYMQFTZPKC-UHFFFAOYSA-N
FDA UNII
3L179F09D6

Long acting sulfonamide used in leprosy, urinary, and respiratory tract infections.
1 2D Structure

2D Structure

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
4-amino-N-(5-methoxypyrimidin-2-yl)benzenesulfonamide
2.1.2 InChI
InChI=1S/C11H12N4O3S/c1-18-9-6-13-11(14-7-9)15-19(16,17)10-4-2-8(12)3-5-10/h2-7H,12H2,1H3,(H,13,14,15)
2.1.3 InChI Key
GPTONYMQFTZPKC-UHFFFAOYSA-N
2.1.4 Canonical SMILES
COC1=CN=C(N=C1)NS(=O)(=O)C2=CC=C(C=C2)N
2.2 Other Identifiers
2.2.1 UNII
3L179F09D6
2.3 Synonyms
2.3.1 MeSH Synonyms

1. Sulfamethoxydiazine

2. Sulfamethoxydine

3. Sulfametin

4. Sulfametorinum

5. Sulfametoxidine

6. Sulfametoxydiazine

7. Sulphamethoxydiazine

2.3.2 Depositor-Supplied Synonyms

1. 651-06-9

2. 5-methoxysulfadiazine

3. Sulfamethoxydiazine

4. Sulfametoxydiazine

5. Sulfamethoxine

6. Sulfametin

7. Sulfamethoxypyrimidine

8. 4-amino-n-(5-methoxypyrimidin-2-yl)benzenesulfonamide

9. Sulphamethoxydiazine

10. Ultrax

11. Sulla

12. Sulfametorine

13. Sulphameter

14. Methoxypyrimal

15. Sulfamethoxydin

16. Berlicid

17. Sulfa-5-methoxypyrimidine

18. Sulfamethorine

19. Longasulf

20. Supramid

21. Bayrena

22. Dairena

23. Durenat

24. Juvoxin

25. Kinecid

26. Kirocid

27. Kiron

28. Ahr-857

29. Solfametossidiazina

30. Sulfametoxipirimidine

31. Sulfameter [usan]

32. 2-sulfanilamido-5-methoxypyrimidine

33. 4-amino-n-(5-methoxy-2-pyrimidinyl)benzenesulfonamide

34. 5-methoxy-2-sulfanilamidopyrimidine

35. Sulfamethoxydiazin

36. Sulfametoxidiazina

37. Bayer 5400

38. Sulfametoxydiazinum

39. Benzenesulfonamide, 4-amino-n-(5-methoxy-2-pyrimidinyl)-

40. 2-(4-aminobenzenesulfonamido)-5-methoxypyrimidine

41. 2-sulfanilamido-5-methoxypyrimidin

42. Sulfamethoxidiazine

43. Sh 613

44. Nsc 683528

45. N(sup 1)-(5-methoxy-2-pyrimidinyl)sulfanilamide

46. Sulfameter (bayrena)

47. 4-amino-n-(5-methoxypyrimidin-2-yl)benzene-1-sulfonamide

48. Sulfametoxydiazine [inn]

49. I-2586

50. Nsc-683528

51. Nsc-757874

52. Chebi:53727

53. Bay-5400

54. Sulfameter (usan)

55. Nsc683528

56. Sh-613

57. Sulfanilamide, N(sup 1)-(5-methoxy-2-pyrimidinyl)-

58. 3l179f09d6

59. Sulfametoxydiazine;5-methoxysulfadiazine

60. Ncgc00016530-01

61. Sulfametinum

62. Benzenesulfonamide, 4-amino-n-(5-methoxy-2-pyridimidinyl)-

63. Cas-651-06-9

64. Sulfametoxydiazine (inn)

65. Dsstox_cid_3613

66. N(1)-(5-methoxy-2-pyrimidinyl)sulfanilamide

67. Dsstox_rid_77110

68. Dsstox_gsid_23613

69. Solfametossidiazina [dcit]

70. Sulfametoxydiazinum [inn-latin]

71. Sulfametoxidiazina [inn-spanish]

72. Sr-01000721917

73. Einecs 211-480-8

74. Brn 0621130

75. N1-(5-methoxy-2-pyrimidinyl)sulfanilamide

76. 2-sulfanilamido-5-methoxypyrimidin [german]

77. Unii-3l179f09d6

78. Mfcd00006067

79. Prestwick_1048

80. Sulla (tn)

81. Spectrum_001149

82. Sulfameter [mi]

83. Prestwick0_000769

84. Prestwick1_000769

85. Prestwick2_000769

86. Prestwick3_000769

87. Spectrum2_001428

88. Spectrum3_001463

89. Spectrum4_000426

90. Spectrum5_000981

91. 2-sulfa-5-methoxypyrimidine

92. Oprea1_482593

93. Schembl79417

94. Bspbio_000818

95. Bspbio_002985

96. Kbiogr_000752

97. Kbioss_001629

98. 5-25-12-00525 (beilstein Handbook Reference)

99. Mls000069640

100. Bidd:gt0693

101. Divk1c_000468

102. Spectrum1501155

103. Spbio_001536

104. Spbio_002757

105. Sulfamethoxydiazine / Sulfamete

106. Bpbio1_000900

107. Chembl1200359

108. Dtxsid5023613

109. Sulfameter [orange Book]

110. Gptonymqftzpkc-uhfffaoysa-

111. Hms501h10

112. Kbio1_000468

113. Kbio2_001629

114. Kbio2_004197

115. Kbio2_006765

116. Kbio3_002485

117. Zinc49142

118. Ninds_000468

119. Hms1570i20

120. Hms1921l15

121. Hms2092j03

122. Hms2097i20

123. Hms2233b12

124. Hms3374j11

125. Hms3655a11

126. Hms3714i20

127. Pharmakon1600-01501155

128. Sulfametoxydiazine [who-dd]

129. Amy38159

130. Hy-b0213

131. Tox21_110478

132. Ccg-38965

133. Nsc757874

134. S1618

135. Akos015897255

136. Sulfameter 100 Microg/ml In Methanol

137. Tox21_110478_1

138. Db06821

139. Idi1_000468

140. Ncgc00016530-02

141. Ncgc00016530-03

142. Ncgc00016530-04

143. Ncgc00016530-06

144. Ncgc00016530-07

145. Ncgc00094915-01

146. Ncgc00094915-02

147. Ac-19932

148. Ac-32614

149. As-13912

150. Smr000058215

151. Sbi-0051665.p002

152. Db-054761

153. Ab00052227

154. Ft-0632748

155. Sw197118-3

156. 51s069

157. D02517

158. Sulfameter, Vetranal(tm), Analytical Standard

159. Ab00052227-11

160. Ab00052227_12

161. Ab00052227_13

162. A834976

163. Sr-01000721917-2

164. Sr-01000721917-3

165. W-104807

166. Brd-k87492696-001-05-8

167. Brd-k87492696-001-09-0

168. Q15410181

169. 4-azanyl-n-(5-methoxypyrimidin-2-yl)benzenesulfonamide

170. Z1522567176

171. 4-amino-n-[5-(methyloxy)pyrimidin-2-yl]benzenesulfonamide

2.4 Create Date
2005-03-25
3 Chemical and Physical Properties
Molecular Weight 280.31 g/mol
Molecular Formula C11H12N4O3S
XLogP30.4
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count7
Rotatable Bond Count4
Exact Mass280.06301143 g/mol
Monoisotopic Mass280.06301143 g/mol
Topological Polar Surface Area116 Ų
Heavy Atom Count19
Formal Charge0
Complexity368
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count1
4 Pharmacology and Biochemistry
4.1 MeSH Pharmacological Classification

Anti-Infective Agents

Substances that prevent infectious agents or organisms from spreading or kill infectious agents in order to prevent the spread of infection. (See all compounds classified as Anti-Infective Agents.)


Leprostatic Agents

Substances that suppress Mycobacterium leprae, ameliorate the clinical manifestations of leprosy, and/or reduce the incidence and severity of leprous reactions. (See all compounds classified as Leprostatic Agents.)


Anti-Infective Agents, Urinary

Substances capable of killing agents causing urinary tract infections or of preventing them from spreading. (See all compounds classified as Anti-Infective Agents, Urinary.)


4.2 ATC Code

J - Antiinfectives for systemic use

J01 - Antibacterials for systemic use

J01E - Sulfonamides and trimethoprim

J01ED - Long-acting sulfonamides

J01ED04 - Sulfametoxydiazine


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