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ACTIVE PHARMA INGREDIENTS

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Chemistry

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Also known as: 4-methylbenzenesulfonic acid, 104-15-4, 4-toluenesulfonic acid, P-toluenesulphonic acid, Toluene-4-sulfonic acid, Tosic acid

Molecular Formula

C₇H₈O₃S

Molecular Weight

172.20 g/mol

InChI Key

JOXIMZWYDAKGHI-UHFFFAOYSA-N

FDA UNII

QGV5ZG5741

P-Toluenesulfonic acid is a metabolite found in the aging mouse brain.

1 2D Structure

4-Methylbenzenesulfonic Acid

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

4-methylbenzenesulfonic acid

2.1.2 InChI

InChI=1S/C7H8O3S/c1-6-2-4-7(5-3-6)11(8,9)10/h2-5H,1H3,(H,8,9,10)

2.1.3 InChI Key

JOXIMZWYDAKGHI-UHFFFAOYSA-N

2.1.4 Canonical SMILES

CC1=CC=C(C=C1)S(=O)(=O)O

2.2 Other Identifiers

2.2.1 UNII

QGV5ZG5741

2.3 Synonyms

2.3.1 Depositor-Supplied Synonyms

1. 4-methylbenzenesulfonic Acid

2. 104-15-4

3. 4-toluenesulfonic Acid

4. P-toluenesulphonic Acid

5. Toluene-4-sulfonic Acid

6. Tosic Acid

7. P-tolylsulfonic Acid

8. Tosylic Acid

9. Toluenesulfonic Acid

10. Benzenesulfonic Acid, 4-methyl-

11. P-methylbenzenesulfonic Acid

12. P-methylphenylsulfonic Acid

13. P-toluenesulfonate

14. Eltesol

15. P-toluene Sulfonate

16. Methylbenzenesulfonic Acid

17. Para-toluene Sulfonate

18. Ptsa

19. Cyclophil P T S A

20. Ar-toluenesulfonic Acid

21. P-toluolenesulfonic Acid

22. P-toluene Sulfonic Acid

23. Toluene-4-sulphonic Acid

24. Toluene Sulfonic Acid

25. Nacure 1040

26. Benzenesulfonic Acid, Methyl-

27. Cyzac 4040

28. Kyselina P-toluenesulfonova

29. Manro Ptsa 65 E

30. Manro Ptsa 65 H

31. Tsa-hp

32. Tsa-mh

33. Manro Ptsa 65 Ls

34. Kyselina P-toluensulfonova

35. Toluene-p-sulfonate

36. K-cure 1040

37. Toluenesulfonic Acid (van)

38. Toluen-4-sulfonsaeure

39. P-toluene Sulphonic Acid

40. Para-toluenesulfonic Acid

41. Hsdb 2026

42. Nsc 167068

43. P-toluensulfonic Acid

44. 2(or 4)-toluenesulphonic Acid

45. Toluene-p-sulfonic Acid

46. P-toluene-sulfonic Acid

47. Para-toluenesulphonic Acid

48. Paratoluene Sulphonic Acid

49. Para Toluene Sulfonic Acid

50. 4-toluene Sulfonic Acid

51. Chembl541253

52. Qgv5zg5741

53. 4-toluene-sulfonic Acid

54. 4-methylbenzene-1-sulfonic Acid

55. Chebi:27849

56. Nsc-2167

57. Nsc-167068

58. Tsoh

59. Wln: Wsqr D1

60. P-tsa

61. K-cure 040

62. Tsu

63. Kyselina P-toluensulfonova [czech]

64. Kyselina P-toluenesulfonova [czech]

65. Einecs 203-180-0

66. Brn 0472690

67. Unii-qgv5zg5741

68. Tosicacid

69. 4-sulphotoluene

70. Ai3-26478

71. Eltesol Tsx

72. Ptsoh

73. Tosoh

74. Tosic Acid P-tsa

75. P-toluenesulfonicacid

76. P-toluene Sulfonic Acid(monohydrate)

77. P-tsoh

78. Tos-oh

79. P-toluenesufonic Acid

80. 4-toluenesulfonicacid

81. P-toluene Sulfonicacid

82. P-toluene-sulfonicacid

83. P-toluensulphonic Acid

84. Paratoluensulfonic Acid

85. Ts-oh

86. P-toluen Sulfonic Acid

87. P-toluenesuiphonic Acid

88. P-toluenylsulfonic Acid

89. Paratoluenesulfonic Acid

90. Pts Acid

91. 4-toluenesulphonic Acid

92. P -toluenesulfonic Acid

93. P- Toluenesulfonic Acid

94. P-tolu-enesulfonic Acid

95. P-toluyl Sulphonic Acid

96. Toluene P-sulfonic Acid

97. Para-toluensulfonic Acid

98. Rho-toluenesulfonic Acid

99. Paratoluenesulphonic Acid

100. P-toluene-sulphonic Acid

101. Toluene 4-sulfonic Acid

102. Toluene P-sulphonic Acid

103. Toluene-p-sulphonic Acid

104. Para Toluenesulfonic Acid

105. Paratoluene Sulfonic Acid

106. Paratoluene-sulfonic Acid

107. Schembl34

108. 4-toluene Sulphonic Acid

109. 4-toluene-sulphonic Acid

110. Rho-toluene Sulfonic Acid

111. Para Toluenesulphonic Acid

112. Para-toluene Sulfonic Acid

113. Para-toluene-sulfonic Acid

114. 4methylbenzenesulfonic Acid

115. Dsstox_cid_6701

116. 4-methylphenylsulfonic Acid

117. Activator-100t3

118. Para Toluene Sulphonic Acid

119. Para-toluene Sulphonic Acid

120. Taycatox-300

121. Ec 203-180-0

122. 4-methylphenylsulphonic Acid

123. Dsstox_rid_78188

124. Nciopen2_002932

125. Nciopen2_003096

126. 4-methylbenzenesulphonic Acid

127. Dsstox_gsid_26701

128. 4-methyl-benzenesulfonic Acid

129. 4-methylbenzene Sulfonic Acid

130. 4-methylbenzene-sulfonic Acid

131. 25231-46-3

132. 4-11-00-00241 (beilstein Handbook Reference)

133. 70788-37-3

134. Dryer-900

135. Nacure-1040

136. 4-methyl Benzene Sulfonic Acid

137. Ar-toluenesulfonic Acid (8ci)

138. Cyzac-4040

139. Tsa-95

140. 4-methyl-benzene Sulphonic Acid

141. 4-methyl-benzene-sulphonic Acid

142. Dtxsid0026701

143. Nsc2167

144. Pts-100

145. 4-toluenesulfinic Acid Sodium Salt

146. Ad-3302w

147. P-toluenesulfonic Acid [mi]

148. Zinc6427042

149. Tox21_202364

150. Ac-794

151. Bdbm50294029

152. Mfcd00064387

153. Mfcd02683442

154. Nsc167068

155. Stl199173

156. Toluene Sulfonic Acid [inci]

157. Akos008966288

158. Am90497

159. At27303

160. Cs-w019626

161. Db03120

162. Kc-1040

163. Ncgc00248146-01

164. Ncgc00248146-02

165. Ncgc00248146-03

166. Ncgc00259913-01

167. As-82150

168. Bp-31081

169. Cas-104-15-4

170. Para-toluenesulfonic Acid-polymer Supported

171. Db-050363

172. Lisinopril Impurity B [ep Impurity]

173. Anastrozole Impurity F [ep Impurity]

174. C-250

175. Ft-0648905

176. P-toluenesulfonic Acid [ep Impurity]

177. T0267

178. En300-16830

179. Sultamicillin Impurity B [ep Impurity]

180. C06677

181. 273t276

182. A800907

183. Ae-848/00887005

184. Q285878

185. Sr-01000944854

186. J-001117

187. Q-200514

188. Sr-01000944854-1

189. Toluene Sulfonic Acid (inci) 4-toluenesulfonic Acid

190. F1908-0079

191. Tizanidine Hydrochloride Impurity I [ep Impurity]

192. P-toluenesulfonic Acid, Polymer-supported, 1.0-2.0 Mmol/g On Polystyrene

2.4 Create Date

2005-03-26

3 Chemical and Physical Properties

Molecular Formula	C₇H₈O₃S
Molecular Weight	172.20 g/mol
XLogP3	1.7
Hydrogen Bond Donor Count	1
Hydrogen Bond Acceptor Count	3
Rotatable Bond Count	1
Exact Mass	172.01941529 g/mol
Monoisotopic Mass	172.01941529 g/mol
Topological Polar Surface Area	62.8 Å²
Heavy Atom Count	11
Formal Charge	0
Complexity	206
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 Drug and Medication Information

4.1 Therapeutic Uses

EXPTL USE: IT WAS EFFECTIVE AGAINST CHRONIC MYELOGENOUS LEUKEMIA IN HUMANS AND HAD LITTLE TOXIC EFFECTS ON BONE MARROW.

HIRANO M; 864-T(P-TOLUENESULFONATE); GAN TO KAGAKU RYOHO 6 (1): 183 (1979)

5 Pharmacology and Biochemistry

5.1 Absorption, Distribution and Excretion

PROBABLY EXCRETED AS P-TOLUENESULFONIC ACID. /FROM TABLE/

Patty, F. (ed.). Industrial Hygiene and Toxicology: Volume II: Toxicology. 2nd ed. New York: Interscience Publishers, 1963., p. 1841

FOLLOWING ORAL OR IP ADMIN, P-TOLUENESULFONATE WAS EVENLY DISTRIBUTED IN TISSUES, EXCEPT IN BRAIN & FAT TISSUES.

HIRAMO M; GAN TO KAGAKU RYOHO 6 (1): 183 (1979)

5.2 Metabolism/Metabolites

YIELDS 3-METHYLCATECHOL IN PSEUDOMONAS: FOCHT, DD & WILLIAMS, FD, CAN J MICROBIOL, 16, 309 (1970); YIELDS 4-METHYLCATECHOL IN PSEUDOMONAS: CAIN, RB & FARR, DR, BIOCHEM J. 106, 859 (1968). /FROM TABLE/

Goodwin, B.L. Handbook of Intermediary Metabolism of Aromatic Compounds. New York: Wiley, 1976., p. T-17

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