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  • Chemistry
CAS 90-64-2
Also known as: Dl-mandelic acid, 90-64-2, 2-hydroxy-2-phenylacetic acid, 611-72-3, Phenylglycolic acid, Amygdalic acid
Molecular Formula
C8H8O3
Molecular Weight
152.15  g/mol
InChI Key
IWYDHOAUDWTVEP-UHFFFAOYSA-N
FDA UNII
NH496X0UJX

Mandelic Acid is an aromatic alpha hydroxy acid used in the treatment of urinary tract infections and as an oral antibiotic.
1 2D Structure

CAS 90-64-2

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
2-hydroxy-2-phenylacetic acid
2.1.2 InChI
InChI=1S/C8H8O3/c9-7(8(10)11)6-4-2-1-3-5-6/h1-5,7,9H,(H,10,11)
2.1.3 InChI Key
IWYDHOAUDWTVEP-UHFFFAOYSA-N
2.1.4 Canonical SMILES
C1=CC=C(C=C1)C(C(=O)O)O
2.2 Other Identifiers
2.2.1 UNII
NH496X0UJX
2.3 Synonyms
2.3.1 MeSH Synonyms

1. Mandelic Acid, (+-)-isomer

2. Mandelic Acid, (11)c-labeled

3. Mandelic Acid, (r)-isomer

4. Mandelic Acid, (s)-isomer

5. Mandelic Acid, Calcium (2:1) Salt

6. Mandelic Acid, Monoammonium Salt

7. Mandelic Acid, Monocalcium Salt

8. Mandelic Acid, Monolithium Salt

9. Mandelic Acid, Monosodium Salt

10. Mandelic Acid, Monosodium Salt, (r)-isomer

11. Mandelic Acid, Monosodium Salt, (s)-isomer

2.3.2 Depositor-Supplied Synonyms

1. Dl-mandelic Acid

2. 90-64-2

3. 2-hydroxy-2-phenylacetic Acid

4. 611-72-3

5. Phenylglycolic Acid

6. Amygdalic Acid

7. Paramandelic Acid

8. Racemic Mandelic Acid

9. Uromaline

10. Almond Acid

11. P-mandelic Acid

12. (rs)-mandelic Acid

13. 2-phenylglycolic Acid

14. Hydroxy(phenyl)acetic Acid

15. Phenylhydroxyacetic Acid

16. Glycolic Acid, Phenyl-

17. Acido Mandelico

18. Kyselina Mandlova

19. (+-)-mandelic Acid

20. Alpha-hydroxyphenylacetic Acid

21. 2-phenyl-2-hydroxyacetic Acid

22. Alpha-hydroxy-alpha-toluic Acid

23. (+/-)-alpha-hydroxyphenylacetic Acid

24. 2-hydroy-2-phenylacetic Acid

25. Dl-hydroxy(phenyl)acetic Acid

26. Benzeneacetic Acid, Alpha-hydroxy-

27. Nsc 7925

28. (+-)-alpha-hydroxybenzeneacetic Acid

29. Alpha-hydroxybenzeneacetic Acid

30. (+/-)-mandelic Acid

31. 2-hydroxy-2-phenyl-acetic Acid

32. (+-)-2-hydroxy-2-phenylethanoic Acid

33. Alpha-toluic Acid, Alpha-hydroxy-

34. Dl-2-hydroxy-2-phenylacetic Acid

35. Kyselina 2-fenyl-2-hydroxyethanova

36. Unii-nh496x0ujx

37. Nsc-7925

38. (+-)-alpha-hydroxyphenylacetic Acid

39. Einecs 202-007-6

40. Einecs 210-277-1

41. Nh496x0ujx

42. Benzeneacetic Acid, .alpha.-hydroxy-

43. Alpha-hydroxybenzeneacetic Acid, (+-)-

44. .alpha.-hydroxyphenylacetic Acid

45. Chebi:35825

46. Ai3-06293

47. (+/-)-alpha-hydroxybenzeneacetic Acid

48. Dtxsid6023234

49. 2-hydroxy-2-phenylethanoic Acid

50. .alpha.-hydroxy-.alpha.-toluic Acid

51. .alpha.-toluic Acid, .alpha.-hydroxy-

52. Ammonium Mandelate

53. Mandelic-2,3,4,5,6-d5 Acid

54. (+)-mandelate, Xxi

55. Benzeneacetic Acid, .alpha.-hydroxy-, (.+/-.)-

56. Mandelic-acid

57. Mandelic Acid (mart.)

58. Mandelic Acid [mart.]

59. Mandelic Acid (usp-rs)

60. Mandelic Acid [usp-rs]

61. Mandelic Acid [usp]

62. Dl-amygdalic Acid

63. Dl-mandelicacid

64. Acido Mandelico [italian]

65. Kyselina Mandlova [czech]

66. Glycopyrronium Bromide Impurity C (ep Impurity)

67. Glycopyrronium Bromide Impurity C [ep Impurity]

68. Homatropine Hydrobromide Impurity C (ep Impurity)

69. Homatropine Hydrobromide Impurity C [ep Impurity]

70. Homatropine Methylbromide Impurity C (ep Impurity)

71. Homatropine Methylbromide Impurity C [ep Impurity]

72. Mandelsaeure

73. Kyselina 2-fenyl-2-hydroxyethanova [czech]

74. Benzoglycolic Acid

75. Phenylacetic Acid, Alpha-hydroxy-

76. Ncgc00166022-01

77. L(+)mandelic Acid

78. (+) Mandelic Acid

79. (+)-mandelic Acid

80. Ppcm

81. Samma

82. Hyroxyphenylacetic Acid

83. Mandelic Acid, 99%

84. (-)-mandelate, Xx

85. Hydroxyphenyl Acetic Acid

86. 81432-25-9

87. Benzeneacetic Acid, .alpha.-hydroxy-, (.alpha.r)-

88. Pregabalin Ep Impurity C

89. Wln: Qyr&vq

90. Hydroxy-phenyl-acetic Acid

91. Mandelic Acid, >=99%

92. Dl-mandelic Acid, 99%

93. Mandelic Acid [mi]

94. Schembl1050

95. (.+/-.)-mandelic Acid

96. Chembl1609

97. 2-hydroxy-2-phenylaceticacid

98. Mandelic Acid [inci]

99. Mls001074208

100. Indole-3,5-dialdehyde

101. Dtxcid203234

102. Mandelic Acid [who-dd]

103. .alpha.-phenylhydroxyacetic Acid

104. Bdbm92715

105. Nsc7925

106. 2-oxidanyl-2-phenyl-ethanoic Acid

107. Hms2230f19

108. Hms3371m20

109. Hms3373a03

110. (2rs)-hydroxy(phenyl)ethanoic Acid

111. Bbl028097

112. Mfcd00064250

113. S3363

114. Stl283951

115. Akos000118795

116. Akos016050628

117. Cs-w016307

118. Db13218

119. Hy-w015591

120. Ks-1423

121. Ncgc00166023-01

122. Ncgc00166269-01

123. Phenylacetic Acid, Alpha--hydroxy-

124. (.+/-.)-alpha-hydroxybenzeneacetic Acid

125. Ac-12228

126. Smr000653543

127. Sy001645

128. Sy001670

129. Db-016128

130. Db-016158

131. Ds-000887

132. Am20060842

133. M0038

134. Ns00001311

135. Benzeneacetic Acid, .alpha.-hydroxy-, ( )-

136. Benzeneacetic Acid, .alpha.-hydroxy-, (s)-

137. En300-19482

138. Phenylacetic Acid, .alpha.--hydroxy-

139. A19434

140. Dl-mandelic Acid, Analytical Reference Material

141. Mls-0090887.0001

142. A833072

143. Ae-562/40233036

144. Q412293

145. (2rs)-2-hydroxy-2-phenylacetic Acid (mandelic Acid)

146. Mandelic Acid ((2rs)-2-hydroxy-2-phenylacetic Acid)

147. 14a53e4a-8315-42a7-9d60-de06ccbb1af9

148. F2191-0202

149. Z104473974

150. Mandelic Acid, United States Pharmacopeia (usp) Reference Standard

151. D-2-hydroxy-2-phenylacetic Acid; (s)-(+)-alpha-hydroxyphenylacetic Acid

152. 32518-00-6

153. A-hydroxy-benzeneacetic Acid; Hydroxy(phenyl)acetic Acid; 2-phenylglycolic Acid; 2-hydroxy-2-phenylacetic Acid; Alpha-hydroxyphenylacetic Acid;r(-)-mandelic Acid

2.4 Create Date
2004-09-16
3 Chemical and Physical Properties
Molecular Weight 152.15 g/mol
Molecular Formula C8H8O3
XLogP30.6
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count3
Rotatable Bond Count2
Exact Mass g/mol
Monoisotopic Mass g/mol
Topological Polar Surface Area57.5
Heavy Atom Count11
Formal Charge0
Complexity138
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count1
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count1
4 Pharmacology and Biochemistry
4.1 ATC Code

J - Antiinfectives for systemic use

J01 - Antibacterials for systemic use

J01X - Other antibacterials

J01XX - Other antibacterials

J01XX06 - Mandelic acid


B - Blood and blood forming organs

B05 - Blood substitutes and perfusion solutions

B05C - Irrigating solutions

B05CA - Antiinfectives

B05CA06 - Mandelic acid


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