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    Chemistry

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

    Mandelic Acid

    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. Almond Acid

    10. Uromaline

    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. Alpha-hydroxyphenylacetic Acid

    18. Kyselina Mandlova

    19. 2-phenyl-2-hydroxyacetic Acid

    20. Dl-hydroxy(phenyl)acetic Acid

    21. (+/-)-mandelic Acid

    22. 2-hydroxy-2-phenyl-acetic Acid

    23. Benzeneacetic Acid, Alpha-hydroxy-

    24. Nsc 7925

    25. Benzeneacetic Acid, .alpha.-hydroxy-

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

    27. .alpha.-hydroxyphenylacetic Acid

    28. Alpha-hydroxy-alpha-toluic Acid

    29. Kyselina 2-fenyl-2-hydroxyethanova

    30. Nsc-7925

    31. Nh496x0ujx

    32. Chebi:35825

    33. (+-)-alpha-hydroxybenzeneacetic Acid

    34. Alpha-hydroxybenzeneacetic Acid

    35. .alpha.-hydroxy-.alpha.-toluic Acid

    36. .alpha.-toluic Acid, .alpha.-hydroxy-

    37. Ammonium Mandelate

    38. (+)-mandelate, Xxi

    39. Acido Mandelico

    40. (+-)-mandelic Acid

    41. Benzeneacetic Acid, Alpha-hydroxy-, Homopolymer

    42. 32518-00-6

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

    44. Mandelic-acid

    45. 2-hydroy-2-phenylacetic Acid

    46. Mandelic Acid [usp]

    47. Dl-amygdalic Acid

    48. Dl-mandelicacid

    49. Acido Mandelico [italian]

    50. Dl-2-hydroxy-2-phenylacetic Acid

    51. Kyselina Mandlova [czech]

    52. (+-)-2-hydroxy-2-phenylethanoic Acid

    53. Alpha-toluic Acid, Alpha-hydroxy-

    54. (+-)-alpha-hydroxyphenylacetic Acid

    55. Einecs 202-007-6

    56. Einecs 210-277-1

    57. Unii-nh496x0ujx

    58. 2-hydroxy-2-phenylethanoic Acid

    59. Acidomandelico

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

    61. Ai3-06293

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

    63. Mfcd00004495

    64. Mfcd00064251

    65. Benzoglycolic Acid

    66. Phenylacetic Acid, Alpha-hydroxy-

    67. Ncgc00166022-01

    68. L(+)mandelic Acid

    69. (+) Mandelic Acid

    70. (+)-mandelic Acid

    71. Ppcm

    72. Samma

    73. Hyroxyphenylacetic Acid

    74. Pregabalin Impurity C

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

    76. Mandelic Acid, 99%

    77. (-)-mandelate, Xx

    78. Hydroxyphenyl Acetic Acid

    79. 81432-25-9

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

    81. Pregabalin Ep Impurity C

    82. Wln: Qyr&vq

    83. Hydroxy-phenyl-acetic Acid

    84. Mandelic Acid, >=99%

    85. Dl-mandelic Acid, 99%

    86. Mandelic Acid [mi]

    87. Schembl1050

    88. (.+/-.)-mandelic Acid

    89. Chembl1609

    90. (+)-phenylhydroxyacetic Acid

    91. (?)-phenylhydroxyacetic Acid

    92. 2-hydroxy-2-phenylaceticacid

    93. Mandelic Acid [inci]

    94. Mls001074208

    95. Mandelic Acid [mart.]

    96. Mandelic Acid [usp-rs]

    97. Mandelic Acid [who-dd]

    98. .alpha.-phenylhydroxyacetic Acid

    99. Dtxsid6023234

    100. Bdbm92715

    101. Nsc7925

    102. Mandelic Acid Condensation Polymer

    103. 2-oxidanyl-2-phenyl-ethanoic Acid

    104. Hms2230f19

    105. Hms3371m20

    106. Hms3373a03

    107. (2rs)-hydroxy(phenyl)ethanoic Acid

    108. Bbl028097

    109. Mfcd00064250

    110. S3363

    111. Stl283951

    112. Akos000118795

    113. Akos016050628

    114. Cs-w016307

    115. Db13218

    116. Hy-w015591

    117. Ks-1423

    118. Ncgc00166023-01

    119. Ncgc00166269-01

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

    121. Ac-12228

    122. Smr000653543

    123. Sy001645

    124. Sy001670

    125. Db-016128

    126. Db-016158

    127. Ds-000887

    128. Am20060842

    129. Ft-0600010

    130. Ft-0601504

    131. Ft-0625487

    132. Ft-0628148

    133. M0038

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

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

    136. Phenylacetic Acid, .alpha.--hydroxy-

    137. A19434

    138. Dl-mandelic Acid, Analytical Reference Material

    139. Mls-0090887.0001

    140. A833072

    141. Ae-562/40233036

    142. Q412293

    143. (2rs)-2-hydroxy-2-phenylacetic Acid (mandelic Acid)

    144. Glycopyrronium Bromide Impurity C [ep Impurity]

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

    146. 14a53e4a-8315-42a7-9d60-de06ccbb1af9

    147. F2191-0202

    148. Homatropine Hydrobromide Impurity C [ep Impurity]

    149. Z955123532

    150. Homatropine Methylbromide Impurity C [ep Impurity]

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

    152. Mandelic Acid; (2rs)-2-hydroxy-2-phenylacetic Acid ; ?-hydroxy-benzeneacetic 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 Mass152.047344113 g/mol
    Monoisotopic Mass152.047344113 g/mol
    Topological Polar Surface Area57.5 Ų
    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

    B - Blood and blood forming organs

    B05 - Blood substitutes and perfusion solutions

    B05C - Irrigating solutions

    B05CA - Antiinfectives

    B05CA06 - Mandelic acid

    J - Antiinfectives for systemic use

    J01 - Antibacterials for systemic use

    J01X - Other antibacterials

    J01XX - Other antibacterials

    J01XX06 - Mandelic acid

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