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    Technical details about Prestwick3_000626, learn more about the structure, uses, toxicity, action, side effects and more

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    Prestwick3_000626

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    2D Structure
    Also known as: 81110-73-8, Acetorphan, Benzyl 2-(3-(acetylthio)-2-benzylpropanamido)acetate, Hidrasec, Tiorfan, Racecadotril [inn]
    Molecular Formula
    C21H23NO4S
    Molecular Weight
    385.5  g/mol
    InChI Key
    ODUOJXZPIYUATO-UHFFFAOYSA-N
    FDA UNII
    76K53XP4TO
    Racecadotril has been investigated for the basic science and treatment of Diarrhea, Acute Diarrhea, and Acute Gastroenteritis.
    1 2D Structure

    2D Structure

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    benzyl 2-[[2-(acetylsulfanylmethyl)-3-phenylpropanoyl]amino]acetate
    2.1.2 InChI
    InChI=1S/C21H23NO4S/c1-16(23)27-15-19(12-17-8-4-2-5-9-17)21(25)22-13-20(24)26-14-18-10-6-3-7-11-18/h2-11,19H,12-15H2,1H3,(H,22,25)
    2.1.3 InChI Key
    ODUOJXZPIYUATO-UHFFFAOYSA-N
    2.1.4 Canonical SMILES
    CC(=O)SCC(CC1=CC=CC=C1)C(=O)NCC(=O)OCC2=CC=CC=C2
    2.2 Other Identifiers
    2.2.1 UNII
    76K53XP4TO
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. Acetorphan

    2. Acetorphan, (r)-isomer

    3. Acetorphan, (s)-isomer

    4. Ecadotril

    5. N-(3-acetylmercapto-2-benzylpropanoyl)glycine Benzyl Ester

    6. Retorphan

    7. Sinorphan

    2.3.2 Depositor-Supplied Synonyms

    1. 81110-73-8

    2. Acetorphan

    3. Benzyl 2-(3-(acetylthio)-2-benzylpropanamido)acetate

    4. Hidrasec

    5. Tiorfan

    6. Racecadotril [inn]

    7. Tiorfix

    8. S049; Sinorphan

    9. Racecadotril (acetorphan)

    10. Nsc-759828

    11. 76k53xp4to

    12. Benzyl 2-[[2-(acetylsulfanylmethyl)-3-phenylpropanoyl]amino]acetate

    13. Benzyl (3-(acetylthio)-2-benzylpropanoyl)glycinate

    14. Racecadotril (inn)

    15. Glycine, N-[2-[(acetylthio)methyl]-1-oxo-3-phenylpropyl]-,phenylmethyl Ester [cas]

    16. Glycine, N-[(2r)-2-[(acetylthio)methyl]-1-oxo-3-phenylpropyl]-, Phenylmethyl Ester

    17. Smr000449320

    18. Sr-01000759384

    19. Racecadotril [inn:ban]

    20. Unii-76k53xp4to

    21. (+/-)-acetorphan

    22. Benzyl 2-[[(2s)-2-(acetylsulfanylmethyl)-3-phenylpropanoyl]amino]acetate

    23. 2-[[2-[(acetylthio)methyl]-1-oxo-3-phenylpropyl]amino]acetic Acid (phenylmethyl) Ester

    24. 2-{[2-[(acetylthio)methyl]-1-oxo-3-phenylpropyl]amino}acetic Acid (phenylmethyl) Ester

    25. Hidrasec (tn)

    26. Prestwick_926

    27. Racecadotril-[d5]

    28. Tiorfan (tn)

    29. Mfcd00865520

    30. Cpd000449320

    31. Prestwick0_000626

    32. Prestwick1_000626

    33. Prestwick2_000626

    34. Prestwick3_000626

    35. Racecadotril [mi]

    36. Acetorphan [vandf]

    37. (+-)-n-(2-((acetylthio)methyl)-1-oxo-3-phenylpropyl)glycine Phenylmethyl Ester

    38. Glycine, N-(2-((acetylthio)methyl)-1-oxo-3-phenylpropyl)-, Phenylmethyl Ester

    39. Glycine, N-(2-((acetylthio)methyl)-1-oxo-3-phenylpropyl)-, Phenylmethyl Ester, (+-)-

    40. Bspbio_000592

    41. Racecadotril [mart.]

    42. Mls000758279

    43. Mls001423958

    44. Mls006010032

    45. Racecadotril [who-dd]

    46. Schembl373243

    47. Spbio_002811

    48. Bpbio1_000652

    49. Chembl2103772

    50. Dtxsid8045513

    51. Chebi:91508

    52. Gtpl11654

    53. Racecadotril, >=98% (hplc)

    54. Hms1569n14

    55. Hms2051k05

    56. Hms2090l07

    57. Hms2096n14

    58. Hms2232f17

    59. Hms3370b22

    60. Hms3393k05

    61. Hms3656c10

    62. Hms3713n14

    63. Hms3744i15

    64. Hms3884f04

    65. Pharmakon1600-01502331

    66. Racecadotril [ep Monograph]

    67. Bcp14746

    68. Bcp22637

    69. Racecadotril For Peak Identification

    70. Bdbm50247884

    71. Nsc759828

    72. S2503

    73. Akos015894948

    74. Ab07493

    75. Ac-1133

    76. Ccg-100764

    77. Ccg-213824

    78. Cs-1127

    79. Db11696

    80. Hs-0029

    81. Nc00014

    82. Nsc 759828

    83. (+-)-n-(alpha-(mercaptomethyl)hydrocinnamoyl)glycine, Benzyl Ester, Acetate (ester)

    84. Ncgc00179511-01

    85. Ncgc00179511-04

    86. Br164305

    87. Hy-17399

    88. Sinorphan;bay Y 7432; Bay-y 7432

    89. Db-015177

    90. Ft-0602523

    91. Ft-0700652

    92. R0103

    93. Sw197043-4

    94. D08464

    95. 110r738

    96. A840045

    97. Q416677

    98. Sr-01000759384-4

    99. Sr-01000759384-5

    100. Benzyl N-[3-(acetylthio)-2-benzylpropionyl]glycinate

    101. Brd-a08187463-001-03-8

    102. N-[3-acetylthio-2-benzylpropanoyl]glycine Benzyl Ester

    103. N-[3-(acetylthio)-2-benzylpropionyl]glycine Benzyl Ester

    104. Racecadotril, European Pharmacopoeia (ep) Reference Standard

    105. N-((r,s)-3-acetylthio-2-benzylpropanoyl)glycine Benzyl Ester

    106. (2-acetylsulfanylmethyl-3-phenyl-propionylamino)-acetic Acid Benzyl Ester

    107. Benzyl 2-[[2-(acetylsulfanylmethyl)-3-phenyl-propanoyl]amino]acetate;racecadotril

    108. Racecadotril For Peak Identification, European Pharmacopoeia (ep) Reference Standard

    109. (+/-)-n-(.alpha.-(mercaptomethyl)hydrocinnamoyl)glycine, Benzyl Ester, Acetate (ester)

    2.4 Create Date
    2005-08-08
    3 Chemical and Physical Properties
    Molecular Weight 385.5 g/mol
    Molecular Formula C21H23NO4S
    XLogP33.3
    Hydrogen Bond Donor Count1
    Hydrogen Bond Acceptor Count5
    Rotatable Bond Count11
    Exact Mass385.13477939 g/mol
    Monoisotopic Mass385.13477939 g/mol
    Topological Polar Surface Area97.8 Ų
    Heavy Atom Count27
    Formal Charge0
    Complexity485
    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 MeSH Pharmacological Classification

    Antidiarrheals

    Miscellaneous agents found useful in the symptomatic treatment of diarrhea. They have no effect on the agent(s) that cause diarrhea, but merely alleviate the condition. (See all compounds classified as Antidiarrheals.)

    Protease Inhibitors

    Compounds which inhibit or antagonize biosynthesis or actions of proteases (ENDOPEPTIDASES). (See all compounds classified as Protease Inhibitors.)

    4.2 ATC Code

    A - Alimentary tract and metabolism

    A07 - Antidiarrheals, intestinal antiinflammatory/antiinfective agents

    A07X - Other antidiarrheals

    A07XA - Other antidiarrheals

    A07XA04 - Racecadotril

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