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    Amoxicillin

    ACTIVE PHARMA INGREDIENTS

    DEVELOPMENTS

    INTERMEDIATES

    FINISHED DOSAGE FORMULATIONS

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    2D Structure
    Also known as: 61336-70-7, Larotid, Polymox, Trimox, Utimox, Wymox
    Molecular Formula
    C16H25N3O8S
    Molecular Weight
    419.5  g/mol
    InChI Key
    MQXQVCLAUDMCEF-CWLIKTDRSA-N
    FDA UNII
    804826J2HU
    A broad-spectrum semisynthetic antibiotic similar to AMPICILLIN except that its resistance to gastric acid permits higher serum levels with oral administration.
    1 2D Structure

    2D Structure

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    (2S,5R,6R)-6-[[(2R)-2-amino-2-(4-hydroxyphenyl)acetyl]amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid;trihydrate
    2.1.2 InChI
    InChI=1S/C16H19N3O5S.3H2O/c1-16(2)11(15(23)24)19-13(22)10(14(19)25-16)18-12(21)9(17)7-3-5-8(20)6-4-7;;;/h3-6,9-11,14,20H,17H2,1-2H3,(H,18,21)(H,23,24);3*1H2/t9-,10-,11+,14-;;;/m1.../s1
    2.1.3 InChI Key
    MQXQVCLAUDMCEF-CWLIKTDRSA-N
    2.1.4 Canonical SMILES
    CC1(C(N2C(S1)C(C2=O)NC(=O)C(C3=CC=C(C=C3)O)N)C(=O)O)C.O.O.O
    2.1.5 Isomeric SMILES
    CC1([C@@H](N2[C@H](S1)[C@@H](C2=O)NC(=O)[C@@H](C3=CC=C(C=C3)O)N)C(=O)O)C.O.O.O
    2.2 Other Identifiers
    2.2.1 UNII
    804826J2HU
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. Actimoxi

    2. Amoxicillin

    3. Amoxicillin Anhydrous

    4. Amoxicillin Monopotassium Salt

    5. Amoxicillin Monosodium Salt

    6. Amoxicillin Sodium

    7. Amoxicillin, (r*)-isomer

    8. Amoxicilline

    9. Amoxil

    10. Amoxycillin

    11. Brl 2333

    12. Brl-2333

    13. Brl2333

    14. Clamoxyl

    15. Clamoxyl G.a.

    16. Clamoxyl Parenteral

    17. Hydroxyampicillin

    18. Penamox

    19. Polymox

    20. Trimox

    21. Wymox

    2.3.2 Depositor-Supplied Synonyms

    1. 61336-70-7

    2. Larotid

    3. Polymox

    4. Trimox

    5. Utimox

    6. Wymox

    7. Clamoxyl

    8. Amoxil

    9. Amoxipen

    10. Moxaline

    11. Amodex

    12. Zimox

    13. Robamox

    14. Dispermox

    15. Novabritine

    16. Hiconcil

    17. Imacillin

    18. Amoxycillin Trihydrate

    19. Brl 2333

    20. Moxatag

    21. 61336-70-7 (hydrate)

    22. Topramoxin

    23. Amoxyke

    24. Atoksilin

    25. Demoksil

    26. Largopen

    27. Moksilin

    28. Promoxil

    29. Remoxil

    30. Damoxy

    31. 804826j2hu

    32. (2s,5r,6r)-6-[[(2r)-2-amino-2-(4-hydroxyphenyl)acetyl]amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic Acid Trihydrate

    33. Amoksicillin

    34. Kentrocyllin

    35. Zamocilline

    36. Alfamox

    37. Amophar

    38. Amoxidal

    39. Amoxillat

    40. Amoxina

    41. Amoxine

    42. Flemoxine

    43. Galenamox

    44. Gramidil

    45. Himinomax

    46. Izoltil

    47. Matasedrin

    48. Metifarma

    49. Pacetocin

    50. Pamocil

    51. Paradroxil

    52. Siganopen

    53. Simplamox

    54. Sintopen

    55. Velamox

    56. Zamocillin

    57. Amoran

    58. Ciblor

    59. Amoxicillin Hydrate

    60. Amoxi-wolff

    61. Uro-clamoxyl

    62. Brl-2333

    63. Amoxi-diolan

    64. Amox

    65. Amoksicillin Forte

    66. A-gram

    67. Dura Ax

    68. Amoxicillin [usan]

    69. Amoxicillin-ratiopharm

    70. Drg-0075

    71. Amoxicillin (as Trihydrate)

    72. (2s,5r,6r)-6-((r)-2-amino-2-(4-hydroxyphenyl)acetamido)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic Acid Trihydrate

    73. (2s,5r,6r)-6-[[(2r)-2-amino-2-(4-hydroxyphenyl)acetyl]amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic Acid;trihydrate

    74. Amoxicillin Hydrate (1:3)

    75. Neotetranase

    76. Sawacillin

    77. Pasetocin

    78. Eupen

    79. Amoxil Trihydrate

    80. Unii-804826j2hu

    81. Alpha-amino-p-hydroxybenzylpenicillin Trihydrate

    82. Amoxipen Trihydrate

    83. Dispermox (tn)

    84. Moxaline Trihydrate

    85. Pasetocin (tn)

    86. (2s,5r,6r)-6-{[(2r)-2-amino-2-(4-hydroxyphenyl)acetyl]amino}-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic Acid Trihydrate

    87. Amoxicillin (usp)

    88. Amoxicillin Pulsys

    89. Amoxicillin-trihydrat

    90. Amoxicilline (inn)

    91. Amoxil (tn)

    92. Amoxicillin [usan:usp:inn:ban:jan]

    93. (2s,5r,6r)-6-[(2r)-2-amino-2-(4-hydroxyphenyl)acetamido]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic Acid

    94. Amoxicillin [vandf]

    95. Amoxicillin Hydrate (jp17)

    96. Amoxicillin [usp-rs]

    97. (2s,5r,6r)-6-((r)-(-)-2-amino-2-(p-hydroxyphenyl)acetamido)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo(3.2.0)heptane-2-carboxylic Acid Trihydrate

    98. Dtxsid2022599

    99. Chebi:51254

    100. Amoxicillin [orange Book]

    101. Amoxicillin Hydrate [jan]

    102. Apc-111

    103. Amoxicillin [usp Impurity]

    104. Amoxicillin [usp Monograph]

    105. Amoxicillin Trihydrate [mi]

    106. Prevpac Component Amoxicillin

    107. Talicia Component Amoxicillin

    108. Mfcd00072029

    109. S5298

    110. Amoxicillin Trihydrate [vandf]

    111. Augmentin Component Amoxicillin

    112. Akos015896673

    113. Amoxicillin Trihydrate [mart.]

    114. Amoxicillin Component Of Prevpac

    115. Amoxicillin Component Of Talicia

    116. Amoxicillin Trihydrate [who-dd]

    117. Amoxicillin Trihydrate [who-ip]

    118. Ccg-268878

    119. Ks-5338

    120. Amoxicillin Component Of Augmentin

    121. 4-thia-1-azabicyclo(3.2.0)heptane-2-carboxylic Acid, 6-((amino(4-hydroxyphenyl)acetyl)amino)-3,3-dimethyl-7-oxo-, Trihydrate (2s-(2alpha,5alpha,6beta(s*)))-

    122. 4-thia-1-azabicyclo(3.2.0)heptane-2-carboxylic Acid, 6-((amino(4-hydroxyphenyl)acetyl)amino)-3,3-dimethyl-7-oxo-, Trihydrate(2s-(2alpha,5alpha,6beta(s*)))-

    123. Amoxicillin Trihydrate [green Book]

    124. Amoxicillin Trihydrate [ep Monograph]

    125. Clavulox Component Amoxicillin Trihydrate

    126. D00229

    127. Amoxicillinum Trihydricum [who-ip Latin]

    128. A833170

    129. Amoxicillin Trihydrate Component Of Clavulox

    130. Q27122483

    131. Amoxil Trihydrate;amoxipen Trihydrate;moxaline Trihydrate

    132. Amoxicillin Trihydrate, Vetranal(tm), Analytical Standard

    133. Amoxicillin, United States Pharmacopeia (usp) Reference Standard

    134. Amoxicillin Trihydrate, British Pharmacopoeia (bp) Reference Standard

    135. Amoxicillin Trihydrate, European Pharmacopoeia (ep) Reference Standard

    136. Amoxicillin Trihydrate, Pharmaceutical Secondary Standard; Certified Reference Material

    137. (2s,5r)-6-[[2-amino-2-(4-hydroxyphenyl)acetyl]amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic Acid Trihydrate

    138. (2s,5r,6r)-6-((r)-(-)-2-amino-2-(p-hydroxyphenyl)acetamido)-3,3-dimethyl-7-oxo-4-thia-1-azabicycl(3.2.0)heptane-2-carboxylic Acid Trihydrate

    139. 4-thia-1-azabicyclo(3.2.0)heptane-2-carboxylic Acid, 6-(((2r)-amino(4-hydroxyphenyl)acetyl)amino)-3,3-dimethyl-7-oxo-, Trihydrate, (2s,5r,6r)-

    140. 4-thia-1-azabicyclo(3.2.0)heptane-2-carboxylic Acid, 6-((amino(4-hydroxyphenyl)acetyl)amino)-3,3-dimethyl-7-oxo-, Trihydrate(2s-(2.alpha.,5.alpha.,6.beta.(s*)))-

    141. 6beta-[(2r)-2-amino-2-(4-hydroxyphenyl)acetamido]-2,2-dimethylpenam-3alpha-carboxylic Acid Trihydrate

    142. Amoxicillin Trihydrate For Performance Verification, European Pharmacopoeia (ep) Reference Standard

    2.4 Create Date
    2005-08-08
    3 Chemical and Physical Properties
    Molecular Weight 419.5 g/mol
    Molecular Formula C16H25N3O8S
    Hydrogen Bond Donor Count7
    Hydrogen Bond Acceptor Count10
    Rotatable Bond Count4
    Exact Mass419.13623594 g/mol
    Monoisotopic Mass419.13623594 g/mol
    Topological Polar Surface Area161 Ų
    Heavy Atom Count28
    Formal Charge0
    Complexity590
    Isotope Atom Count0
    Defined Atom Stereocenter Count4
    Undefined Atom Stereocenter Count0
    Defined Bond Stereocenter Count0
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count4
    4 Drug and Medication Information
    4.1 Drug Information
    1 of 6  
    Drug NameAmoxil
    Active IngredientAmoxicillin
    Dosage FormTablet; Capsule; Tablet, chewable; For suspension
    RouteOral
    Strength875mg; 50mg/ml; 200mg/5ml; 250mg; 125mg/5ml; 400mg/5ml; 125mg; 500mg; 250mg/5ml
    Market StatusPrescription
    CompanyDr Reddys Labs

    2 of 6  
    Drug NameLarotid
    PubMed HealthAmoxicillin (By mouth)
    Drug ClassesAntibiotic
    Drug LabelMOXATAG (amoxicillin extended-release) tablets for oral administration are provided as blue film-coated, oval shaped tablets that contain 775 mg of amoxicillin as the trihydrate and are printed with MB-111 on one side in black edible ink. Amoxi...
    Active IngredientAmoxicillin
    Dosage FormFor suspension
    RouteOral
    Strength250mg/5ml; 125mg/5ml
    Market StatusPrescription
    CompanyDr Reddys Labs

    3 of 6  
    Drug NameMoxatag
    Active IngredientAmoxicillin
    Dosage FormTablet, extended release
    RouteOral
    Strength775mg
    Market StatusPrescription
    CompanyPragma Pharms

    4 of 6  
    Drug NameAmoxil
    Active IngredientAmoxicillin
    Dosage FormTablet; Capsule; Tablet, chewable; For suspension
    RouteOral
    Strength875mg; 50mg/ml; 200mg/5ml; 250mg; 125mg/5ml; 400mg/5ml; 125mg; 500mg; 250mg/5ml
    Market StatusPrescription
    CompanyDr Reddys Labs

    5 of 6  
    Drug NameLarotid
    PubMed HealthAmoxicillin (By mouth)
    Drug ClassesAntibiotic
    Drug LabelMOXATAG (amoxicillin extended-release) tablets for oral administration are provided as blue film-coated, oval shaped tablets that contain 775 mg of amoxicillin as the trihydrate and are printed with MB-111 on one side in black edible ink. Amoxi...
    Active IngredientAmoxicillin
    Dosage FormFor suspension
    RouteOral
    Strength250mg/5ml; 125mg/5ml
    Market StatusPrescription
    CompanyDr Reddys Labs

    6 of 6  
    Drug NameMoxatag
    Active IngredientAmoxicillin
    Dosage FormTablet, extended release
    RouteOral
    Strength775mg
    Market StatusPrescription
    CompanyPragma Pharms

    5 Pharmacology and Biochemistry
    5.1 MeSH Pharmacological Classification

    Anti-Bacterial Agents

    Substances that inhibit the growth or reproduction of BACTERIA. (See all compounds classified as Anti-Bacterial Agents.)