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    Chemistry

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    Also known as: 200-708-1, 69-52-3, Ampicillin sodium salt, Sodium ampicillin, Citteral, Domicillin
    Molecular Formula
    C16H18N3NaO4S
    Molecular Weight
    371.4  g/mol
    InChI Key
    KLOHDWPABZXLGI-YWUHCJSESA-M
    FDA UNII
    JFN36L5S8K
    Ampicillin Sodium
    Semi-synthetic derivative of penicillin that functions as an orally active broad-spectrum antibiotic.
    1 2D Structure

    Ampicillin Sodium

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    sodium;(2S,5R,6R)-6-[[(2R)-2-amino-2-phenylacetyl]amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate
    2.1.2 InChI
    InChI=1S/C16H19N3O4S.Na/c1-16(2)11(15(22)23)19-13(21)10(14(19)24-16)18-12(20)9(17)8-6-4-3-5-7-8;/h3-7,9-11,14H,17H2,1-2H3,(H,18,20)(H,22,23);/q;+1/p-1/t9-,10-,11+,14-;/m1./s1
    2.1.3 InChI Key
    KLOHDWPABZXLGI-YWUHCJSESA-M
    2.1.4 Canonical SMILES
    CC1(C(N2C(S1)C(C2=O)NC(=O)C(C3=CC=CC=C3)N)C(=O)[O-])C.[Na+]
    2.1.5 Isomeric SMILES
    CC1([C@@H](N2[C@H](S1)[C@@H](C2=O)NC(=O)[C@@H](C3=CC=CC=C3)N)C(=O)[O-])C.[Na+]
    2.2 Other Identifiers
    2.2.1 UNII
    JFN36L5S8K
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. Amcill

    2. Aminobenzyl Penicillin

    3. Aminobenzylpenicillin

    4. Ampicillin

    5. Ampicillin Trihydrate

    6. Antibiotic Ks R1

    7. Antibiotic Ks-r1

    8. Ks-r1, Antibiotic

    9. Omnipen

    10. Penicillin, Aminobenzyl

    11. Pentrexyl

    12. Polycillin

    13. Sodium, Ampicillin

    14. Trihydrate, Ampicillin

    15. Ukapen

    2.3.2 Depositor-Supplied Synonyms

    1. 200-708-1

    2. 69-52-3

    3. Ampicillin Sodium Salt

    4. Sodium Ampicillin

    5. Citteral

    6. Domicillin

    7. Penialmen

    8. Ampicillin Natrium

    9. Omnipen

    10. Penbritin

    11. Totacillin

    12. Ampicillin (sodium)

    13. Austrapen

    14. Polycillin-n

    15. Sodium D-(-)-alpha-aminobenzylpenicillin

    16. Totacillin-n

    17. Penbritin-s

    18. Omnipen-n

    19. Ampicillin (as Sodium)

    20. Jfn36l5s8k

    21. Mls000028726

    22. D(-)-alpha-aminobenzylpenicillin Sodium Salt

    23. Chebi:34535

    24. Nsc-755864

    25. Smr000059229

    26. Monosodium D-(-)-6-(2-amino-2-phenylacetamido)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo(3.2.0)heptane-2-carboxylate

    27. Sodium (2s,5r,6r)-6-((r)-2-amino-2-phenylacetamido)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate

    28. Ampicillinsodium

    29. Binotal Sodium

    30. Sodium Binotal

    31. Principen/n

    32. Amcill-s

    33. Alpen-n

    34. Sodium;(2s,5r,6r)-6-[[(2r)-2-amino-2-phenylacetyl]amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate

    35. Sodium P-50

    36. Mfcd00064313

    37. Pen A/n

    38. Unii-jfn36l5s8k

    39. Ampiplus Simplex

    40. Viccillin (tn)

    41. Prestwick_822

    42. Ampicillin Sodium [usan:usp:jan]

    43. Einecs 200-708-1

    44. Ampicillinum Natricum

    45. Omnipen-n (tn)

    46. Ampicillin Sodium Salt, Cell Culture Grade

    47. Opera_id_709

    48. (2s,5r,6r)-6-[[(2r)-2-amino-2-phenylacetyl)amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic Acid Sodium Salt

    49. Ampicillinsodiumsalt

    50. Ampicillin Sodium, Sterile

    51. Schembl40521

    52. Spectrum1500123

    53. Ampicillin Sodium [jan]

    54. Ampicillin Sodium (jp17/usp)

    55. Ampicillin Sodium [usan]

    56. Chembl1200758

    57. Hms501h08

    58. Hy-b0522a

    59. Ampicillin Sodium [vandf]

    60. Dtxsid60988759

    61. Ampicillin Sodium [mart.]

    62. Hms1920c21

    63. Hms2091i21

    64. Hms2232j12

    65. Ampicillin Sodium [usp-rs]

    66. Ampicillin Sodium [who-dd]

    67. Ampicillin Sodium [who-ip]

    68. Ampicillin Sodium Salt [mi]

    69. Ccg-39691

    70. S3170

    71. Akos015967315

    72. Akos025147373

    73. Ampicillin Sodium [green Book]

    74. Ac-8806

    75. Ampicillin Sodium [orange Book]

    76. Nsc 755864

    77. Ampicillin Sodium [ep Monograph]

    78. Ampicillin Sodium [usp Monograph]

    79. D-(-)-alpha-aminobenzylpenicillin &sdot

    80. 4-thia-1-azabicyclo(3.2.0)heptane-2-carboxylic Acid, 6-((aminophenylacetyl)amino)-3,3-dimethyl-7-oxo-, Monosodium Salt, (2s-(2alpha,5alpha,6beta(s*)))-

    81. Ba166035

    82. Monosodium (2s,5r,6r)-6-((r)-2-amino-2-phenylacetamido)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo(3.2.0)heptane-2-carboxylate

    83. D-(-)-a-aminobenzylpenicillin Sodium Salt

    84. Ampicillin Sodium, Sterile [who-ip]

    85. Ampicillinum Natricum [who-ip Latin]

    86. Sw220219-1

    87. A-7700

    88. D02119

    89. A836527

    90. Ampicillin Sodium (non-injectable) [who-ip]

    91. Q27116136

    92. Ampicillin Sodium Salt, Antibiotic For Culture Media Use Only

    93. Sodium 6beta-[(2r)-2-amino-2-phenylacetamido]-2,2-dimethylpenam-3alpha-carboxylate

    94. (2s,5r,6r)-6-[[(2r)-2-amino-2-phenylacetyl]amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic Acid, Sodium Salt (1:1)

    95. 4-thia-1-azabicyclo(3.2.0)heptane-2-carboxylic Acid, 6-((aminophenylacetyl)amino)-3,3-dimethyl-7-oxo-, Monosodium Salt, (2s-(2.alpha.,5.alpha.,6.beta.(s*)))-

    96. 4-thia-1-azabicyclo(3.2.0)heptane-2-carboxylic Acid, 6-(2-amino-2-phenylacetamido)-3,3-dimethyl-7-oxo-, Sodium Salt, D-(-)-

    97. 6-(2-amino-2-phenylacetamido)-3,3-dimethyl-7-oxo-,sodiumsalt,d-(-)-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylicacid

    98. Sodium (2s-(2alpha,5alpha,6beta(s*)))-6-(aminophenylacetamido)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo(3.2.0)heptane-2-carboxylate

    99. Sodium(2s,5r,6r)-6-((r)-2-amino-2-phenylacetamido)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate

    2.4 Create Date
    2008-02-05
    3 Chemical and Physical Properties
    Molecular Weight 371.4 g/mol
    Molecular Formula C16H18N3NaO4S
    Hydrogen Bond Donor Count2
    Hydrogen Bond Acceptor Count6
    Rotatable Bond Count4
    Exact Mass371.09157152 g/mol
    Monoisotopic Mass371.09157152 g/mol
    Topological Polar Surface Area141 Ų
    Heavy Atom Count25
    Formal Charge0
    Complexity568
    Isotope Atom Count0
    Defined Atom Stereocenter Count4
    Undefined Atom Stereocenter Count0
    Defined Bond Stereocenter Count0
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count2
    4 Drug and Medication Information
    4.1 Drug Information
    1 of 2  
    Drug NameAmpicillin sodium
    Drug LabelAmpicillin for Injection, USP the monosodium salt of [2S-[2,5,6(S*)]]-6- [(aminophenylacetyl)amino]-3,3-dimethyl-7-oxo-4thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, is a synthetic penicillin for intramuscular or intravenous use. The pha...
    Active IngredientAmpicillin sodium
    Dosage FormInjectable
    RouteInjection
    Strengtheq 2gm base/vial; eq 125mg base/vial; eq 500mg base/vial; eq 10gm base/vial; eq 250mg base/vial; eq 1gm base/vial
    Market StatusPrescription
    CompanyIstituto Bio Ita Spa; Antibiotice; Hanford Gc; Acs Dobfar Spa; Aurobindo Pharma; Strides Arcolab; Sandoz; Agila Speclts

    2 of 2  
    Drug NameAmpicillin sodium
    Drug LabelAmpicillin for Injection, USP the monosodium salt of [2S-[2,5,6(S*)]]-6- [(aminophenylacetyl)amino]-3,3-dimethyl-7-oxo-4thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, is a synthetic penicillin for intramuscular or intravenous use. The pha...
    Active IngredientAmpicillin sodium
    Dosage FormInjectable
    RouteInjection
    Strengtheq 2gm base/vial; eq 125mg base/vial; eq 500mg base/vial; eq 10gm base/vial; eq 250mg base/vial; eq 1gm base/vial
    Market StatusPrescription
    CompanyIstituto Bio Ita Spa; Antibiotice; Hanford Gc; Acs Dobfar Spa; Aurobindo Pharma; Strides Arcolab; Sandoz; Agila Speclts

    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.)

    5.2 FDA Pharmacological Classification
    5.2.1 Pharmacological Classes
    Penicillins [CS]; Penicillin-class Antibacterial [EPC]

    API Reference Price

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    05-Jan-2021
    30-Oct-2024
    KGS
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