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

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    Ampicillin Trihydrate

    APIs // Active Pharmaceutical Ingredients

    PRICE INFORMATION

    DOSSIERs // Finished Dosage Forms

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    2D Structure
    1. Also known as: 615-347-9, 7177-48-2, Aminobenzylpenicillin trihydrate, Penbritin, Nci-c56086, Ampicillin/ampicillin trihydrate
    Molecular Formula
    C16H25N3O7S
    Molecular Weight
    403.5  g/mol
    InChI Key
    RXDALBZNGVATNY-CWLIKTDRSA-N
    FDA UNII
    HXQ6A1N7R6
    Ampicillin Trihydrate is the trihydrate form of ampicillin, a broad-spectrum semisynthetic derivative of aminopenicillin. Ampicillin trihydrate inhibits bacterial cell wall synthesis by binding to penicillin binding proteins, thereby inhibiting peptidoglycan synthesis, a critical component of the bacterial cell wall.
    1 2D Structure

    2D Structure

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    (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;trihydrate
    2.1.2 InChI
    InChI=1S/C16H19N3O4S.3H2O/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);3*1H2/t9-,10-,11+,14-;;;/m1.../s1
    2.1.3 InChI Key
    RXDALBZNGVATNY-CWLIKTDRSA-N
    2.1.4 Canonical SMILES
    CC1(C(N2C(S1)C(C2=O)NC(=O)C(C3=CC=CC=C3)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=CC=C3)N)C(=O)O)C.O.O.O
    2.2 Other Identifiers
    2.2.1 UNII
    HXQ6A1N7R6
    2.3 Synonyms
    2.3.1 Depositor-Supplied Synonyms

    1. 615-347-9

    2. 7177-48-2

    3. Aminobenzylpenicillin Trihydrate

    4. Penbritin

    5. Nci-c56086

    6. Ampicillin/ampicillin Trihydrate

    7. Hxq6a1n7r6

    8. (2s,5r,6r)-6-((r)-2-amino-2-phenylacetamido)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic Acid Trihydrate

    9. Chebi:31209

    10. Poly-cillin

    11. Ampicillin Hydrate

    12. Amperil

    13. Ampinova

    14. Trafarbiot

    15. Amcap

    16. Cymbi

    17. D-(-)-alpha-aminobenzylpenicillin

    18. (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 Trihydrate

    19. Ampicillin 3-wasser

    20. Alpha-aminobenzylpenicillin Trihydrate

    21. (2s,5r,6r)-6-[(2r)-2-amino-2-phenylacetamido]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic Acid

    22. (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 Trihydrate

    23. (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;trihydrate

    24. Ccris 267

    25. Unii-hxq6a1n7r6

    26. (d-(-)-alpha-aminobenzyl)penicillin Trihydrate

    27. Cas-7177-48-2

    28. Amcill (tn)

    29. Ampicilline Trihydrate

    30. Dsstox_cid_83

    31. Ampicillin Hydrate (jp17)

    32. Dsstox_rid_75354

    33. Dsstox_gsid_20083

    34. Ampicillin Trihydrate, Sodium

    35. Chembl453388

    36. Ampicillin Hydrate [jan]

    37. Ampicillin/ampicillin Monohydrate

    38. Dtxsid9020083

    39. Ampicillin Trihydrate [mi]

    40. Hms1568g10

    41. Hms2095g10

    42. Hms3712g10

    43. Tox21_201148

    44. Ampicillin Trihydrate [vandf]

    45. Mfcd00072036

    46. S4148

    47. Ampicillin Trihydrate [mart.]

    48. Akos015915153

    49. Ampicillin Trihydrate [usp-rs]

    50. Ampicillin Trihydrate [who-dd]

    51. Ampicillin Trihydrate [who-ip]

    52. Ccg-220114

    53. Ks-5251

    54. Ncgc00023282-03

    55. Ncgc00258700-01

    56. 4-thia-1-azabicyclo(3.2.0)heptane-2-carboxylic Acid, 6-(((2r)-aminophenylacetyl)amino)-3,3-dimethyl-7-oxo-, Trihydrate, (2s,5r,6r)-

    57. 4-thia-1-azabicyclo(3.2.0)heptane-2-carboxylic Acid, 6-((aminophenylacetyl)amino)-3,3-dimethyl-7-oxo-, Trihydrate, (2s-(2alpha,5alpha,6beta(s*)))-

    58. 4-thia-1-azabicyclo(3.2.0)heptane-2-carboxylic Acid, 6-(2-amino-2-phenylacetamido)-3,3-dimethyl-7-oxo-, Trihydrate, D- (-)-

    59. Ampicillin Trihydrate [green Book]

    60. Ampicillin Trihydrate [ep Monograph]

    61. Ampicillin, Meets Usp Testing Specifications

    62. D01251

    63. 005a175

    64. Sr-01000000061

    65. Sr-01000000061-4

    66. Ampicillin/ampicillin Trihydrate [orange Book]

    67. Q27114210

    68. Ampicillin Trihydrate, Vetranal(tm), Analytical Standard

    69. Ampicillin Trihydrate, 96.0-100.5% Anhydrous Basis (hplc)

    70. Ampicillin Trihydrate, British Pharmacopoeia (bp) Reference Standard

    71. Ampicillin Trihydrate, European Pharmacopoeia (ep) Reference Standard

    72. Ampicillin Trihydrate, United States Pharmacopeia (usp) Reference Standard

    73. 6beta-[(2r)-2-amino-2-phenylacetamido]-2,2-dimethylpenam-3alpha-carboxylic Acid Trihydrate

    74. Ampicillin Trihydrate, Pharmaceutical Secondary Standard; Certified Reference Material

    75. (2s,5r,6r)-6-((r)-2-amino-2-phenylacetamido)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylicacidtrihydrate

    76. 4-thia-1-azabicyclo(3.2.0)heptane-2-carboxylic Acid, 6-(((2r)-2-amino-2-phenylacetyl)amino)-3,3-dimethyl-7-oxo-, Hydrate (1:3), (2s,5r,6r)-

    2.4 Create Date
    2005-06-24
    3 Chemical and Physical Properties
    Molecular Weight 403.5 g/mol
    Molecular Formula C16H25N3O7S
    Hydrogen Bond Donor Count6
    Hydrogen Bond Acceptor Count9
    Rotatable Bond Count4
    Exact Mass403.14132132 g/mol
    Monoisotopic Mass403.14132132 g/mol
    Topological Polar Surface Area141 Ų
    Heavy Atom Count27
    Formal Charge0
    Complexity562
    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 2  
    Drug NameAmpicillin trihydrate
    Drug LabelAmpicillin trihydrate is a semisynthetic penicillin derived from the basic penicillin nucleus, 6-aminopenicillanic acid. Ampicillin is designed chemically as (2S, 5R, 6R)-6-[(R)-2-Amino-2-phenylacetamido]-3, 3-dimethyl-7-oxo-4-this-l-azabicyclo[3.2.0...
    Active IngredientAmpicillin/ampicillin trihydrate
    Dosage FormCapsule; For suspension
    RouteOral
    Strengtheq 250mg base/5ml; eq 500mg base; eq 250mg base; eq 125mg base/5ml
    Market StatusPrescription
    CompanySandoz; Dava Pharms

    2 of 2  
    Drug NameAmpicillin trihydrate
    Drug LabelAmpicillin trihydrate is a semisynthetic penicillin derived from the basic penicillin nucleus, 6-aminopenicillanic acid. Ampicillin is designed chemically as (2S, 5R, 6R)-6-[(R)-2-Amino-2-phenylacetamido]-3, 3-dimethyl-7-oxo-4-this-l-azabicyclo[3.2.0...
    Active IngredientAmpicillin/ampicillin trihydrate
    Dosage FormCapsule; For suspension
    RouteOral
    Strengtheq 250mg base/5ml; eq 500mg base; eq 250mg base; eq 125mg base/5ml
    Market StatusPrescription
    CompanySandoz; Dava Pharms

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