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    Chemistry

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    Also known as: Penicillin g sodium salt, 69-57-8, Benzylpenicillin sodium, Crystapen, Benzylpenicillin sodium salt, American penicillin
    Molecular Formula
    C16H17N2NaO4S
    Molecular Weight
    356.4  g/mol
    InChI Key
    FCPVYOBCFFNJFS-LQDWTQKMSA-M
    FDA UNII
    YS5LY7JF4N
    Benzylpenicillin Sodium
    A penicillin derivative commonly used in the form of its sodium or potassium salts in the treatment of a variety of infections. It is effective against most gram-positive bacteria and against gram-negative cocci. It has also been used as an experimental convulsant because of its actions on GAMMA-AMINOBUTYRIC ACID mediated synaptic transmission.
    1 2D Structure

    Benzylpenicillin Sodium

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    sodium;(2S,5R,6R)-3,3-dimethyl-7-oxo-6-[(2-phenylacetyl)amino]-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate
    2.1.2 InChI
    InChI=1S/C16H18N2O4S.Na/c1-16(2)12(15(21)22)18-13(20)11(14(18)23-16)17-10(19)8-9-6-4-3-5-7-9;/h3-7,11-12,14H,8H2,1-2H3,(H,17,19)(H,21,22);/q;+1/p-1/t11-,12+,14-;/m1./s1
    2.1.3 InChI Key
    FCPVYOBCFFNJFS-LQDWTQKMSA-M
    2.1.4 Canonical SMILES
    CC1(C(N2C(S1)C(C2=O)NC(=O)CC3=CC=CC=C3)C(=O)[O-])C.[Na+]
    2.1.5 Isomeric SMILES
    CC1([C@@H](N2[C@H](S1)[C@@H](C2=O)NC(=O)CC3=CC=CC=C3)C(=O)[O-])C.[Na+]
    2.2 Other Identifiers
    2.2.1 UNII
    YS5LY7JF4N
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. Benpen

    2. Benzylpenicillin

    3. Benzylpenicillin Potassium

    4. Coliriocilina

    5. Crystapen

    6. Or-pen

    7. Parcillin

    8. Pekamin

    9. Pengesod

    10. Penibiot

    11. Penicilina G Llorente

    12. Penicillin G

    13. Penicillin G Jenapharm

    14. Penicillin G Potassium

    15. Penicillin Grnenthal

    16. Penilevel

    17. Peniroger

    18. Pfizerpen

    19. Sodiopen

    20. Sodipen

    21. Sodium Benzylpenicillin

    22. Sodium Penicillin

    23. Unicilina

    24. Ursopen

    25. Van-pen-g

    2.3.2 Depositor-Supplied Synonyms

    1. Penicillin G Sodium Salt

    2. 69-57-8

    3. Benzylpenicillin Sodium

    4. Crystapen

    5. Benzylpenicillin Sodium Salt

    6. American Penicillin

    7. Pencillin G Sodium

    8. Sodium Benzylpenicillinate

    9. Monosodium Benzylpenicillin

    10. Benzylpenicillinic Acid Sodium Salt

    11. Sodium Penicillin G

    12. Ethacillin

    13. Monocillin

    14. Penicillinum

    15. Penicillin G Sodium, Crystalline

    16. Penicillin Sodium

    17. Sodium Penicillin

    18. Benzyl Penicillin Sodium

    19. Sodium Benzylpenicillinoate

    20. Sodium Penicillin Ii

    21. Ys5ly7jf4n

    22. Novocillin

    23. Penilaryn

    24. Veticillin

    25. Penicillin G Sodium [usp]

    26. Sodium Benzylpenicillin

    27. 69-57-8 (sodium)

    28. Kesso-pen

    29. Pen-a-brasive

    30. Sodium Benzylpenicillin G

    31. Chebi:51765

    32. Sugracillin Sodium Salt

    33. Nsc-402815

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

    35. Mycofarm

    36. Penicillin-g, Monosodium Salt

    37. Penicillin G Sodium (usp)

    38. 4-thia-1-azabicyclo(3.2.0)heptane-2-carboxylic Acid, 3,3-dimethyl-7-oxo-6-((phenylacetyl)amino)-, (2s-(2alpha,5alpha,6beta))-, Monosodium Salt

    39. 4-thia-1-azabicyclo(3.2.0)heptane-2-carboxylic Acid, 3,3-dimethyl-7-oxo-6-(2-phenylacetamido)-, Monosodium Salt

    40. Penicillin G, Sodium

    41. Ok 431

    42. Sodium Benzylpenicyllinate

    43. 4-thia-1-azabicyclo(3.2.0)heptane-2-carboxylic Acid, 3,3-dimethyl-7-oxo-6-((2-phenylacetyl)amino)- (2s,5r,6r)-, Sodium Salt (1:1)

    44. 4-thia-1-azabicyclo(3.2.0)heptane-2-carboxylic Acid, 3,3-dimethyl-7-oxo-6-((phenylacetyl)amino)-(2s,5r,6r)-, Monosodium Salt

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

    46. Sodium 6-(phenylacetamido)penicillanate

    47. Einecs 200-710-2

    48. Unii-ys5ly7jf4n

    49. Nsc 402815

    50. Mfcd00069666

    51. 4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylicacid, 3,3-dimethyl-7-oxo-6-[(2-phenylacetyl)amino]- (2s,5r,6r)-, Sodium Salt(1:1)

    52. Benzylpenicillinum Natricum

    53. Penicillin G Sodium (tn)

    54. Penicillinum [hpus]

    55. Chembl1126

    56. Schembl34218

    57. Dtxsid6040581

    58. Benzyl Penicillin Potassium

    59. Hms1571g18

    60. Hms2098g18

    61. Hms3715g18

    62. Hy-b1463

    63. Penicillin G Sodium [vandf]

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

    65. S4160

    66. Penicillin G Sodium [usp-rs]

    67. Akos015961217

    68. Penicillin G Sodium Salt [mi]

    69. Benzylpenicillin Sodium [mart.]

    70. Ccg-221078

    71. Cs-7971

    72. Benzylpenicillin Sodium [who-dd]

    73. Benzylpenicillin Sodium [who-ip]

    74. Cas-69-57-8

    75. Ncgc00017015-01

    76. Penicillin G Sodium Salt, ~1650 U/mg

    77. Tetrabromobisphenoladiglycidylether

    78. Ac-13436

    79. As-80974

    80. E706

    81. Penicillin G Sodium [orange Book]

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

    83. Penicillin G Sodium [usp Monograph]

    84. Penicillin G Sodium Salt, 96.0-102.0%

    85. Benzylpenicillin Sodium [ep Impurity]

    86. P1770

    87. Penicillin G Sodium Salt, Cell Culture Grade

    88. Sw197252-3

    89. Benzylpenicillin Sodium [ep Monograph]

    90. C76205

    91. D05408

    92. P-1200

    93. Benzylpenicillinum Natricum [who-ip Latin]

    94. Q27122736

    95. F0001-2583

    96. Pencillin G Sodium Salt, Antibiotic For Culture Media Use Only

    97. Sodium 2,2-dimethyl-6beta-(phenylacetamido)penam-3alpha-carboxylate

    98. Benzylpenicillin Sodium, European Pharmacopoeia (ep) Reference Standard

    99. Penicillin G Sodium Salt, Powder, Bioreagent, Suitable For Cell Culture

    100. Penicillin G Sodium, United States Pharmacopeia (usp) Reference Standard

    101. 4-thia-1-azabicyclo(3.2.0)heptane-2-carboxylic Acid, 3,3-dimethyl-7-oxo-6-((phenylacetyl)amino)-, (2s-(2.alpha.,5.alpha.,6.beta.))-, Monosodium Salt

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

    2.4 Create Date
    2008-02-05
    3 Chemical and Physical Properties
    Molecular Weight 356.4 g/mol
    Molecular Formula C16H17N2NaO4S
    Hydrogen Bond Donor Count1
    Hydrogen Bond Acceptor Count5
    Rotatable Bond Count4
    Exact Mass356.08067248 g/mol
    Monoisotopic Mass356.08067248 g/mol
    Topological Polar Surface Area115 Ų
    Heavy Atom Count24
    Formal Charge0
    Complexity536
    Isotope Atom Count0
    Defined Atom Stereocenter Count3
    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 NamePenicillin g sodium
    PubMed HealthPenicillin G Sodium (Injection)
    Drug ClassesAntibiotic
    Drug LabelPenicillin G sodium for Injection, USP is sterile penicillin G sodium powder for reconstitution. It is an antibacterial agent intended for intravenous or intramuscularly use.Chemically, penicillin G sodium is designated 4-Thia-1-azabicyclo(3.2.0)-hep...
    Active IngredientPenicillin g sodium
    Dosage FormInjectable
    RouteIntramuscular, intravenous
    Strength5,000,000 units/vial
    Market StatusPrescription
    CompanySandoz

    2 of 2  
    Drug NamePenicillin g sodium
    PubMed HealthPenicillin G Sodium (Injection)
    Drug ClassesAntibiotic
    Drug LabelPenicillin G sodium for Injection, USP is sterile penicillin G sodium powder for reconstitution. It is an antibacterial agent intended for intravenous or intramuscularly use.Chemically, penicillin G sodium is designated 4-Thia-1-azabicyclo(3.2.0)-hep...
    Active IngredientPenicillin g sodium
    Dosage FormInjectable
    RouteIntramuscular, intravenous
    Strength5,000,000 units/vial
    Market StatusPrescription
    CompanySandoz

    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]

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    20-Jan-2021
    13-Sep-2024
    KGS
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    Average Price (USD/KGS)

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    (KGS)    		 Average Price
    (USD/KGS)    		 Number of Transactions

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