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    Penicillin G Potassium

    ACTIVE PHARMA INGREDIENTS

    DEVELOPMENTS

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    2D Structure
    Also known as: 113-98-4, Benzylpenicillin potassium, Penicillin g potassium salt, Potassium benzylpenicillin, Potassium penicillin g, Benzylpenicillin potassium salt
    Molecular Formula
    C16H17KN2O4S
    Molecular Weight
    372.5  g/mol
    InChI Key
    IYNDLOXRXUOGIU-LQDWTQKMSA-M
    FDA UNII
    VL775ZTH4C
    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

    2D Structure

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    potassium;(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.K/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
    IYNDLOXRXUOGIU-LQDWTQKMSA-M
    2.1.4 Canonical SMILES
    CC1(C(N2C(S1)C(C2=O)NC(=O)CC3=CC=CC=C3)C(=O)[O-])C.[K+]
    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.[K+]
    2.2 Other Identifiers
    2.2.1 UNII
    VL775ZTH4C
    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 Sodium

    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. 113-98-4

    2. Benzylpenicillin Potassium

    3. Penicillin G Potassium Salt

    4. Potassium Benzylpenicillin

    5. Potassium Penicillin G

    6. Benzylpenicillin Potassium Salt

    7. Penicillin G K

    8. Pentids

    9. Potassium Benzylpenicillinate

    10. Pfizerpen

    11. Benzylpenicilline Potassique

    12. Potassium Salt Of Benzylpenicillin

    13. Pfizerpen G

    14. Penicillin-2

    15. Notaral

    16. Pentids '200'

    17. Penicillin G (potassium)

    18. Benzylpenicillinic Acid Potassium Salt

    19. Chebi:7963

    20. Penicilline G Potassium

    21. Penicillin Potassium G, Crystalline

    22. Falapen

    23. Vl775zth4c

    24. Penicillin G Potassium [usp]

    25. Sk-penicillin G

    26. Mls000069426

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

    28. 6beta-phenylacetamidopenicillanic Acid Potassium Salt

    29. Capicillin

    30. Eskacillin

    31. Hipercilina

    32. Sugracillin

    33. Cintrisul

    34. Cristapen

    35. Hyasorb

    36. Hylenta

    37. Lemopen

    38. Liquapen

    39. Monopen

    40. Penalev

    41. Penisem

    42. Scotcil

    43. Tabilin

    44. Forpen

    45. Pentid

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

    47. Smr000059004

    48. Tu Cillin

    49. C-cillin

    50. Paclin G

    51. Qidpen G

    52. Megacillin Tablets

    53. Potassium Benzylpenicillin G

    54. Van-pen-g

    55. Penicillin G Potassium (usp)

    56. Penicilline G Potassium 100 Microg/ml In Acetonitrile/water

    57. Novocillin Vet.

    58. Potassium 6-(phenylacetamido)penicillanate

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

    60. Cilloral Potassium Salt

    61. Cosmopen Potassium Salt

    62. Nsc-131815

    63. Unii-vl775zth4c

    64. Penicilline

    65. Pentids '250'

    66. Pentids '400'

    67. Pentids '800'

    68. Benzylpenicilline Potassique [dcf]

    69. Pfizerpen (tn)

    70. Einecs 204-038-0

    71. Mfcd00036193

    72. Nsc 131815

    73. Potassiumbenzylpenicillin

    74. Opera_id_1649

    75. Penicillin G Potassium In Plastic Container

    76. Epitope Id:140781

    77. Chembl1223

    78. Dsstox_cid_25106

    79. Dsstox_rid_80673

    80. Dsstox_gsid_45106

    81. Schembl34078

    82. Mls001076462

    83. Spectrum1500465

    84. Dtxsid7045106

    85. Hms500p18

    86. Hms1920f12

    87. Hms2091n12

    88. Hms2234c21

    89. Benzylpenicillin Potassium (jp17)

    90. Bcp14289

    91. Tox21_110044

    92. Ccg-39599

    93. Akos008145411

    94. Penicillin G Potassium [vandf]

    95. Cs-3873

    96. Benzylpenicillin Potassium [jan]

    97. Penicillin G Potassium [usp-rs]

    98. Ncgc00014313-01

    99. Penicillin G Potassium Salt [mi]

    100. Ac-14408

    101. As-75133

    102. Benzylpenicillin Potassium [mart.]

    103. Cas-113-98-4

    104. E705

    105. Hy-17591

    106. Benzylpenicillin Potassium [who-dd]

    107. Benzylpenicillin Potassium [who-ip]

    108. Ai3-50119

    109. Penicillin G Potassium [green Book]

    110. Penicillin G Potassium Salt, ~1600 U/mg

    111. P1772

    112. Penicillin G Potassium [orange Book]

    113. Penicillin G Potassium [usp Monograph]

    114. D01053

    115. Penicillin G Potassium Salt, Cell Culture Grade

    116. Benzylpenicillin Potassium [ep Monograph]

    117. Benzylpenicillinum Kalicum [who-ip Latin]

    118. Penicillin G Potassium Salt, >=98.0% (hplc)

    119. W-108609

    120. Penicillin G Potassium 100 Microg/ml In Acetonitrile

    121. Q27089370

    122. Penicillin G Potassium Salt, Powder, Mouse Embryo Tested

    123. Z803129904

    124. Penicillin G Potassium Salt, Vetranal(tm), Analytical Standard

    125. Penicillin G Potassium, Antibiotic For Culture Media Use Only

    126. Benzylpenicillin Potassium, European Pharmacopoeia (ep) Reference Standard

    127. Penicillin G Potassium Salt, Meets Usp Testing Specifications, Powder

    128. Penicillin G Potassium Salt, Powder, Bioreagent, Suitable For Cell Culture

    129. Penicillin G Potassium, United States Pharmacopeia (usp) Reference Standard

    130. Potassium 2,2-dimethyl-6beta-(phenylacetamido)penam-3alpha-carboxylate

    131. 4-thia-1-azabicyclo(3.2.0)heptane-2-carboxylic Acid, 3,3-dimethyl-7-oxo-6- (2-phenylacetamido)-, Monopotassium Salt

    132. 4-thia-1-azabicyclo(3.2.0)heptane-2-carboxylic Acid, 3,3-dimethyl-7-oxo-6-((2-phenylacetyl)amino)- (2s,5r,6r)-, Potassium Salt (1:1)

    133. 4-thia-1-azabicyclo(3.2.0)heptane-2-carboxylic Acid, 3,3-dimethyl-7-oxo-6-((phenylacetyl)amino)- (2s,5r,6r)-, Monopotassium Salt

    134. 4-thia-1-azabicyclo(3.2.0)heptane-2-carboxylic Acid, 3,3-dimethyl-7-oxo-6-((phenylacetyl)amino)-, Monopotassium Salt, (2s-(2.alpha.,5.alpha.,6.beta.))-

    135. 4-thia-1-azabicyclo(3.2.0)heptane-2-carboxylic Acid, 3,3-dimethyl-7-oxo-6-((phenylacetyl)amino)-, Monopotassium Salt, (2s-(2alpha,5alpha,6beta))-

    136. Potassium (2s-(2alpha,5alpha,6beta))-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 372.5 g/mol
    Molecular Formula C16H17KN2O4S
    Hydrogen Bond Donor Count1
    Hydrogen Bond Acceptor Count5
    Rotatable Bond Count4
    Exact Mass372.05460969 g/mol
    Monoisotopic Mass372.05460969 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 4  
    Drug NamePenicillin g potassium
    Active IngredientPenicillin g potassium
    Dosage FormInjectable
    RouteInjection
    Strength20,000,000 units/vial; 1,000,000 units/vial; 5,000,000 units/vial
    Market StatusPrescription
    CompanyIstituto Bio Ita Spa; Sandoz; Hanford Gc

    2 of 4  
    Drug NamePenicillin g potassium in plastic container
    PubMed HealthPenicillin G Potassium (Injection)
    Drug ClassesAntibiotic
    Drug LabelPenicillin G Potassium, USP is a natural penicillin. It is chemically designated 4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid,3,3-dimethyl-7-oxo-6-[(phenylacetyl)amino]-, monopotassium salt, [2S-(2, 5, 6)]. Penicillin G potassium is...
    Active IngredientPenicillin g potassium
    Dosage FormInjectable
    RouteInjection
    Strength20,000 units/ml; 40,000 units/ml; 60,000 units/ml
    Market StatusPrescription
    CompanyBaxter Hlthcare

    3 of 4  
    Drug NamePenicillin g potassium
    Active IngredientPenicillin g potassium
    Dosage FormInjectable
    RouteInjection
    Strength20,000,000 units/vial; 1,000,000 units/vial; 5,000,000 units/vial
    Market StatusPrescription
    CompanyIstituto Bio Ita Spa; Sandoz; Hanford Gc

    4 of 4  
    Drug NamePenicillin g potassium in plastic container
    PubMed HealthPenicillin G Potassium (Injection)
    Drug ClassesAntibiotic
    Drug LabelPenicillin G Potassium, USP is a natural penicillin. It is chemically designated 4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid,3,3-dimethyl-7-oxo-6-[(phenylacetyl)amino]-, monopotassium salt, [2S-(2, 5, 6)]. Penicillin G potassium is...
    Active IngredientPenicillin g potassium
    Dosage FormInjectable
    RouteInjection
    Strength20,000 units/ml; 40,000 units/ml; 60,000 units/ml
    Market StatusPrescription
    CompanyBaxter Hlthcare

    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]