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    Chemistry

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    Also known as: Procaine penicillin, 6130-64-9, Duracillin a.s., Penicillin 100, Procaine penicillin g monohydrate, Penicillin g procaine hydrate
    Molecular Formula
    C29H40N4O7S
    Molecular Weight
    588.7  g/mol
    InChI Key
    KZDCMKVLEYCGQX-UDPGNSCCSA-N
    FDA UNII
    17R794ESYN
    Penicillin G Procaine
    Semisynthetic antibiotic prepared by combining penicillin G with PROCAINE.
    1 2D Structure

    Penicillin G Procaine

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    2-(diethylamino)ethyl 4-aminobenzoate;(2S,5R,6R)-3,3-dimethyl-7-oxo-6-[(2-phenylacetyl)amino]-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid;hydrate
    2.1.2 InChI
    InChI=1S/C16H18N2O4S.C13H20N2O2.H2O/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;1-3-15(4-2)9-10-17-13(16)11-5-7-12(14)8-6-11;/h3-7,11-12,14H,8H2,1-2H3,(H,17,19)(H,21,22);5-8H,3-4,9-10,14H2,1-2H3;1H2/t11-,12+,14-;;/m1../s1
    2.1.3 InChI Key
    KZDCMKVLEYCGQX-UDPGNSCCSA-N
    2.1.4 Canonical SMILES
    CCN(CC)CCOC(=O)C1=CC=C(C=C1)N.CC1(C(N2C(S1)C(C2=O)NC(=O)CC3=CC=CC=C3)C(=O)O)C.O
    2.1.5 Isomeric SMILES
    CCN(CC)CCOC(=O)C1=CC=C(C=C1)N.CC1([C@@H](N2[C@H](S1)[C@@H](C2=O)NC(=O)CC3=CC=CC=C3)C(=O)O)C.O
    2.2 Other Identifiers
    2.2.1 UNII
    17R794ESYN
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. Benzylpenicillin Procaine

    2. G Procaine, Penicillin

    3. Jenacillin

    4. Penicillin, Procaine

    5. Procaine Penicillin

    6. Procaine, Benzylpenicillin

    7. Procaine, Penicillin G

    2.3.2 Depositor-Supplied Synonyms

    1. Procaine Penicillin

    2. 6130-64-9

    3. Duracillin A.s.

    4. Penicillin 100

    5. Procaine Penicillin G Monohydrate

    6. Penicillin G Procaine Hydrate

    7. Penicillin G Procaine [usp]

    8. Benzylpenicillin Procaine Monohydrate

    9. Crysticillin A.s.

    10. 17r794esyn

    11. Benzoic Acid, 4-amino-, 2-(diethylamino)ethyl Ester, Mono((2s,5r,6r)-3,3-dimethyl-7-oxo-6-((phenylacetyl)amino)-4-thia-1-azabicyclo(3.2.0)heptane-2-carboxylate), Monohydrate

    12. (2s,5r,6r)-3,3-dimethyl-7-oxo-6-(2-phenylacetamido)-4-thia-1-azabicyclo(3.2.0)heptane-2-carboxylic Acid Compound With 2-(diethylamino)ethyl P-aminobenzoate (1:1) Monohydrate

    13. Crysticillin

    14. Despacilina

    15. Distaquaine

    16. Ledercillin

    17. Millicillin

    18. Parencillin

    19. Premocillin

    20. Prostabillin

    21. Afsillin

    22. Aquacilina

    23. Aquacillin

    24. Aquasuspen

    25. Avloprocil

    26. Cilicaine

    27. Duracillin

    28. Kabipenin

    29. Mylipen

    30. Neoproc

    31. Procanodia

    32. Sharcillin

    33. Wycillin

    34. Depo-penicillin

    35. Penaquacaine G

    36. Ampin-penicillin

    37. Abbocillin-dc

    38. Flo-cillin

    39. Pen-fifty

    40. Pro-pen

    41. Diurnal-penicillin

    42. Flo-cillin Aqueous

    43. Penicillin G Procaine (usp)

    44. Norocillin

    45. Bactracillin G

    46. Novocaine Penicillin

    47. 2-(diethylamino)ethyl 4-aminobenzoate;(2s,5r,6r)-3,3-dimethyl-7-oxo-6-[(2-phenylacetyl)amino]-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic Acid;hydrate

    48. 4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic Acid,3,3-dimethyl-7-oxo-6-[(phenylacetyl)amino]- (2s,5r,6r)-, Compd. With2-(diethylamino)ethyl 4-aminobenzoate (1:1), Monohydrateother Ca Index Names:benzoic Acid, 4-amino-, 2-(diethylamino)ethyl Ester,mono[(2s,5r,6r)-3,3-dimethyl-7-oxo-6-[(phenylacetyl)amino]-4-thia-1-azabicyclo[3.

    49. Procaine Penicillin G Hydrate

    50. Procaine Benzylpenicillinate Hydrate

    51. Unii-17r794esyn

    52. Duracillin (tn)

    53. 4-thia-1-azabicyclo(3.2.0)heptane-2-carboxylic Acid, 3,3-dimethyl-7-oxo-6-((phenylacetyl)amino)- (2s,5r,6r)-, Compd. With 2-(diethylamino)ethyl 4-aminobenzoate, Hydrate (1:1:1)

    54. 4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic Acid, 3,3-dimethyl-7-oxo-6-[(phenylacetyl)amino]- (2s,5r,6r)-, Compd. With 2-(diethylamino)ethyl 4-aminobenzoate, Hydrate (1:1:1)

    55. Procaini Benzylpenicillinum

    56. Penicillin G Compd. With 2-(diethylamino)ethyl P-aminobenzoate Hydrate

    57. Procaine Penicillin [ban]

    58. Schembl18076

    59. Benoic Acid, 4-amino-, 2-(diethylamino)ethyl Ester, Mono((2s-(2alpha,5alpha,6beta))-3,3-dimethyl-7-oxo-6-((phenylacetyl)amino)-4-thia-1-azabicyclo(3.2.0)heptane-2-carboxylate), Monohydrate

    60. Chembl1200936

    61. Dtxsid40210207

    62. Penicillin G Procaine [mi]

    63. Hy-n7120

    64. S5515

    65. Penicillin G Procaine [vandf]

    66. Ccg-270158

    67. Penicillin G Procaine [usp-rs]

    68. Procaine Benzylpenicillin [mart.]

    69. 4-thia-1-azabicyclo(3.2.0)heptane-2-carboxilic Acid, 3,3-dimethyl-7-oxo-6-((phenylacetyl)amino)-)- (2s,5r,6r)-, Compd. With 2-(diethylamino)ethyl P-aminobenzoate (1:1), Monohydrate

    70. 4-thia-1-azabicyclo(3.2.0)heptane-2-carboxilic Acid, 3,3-dimethyl-7-oxo-6-(2-phenylacetamido)-, Compd. With 2-(diethylamino)ethyl P-aminobenzoate (1:1), Monohydrate

    71. 4-thia-1-azabicyclo(3.2.0)heptane-2-carboxylic Acid, 3,3-dimethyl-7-oxo-6-((phenylacetyl)amino)-, (2s-(2alpha,5alpha,6beta))-, Compd. With 2-(diethylamino)ethyl 4-aminobenzoate (1:1) Monohydrate

    72. Procaine Benzylpenicillin [who-dd]

    73. Procaine Benzylpenicillin [who-ip]

    74. Penicillin G Procaine [green Book]

    75. Penicillin G Procaine [orange Book]

    76. Cs-0099461

    77. Penicillin G Procaine [usp Monograph]

    78. D02461

    79. Penicillin G Procaine Salt Hydrate, ~1000 U/mg

    80. Procaini Benzylpenicillinum [who-ip Latin]

    81. Bicillin C-r Component Penicillin G Procaine

    82. Penicillin G Procaine Component Of Bicillin C-r

    83. Q13026783

    84. 2-(diethylamino)ethyl 4-aminobenzoate (2s,5r,6r)-3,3-dimethyl-7-oxo-6-(2-phenylacetamido)-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate Hydrate

    85. 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.))-, Compd. With 2-(diethylamino)ethyl 4-aminobenzoate (1:1) Monohydrate

    2.4 Create Date
    2005-08-08
    3 Chemical and Physical Properties
    Molecular Weight 588.7 g/mol
    Molecular Formula C29H40N4O7S
    Hydrogen Bond Donor Count4
    Hydrogen Bond Acceptor Count10
    Rotatable Bond Count11
    Exact Mass588.26177080 g/mol
    Monoisotopic Mass588.26177080 g/mol
    Topological Polar Surface Area169 Ų
    Heavy Atom Count41
    Formal Charge0
    Complexity752
    Isotope Atom Count0
    Defined Atom Stereocenter Count3
    Undefined Atom Stereocenter Count0
    Defined Bond Stereocenter Count0
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count3
    4 Drug and Medication Information
    4.1 Drug Information
    1 of 2  
    Drug NameBicillin c-r
    Active Ingredientpenicillin g procaine; Penicillin g benzathine
    Dosage FormInjectable
    RouteInjection
    Strength300,000 units/ml; 150,000 units/ml
    Market StatusPrescription
    CompanyKing Pharms

    2 of 2  
    Drug NameBicillin c-r
    Active Ingredientpenicillin g procaine; Penicillin g benzathine
    Dosage FormInjectable
    RouteInjection
    Strength300,000 units/ml; 150,000 units/ml
    Market StatusPrescription
    CompanyKing 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.)

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    Submission : 1998-09-01

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    NDC Package Code : 43858-500

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    Certificate Number : R1-CEP 2004-001 - Rev 01

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    Certificate Number : R1-CEP 2004-017 - Rev 01

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    DOSAGE - INJECTABLE;INJECTION - 150,000 UNITS...DOSAGE - INJECTABLE;INJECTION - 150,000 UNITS/ML;150,000 UNITS/ML

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    DOSAGE - INJECTABLE;INJECTION - 300,000 UNITS...DOSAGE - INJECTABLE;INJECTION - 300,000 UNITS/ML;300,000 UNITS/ML

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    DOSAGE - INJECTABLE;INJECTION - 900,000 UNITS...DOSAGE - INJECTABLE;INJECTION - 900,000 UNITS/2ML;300,000 UNITS/2ML

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