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Penicillin G Procaine
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

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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  • INJECTABLE;INJECTION - 150,000 UNITS/ML;150,000 UNITS/ML
  • INJECTABLE;INJECTION - 300,000 UNITS/ML;300,000 UNITS/ML
  • INJECTABLE;INJECTION - 900,000 UNITS/2ML;300,000 UNITS/2ML
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