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Chemistry

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Also known as: Benzathine penicillin g, Leomypen, 1538-09-6, Benzacillin, Benzapen, Benzethacil

Molecular Formula

C₄₈H₅₆N₆O₈S₂

Molecular Weight

909.1 g/mol

InChI Key

BVGLIYRKPOITBQ-ANPZCEIESA-N

FDA UNII

SSZ1S4I0US

Semisynthetic antibiotic prepared by combining the sodium salt of penicillin G with N,N'-dibenzylethylenediamine.

1 2D Structure

Benzathine Penicillin G

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

N,N'-dibenzylethane-1,2-diamine;(2S,5R,6R)-3,3-dimethyl-7-oxo-6-[(2-phenylacetyl)amino]-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid

2.1.2 InChI

InChI=1S/2C16H18N2O4S.C16H20N2/c2*1-16(2)12(15(21)22)18-13(20)11(14(18)23-16)17-10(19)8-9-6-4-3-5-7-9;1-3-7-15(8-4-1)13-17-11-12-18-14-16-9-5-2-6-10-16/h2*3-7,11-12,14H,8H2,1-2H3,(H,17,19)(H,21,22);1-10,17-18H,11-14H2/t2*11-,12+,14-;/m11./s1

2.1.3 InChI Key

BVGLIYRKPOITBQ-ANPZCEIESA-N

2.1.4 Canonical SMILES

CC1(C(N2C(S1)C(C2=O)NC(=O)CC3=CC=CC=C3)C(=O)O)C.CC1(C(N2C(S1)C(C2=O)NC(=O)CC3=CC=CC=C3)C(=O)O)C.C1=CC=C(C=C1)CNCCNCC2=CC=CC=C2

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.CC1([C@@H](N2[C@H](S1)[C@@H](C2=O)NC(=O)CC3=CC=CC=C3)C(=O)O)C.C1=CC=C(C=C1)CNCCNCC2=CC=CC=C2

2.2 Other Identifiers

2.2.1 UNII

SSZ1S4I0US

2.3 Synonyms

2.3.1 MeSH Synonyms

1. Bencelin

2. Benzathine Benzylpnicilline Panpharma

3. Benzathine Penicillin

4. Benzathine, Penicillin G

5. Benzetacil

6. Benzylpenicillin, Benzathine

7. Bicillin

8. Bicillin L A

9. Bicillin L-a

10. Bicillin La

11. Brevicilina

12. Cepacilina

13. Debecillin

14. Extencilline

15. Pendepon

16. Penduran

17. Pendysin

18. Penicillin G Benzathine

19. Penicillin G Benzathine Anhydrous

20. Penicillin, Benzathine

21. Penidural

22. Peniroger Retard

23. Permapen

24. Provipen Benzatina

25. Tardocillin

2.3.2 Depositor-Supplied Synonyms

1. Benzathine Penicillin G

2. Leomypen

3. 1538-09-6

4. Benzacillin

5. Benzapen

6. Benzethacil

7. Cillenta

8. Debecillin

9. Duropenin

10. Lentocillin

11. Longacilina

12. Longicil

13. Moldamin

14. Pendepon

15. Penditan

16. Penidure

17. Wycillina

18. Neolin

19. Penadur

20. Bica-penicillin

21. Pen-di-ben

22. Benzathin Penicillin G

23. Benzilpenicillina Benzatinica

24. Penicillin G Benzathine Anhydrous

25. Benzathine Penicilline

26. Benzathine Penicilline G

27. Ssz1s4i0us

28. Benzylpenicillin Benzathine Salt

29. Benzathine Benzylpenicillin [inn]

30. Penicillin G Benzathine Salt With 0.2% Polysorbate 80

31. Diaminocillina

32. Dibencillin

33. Extenicilline

34. Debecylina

35. Dibencil

36. Durabiotic

37. Penduran

38. Dura-penita

39. Bicillin I

40. Bicillin 1

41. Diamine Penicillin

42. Dsstox_cid_27781

43. Dsstox_rid_82557

44. Penadur L-a

45. Dsstox_gsid_47804

46. Megacillin Suspension

47. Penicillin G, Benzathine

48. Mfcd00079284

49. Benzylpenicillinum Benzathinum

50. N,n'-dibenzylethane-1,2-diamine;(2s,5r,6r)-3,3-dimethyl-7-oxo-6-[(2-phenylacetyl)amino]-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic Acid

51. Cas-1538-09-6

52. Benzylpenicillin Benzathin

53. Benzylpenicillinum Benzathinicum

54. Nci-c56100

55. Benzilpenicillina Benzatinica [dcit]

56. Einecs 216-260-5

57. Unii-ssz1s4i0us

58. Dibenzylethylenediamine-di-penicillin G

59. Benzatina Bencilpenicilina [inn-spanish]

60. Benzathine Benzylpenicilline [inn-french]

61. Benzathini Benzylpenicillinum [inn-latin]

62. Penicillin G Benzathine Anhydrous [usan]

63. N,n'-dibenzylethylenediamine Salt Of Benzylpenicillin

64. Penicillin G, Compd. With N,n'-dibenzylethylenediamine (2:1)

65. Ethylenediamine, N,n'-dibenzyl-, Compd. With Penicillin G (1:2)

66. N,n'-dibenzylethylenediamine, Compounded With Penicillin G (1:2)

67. Penicillin G Benzathine Salt

68. Schembl34089

69. 1,2-ethanediamine, N,n'-bis(phenylmethyl)-, Bis((2s,5r,6r)-3,3-dimethyl-7-oxo-6-((phenylacetyl)amino)-4-thia-1-azabicyclo(3.2.0)heptane-2-carboxylate)

70. Chembl3182097

71. Dtxsid2047804

72. Hy-n7139a

73. Bcp19762

74. Tox21_111587

75. Benzathine Penicilline G Tetrahydrate

76. Tox21_111587_1

77. Ncgc00021679-07

78. 4-thia-1-azabicyclo(3.2.0)heptane-2-carboxylic Acid, 3,3-dimethyl-7-oxo-6- (2-phenylacetamido)-, Compd. With N,n'-dibenzylethylenediamine (2:1)

79. Ethylenediamine, N,n'-dibenzyl-, Bis(3,3-dimethyl-7-oxo-6-(2-phenylacetamido)-4-thia-1-azabicyclo(3.2.0)heptane-2-carboxylate)

80. Benzathine Benzylpenicillin [who-dd]

81. Benzathine Benzylpenicillin [who-ip]

82. Benzathine Benzylpenicillin Anhydrous

83. Cs-0031262

84. S5736

85. Penicillin G Benzathine Anhydrous [mi]

86. 538b096

87. Q868435

88. Benzathini Benzylpenicillinum [who-ip Latin]

89. Q-200700

90. W-108033

91. Benzathine Penicillin, Antibiotic For Culture Media Use Only

92. Penicillin G Benzathine Salt With 1% Lecithin 96,0-102,0%

93. (2s,5r,6r)-3,3-dimethyl-7-oxo-6-(2-phenylacetamido)-4-thia-1-azabicyclo(3.2.0)heptane-2-carboxylic Acid Compound With N,n'-dibenzylethylenediamine (2:1)

94. 4-thia-1-azabicyclo(3.2.0)heptane-2-carboxylic Acid, 3,3- Dimethyl-7-oxo-6- (2-phenylacetamido)-, Compd. With N,n'- Dibenzylethylenediamine (2:1)

95. 4-thia-1-azabicyclo(3.2.0)heptane-2-carboxylic Acid, 3,3- Dimethyl-7-oxo-6-((2-phenylacetyl)amino)- (2s,5r,6r)-, Compd. With N1,n2-bis(phenylmethyl)-1,2-ethanediamine (2:1)

96. 4-thia-1-azabicyclo(3.2.0)heptane-2-carboxylic Acid, 3,3- Dimethyl-7-oxo-6-((phenylacetyl)amino)- (2s,5r,6r)-, Compd. With N,n'-bis(phenylmethyl)-1,2-ethanediamine (2:1)

97. 4-thia-1-azabicyclo(3.2.0)heptane-2-carboxylic Acid, 3,3-dimethyl-7-oxo-6-((2-phenylacetyl)amino)- (2s,5r,6r)-, Compd. With N1,n2-bis(phenylmethyl)-1,2-ethanediamine (2:1)

98. Ethylenediamine, N,n'-dibenzyl-, Bis(3,3-dimethyl-7-oxo-6- (2-phenylacetamido)-4-thia-1-azabicyclo(3.2.0)heptane-2- Carboxylate)

99. N1,n2-dibenzylethane-1,2-diamine Bis((2s,5r,6r)-3,3-dimethyl-7-oxo-6-(2-phenylacetamido)-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate)

2.4 Create Date

2005-08-08

3 Chemical and Physical Properties

Molecular Formula	C₄₈H₅₆N₆O₈S₂
Molecular Weight	909.1 g/mol
Hydrogen Bond Donor Count	6
Hydrogen Bond Acceptor Count	12
Rotatable Bond Count	15
Exact Mass	908.36010511 g/mol
Monoisotopic Mass	908.36010511 g/mol
Topological Polar Surface Area	248 Å²
Heavy Atom Count	64
Formal Charge	0
Complexity	701
Isotope Atom Count	0
Defined Atom Stereocenter Count	6
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	3

4 Pharmacology and Biochemistry

4.1 MeSH Pharmacological Classification

Anti-Bacterial Agents

Substances that inhibit the growth or reproduction of BACTERIA. (See all compounds classified as Anti-Bacterial Agents.)

4.2 ATC Code

J01CE08

S76 | LUXPHARMA | Pharmaceuticals Marketed in Luxembourg | Pharmaceuticals marketed in Luxembourg, as published by d'Gesondheetskeess (CNS, la caisse nationale de sante, www.cns.lu), mapped by name to structures using CompTox by R. Singh et al. (in prep.). List downloaded from https://cns.public.lu/en/legislations/textes-coordonnes/liste-med-comm.html. Dataset DOI:10.5281/zenodo.4587355

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