Cloxacillin Sodium Salt

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Also known as: Cloxacillin sodium, 7081-44-9, Cloxacillin sodium monohydrate, Bactopen, Sodium cloxacillin monohydrate, Tegopen

Molecular Formula

C₁₉H₁₉ClN₃NaO₆S

Molecular Weight

475.9 g/mol

InChI Key

KCUWTKOTPIUBRI-VICXVTCVSA-M

FDA UNII

65LCB00B4Y

A semi-synthetic antibiotic that is a chlorinated derivative of OXACILLIN.

1 2D Structure

Cloxacillin Sodium Salt

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

sodium;(2S,5R,6R)-6-[[3-(2-chlorophenyl)-5-methyl-1,2-oxazole-4-carbonyl]amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate;hydrate

2.1.2 InChI

InChI=1S/C19H18ClN3O5S.Na.H2O/c1-8-11(12(22-28-8)9-6-4-5-7-10(9)20)15(24)21-13-16(25)23-14(18(26)27)19(2,3)29-17(13)23;;/h4-7,13-14,17H,1-3H3,(H,21,24)(H,26,27);;1H2/q;+1;/p-1/t13-,14+,17-;;/m1../s1

2.1.3 InChI Key

KCUWTKOTPIUBRI-VICXVTCVSA-M

2.1.4 Canonical SMILES

CC1=C(C(=NO1)C2=CC=CC=C2Cl)C(=O)NC3C4N(C3=O)C(C(S4)(C)C)C(=O)[O-].O.[Na+]

2.1.5 Isomeric SMILES

CC1=C(C(=NO1)C2=CC=CC=C2Cl)C(=O)N[C@H]3[C@@H]4N(C3=O)[C@H](C(S4)(C)C)C(=O)[O-].O.[Na+]

2.2 Other Identifiers

2.2.1 UNII

65LCB00B4Y

2.3 Synonyms

2.3.1 MeSH Synonyms

1. Chloroxacillin

2. Cloxacillin

3. Cloxacillin Sodium

4. Cloxacillin, Sodium

5. Sodium Cloxacillin

6. Sodium, Cloxacillin

7. Syntarpen

8. Tegopen

2.3.2 Depositor-Supplied Synonyms

1. Cloxacillin Sodium

2. 7081-44-9

3. Cloxacillin Sodium Monohydrate

4. Bactopen

5. Sodium Cloxacillin Monohydrate

6. Tegopen

7. Orbenin

8. Cloxacillin Sodium Hydrate

9. Ekvacillin

10. Latocillin

11. Cloxypen

12. Methocillin-s

13. Cloxacillin Sodium Salt Monohydrate

14. Cloxacillin (sodium Monohydrate)

15. Cloxacillin (as Sodium)

16. Brl-1621

17. P-25

18. 65lcb00b4y

19. Chebi:34978

20. Monosodium (2s,5r,6r)-6-(3-(o-chlorophenyl)-5-methyl-4-isoxazolecarboxamido)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo(3.2.0)heptane-2-carboxylate Monohydrate

21. Sodium (2s,5r,6r)-6-(3-(2-chlorophenyl)-5-methylisoxazole-4-carboxamido)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate Hydrate

22. Sodium;(2s,5r,6r)-6-[[3-(2-chlorophenyl)-5-methyl-1,2-oxazole-4-carbonyl]amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate;hydrate

23. Staphobristol-250

24. Orbenin Sodium Hydrate

25. Cloxacap

26. Prostaphlin-a Monohydrate

27. Brl-1621 Sodium Salt Monohydrate

28. Unii-65lcb00b4y

29. Cloxacillin Nataarium-1-wasser

30. Cloxapen (tn)

31. Tegopen (tn)

32. Cloxacillin Sodium [usan:usp:jan]

33. 642-78-4

34. Cloxacillin Sodium (usp)

35. Schembl41012

36. Chembl1200388

37. Cloxacillin Sodium [usan]

38. Dtxsid60110018

39. Cloxacillin Sodium [vandf]

40. Bcp13532

41. Cloxacillin Sodium [usp-rs]

42. Cloxacillin Sodium [who-dd]

43. Cloxacillin Sodium [who-ip]

44. Cloxacillin Sodium Hydrate (jp17)

45. Hy-b0466

46. Mfcd00150735

47. S2564

48. Akos015896310

49. Akos015962898

50. Ac-7623

51. Ccg-269503

52. Cloxacillin Sodium [green Book]

53. Cloxacillin Sodium [orange Book]

54. Cloxacillin Sodium Hydrate [jan]

55. Cloxacillin Sodium [ep Monograph]

56. Cloxacillin Sodium [usp Impurity]

57. 1,3-dichloro-7-bromoisoquinoline

58. 4-thia-1-azabicyclo(3.2.0)heptane-2-carboxylic Acid, 6-(((3-(2-chlorophenyl)-5-methyl-4-isoxazolyl)carbonyl)amino)-3,3-dimethyl-7-oxo-, Monosodium Salt, Monohydrate, (2s-(2alpha,5alpha,6beta))-

59. 4-thia-1-azabicyclo(3.2.0)heptane-2-carboxylic Acid, 6-(3-(o-chlorophenyl)-5-methyl-4-isoxazolecarboxamido)-3,3-dimethyl-7-oxo-, Sodium Salt, Monohydrate

60. As-60182

61. Cloxacillin Sodium [usp Monograph]

62. D02231

63. Ab01568256_01

64. Cloxacillin Sodium Salt Monohydrate [mi]

65. Q-200886

66. Cloxacillin Sodium Hydrate 100 Microg/ml In Methanol

67. Q27116347

68. Z2574937894

69. Cloxacillin Sodium, Antibiotic For Culture Media Use Only

70. Cloxacillin Sodium, European Pharmacopoeia (ep) Reference Standard

71. Cloxacillin Sodium Salt Monohydrate, Beta-lactamase-resistant Antibiotic

72. Cloxacillin Sodium Salt Monohydrate, Vetranal(tm), Analytical Standard

73. Cloxacillin Sodium, United States Pharmacopeia (usp) Reference Standard

74. Cloxacillin Sodium, Pharmaceutical Secondary Standard; Certified Reference Material

75. (2s,5r,6r)-6-[[3-(2-chlorophenyl)-5-methyl-1,2-oxazole-4-carbonyl]amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate

76. 4-thia-1-azabicyclo(3.2.0)heptane-2-carboxylic Acid, 6-(((3-(2-chlorophenyl)-5-methyl-4-isoxazolyl)carbonyl)amino)-3,3-dimethyl-7-oxo-, Monosodium Salt, Monohydrate, (2s-(2.alpha.,5.alpha.,6.beta.))-

77. 4-thia-1-azabicyclo(3.2.0)heptane-2-carboxylic Acid, 6-(((3-(2-chlorophenyl)-5-methyl-4-isoxazolyl)carbonyl)amino)-3,3-dimethyl-7-oxo-, Sodium Salt, Hydrate (1:1:1), (2s,5r,6r)-

78. Sodium (2s,5r,6r)-6-[[3-(2-chlorophenyl)-5-methyl1,2-oxazole-4-carbonyl]amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate Hydrate

79. Sodium (2s,5r,6r)-6-[3-(2-chlorophenyl)-5-methyl-1,2-oxazole-4-amido]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate Hydrate

80. Sodium 2,2-dimethyl-6beta-({[5-methyl-3-(2-chlorophenyl)isoxazol-4-yl]carbonyl}amino)penam-3alpha-carboxylate Hydrate

2.3.3 Other Synonyms

1. 642-78-4

2. Cloxacillin Sodium Anhydrous

3. Sodium Orbenin

4. Syntarpen Sodium Salt

5. Monosodium Cloxacillin

6. Sodium Syntarpen

7. Austrastaph

8. Staphybiotic

9. Ankerbin

10. Ekvacillin

11. Gelstaph

12. Cloxacillin Sodium Salt

2.4 Create Date

2008-02-05

3 Chemical and Physical Properties

Molecular Formula	C₁₉H₁₉ClN₃NaO₆S
Molecular Weight	475.9 g/mol
Hydrogen Bond Donor Count	2
Hydrogen Bond Acceptor Count	8
Rotatable Bond Count	4
Exact Mass	475.0580785 g/mol
Monoisotopic Mass	475.0580785 g/mol
Topological Polar Surface Area	142 Å²
Heavy Atom Count	31
Formal Charge	0
Complexity	728
Isotope Atom Count	0
Defined Atom Stereocenter Count	3
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	3