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Chemistry

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Also known as: Moxam, Latamoxef sodium, Shiomarin, Latamoxef disodium, Moxalactam sodium, Disodium latamoxef

Molecular Formula

C₂₀H₁₈N₆Na₂O₉S

Molecular Weight

564.4 g/mol

InChI Key

GRIXGZQULWMCLU-HUTAOCTPSA-L

FDA UNII

5APW73W3QZ

Broad- spectrum beta-lactam antibiotic similar in structure to the CEPHALOSPORINS except for the substitution of an oxaazabicyclo moiety for the thiaazabicyclo moiety of certain CEPHALOSPORINS. It has been proposed especially for the meningitides because it passes the blood-brain barrier and for anaerobic infections.

1 2D Structure

Moxalactam

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

disodium;(6R,7R)-7-[[2-carboxylato-2-(4-hydroxyphenyl)acetyl]amino]-7-methoxy-3-[(1-methyltetrazol-5-yl)sulfanylmethyl]-8-oxo-5-oxa-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate

2.1.2 InChI

InChI=1S/C20H20N6O9S.2Na/c1-25-19(22-23-24-25)36-8-10-7-35-18-20(34-2,17(33)26(18)13(10)16(31)32)21-14(28)12(15(29)30)9-3-5-11(27)6-4-9;;/h3-6,12,18,27H,7-8H2,1-2H3,(H,21,28)(H,29,30)(H,31,32);;/q;2*+1/p-2/t12?,18-,20+;;/m1../s1

2.1.3 InChI Key

GRIXGZQULWMCLU-HUTAOCTPSA-L

2.1.4 Canonical SMILES

CN1C(=NN=N1)SCC2=C(N3C(C(C3=O)(NC(=O)C(C4=CC=C(C=C4)O)C(=O)[O-])OC)OC2)C(=O)[O-].[Na+].[Na+]

2.1.5 Isomeric SMILES

CN1C(=NN=N1)SCC2=C(N3[C@@H]([C@@](C3=O)(NC(=O)C(C4=CC=C(C=C4)O)C(=O)[O-])OC)OC2)C(=O)[O-].[Na+].[Na+]

2.2 Other Identifiers

2.2.1 UNII

5APW73W3QZ

2.3 Synonyms

2.3.1 MeSH Synonyms

1. 1 Oxacephalosporin

2. 1-oxacephalosporin

3. 6059 S

4. 6059-s

5. 6059s

6. Disodium Latamoxef

7. Disodium Moxalactam

8. Disodium, Moxalactam

9. Festamoxin

10. Lamoxactam

11. Latamoxef

12. Latamoxef, Disodium

13. Lilly 127935

14. Ly 127935

15. Ly-127935

16. Ly127935

17. Moxalactam

18. Moxalactam, Disodium

19. S 6059

20. S-6059

21. S6059

22. Shiomarin

2.3.2 Depositor-Supplied Synonyms

1. Moxam

2. Latamoxef Sodium

3. Shiomarin

4. Latamoxef Disodium

5. Moxalactam Sodium

6. Disodium Latamoxef

7. 64953-12-4

8. Moxalactam Disodium Salt

9. Latamoxefum Dinatricum

10. Ly-127935

11. Moxalactam Disodium [usan]

12. 5apw73w3qz

13. Ly127935

14. Nsc-757107

15. 6059-s

16. Moxalactam Disodium (usan)

17. Dsstox_cid_25595

18. Dsstox_rid_80988

19. Dsstox_gsid_45595

20. N-((6r,7r)-2-carboxy-7-methoxy-3-(((1-methyl-1h-tetrazol-5-yl)thio)methyl)-8-oxo-5-oxa-1-azabicyclo(4.2.0)oct-2-en-7-yl)-2-(p-hydroxyphenyl)malonamic Acid Disodium Salt

21. Shionogi 6059s

22. Antibiotic 6059-s

23. Moxalactam Sodium Salt

24. 5-oxa-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic Acid, 7-((carboxy(4-hydroxyphenyl)acetyl)amino)-7-methoxy-3-(((1-methyl-1h-tetrazol-5-yl)thio)methyl)-8-oxo-, Disodium Salt

25. Unii-5apw73w3qz

26. Festamoxinly

27. Ly 127935

28. Moxalactam Disodium [usan:usp]

29. Prestwick_33

30. Shiomarin (tn)

31. Ncgc00017130-01

32. Einecs 265-288-4

33. Cas-64953-12-4

34. Antibiotic 6059s

35. Moxam (tn)

36. 6059s

37. Latamoxef Sodium (jp17)

38. Schembl49015

39. Spectrum1500418

40. Latamoxef Sodium [jan]

41. Chembl1200357

42. Dtxsid0045595

43. Hms502n11

44. Latamoxef Sodium [who-dd]

45. Hms1570d19

46. Hms1920p05

47. Hms2091h04

48. Latamoxef Disodium [mart.]

49. Moxalactam Disodium [vandf]

50. Tox21_110793

51. Ccg-40101

52. Mfcd03427565

53. Moxalactam Disodium Salt [mi]

54. Akos025310623

55. Tox21_110793_1

56. Nsc 757107

57. Moxalactam Disodium [orange Book]

58. Ncgc00178851-03

59. 6059 S

60. D02198

61. S-6059

62. A899855

63. Q27261755

64. (6r,7r)-7-[[(2r)-2-carboxy-2-(4-hydroxyphenyl)acetyl]amino]-7-methoxy-3-[[(1-methyl-1h-tetrazol-5-yl)thio]methyl]-8-oxo-5-oxa-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic Acid, Disodium Salt

65. (6r,7r)-7-[[2-carboxy(4-hydroxyphenyl)acetyl]amino]-7-methoxy-3-[[(1-methyl-1h-tetrazol-5-yl)thio]methyl]-8-oxo-5-oxa-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic Acid Disodium Salt

66. Disodium 7-((carboxylato(4-hydroxyphenyl)acetyl)amino)-7-methoxy-3-(((1-methyl-1h-tetrazol-5-yl)thio)methyl)-8-oxo-5-oxa-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylate

2.4 Create Date

2005-06-24

3 Chemical and Physical Properties

Molecular Formula	C₂₀H₁₈N₆Na₂O₉S
Molecular Weight	564.4 g/mol
Hydrogen Bond Donor Count	2
Hydrogen Bond Acceptor Count	13
Rotatable Bond Count	7
Exact Mass	564.06513591 g/mol
Monoisotopic Mass	564.06513591 g/mol
Topological Polar Surface Area	237 Å²
Heavy Atom Count	38
Formal Charge	0
Complexity	947
Isotope Atom Count	0
Defined Atom Stereocenter Count	2
Undefined Atom Stereocenter Count	1
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	3