Cefotaxime

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ACTIVE PHARMA INGREDIENTS

39 API Suppliers, 13 USDMF, 16 CEP/COS, 1 JDMF, 6 EU WC, 6 KDMF, 1 NDC API, 21 Listed Suppliers, $ API Reference Price

INTERMEDIATES

3 Intermediates Suppliers

3 Intermediates Suppliers

FINISHED DOSAGE FORMULATIONS

215 FDF Dossiers, 40 FDA Orange Book, 68 Europe, 2 Canada, 2 Australia, 25 South Africa, 78 Listed Dossiers

DRUG PRODUCT COMPOSITIONS

INJECTABLE;INJECTION - EQ 10GM BASE/VIAL **Federal Register determination that product was not discontinued or withdrawn for safety or effectiveness reasons**, INJECTABLE;INJECTION - EQ 1GM BASE/VIAL **Federal Register determination that product was not discontinued or withdrawn for safety or effectiveness reasons**, INJECTABLE;INJECTION - EQ 2GM BASE/VIAL **Federal Register determination that product was not discontinued or withdrawn for safety or effectiveness reasons**, INJECTABLE;INJECTION - EQ 500MG BASE/VIAL **Federal Register determination that product was not discontinued or withdrawn for safety or effectiveness reasons**

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6 NEWS #PharmaBuzz

6 NEWS #PharmaBuzz

GLOBAL SALES INFORMATION

54 Finished Drug Prices

54 Finished Drug Prices

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19 APIs, 10 FDF Dossiers

REF. STANDARDS & IMPURITIES

3 EDQM, 2 USP, 2 Others

$ Xls

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Also known as: 64485-93-4, Cefotaxime sodium salt, Sodium cefotaxime, Hr 756, Cefotaxime, Ru 24756

Molecular Formula

C₁₆H₁₆N₅NaO₇S₂

Molecular Weight

477.5 g/mol

InChI Key

AZZMGZXNTDTSME-JUZDKLSSSA-M

FDA UNII

258J72S7TZ

Semisynthetic broad-spectrum cephalosporin.

1 2D Structure

2D Structure

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

sodium;(6R,7R)-3-(acetyloxymethyl)-7-[[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-methoxyiminoacetyl]amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate

2.1.2 InChI

InChI=1S/C16H17N5O7S2.Na/c1-6(22)28-3-7-4-29-14-10(13(24)21(14)11(7)15(25)26)19-12(23)9(20-27-2)8-5-30-16(17)18-8;/h5,10,14H,3-4H2,1-2H3,(H2,17,18)(H,19,23)(H,25,26);/q;+1/p-1/b20-9-;/t10-,14-;/m1./s1

2.1.3 InChI Key

AZZMGZXNTDTSME-JUZDKLSSSA-M

2.1.4 Canonical SMILES

CC(=O)OCC1=C(N2C(C(C2=O)NC(=O)C(=NOC)C3=CSC(=N3)N)SC1)C(=O)[O-].[Na+]

2.1.5 Isomeric SMILES

CC(=O)OCC1=C(N2[C@@H]([C@@H](C2=O)NC(=O)/C(=N\OC)/C3=CSC(=N3)N)SC1)C(=O)[O-].[Na+]

2.2 Other Identifiers

2.2.1 UNII

258J72S7TZ

2.3 Synonyms

2.3.1 MeSH Synonyms

1. Benaxima

2. Biosint

3. Cefotaxim

4. Cefotaxime

5. Cefradil

6. Cephotaxim

7. Claforan

8. Fotexina

9. Hr 756

10. Hr-756

11. Hr756

12. Kendrick

13. Klaforan

14. Primafen

15. Ru 24756

16. Ru-24756

17. Ru24756

18. Sodium, Cefotaxime

19. Taporin

2.3.2 Depositor-Supplied Synonyms

1. 64485-93-4

2. Cefotaxime Sodium Salt

3. Sodium Cefotaxime

4. Hr 756

5. Cefotaxime

6. Ru 24756

7. (+)-cefotaxime Sodium Salt

8. Hr-756

9. Cefotaxime (sodium)

10. Ru-24756

11. Mls000028559

12. Chebi:3498

13. 258j72s7tz

14. Sodium 7-(2-(2-amino-4-thiazolyl)-2-methoxyiminoacetamido)cephalosporanate

15. Cefotax

16. Nsc-756666

17. Sodium;(6r,7r)-3-(acetyloxymethyl)-7-[[(2z)-2-(2-amino-1,3-thiazol-4-yl)-2-methoxyiminoacetyl]amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate

18. Smr000058812

19. Tolycar

20. Pretor

21. Sodium (6r,7r)-7-(2-(2-amino-4-thiazolyl)glyoxylamido)-3-(hydroxymethyl)-8-oxo-5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylate 7(sup 2)-(z)-(o-methyloxime), Acetate (ester)

22. Sodium;(6r,7r)-3-(acetyloxymethyl)-7-[[(2e)-2-(2-amino-1,3-thiazol-4-yl)-2-methoxyiminoacetyl]amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic Acid

23. Cefotaxime (sodium Salt)

24. Ralopar

25. Tolycor

26. Zariviz

27. Claforan Sodium

28. Mls002222330

29. Cefotaxime Na-salt

30. Cefotaxime Sodium Salt (syn-isomer)

31. Smr001307269

32. Mfcd00079073

33. Unii-258j72s7tz

34. Cefotaxim Sodium

35. Claforan (tn)

36. Prestwick_823

37. Cefotaxime Sodium [usan:usp:jan]

38. Einecs 264-915-9

39. Cefotaxime, Sodium Salt

40. Opera_id_1945

41. Chembl1010

42. Schembl41092

43. Cefotaxime And Dextrose 2.4% In Plastic Container

44. Cefotaxime And Dextrose 3.9% In Plastic Container

45. Mls001077352

46. Mls001333684

47. Sym-methoxyimino Cephalosporin

48. Claforan In Dextrose 5% In Plastic Container

49. Cefotaxime Sodium [jan]

50. Cefotaxime Sodium (jp17/usp)

51. Cefotaxime Sodium [usan]

52. Dtxsid4046991

53. Cefotaxime Sodium [vandf]

54. Cefotaxime Sodium [mart.]

55. Claforan In Sodium Chloride 0.9% In Plastic Container

56. Hms1568k20

57. Hms2095k20

58. Hms2233j21

59. Hms3260h18

60. Hms3712k20

61. Cefotaxime Sodium [usp-rs]

62. Cefotaxime Sodium [who-dd]

63. Amy40166

64. Cefotaxime Sodium Salt [mi]

65. Hy-a0088

66. Tox21_500278

67. S4517

68. Akos015951272

69. Ccg-220139

70. Ccg-221582

71. Cefotaxime Sodium [ep Impurity]

72. Cefotaxime Sodium [orange Book]

73. Cs-4297

74. Ks-1416

75. Nsc 756666

76. Cefotaxime Sodium [usp Impurity]

77. Cefotaxime Sodium [usp Monograph]

78. Ncgc00093734-01

79. Ncgc00093734-02

80. Ncgc00260963-01

81. 5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic Acid, 3-((acetyloxy)methyl)-7-(((2-amino-4-thiazolyl)(methoxyimino)acetyl)amino)-8-oxo-, Monosodium Salt, (6r-(6alpha,7beta(z)))-

82. Smr000653480

83. Eu-0100278

84. A16005

85. C 7912

86. C08113

87. D00919

88. Cefadroxil, Antibiotic For Culture Media Use Only

89. Q-200807

90. Cefotaxime Sodium Salt, Potency: 916-964 Mug Per Mg

91. Cefotaxime Sodium, European Pharmacopoeia (ep) Reference Standard

92. Cefotaxime Sodium Salt, Plant Cell Culture Tested, Bioreagent, Powder

93. Cefotaxime Sodium, United States Pharmacopeia (usp) Reference Standard

94. Cefotaxime For Peak Identification, European Pharmacopoeia (ep) Reference Standard

95. 5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic Acid, 3-((acetyloxy)methyl)-7-(((2-amino-4-thiazolyl)(methoxyimino)acetyl)amino)-8-oxo-, Monosodium Salt, (6r-(6.alpha.,7.beta.(z)))-

96. Sodium (6r,7r)-3-(acetoxymethyl)-7-((e)-2-(2-aminothiazol-4-yl)-2-(methoxyimino)acetamido)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate

97. Sodium (6r,7r)-3-(acetoxymethyl)-7-{[(2z)-2-(2-amino-1,3-thiazol-4-yl)-2-(methoxyimino)acetyl]amino}-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate

98. Sodium (6r-(6alpha,7beta(z)))-3-(acetoxymethyl)-7-((2-aminothiazol-4-yl)(methoxyimino)acetamido)-8-oxo-5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylate

99. Sodium 3-(acetoxymethyl)-7beta-{[(2z)-2-(2-amino-1,3-thiazol-4-yl)-2-(methoxyimino)acetyl]amino}-3,4-didehydrocepham-4-carboxylate

2.4 Create Date

2006-10-25

3 Chemical and Physical Properties

Molecular Formula	C₁₆H₁₆N₅NaO₇S₂
Molecular Weight	477.5 g/mol
Hydrogen Bond Donor Count	2
Hydrogen Bond Acceptor Count	12
Rotatable Bond Count	8
Exact Mass	477.03888450 g/mol
Monoisotopic Mass	477.03888450 g/mol
Topological Polar Surface Area	230 Å²
Heavy Atom Count	31
Formal Charge	0
Complexity	839
Isotope Atom Count	0
Defined Atom Stereocenter Count	2
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	1
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	2

4 Drug and Medication Information

4.1 Drug Information

1 of 4
Drug Name	Cefotaxime sodium
Drug Label	Sterile CLAFORAN (cefotaxime sodium) is a semisynthetic, broad spectrum cephalosporin antibiotic for parenteral administration. It is the sodium salt of 7-[2-(2-amino-4-thiazolyl) glyoxylamido]-3-(hydroxymethyl)-8-oxo-5-thia-1-azabicyclo [4.2.0] oct-...
Active Ingredient	Cefotaxime sodium
Dosage Form	Injectable
Route	Injection
Strength	eq 2gm base/vial; eq 500mg base/vial; eq 10gm base/vial; eq 1gm base/vial
Market Status	Prescription
Company	Wockhardt; Hospira; Lupin

2 of 4
Drug Name	Claforan
Drug Label	Sterile CLAFORAN (cefotaxime sodium) is a semisynthetic, broad spectrum cephalosporin antibiotic for parenteral administration. It is the sodium salt of 7-[2-(2-amino-4-thiazolyl) glyoxylamido]-3-(hydroxymethyl)-8-oxo-5-thia-1-azabicyclo [4.2.0] oct-...
Active Ingredient	Cefotaxime sodium
Dosage Form	Injectable
Route	Injection
Strength	eq 2gm base/vial; eq 500mg base/vial; eq 10gm base/vial; eq 1gm base/vial
Market Status	Prescription
Company	Sanofi Aventis Us

3 of 4
Drug Name	Cefotaxime sodium
Drug Label	Sterile CLAFORAN (cefotaxime sodium) is a semisynthetic, broad spectrum cephalosporin antibiotic for parenteral administration. It is the sodium salt of 7-[2-(2-amino-4-thiazolyl) glyoxylamido]-3-(hydroxymethyl)-8-oxo-5-thia-1-azabicyclo [4.2.0] oct-...
Active Ingredient	Cefotaxime sodium
Dosage Form	Injectable
Route	Injection
Strength	eq 2gm base/vial; eq 500mg base/vial; eq 10gm base/vial; eq 1gm base/vial
Market Status	Prescription
Company	Wockhardt; Hospira; Lupin

4 of 4
Drug Name	Claforan
Drug Label	Sterile CLAFORAN (cefotaxime sodium) is a semisynthetic, broad spectrum cephalosporin antibiotic for parenteral administration. It is the sodium salt of 7-[2-(2-amino-4-thiazolyl) glyoxylamido]-3-(hydroxymethyl)-8-oxo-5-thia-1-azabicyclo [4.2.0] oct-...
Active Ingredient	Cefotaxime sodium
Dosage Form	Injectable
Route	Injection
Strength	eq 2gm base/vial; eq 500mg base/vial; eq 10gm base/vial; eq 1gm base/vial
Market Status	Prescription
Company	Sanofi Aventis Us

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.)

5.2 FDA Pharmacological Classification

5.2.1 Pharmacological Classes

Cephalosporins [CS]; Cephalosporin Antibacterial [EPC]

5.3 ATC Code

J - Antiinfectives for systemic use

J01 - Antibacterials for systemic use

J01D - Other beta-lactam antibacterials

J01DD - Third-generation cephalosporins

J01DD01 - Cefotaxime

Cefotaxime

Cefotaxime

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ACTIVE PHARMA INGREDIENTS

39 API Suppliers

13 USDMF

16 CEP/COS

1 JDMF

6 EU WC

6 KDMF

1 NDC API

21 Listed Suppliers

$ API Reference Price

INTERMEDIATES

3 Intermediates Suppliers

FINISHED DOSAGE FORMULATIONS

215 FDF Dossiers

40 FDA Orange Book

68 Europe

2 Canada

2 Australia

25 South Africa

78 Listed Dossiers

DRUG PRODUCT COMPOSITIONS

INJECTABLE;INJECTION - EQ 10GM BASE/VIAL **Federal Register determination that product was not discontinued or withdrawn for safety or effectiveness reasons**

INJECTABLE;INJECTION - EQ 1GM BASE/VIAL **Federal Register determination that product was not discontinued or withdrawn for safety or effectiveness reasons**

INJECTABLE;INJECTION - EQ 2GM BASE/VIAL **Federal Register determination that product was not discontinued or withdrawn for safety or effectiveness reasons**

INJECTABLE;INJECTION - EQ 500MG BASE/VIAL **Federal Register determination that product was not discontinued or withdrawn for safety or effectiveness reasons**

DIGITAL CONTENT

6 NEWS #PharmaBuzz

GLOBAL SALES INFORMATION

54 Finished Drug Prices

MARKET PLACE

19 APIs

10 FDF Dossiers

REF. STANDARDS & IMPURITIES

3 EDQM

2 USP

2 Others

Filters

INJECTABLE;INJECTION - EQ 10GM BASE/VIAL Federal Register determination that product was not discontinued or withdrawn for safety or effectiveness reasons

INJECTABLE;INJECTION - EQ 1GM BASE/VIAL Federal Register determination that product was not discontinued or withdrawn for safety or effectiveness reasons

INJECTABLE;INJECTION - EQ 2GM BASE/VIAL Federal Register determination that product was not discontinued or withdrawn for safety or effectiveness reasons

INJECTABLE;INJECTION - EQ 500MG BASE/VIAL Federal Register determination that product was not discontinued or withdrawn for safety or effectiveness reasons