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Cefepime Hydrochloride
Also known as: Cefepime hydrochloride, Cefepime hcl, 123171-59-5, Cefepime dihydrochloride monohydrate, Cefepime dihydrochloride hydrate, Cefepime hydrochloride monohydrate
Molecular Formula
C19H28Cl2N6O6S2
Molecular Weight
571.5  g/mol
InChI Key
LRAJHPGSGBRUJN-OMIVUECESA-N

A fourth-generation cephalosporin antibacterial agent that is used in the treatment of infections, including those of the abdomen, urinary tract, respiratory tract, and skin. It is effective against PSEUDOMONAS AERUGINOSA and may also be used in the empiric treatment of FEBRILE NEUTROPENIA.
1 2D Structure

Cefepime Hydrochloride

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
(6R,7R)-7-[[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-methoxyiminoacetyl]amino]-3-[(1-methylpyrrolidin-1-ium-1-yl)methyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid;chloride;hydrate;hydrochloride
2.1.2 InChI
InChI=1S/C19H24N6O5S2.2ClH.H2O/c1-25(5-3-4-6-25)7-10-8-31-17-13(16(27)24(17)14(10)18(28)29)22-15(26)12(23-30-2)11-9-32-19(20)21-11;;;/h9,13,17H,3-8H2,1-2H3,(H3-,20,21,22,26,28,29);2*1H;1H2/b23-12-;;;/t13-,17-;;;/m1.../s1
2.1.3 InChI Key
LRAJHPGSGBRUJN-OMIVUECESA-N
2.1.4 Canonical SMILES
C[N+]1(CCCC1)CC2=C(N3C(C(C3=O)NC(=O)C(=NOC)C4=CSC(=N4)N)SC2)C(=O)O.O.Cl.[Cl-]
2.1.5 Isomeric SMILES
C[N+]1(CCCC1)CC2=C(N3[C@@H]([C@@H](C3=O)NC(=O)/C(=N\OC)/C4=CSC(=N4)N)SC2)C(=O)O.O.Cl.[Cl-]
2.2 Synonyms
2.2.1 MeSH Synonyms

1. Axpim

2. Bmy 28142

3. Bmy-28142

4. Bmy28142

5. Cefepim

6. Cefepime

7. Cefepime Hydrochloride

8. Quadrocef

2.2.2 Depositor-Supplied Synonyms

1. Cefepime Hydrochloride

2. Cefepime Hcl

3. 123171-59-5

4. Cefepime Dihydrochloride Monohydrate

5. Cefepime Dihydrochloride Hydrate

6. Cefepime Hydrochloride Monohydrate

7. Chebi:31368

8. Cefepime (dihydrochloride Monohydrate)

9. Bmy-28142 2hcl.h2o

10. Cefepime Chloride Hydrochloride Hydrate

11. Cfpm

12. (6r,7r)-7-[[(2z)-2-(2-amino-1,3-thiazol-4-yl)-2-methoxyiminoacetyl]amino]-3-[(1-methylpyrrolidin-1-ium-1-yl)methyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic Acid;chloride;hydrate;hydrochloride

13. Cefepime Dihydrochloride

14. Cefepime (as Hydrochloride)

15. Axepim

16. I8x1o0607p

17. Nsc-760051

18. Bmy 28142 2hcl.h2o

19. Cefepime Hydrochloride Hydrate

20. 1-(((6r,7r)-7-(2-(2-amino-4-thiazolyl)glyoxylamido)-2-carboxy-8-oxo-5-thia-1-azabicyclo(4.2.0)oct-2-en-3-yl)methyl)-1-methylpyrrolidinium Chloride, 7(sup 2)-(z)-(o-methyloxime), Monohydrochloride, Monohydrate

21. Bmy-28142 Dihydrochloride Monohydrate

22. Cefepime In Plastic Container

23. Unii-i8x1o0607p

24. Cefepime Hydrochloride [usan:usp]

25. Maxipime (tn)

26. Ncgc00017147-01

27. Dsstox_cid_25603

28. Dsstox_rid_80996

29. Cas-123171-59-5

30. Dsstox_gsid_45603

31. Cefepime Hydrochloride (usp)

32. Chembl1200962

33. Dtxsid7045603

34. Hy-b0616

35. Tox21_110801

36. Bmy-28142 2hcl.h20

37. Akos016340425

38. Ac-6021

39. Ks-1148

40. Nsc 760051

41. Cefepime Dihydrochloride Hydrate (jp17)

42. D01157

43. A805020

44. Cefepime Hydrochloride (arginine Formulation)

45. 1-(((6r,7r)-7-(2-(2-amino-4-thiazolyl)glyoxylamido)-2-carboxy-8-oxo-5-thia-1-azabicyclo(4.2.0)oct-2-en-3- Yl)methyl)-1-methylpyrrolidinium Chloride, 7(2)-(z)-(o-methyloxime) Monohydrochloride Monohydrate

46. 1-[[(6r,7r)-7-[[(2z)-(2-amino-4-thiazolyl)(methoxyimino)acetyl]amino]-2-carboxy-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-en-3-yl]methyl]-1-methylpyrrolidinium Inner Salt Dihydrochloride Monohydrate

47. 1-{[(6r,7r)-7-{[(2z)-2-(2-amino-1,3-thiazol-4-yl)-2-(methoxyimino)acetyl]amino}-2-carboxy-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-en-3-yl]methyl}-1-methylpyrrolidinium Chloride Hydrochloride--water (1/1)

48. 7beta-[(2z)-2-(2-amino-1,3-thiazol-4-yl)-2-(methoxyimino)acetamido]-3-[(1-methylpyrrolidinium-1-yl)methyl]-3,4-didehydrocepham-4-carboxylic Acid Chloride Hydrochloride--water (1/1)

49. Pyrrolidinium, 1-((7-(((2-amino-4-thiazolyl)(methoxyimino)acetyl)amino)-2-carboxy-8-oxo-5-thia-1-azabicyclo(4.2.0)oct-2-en-3-yl)methyl)-1-methyl-, Chloride, Monohydrochloride, Monohydrate, (6r-(6alpha,7beta(z)))-

50. Pyrrolidinium, 1-[[(6r,7r)-7-[[(2z)-2-(2-amino-4-thiazolyl)-2-(methoxyimino)acetyl]amino]-2-carboxy-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-en-3-yl]methyl]-1-methyl-, Chloride, Hydrochloride, Hydrate (1:1:1:1)

2.3 Create Date
2006-10-24
3 Chemical and Physical Properties
Molecular Weight 571.5 g/mol
Molecular Formula C19H28Cl2N6O6S2
Hydrogen Bond Donor Count5
Hydrogen Bond Acceptor Count12
Rotatable Bond Count7
Exact Mass570.0888804 g/mol
Monoisotopic Mass570.0888804 g/mol
Topological Polar Surface Area202 Ų
Heavy Atom Count35
Formal Charge0
Complexity874
Isotope Atom Count0
Defined Atom Stereocenter Count2
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count1
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count4
4 Drug and Medication Information
4.1 Drug Information
1 of 2  
Drug NameCefepime hydrochloride
Drug LabelCefepime for injection, USP is a semi-synthetic, broad spectrum, cephalosporin antibiotic for parenteral administration. The chemical name is 1-[[(6R,7R)-7-[2-(2-amino-4-thiazolyl)-glyoxylamido]-2-carboxy-8-oxo-5-thia-1-azabicyclo [4.2.0]oct-2-en-3-y...
Active IngredientCefepime hydrochloride
Dosage FormInjectable
RouteInjection
Strengtheq 2gm base/vial; eq 500mg base/vial; eq 1gm base/vial
Market StatusPrescription
CompanyAcs Dobfar; Hospira

2 of 2  
Drug NameCefepime hydrochloride
Drug LabelCefepime for injection, USP is a semi-synthetic, broad spectrum, cephalosporin antibiotic for parenteral administration. The chemical name is 1-[[(6R,7R)-7-[2-(2-amino-4-thiazolyl)-glyoxylamido]-2-carboxy-8-oxo-5-thia-1-azabicyclo [4.2.0]oct-2-en-3-y...
Active IngredientCefepime hydrochloride
Dosage FormInjectable
RouteInjection
Strengtheq 2gm base/vial; eq 500mg base/vial; eq 1gm base/vial
Market StatusPrescription
CompanyAcs Dobfar; Hospira

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]
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  • INJECTABLE;INJECTION - EQ 1GM BASE/VIAL
  • INJECTABLE;INJECTION - EQ 2GM BASE/VIAL
  • INJECTABLE;INJECTION - EQ 500MG BASE/VIAL
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