Cefadroxil Monohydrate

Synopsis, Chemistry

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Also known as: 66592-87-8, Duricef, Cefadroxil hydrate, Bidocel, Cefadroxil 1-wasser, Duracef

Molecular Formula

C₁₆H₁₉N₃O₆S

Molecular Weight

381.4 g/mol

InChI Key

NBFNMSULHIODTC-CYJZLJNKSA-N

FDA UNII

280111G160

Long-acting, broad-spectrum, water-soluble, CEPHALEXIN derivative.

1 2D Structure

Cefadroxil Monohydrate

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

(6R,7R)-7-[[(2R)-2-amino-2-(4-hydroxyphenyl)acetyl]amino]-3-methyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid;hydrate

2.1.2 InChI

InChI=1S/C16H17N3O5S.H2O/c1-7-6-25-15-11(14(22)19(15)12(7)16(23)24)18-13(21)10(17)8-2-4-9(20)5-3-8;/h2-5,10-11,15,20H,6,17H2,1H3,(H,18,21)(H,23,24);1H2/t10-,11-,15-;/m1./s1

2.1.3 InChI Key

NBFNMSULHIODTC-CYJZLJNKSA-N

2.1.4 Canonical SMILES

CC1=C(N2C(C(C2=O)NC(=O)C(C3=CC=C(C=C3)O)N)SC1)C(=O)O.O

2.1.5 Isomeric SMILES

CC1=C(N2[C@@H]([C@@H](C2=O)NC(=O)[C@@H](C3=CC=C(C=C3)O)N)SC1)C(=O)O.O

2.2 Other Identifiers

2.2.1 UNII

280111G160

2.3 Synonyms

2.3.1 MeSH Synonyms

1. 4 Hydroxycephalexin

2. 4-hydroxycephalexin

3. 5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic Acid, 7-((amino(4-hydroxyphenyl)acetyl)amino)-3-methyl-8-oxo-, (6r-(6alpha,7beta(r*)))-

4. Bidocef

5. Bl S 578

6. Bl S578

7. Bl-s 578

8. Bl-s578

9. Bls 578

10. Bls578

11. Cefadroxil

12. Cefadroxil Anhydrous

13. Cephadroxyl

14. Duricef

15. S 578

16. S-578

17. S578

18. Ultracef

2.3.2 Depositor-Supplied Synonyms

1. 66592-87-8

2. Duricef

3. Cefadroxil Hydrate

4. Bidocel

5. Cefadroxil 1-wasser

6. Duracef

7. Mjf 11567-3

8. Bl-s578

9. Cefadroxil (hydrate)

10. (6r,7r)-7-((r)-2-amino-2-(p-hydroxyphenyl)acetamido)-3-methyl-8-oxo-5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic Acid Monohydrate

11. 5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic Acid, 7-(((2r)-amino(4-hydroxyphenyl)acetyl)amino)-3-methyl-8-oxo-, Monohydrate, (6r,7r)-

12. 5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic Acid,7-[[(2r)-amino(4-hydroxyphenyl)acetyl]amino]-3-methyl-8-oxo-,monohydrate, (6r,7r)-

13. Ultracef

14. Moxacef Kapseln

15. Baxan Kapseln

16. Cefos Granulat

17. Kefroxil Kapseln

18. Omnidrox Kapseln

19. Mjf-11567-3

20. 280111g160

21. Cefadroxil (as Monohydrate)

22. (6r,7r)-7-((r)-2-amino-2-(4-hydroxyphenyl)acetamido)-3-methyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic Acid Hydrate

23. (6r,7r)-7-[[(2r)-2-amino-2-(4-hydroxyphenyl)acetyl]amino]-3-methyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic Acid;hydrate

24. Cefadroxil (usp)

25. Duricef (tn)

26. Unii-280111g160

27. Cefadroxil [usan:usp:inn:ban:jan]

28. (6r,7r)-7-[[(2r)-2-azaniumyl-2-(4-hydroxyphenyl)acetyl]amino]-3-methyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate

29. Cefadroxil [usan]

30. Cefadroxil [vandf]

31. Cefadroxil [usp-rs]

32. Schembl33620

33. Cefadroxil [green Book]

34. Chebi:53667

35. Hy-b1190a

36. Dtxsid80904597

37. Cefadroxil [usp Monograph]

38. Cefadroxil Monohydrate [mi]

39. S3636

40. Cefadroxil Monohydrate [vandf]

41. Akos015896360

42. Ccg-268421

43. Cefadroxil Monohydrate [who-dd]

44. Nsc 756664

45. 5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic Acid, 7-((amino(4-hydroxyphenyl)acetyl)amino)-3-methyl-8-oxo-, Monohydrate, (6r-(6alpha,7beta(r*)))-

46. As-75209

47. Cefadroxil Monohydrate [ep Monograph]

48. Cs-0014294

49. D02353

50. D95152

51. Q27124149

52. (6r,7r)-7-((r)-2-amino-2-(4-hydroxyphenyl)acetamido)-3-methyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylicacidhydrate

53. (6r,7r)-7-[(2r)-2-amino-2-(4-hydroxyphenyl)acetamido]-3-methyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic Acid Hydrate

54. (6r,7r)-7-{[(2r)-2-amino-2-(4-hydroxyphenyl)acetyl]amino}-3-methyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic Acid--water (1/1)

55. 5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic Acid, 7-((amino(4-hydroxyphenyl)acetyl)amino)-3-methyl-8-oxo-, Monohydrate, (6r-(6.alpha.,7.beta.(r*)))

56. 7beta-{[(2r)-2-amino-2-(4-hydroxyphenyl)acetyl]amino}-3,4-didehydrocepham-4-carboxylic Acid--water (1/1)

2.4 Create Date

2005-08-08

3 Chemical and Physical Properties

Molecular Formula	C₁₆H₁₉N₃O₆S
Molecular Weight	381.4 g/mol
Hydrogen Bond Donor Count	5
Hydrogen Bond Acceptor Count	8
Rotatable Bond Count	4
Exact Mass	381.09945651 g/mol
Monoisotopic Mass	381.09945651 g/mol
Topological Polar Surface Area	159 Å²
Heavy Atom Count	26
Formal Charge	0
Complexity	629
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	2