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ACTIVE PHARMA INGREDIENTS

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1 KDMF

Synopsis

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Chemistry

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Also known as: 51627-14-6, Bl-s640, Cefatrizinum, Antibiotic bl-s 640, Bls 640, Bl-s 640

Molecular Formula

C₁₈H₁₈N₆O₅S₂

Molecular Weight

462.5 g/mol

InChI Key

UOCJDOLVGGIYIQ-PBFPGSCMSA-N

FDA UNII

8P4W949T8K

Orally active semisynthetic cephalosporin antibiotic with broad-spectrum activity.

1 2D Structure

Cefatrizine

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

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

2.1.2 InChI

InChI=1S/C18H18N6O5S2/c19-12(8-1-3-10(25)4-2-8)15(26)21-13-16(27)24-14(18(28)29)9(7-31-17(13)24)6-30-11-5-20-23-22-11/h1-5,12-13,17,25H,6-7,19H2,(H,21,26)(H,28,29)(H,20,22,23)/t12-,13-,17-/m1/s1

2.1.3 InChI Key

UOCJDOLVGGIYIQ-PBFPGSCMSA-N

2.1.4 Canonical SMILES

C1C(=C(N2C(S1)C(C2=O)NC(=O)C(C3=CC=C(C=C3)O)N)C(=O)O)CSC4=NNN=C4

2.1.5 Isomeric SMILES

C1C(=C(N2[C@H](S1)[C@@H](C2=O)NC(=O)[C@@H](C3=CC=C(C=C3)O)N)C(=O)O)CSC4=NNN=C4

2.2 Other Identifiers

2.2.1 UNII

8P4W949T8K

2.3 Synonyms

2.3.1 MeSH Synonyms

1. Bl S 640

2. Bl S640

3. Bl-s 640

4. Bl-s640

5. Bls 640

6. Bls640

7. S 640 P

8. S 640-p

9. S 640p

10. S-640p

11. S640p

12. Sk And F 60771

13. Sk And F-60771

14. Sk And F60771

15. Skf 60771

16. Skf-60771

17. Skf60771

2.3.2 Depositor-Supplied Synonyms

1. 51627-14-6

2. Bl-s640

3. Cefatrizinum

4. Antibiotic Bl-s 640

5. Bls 640

6. Bl-s 640

7. Skf 60771

8. S-640p

9. Cephatriazine

10. (6r,7r)-7-[[(2r)-2-amino-2-(4-hydroxyphenyl)acetyl]amino]-8-oxo-3-(2h-triazol-4-ylsulfanylmethyl)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic Acid

11. J01db07

12. 8p4w949t8k

13. Cefatrizine (usan)

14. Ncgc00185755-01

15. S 640p

16. Cefatrizine [usan]

17. (6r,7r)-7-((r)-2-amino-2-(p-hydroxyphenyl)acetamido)-8-oxo-3-((v-triazol-4-ylthio)methyl)-5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic Acid

18. Cefatrizino

19. Orosporina

20. Cefatrix

21. Cepticol

22. Cetrazil

23. Latocef

24. Trizina

25. Bricef

26. (6r,7r)-3-(((1h-1,2,3-triazol-5-yl)thio)methyl)-7-((r)-2-amino-2-(4-hydroxyphenyl)acetamido)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic Acid

27. Cefatrizinum [inn-latin]

28. Cefatrizino [inn-spanish]

29. Cefatrizina

30. Unii-8p4w949t8k

31. Cefatrizine [usan:inn:ban]

32. T-amyl

33. Cefathiamidine,(s)

34. Einecs 257-324-2

35. Cefatrizine [mi]

36. Cefatrizine [inn]

37. Cefatrizine [jan]

38. Dsstox_cid_2752

39. Cefatrizine [mart.]

40. Dsstox_rid_76716

41. Dsstox_gsid_22752

42. Schembl49503

43. Cefatrizine [who-dd]

44. Chembl1095284

45. Dtxsid7022752

46. Gtpl12204

47. Chebi:131730

48. Zinc3830404

49. Tox21_113376

50. Db13266

51. 5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic Acid, 7-((amino(4-hydroxyphenyl)acetyl)amino)-8-oxo-3-((1h-1,2,3-triazol-4-ylthio)methyl)-, (6r-(6alpha,7beta(r*)))-

52. Cas-51627-14-6

53. Hy-123024

54. Cefatrizine Propylene Glycolate [jan]

55. Cs-0079891

56. D02406

57. 627c146

58. A828691

59. Q3009981

60. (6r,7r)-3-(acetoxymethyl)-7-(2-((e)-n,n'-diisopropylcarbamimidoylthio)acetamido)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic Acid

61. (6r,7r)-7-[[(2r)-2-amino-2-(4-hydroxyphenyl)-1-oxoethyl]amino]-8-oxo-3-[(2h-triazol-4-ylthio)methyl]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic Acid

62. (6r,7r)-7-[[(2r)-2-azanyl-2-(4-hydroxyphenyl)ethanoyl]amino]-8-oxidanylidene-3-(2h-1,2,3-triazol-4-ylsulfanylmethyl)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic Acid

63. (6r,7r)-7-{[(2r)-2-amino-2-(4-hydroxyphenyl)acetyl]amino}-8-oxo-3-[(1h-1,2,3-triazol-4-ylsulfanyl)methyl]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic Acid

64. (6r,7r)-7-{[(2r)-2-amino-2-(4-hydroxyphenyl)acetyl]amino}-8-oxo-3-[(1h-1,2,3-triazol-4-ylthio)methyl]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic Acid

65. (7r)-7-(alpha-d-4-hydroxyphenylglycylamino)-3-(1h-1,2,3-triazol-4-ylthiomethyl)-3-cephem-4-carboxylic Acid

66. 5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic Acid, 7-((amino(4-hydroxyphenyl)acetyl)amino)-8-oxo-3-((1h-1,2,3-triazol-4-ylthio)methyl)-, (6r-(6.alpha.,7.beta.(r*)))-

2.4 Create Date

2005-08-09

3 Chemical and Physical Properties

Molecular Formula	C₁₈H₁₈N₆O₅S₂
Molecular Weight	462.5 g/mol
XLogP3	-2.3
Hydrogen Bond Donor Count	5
Hydrogen Bond Acceptor Count	10
Rotatable Bond Count	7
Exact Mass	462.07801004 g/mol
Monoisotopic Mass	462.07801004 g/mol
Topological Polar Surface Area	225 Å²
Heavy Atom Count	31
Formal Charge	0
Complexity	775
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	1

4 Pharmacology and Biochemistry

4.1 MeSH Pharmacological Classification

Anti-Bacterial Agents

Substances that inhibit the growth or reproduction of BACTERIA. (See all compounds classified as Anti-Bacterial Agents.)

4.2 ATC Code

J - Antiinfectives for systemic use

J01 - Antibacterials for systemic use

J01D - Other beta-lactam antibacterials

J01DB - First-generation cephalosporins

J01DB07 - Cefatrizine

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