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Chemistry

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Also known as: 60925-61-3, Precef, Ceforanido, Ceforanidum, Ceforanidum [inn-latin], Ceforanido [inn-spanish]
Molecular Formula
C20H21N7O6S2
Molecular Weight
519.6  g/mol
InChI Key
SLAYUXIURFNXPG-CRAIPNDOSA-N
FDA UNII
8M1YF8951V

Ceforanide
Ceforanide is a semi-synthetic, broad-spectrum, beta-lactam, second-generation cephalosporin antibiotic with bactericidal activity. Ceforanide causes inhibition of bacterial cell wall synthesis by inactivating penicillin binding proteins (PBPs) thereby interfering with the final transpeptidation step required for cross-linking of peptidoglycan units which are a component of the cell wall. This results in a reduction of cell wall stability and causes cell lysis.
1 2D Structure

Ceforanide

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
(6R,7R)-7-[[2-[2-(aminomethyl)phenyl]acetyl]amino]-3-[[1-(carboxymethyl)tetrazol-5-yl]sulfanylmethyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
2.1.2 InChI
InChI=1S/C20H21N7O6S2/c21-6-11-4-2-1-3-10(11)5-13(28)22-15-17(31)27-16(19(32)33)12(8-34-18(15)27)9-35-20-23-24-25-26(20)7-14(29)30/h1-4,15,18H,5-9,21H2,(H,22,28)(H,29,30)(H,32,33)/t15-,18-/m1/s1
2.1.3 InChI Key
SLAYUXIURFNXPG-CRAIPNDOSA-N
2.1.4 Canonical SMILES
C1C(=C(N2C(S1)C(C2=O)NC(=O)CC3=CC=CC=C3CN)C(=O)O)CSC4=NN=NN4CC(=O)O
2.1.5 Isomeric SMILES
C1C(=C(N2[C@H](S1)[C@@H](C2=O)NC(=O)CC3=CC=CC=C3CN)C(=O)O)CSC4=NN=NN4CC(=O)O
2.2 Other Identifiers
2.2.1 UNII
8M1YF8951V
2.3 Synonyms
2.3.1 MeSH Synonyms

1. 7-(alpha-(2-aminomethylphenyl)acetamido)-3-((1-carboxymethyltetrazol-5-ylthio)methyl)-3-cephem-4-carboxylic Acid

2. Bl-s 786

3. Bl-s786r

4. Cefaronide

5. Ceforanide, Monosodium Salt

2.3.2 Depositor-Supplied Synonyms

1. 60925-61-3

2. Precef

3. Ceforanido

4. Ceforanidum

5. Ceforanidum [inn-latin]

6. Ceforanido [inn-spanish]

7. Bl-s786

8. (6r,7r)-7-[[2-[2-(aminomethyl)phenyl]acetyl]amino]-3-[[1-(carboxymethyl)tetrazol-5-yl]sulfanylmethyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic Acid

9. Chebi:3495

10. 7-(o-(aminomethyl)phenylacetamido)-3-(((1-(carboxymethyl)-1h-tetrazol-5-yl)thio)methyl)-3-cephem-4-carboxylic Acid

11. 8m1yf8951v

12. Nsc-760049

13. (6r,7r)-7-{2-[2-(aminomethyl)phenyl]acetamido}-3-({[1-(carboxymethyl)-1h-1,2,3,4-tetrazol-5-yl]sulfanyl}methyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic Acid

14. 5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic Acid, 7-(((2-(aminomethyl)phenyl)acetyl)amino)-3-(((1-(carboxymethyl)-1h-tetrazol-5-yl)thio)methyl)-8-oxo-, (6r-trans)-

15. 7-[o-(aminomethyl)phenylacetamido]-3-[[[1-(carboxymethyl)-1h-tetrazol-5-yl]thio]methyl]-3-cephem-4-carboxylic Acid

16. 7beta-[2-(aminomethyl)phenyl]acetamido-3-{[1-(carboxymethyl)-1h-tetrazol-5-yl]sulfanyl}methyl-3,4-didehydrocepham-4-carboxylic Acid

17. Bl-s 786

18. Precef (tn)

19. Ceforanide (usp/inn)

20. Sr-01000872614

21. Unii-8m1yf8951v

22. Ceforanide [usan:usp:inn:ban]

23. Ncgc00016897-01

24. Cas-60925-61-3

25. (6r,7r)-7-(2-(alpha-amino-o-tolyl)acetamido)-3-(((1-(carboxymethyl)-1h-tetrazol-5-yl)thio)methyl)-8-oxo-5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic Acid

26. Ceforanide [mi]

27. Ceforanide [inn]

28. Prestwick0_000470

29. Prestwick1_000470

30. Prestwick2_000470

31. Prestwick3_000470

32. Ceforanide [usan]

33. Dsstox_cid_2760

34. Ceforanide [vandf]

35. Ceforanide [mart.]

36. Ceforanide(200mg)

37. Ceforanide [usp-rs]

38. Ceforanide [who-dd]

39. Dsstox_rid_76719

40. Dsstox_gsid_22760

41. Bspbio_000580

42. (6r-trans)-7-(((2-(aminomethyl)phenyl)acetyl)amino)-3-(((1-(carboxymethyl)-1h-tetrazol-5-yl)thio)methyl)-8-oxo-5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic Acid

43. Schembl122072

44. Spbio_002519

45. Bpbio1_000638

46. Ceforanide [orange Book]

47. Chembl1201046

48. Dtxsid1022760

49. Gtpl12218

50. Ceforanide [usp Impurity]

51. Hms1569m22

52. Hms2096m22

53. Hms3713m22

54. (6r,7r)-7-(2-(2-(aminomethyl)phenyl)acetamido)-3-(((1-(carboxymethyl)-1h-tetrazol-5-yl)thio)methyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic Acid

55. Hy-b1297

56. Zinc3830434

57. Tox21_110670

58. Ccg-220470

59. Db00923

60. Nsc 760049

61. Ncgc00179514-05

62. (6r,7r)-7-({[2-(aminomethyl)phenyl]acetyl}amino)-3-({[1-(carboxymethyl)-1h-tetrazol-5-yl]sulfanyl}methyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic Acid

63. (6r,7r)-7-({[2-(aminomethyl)phenyl]acetyl}amino)-3-({[1-(carboxymethyl)-1h-tetrazol-5-yl]thio}methyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic Acid

64. As-15783

65. Ab00513845

66. Cs-0013066

67. S5081

68. C06884

69. D00259

70. D81832

71. 925c613

72. A913663

73. Q5057287

74. Sr-01000872614-2

75. Sr-01000872614-3

76. Brd-k37848908-001-03-1

77. (6r,7r)-7-(2-(.alpha.-amino-o-tolyl)acetamido)-3-(((1-(carboxymethyl)-1h-tetrazol-5-yl)thio)methyl)-8-oxo-5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic Acid

78. (6r,7r)-7-(2-(2-(aminomethyl)phenyl)acetamido)-3-(((1-(carboxymethyl)-1h-tetrazol-5-yl)thio)methyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylicacid

79. 7-[[2-[2-(aminomethyl)phenyl]acetyl]amino]-3-[[1-(carboxymethyl)tetrazol-5-yl]sulfanylmethyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic Acid

2.4 Create Date
2005-06-24
3 Chemical and Physical Properties
Molecular Weight 519.6 g/mol
Molecular Formula C20H21N7O6S2
XLogP3-3.2
Hydrogen Bond Donor Count4
Hydrogen Bond Acceptor Count12
Rotatable Bond Count10
Exact Mass519.09947376 g/mol
Monoisotopic Mass519.09947376 g/mol
Topological Polar Surface Area244 Ų
Heavy Atom Count35
Formal Charge0
Complexity905
Isotope Atom Count0
Defined Atom Stereocenter Count2
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count1
4 Drug and Medication Information
4.1 Drug Indication

For the treatment of infections caused by susceptible organisms.


5 Pharmacology and Biochemistry
5.1 Pharmacology

Ceforanide is a semisynthetic second-generation cephalosporin. The cephalosporins are bactericidal drugs with both gram-positive and gram-negative activity. They inhibit bacterial cell wall synthesis in a way similar to the penicillins.


5.2 MeSH Pharmacological Classification

Anti-Bacterial Agents

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


5.3 ATC Code

J - Antiinfectives for systemic use

J01 - Antibacterials for systemic use

J01D - Other beta-lactam antibacterials

J01DC - Second-generation cephalosporins

J01DC11 - Ceforanide


5.4 Absorption, Distribution and Excretion

Absorption

Rapidly absorbed following intramuscular injection.


5.5 Metabolism/Metabolites

The major drug elimination route was urinary excretion with 85% of the dose being excreted unchanged in the urine within 12 hr, and no metabolites with antibiotic activity were observed in urine.


5.6 Biological Half-Life

2.6 to 2.98 hours


5.7 Mechanism of Action

The bactericidal activity of ceforanide results from the inhibition of cell wall synthesis via affinity for penicillin-binding proteins (PBPs).


API Reference Price

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15-Dec-2022
15-Dec-2022
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ABOUT THIS PAGE

Ceforanide Manufacturers

A Ceforanide manufacturer is defined as any person or entity involved in the manufacture, preparation, processing, compounding or propagation of Ceforanide, including repackagers and relabelers. The FDA regulates Ceforanide manufacturers to ensure that their products comply with relevant laws and regulations and are safe and effective to use. Ceforanide API Manufacturers are required to adhere to Good Manufacturing Practices (GMP) to ensure that their products are consistently manufactured to meet established quality criteria.

Ceforanide Suppliers

A Ceforanide supplier is an individual or a company that provides Ceforanide active pharmaceutical ingredient (API) or Ceforanide finished formulations upon request. The Ceforanide suppliers may include Ceforanide API manufacturers, exporters, distributors and traders.

click here to find a list of Ceforanide suppliers with USDMF, JDMF, KDMF, CEP, GMP, COA and API Price related information on PharmaCompass.

Ceforanide USDMF

A Ceforanide DMF (Drug Master File) is a document detailing the whole manufacturing process of Ceforanide active pharmaceutical ingredient (API) in detail. Different forms of Ceforanide DMFs exist exist since differing nations have different regulations, such as Ceforanide USDMF, ASMF (EDMF), JDMF, CDMF, etc.

A Ceforanide DMF submitted to regulatory agencies in the US is known as a USDMF. Ceforanide USDMF includes data on Ceforanide's chemical properties, information on the facilities and procedures used, and details about packaging and storage. The Ceforanide USDMF is kept confidential to protect the manufacturer’s intellectual property.

click here to find a list of Ceforanide suppliers with USDMF on PharmaCompass.

Ceforanide WC

A Ceforanide written confirmation (Ceforanide WC) is an official document issued by a regulatory agency to a Ceforanide manufacturer, verifying that the manufacturing facility of a Ceforanide active pharmaceutical ingredient (API) adheres to the Good Manufacturing Practices (GMP) regulations of the importing country. When exporting Ceforanide APIs or Ceforanide finished pharmaceutical products to another nation, regulatory agencies frequently require a Ceforanide WC (written confirmation) as part of the regulatory process.

click here to find a list of Ceforanide suppliers with Written Confirmation (WC) on PharmaCompass.

Ceforanide GMP

Ceforanide Active pharmaceutical ingredient (API) is produced in GMP-certified manufacturing facility.

GMP stands for Good Manufacturing Practices, which is a system used in the pharmaceutical industry to make sure that goods are regularly produced and monitored in accordance with quality standards. The FDA’s current Good Manufacturing Practices requirements are referred to as cGMP or current GMP which indicates that the company follows the most recent GMP specifications. The World Health Organization (WHO) has its own set of GMP guidelines, called the WHO GMP. Different countries can also set their own guidelines for GMP like China (Chinese GMP) or the EU (EU GMP).

PharmaCompass offers a list of Ceforanide GMP manufacturers, exporters & distributors, which can be sorted by USDMF, JDMF, KDMF, CEP (COS), WC, API price, and more, enabling you to easily find the right Ceforanide GMP manufacturer or Ceforanide GMP API supplier for your needs.

Ceforanide CoA

A Ceforanide CoA (Certificate of Analysis) is a formal document that attests to Ceforanide's compliance with Ceforanide specifications and serves as a tool for batch-level quality control.

Ceforanide CoA mostly includes findings from lab analyses of a specific batch. For each Ceforanide CoA document that a company creates, the USFDA specifies specific requirements, such as supplier information, material identification, transportation data, evidence of conformity and signature data.

Ceforanide may be tested according to a variety of international standards, such as European Pharmacopoeia (Ceforanide EP), Ceforanide JP (Japanese Pharmacopeia) and the US Pharmacopoeia (Ceforanide USP).

Inform the supplier about your product requirements, specifying if you need a product with particular monograph like EP (Ph. Eur.), USP, JP, BP, or any other quality. In addition, clarify whether you need hydrochloride (HCl), anhydricum, base, micronisatum or a specific level of purity. To find reputable suppliers, utilize the filters and select those certified by GMP, FDA, or any other certification as per your requirement.
For your convenience, we have listed synonyms and CAS numbers to help you find the best supplier. The use of synonyms and CAS numbers can be helpful in identifying potential suppliers, but it is crucial to note that they might not always indicate the exact same product. It is important to confirm the product details with the supplier before making a purchase to ensure that it meets your requirements.
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