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Chemistry

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Also known as: 56187-47-4, Refosporen, Refosporene, Cefazedona, Cefazedonum, (6r,7r)-7-[[2-(3,5-dichloro-4-oxopyridin-1-yl)acetyl]amino]-3-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanylmethyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
Molecular Formula
C18H15Cl2N5O5S3
Molecular Weight
548.4  g/mol
InChI Key
VTLCNEGVSVJLDN-MLGOLLRUSA-N
FDA UNII
7Y86X0D799

Cefazedone
Cefazedone is a semisynthetic first-generation cephalosporin with antibacterial activity. Cefazedone binds to and inactivates penicillin-binding proteins (PBPs) located on the inner membrane of the bacterial cell wall. PBPs are enzymes involved in the terminal stages of assembling the bacterial cell wall and in reshaping the cell wall during growth and division. Inactivation of PBPs interferes with the cross-linkage of peptidoglycan chains necessary for bacterial cell wall strength and rigidity. This results in the weakening of the bacterial cell wall and causes cell lysis.
1 2D Structure

Cefazedone

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
(6R,7R)-7-[[2-(3,5-dichloro-4-oxopyridin-1-yl)acetyl]amino]-3-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanylmethyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
2.1.2 InChI
InChI=1S/C18H15Cl2N5O5S3/c1-7-22-23-18(33-7)32-6-8-5-31-16-12(15(28)25(16)13(8)17(29)30)21-11(26)4-24-2-9(19)14(27)10(20)3-24/h2-3,12,16H,4-6H2,1H3,(H,21,26)(H,29,30)/t12-,16-/m1/s1
2.1.3 InChI Key
VTLCNEGVSVJLDN-MLGOLLRUSA-N
2.1.4 Canonical SMILES
CC1=NN=C(S1)SCC2=C(N3C(C(C3=O)NC(=O)CN4C=C(C(=O)C(=C4)Cl)Cl)SC2)C(=O)O
2.1.5 Isomeric SMILES
CC1=NN=C(S1)SCC2=C(N3[C@@H]([C@@H](C3=O)NC(=O)CN4C=C(C(=O)C(=C4)Cl)Cl)SC2)C(=O)O
2.2 Other Identifiers
2.2.1 UNII
7Y86X0D799
2.3 Synonyms
2.3.1 MeSH Synonyms

1. 7-(2-(3,5-dichloro-4-oxo-1- Pyridyl)acetamido)-3-(5-methyl-1,3,4-thiadiazol- 2-ylthiomethyl)-3-cephem-4-carboxylic Acid

2. Cefazedone Sodium

3. Cefazedone, Monosodium Salt

4. Emd 30 087

5. Emd30087

6. Refosporen

7. Refosporin

2.3.2 Depositor-Supplied Synonyms

1. 56187-47-4

2. Refosporen

3. Refosporene

4. Cefazedona

5. Cefazedonum

6. (6r,7r)-7-[[2-(3,5-dichloro-4-oxopyridin-1-yl)acetyl]amino]-3-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanylmethyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic Acid

7. Cefazedone (inn)

8. Emd-30087

9. 7y86x0d799

10. (6r,7r)-7-(2-(3,5-dichloro-4-oxo-1(4h)-pyridyl)acetamido)-3-(((5-methyl-1,3,4-thiadiazol-2-yl)thio)methyl)-8-oxo-5-thia-1-azabicyclo(4.2.0)-oct-2-ene-2-carboxylic Acid

11. Cefazedone [inn]

12. Cefazedone [inn:ban]

13. Cefazedonum [inn-latin]

14. Cefazedona [inn-spanish]

15. (6r,7r)-7-(2-(3,5-dichloro-4-oxopyridin-1(4h)-yl)acetamido)-3-(((5-methyl-1,3,4-thiadiazol-2-yl)thio)methyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic Acid

16. Refosporin Sodium Salt

17. Cefazedone, Sodium Salt

18. Brn 1097746

19. Cefazedon

20. Cefazedone Acid

21. Unii-7y86x0d799

22. Refosporen;cefazedonum

23. Nsc304118

24. Cefazedone [mi]

25. Cefazedone (*sodium Salt*)

26. Cefazedone [who-dd]

27. Refosporin (*sodium Salt*)

28. Schembl49523

29. Chembl2107636

30. Gtpl12203

31. Dtxsid50204733

32. Chebi:131731

33. Zinc1567521

34. S4874

35. Ccg-269995

36. Db13778

37. (6r,7r)-7-[[2-(3,5-dichloro-4-oxo-1-pyridyl)acetyl]amino]-3-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanylmethyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic Acid

38. (6r-trans)7-(((3,5-dichloro-4-oxo-1(4h)-pyridinyl)acetyl)amino)-3-(((5-methyl-1,3,4-thiadiazol-2-yl)thio)methyl)-8-oxo-5-thia-1-azabicyclo(4.2.0)oxy-2-ene-2-carbox Ylic Acid

39. 5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic Acid, 7-(((3,5-dichloro-4-oxo-1(4h)-pyridinyl)acetyl)amino)-3-(((5-methyl-1,3,4-thiadiazol-2-yl)thio)methyl)-8-oxo-, (6r-trans)-

40. As-75724

41. Hy-121144

42. Cs-0079538

43. D07237

44. D95160

45. 187c474

46. A936727

47. Q5057222

48. (6r,7r)-7-(2-(3,5-dichloro-4-oxopyridin-1(4h)-yl)acetamido)-3-(((5-methyl-1,3,4-thiadiazol-2-yl)thio)methyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylicacid

49. (6r,7r)-7-[2-(3,5-dichloro-4-oxopyridin-1(4h)-yl)acetamido]-3-{[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]methyl}-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic Acid

50. 5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic Acid, 7-((2-(3,5-dichloro-4-oxo-1(4h)-pyridinyl)acetyl)amino)-3-(((5-methyl-1,3,4-thiadiazol-2-yl)thio)methyl)-8-oxo-, (6r,7r)-

51. 5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic Acid, 7-[[(3,5-dichloro-4-oxo-1(4h)-pyridinyl)acetyl]amino]-3-[[(5-methyl-1,3,4-thiadiazol-2-yl)thio]methyl]-8-oxo-, Monosodium Salt, (6r-trans)-

52. 7-{[3,5-dichloro-4-oxopyridin-1(4h)-yl]acetamido}-3-{[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]methyl}-3,4-didehydrocepham-4-carboxylic Acid

2.4 Create Date
2005-08-01
3 Chemical and Physical Properties
Molecular Weight 548.4 g/mol
Molecular Formula C18H15Cl2N5O5S3
XLogP31.1
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count11
Rotatable Bond Count7
Exact Mass546.9612375 g/mol
Monoisotopic Mass546.9612375 g/mol
Topological Polar Surface Area212 Ų
Heavy Atom Count33
Formal Charge0
Complexity984
Isotope Atom Count0
Defined Atom Stereocenter Count2
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count1
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

J01DB06 - Cefazedone


ABOUT THIS PAGE

Cefazedone Manufacturers

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

Cefazedone Suppliers

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

Cefazedone KDMF

In Korea, the Ministry of Food and Drug Safety (MFDS) is in charge of regulating pharmaceutical products and services.

Pharmaceutical companies submit a Cefazedone Drug Master File in Korea (Cefazedone KDMF) to the MFDS, which includes comprehensive information about the production, processing, facilities, materials, packaging, and testing of Cefazedone. The MFDS reviews the Cefazedone KDMF as part of the drug registration process and uses the information provided in the Cefazedone KDMF to evaluate the safety and efficacy of the drug.

After submitting a Cefazedone KDMF to the MFDS, the registered manufacturer can provide importers or distributors with the registration number without revealing confidential information to Korean business partners. Applicants seeking to register their Cefazedone API can apply through the Korea Drug Master File (KDMF).

click here to find a list of Cefazedone suppliers with KDMF on PharmaCompass.

Cefazedone GMP

Cefazedone 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 Cefazedone 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 Cefazedone GMP manufacturer or Cefazedone GMP API supplier for your needs.

Cefazedone CoA

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

Cefazedone CoA mostly includes findings from lab analyses of a specific batch. For each Cefazedone 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.

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