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    Technical details about Cefazedone, learn more about the structure, uses, toxicity, action, side effects and more

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    Cefazedone

    APIs // Active Pharmaceutical Ingredients

    PharmaCompass

    Symbiotec: Global API manufacturer, specializing in Cortico-Steroids & Steroid-Hormone APIs.

    Metrochem has been delivering customized volume & quality products to customers across the world, taking utmost care of their needs.

    2D Structure
    1. 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 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

    2D Structure

    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

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