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CAS 27164-46-1

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Cefazolin sodium

Description:
Cefazolin sodium is a first-generation cephalosporin antibiotic, primarily used for the treatment of bacterial infections. It is effective against a variety of gram-positive bacteria and some gram-negative organisms. The compound is characterized by its beta-lactam structure, which is essential for its antibacterial activity. Cefazolin is typically administered via injection, as it is not well absorbed when taken orally. It has a relatively long half-life, allowing for less frequent dosing compared to some other antibiotics. The sodium salt form enhances its solubility in water, making it suitable for intravenous or intramuscular administration. Common indications for cefazolin include surgical prophylaxis and the treatment of skin, bone, and joint infections. While generally well-tolerated, it can cause side effects such as allergic reactions, gastrointestinal disturbances, and, in rare cases, nephrotoxicity. As with all antibiotics, it is crucial to use cefazolin judiciously to prevent the development of antibiotic resistance.
Formula:C14H13N8NaO4S3
InChI:InChI=1/C14H14N8O4S3.Na/c1-6-17-18-14(29-6)28-4-7-3-27-12-9(11(24)22(12)10(7)13(25)26)16-8(23)2-21-5-15-19-20-21;/h5,9,12H,2-4H2,1H3,(H,16,23)(H,25,26);/q;+1/p-1/t9-,12-;/m1./s1
InChI key:InChIKey=BXZNAOVMWGRSJT-WYUVZMMLSA-N
SMILES:C(O)(=O)C=1N2[C@@]([C@H](NC(CN3C=NN=N3)=O)C2=O)(SCC1CSC=4SC(C)=NN4)[H].[Na]
Synonyms:
  • 3-[[(5-Methyl-1,3,4-thiadiazol-2-yl)thio]methyl]-7-[2-(1H-tetrazol-1-yl)-acetamido]-3-cephem-4-carboxylic acid sodium salt
  • 3-[[(5-Methyl-1,3,4-thiadiazol-2-yl)thio]methyl]-8-oxo-7-[2-(1H-tetrazol-1-yl)acetamido]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid sodium salt
  • 5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 3-[[(5-methyl-1,3,4-thiadiazol-2-yl)thio]methyl]-8-oxo-7-[(1H-tetrazol-1-ylacetyl)amino]-, monosodium salt, (6R,7R)-
  • 5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 3-[[(5-methyl-1,3,4-thiadiazol-2-yl)thio]methyl]-8-oxo-7-[(1H-tetrazol-1-ylacetyl)amino]-, monosodium salt, (6R-trans)-
  • 5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 3-[[(5-methyl-1,3,4-thiadiazol-2-yl)thio]methyl]-8-oxo-7-[2-(1H-tetrazol-1-yl)acetamido]-, monosodium salt
  • 5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 3-[[(5-methyl-1,3,4-thiadiazol-2-yl)thio]methyl]-8-oxo-7-[[2-(1H-tetrazol-1-yl)acetyl]amino]-, sodium salt (1:1), (6R,7R)-
  • Ancef
  • Atirin
  • Azolin
  • Biazolina
  • See more synonyms
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