CAS 25953-19-9: Cefazolin
Description:Cefazolin 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. Cefazolin works by inhibiting bacterial cell wall synthesis, leading to cell lysis and death. The compound is typically administered via injection, as it is not well absorbed from the gastrointestinal tract. Its chemical structure includes a beta-lactam ring, which is essential for its antibacterial activity. Cefazolin is often used in surgical prophylaxis and for treating infections such as skin and soft tissue infections, urinary tract infections, and respiratory tract infections. It is generally well-tolerated, but potential side effects may include allergic reactions, gastrointestinal disturbances, and alterations in blood clotting. As with all antibiotics, it is crucial to use cefazolin judiciously to prevent the development of antibiotic resistance. Its CAS number, 25953-19-9, uniquely identifies this compound in chemical databases.
Formula:C14H14N8O4S3
InChI:InChI=1S/C14H14N8O4S3/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)/t9-,12-/m1/s1
InChI key:InChIKey=MLYYVTUWGNIJIB-BXKDBHETSA-N
SMILES:O=C(O)C1=C(CSC2=NN=C(S2)C)CSC3N1C(=O)C3NC(=O)CN4N=NN=C4
- Synonyms:
- (6R,7R)-3-[[(5-Methyl-1,3,4-thiadiazol-2-yl)thio]methyl]-8-oxo-7-[[2-(1H-tetrazol-1-yl)acetyl]amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
- (6R,7R)-3-{[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]methyl}-8-oxo-7-[(1H-tetrazol-1-ylacetyl)amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
- (6R-trans)-3-[[(5-Methyl-1,3,4-thiadiazol-2-yl)thio]methyl]-8-oxo-7-[[(1H-tetrazol-1-yl)acetyl]amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
- 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]-, (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]-, (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]-
- 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]-, (6R,7R)-
- 7-(1-(1H)-Tetrazolylacetamido)-3-[2-(5-methyl-1,3,4-thiadiazolyl)thiomethyl]-Δ3-cephem-4-carboxylic acid
- 7-(1-(1H)-Tetrazolylacetamido)-3-[2-(5-methyl-1,3,4-thiadiazolyl)thiomethyl]-Δ<sup>3</sup>-cephem-4-carboxylic acid
- 7-(1H-Tetrazol-1-ylacetamido)-3-(5-methyl-1,3,4-thiadiazol-2-yl)thiomethyl-3-cephem-4-carboxylic acid
- See more synonyms
- 7-[1-(1H)-tetrazolylacetoamido]-3-[2-(5-methyl-1,3,4-thiadiazolyl)-thiomethyl]-Δ-3-cephem-4-carboxylic acid
- CEZ
- Cefamedin
- Cefamezin
- Cefaprim
- Cefazolin,sodium salt
- Cefazolina
- Cefazoline
- Cephamezine
- Cephazolin
- Cephazolin,sodium salt
- Cephazoline
- Elzogram
- Sefazol
- Zinol