CAS 108691-83-4

Cefixime

Description:

Cefixime is a broad-spectrum cephalosporin antibiotic used primarily to treat bacterial infections. It is effective against a variety of gram-positive and gram-negative bacteria, making it useful for conditions such as respiratory tract infections, urinary tract infections, and certain types of gastroenteritis. Cefixime is characterized by its stability against many beta-lactamases, which are enzymes produced by some bacteria that can inactivate other antibiotics. The compound is typically administered orally and is well-absorbed in the gastrointestinal tract. Its chemical structure includes a beta-lactam ring, which is essential for its antibacterial activity. Cefixime is generally well-tolerated, but like all medications, it can cause side effects, including gastrointestinal disturbances and allergic reactions. It is important to use this antibiotic judiciously to prevent the development of antibiotic resistance. As with any medication, it should be prescribed by a healthcare professional based on specific clinical indications.

Formula: C₁₆H₂₁N₅O₁₀S₂

InChI: InChI=1/C16H15N5O7S2.3H2O/c1-2-6-4-29-14-10(13(25)21(14)11(6)15(26)27)19-12(24)9(20-28-3-8(22)23)7-5-30-16(17)18-7;;;/h2,5,10,14H,1,3-4H2,(H2,17,18)(H,19,24)(H,22,23)(H,26,27);3*1H2/b20-9-;;;/t10-,14-;;;/m1.../s1

SMILES: C=CC1=C(C(=O)O)N2C(=O)[C@H]([C@H]2SC1)N=C(/C(=N\OCC(=O)O)/c1csc(=N)[nH]1)O.O.O.O

Synonyms:

• (6R,7R)-7-(2-(2-Amino-4-thiazolyl)gloxylamido)-8-oxo-3-vinyl-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 7(square)-(Z)-(O-(carboxymethyl)oxime)-trihydrate
• Suprax
• Cefixime main-ring
• (6R,7R)-7-({(2-amino-1,3-thiazol-4-yl)[(carboxymethoxy)imino]acetyl}amino)-3-ethenyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
• (6R,7R)-7-({(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-[(carboxymethoxy)imino]acetyl}amino)-3-ethenyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
• (6R,7R)-7-({(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-[(carboxymethoxy)imino]acetyl}amino)-3-ethenyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid trihydrate
• 5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 7-[[(2-amino-4-thiazolyl)[(carboxymethoxy)imino]acetyl]amino]-3-ethenyl-8-oxo-, [6R-[6α,7α(Z)]]-