CAS 116853-25-9

Cefluprenam

Description:

Cefluprenam is a synthetic antibiotic belonging to the cephalosporin class, characterized by its broad-spectrum activity against various bacterial pathogens. It is primarily used in the treatment of infections caused by Gram-positive and Gram-negative bacteria. The compound features a beta-lactam ring, which is essential for its antibacterial action, as it inhibits bacterial cell wall synthesis. Cefluprenam is known for its stability against certain beta-lactamases, enzymes produced by bacteria that can inactivate many antibiotics. This stability enhances its efficacy against resistant strains. The substance is typically administered via injection and is metabolized in the liver, with its excretion primarily occurring through the kidneys. Its pharmacokinetic profile allows for effective tissue penetration, making it suitable for treating systemic infections. As with other antibiotics, potential side effects may include allergic reactions, gastrointestinal disturbances, and alterations in normal flora. Overall, cefluprenam represents a valuable option in the arsenal against bacterial infections, particularly in cases where resistance to other antibiotics is a concern.

Formula: C₂₀H₂₅FN₈O₆S₂

InChI: InChI=1S/C20H25FN8O6S2/c1-3-29(2,7-11(22)30)6-4-5-10-8-36-18-13(17(32)28(18)14(10)19(33)34)24-16(31)12(26-35-9-21)15-25-20(23)37-27-15/h4-5,13,18H,3,6-9H2,1-2H3,(H5-,22,23,24,25,27,30,31,33,34)/b5-4+,26-12-/t13-,18-,29?/m1/s1

InChI key: InChIKey=XAKKNLNAJBNLPC-MAYKBZFQSA-N

SMILES: C([O-])(=O)C=1N2[C@@]([C@H](NC(/C(=N\OCF)/C3=NSC(N)=N3)=O)C2=O)(SCC1/C=C/C[N+](CC(N)=O)(CC)C)[H]

Synonyms:

• (-)-((E)-3-((6R,7R)-7-(2-(5-Amino-1,2,4-thiadiazol-3-yl)glyoxylamido)-2-carboxy-8-oxo-5-thia-1-azabicyclo (4.2.0)oct-2-en-3-yl)allyl)(carbamoylmethyl)ethylmethylammonium hydroxide, inner salt, 7(sup 2)-(Z)-(O-(fluoromethyl)oxime)
• (-)-[(E)-3-[(6R,7R)-7-[2-(5-Amino-1,2,4-thiadiazol-3-yl)glyoxylamido]-2-carboxy-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-en-3-yl]allyl](carbamoylmethyl)ethylmethylammonium hydroxide, inner salt, 7²-(Z)-[O-(fluoromethyl)oxime]
• 1,2,4-Thiadiazole, 2-propen-1-aminium deriv.
• 2-Propen-1-aminium, N-(2-amino-2-oxoethyl)-3-(7-(((5-amino-1,2,4-thiadiazol-3-yl)((fluoromethoxy)imino)acetyl)amino)-2-carboxy-8-oxo-5-thia-1-azabicyclo(4.2.0)oct-2-en-3-yl)-N-ethyl-N-methyl-, inner salt, (6R-(3(E),6-alpha,7-beta(Z)))-
• 2-Propen-1-aminium, N-(2-amino-2-oxoethyl)-3-[(6R,7R)-7-[[(2Z)-(5-amino-1,2,4-thiadiazol-3-yl)[(fluoromethoxy)imino]acetyl]amino]-2-carboxy-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-en-3-yl]-N-ethyl-N-methyl-, inner salt, (2E)-
• 2-Propen-1-aminium, N-(2-amino-2-oxoethyl)-3-[(6R,7R)-7-[[(2Z)-2-(5-amino-1,2,4-thiadiazol-3-yl)-2-[(fluoromethoxy)imino]acetyl]amino]-2-carboxy-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-en-3-yl]-N-ethyl-N-methyl-, inner salt, (2E)-
• 2-Propen-1-aminium, N-(2-amino-2-oxoethyl)-3-[7-[[(5-amino-1,2,4-thiadiazol-3-yl)[(fluoromethoxy)imino]acetyl]amino]-2-carboxy-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-en-3-yl]-N-ethyl-N-methyl-, inner salt, [6R-[3(E),6α,7β(Z)]]-
• Antibiotic E 1077
• Cefluprenam [INN]
• E 1077
• Unii-098633Q42P

Cefluprenam

CAS: 116853-25-9

Cefluprenam is a a cephalosporin type antibacterial agent.

Formula: C₂₀H₂₅FN₈O₆S₂

Purity: 98%

Color and Shape: Solid

Molecular weight: 556.59

Ref: TM-T26975

Cefluprenam

Controlled Product

CAS: 116853-25-9

Formula: C₂₀H₂₅FN₈O₆S₂

Color and Shape: Neat

Molecular weight: 556.591

Ref: TR-C242845

Cefluprenam

CAS: 116853-25-9

Cefluprenam is a cephalosporin antibiotic, which is a synthetic derivative of the fungus Cephalosporium. It functions by inhibiting bacterial cell wall synthesis, effectively disrupting the peptidoglycan cross-linking process essential for bacterial structural integrity. This inhibition leads to cell lysis and ultimately bacterial death.

Formula: C₂₀H₂₅FN₈O₆S₂

Purity: Min. 95%

Molecular weight: 556.60 g/mol

Ref: 3D-REA85325