CAS 76610-84-9

Cefbuperazone

Description:

Cefbuperazone is a broad-spectrum cephalosporin antibiotic that belongs to the class of beta-lactam antibiotics. It is primarily used for its antibacterial properties against a variety of Gram-positive and Gram-negative bacteria. The compound is characterized by its ability to inhibit bacterial cell wall synthesis, which is a crucial mechanism for its antimicrobial activity. Cefbuperazone is often administered in its sodium salt form and is typically used in clinical settings to treat infections, particularly those caused by resistant strains of bacteria. Its pharmacokinetic profile includes good tissue penetration and a relatively long half-life, allowing for less frequent dosing. The substance is generally well-tolerated, although it may cause side effects such as allergic reactions or gastrointestinal disturbances in some patients. As with other antibiotics, the emergence of resistance is a concern, necessitating careful use and adherence to prescribed regimens. Overall, cefbuperazone represents an important option in the arsenal of antibiotics used to combat bacterial infections.

Formula: C₂₂H₂₉N₉O₉S₂

InChI: InChI=1/C22H29N9O9S2/c1-5-29-6-7-30(16(35)15(29)34)20(39)23-12(10(2)32)14(33)24-22(40-4)18(38)31-13(17(36)37)11(8-41-19(22)31)9-42-21-25-26-27-28(21)3/h10,12,19,32H,5-9H2,1-4H3,(H,23,39)(H,24,33)(H,36,37)/t10-,12+,19+,22-/m0/s1

InChI key: InChIKey=SMSRCGPDNDCXFR-CYWZMYCQSA-N

SMILES: N(C([C@H](NC(=O)N1C(=O)C(=O)N(CC)CC1)[C@H](C)O)=O)[C@@]2(OC)[C@@]3(N(C2=O)C(C(O)=O)=C(CSC=4N(C)N=NN4)CS3)[H]

Synonyms:

• (6R,7S)-7-({N-[(4-ethyl-2,3-dioxopiperazin-1-yl)carbonyl]-D-threonyl}amino)-7-methoxy-3-{[(1-methyl-1H-tetrazol-5-yl)sulfanyl]methyl}-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
• (6R,7S)-7-({N-[(4-ethyl-2,3-dioxopiperazin-1-yl)carbonyl]-L-threonyl}amino)-7-methoxy-3-{[(1-methyl-1H-tetrazol-5-yl)sulfanyl]methyl}-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
• (6R,7S)-7-[[(2R,3S)-2-[[(4-Ethyl-2,3-dioxo-1-piperazinyl)carbonyl]amino]-3-hydroxy-1-oxobutyl]amino]-7-methoxy-3-[[(1-methyl-1H-tetrazol-5-yl)thio]methyl]-8-oxo-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, 7-[[(2R,3S)-2-[[(4-ethyl-2,3-dioxo-1-piperazinyl)carbonyl]amino]-3-hydroxy-1-oxobutyl]amino]-7-methoxy-3-[[(1-methyl-1H-tetrazol-5-yl)thio]methyl]-8-oxo-, (6R,7S)-
• 5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 7-[[2-[[(4-ethyl-2,3-dioxo-1-piperazinyl)carbonyl]amino]-3-hydroxy-1-oxobutyl]amino]-7-methoxy-3-[[(1-methyl-1H-tetrazol-5-yl)thio]methyl]-8-oxo-, [6R-[6α,7α,7(2R*,3S*)]]-
• Cefbuperazone
• methyl-1h-tetrazol-5-yl)thio)methyl)-8-oxo-,(6r-(6-alpha,7-alpha,7(2r*,3s*))
• xo-1-piperazinyl)carbonyl)amino)-3-hydroxy-1-oxobutyl)amino)-7-methoxy-3-(((1-
• Keiperazon
• (6R,7S)-7-((2R,3S)-2-(4-Ethyl-2,3-dioxo-1-piperazinecarboxamido)-3-hydroxybutyramido)-7-methoxy-3-(((1-methyl-1H-tetrazol-5-yl)thio)methyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
• 5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylicacid,7-((2-(((4-ethyl-2,3-dio
• The side chain of Cefbuperazone

Cefbuperazone

CAS: 76610-84-9

Formula: C₂₁H₂₇N₉O₉S₂

Molecular weight: 613.62

Ref: 7W-GP8744

Cefbuperazone

CAS: 76610-84-9

Formula: C₂₂H₂₉N₉O₉S₂

Color and Shape: White To Off-White Solid

Molecular weight: 627.66

Ref: 4Z-C-188001

Cefbuperazone

Controlled Product

CAS: 76610-84-9

Stability Hygroscopic
Applications Cefbuperazone is a second-generation cephalosporin antibiotic.
References Izumi, K., et al.: J. Chemother., 7 Suppl 4, 173 (1995)

Formula: C₂₂H₂₉N₉O₉S₂

Color and Shape: Neat

Molecular weight: 627.65

Ref: TR-C242540

δ3-Cefbuperazone

Controlled Product

CAS: 76610-84-9

Formula: C₂₂H₂₉N₉O₉S₂

Color and Shape: Neat

Molecular weight: 627.651

Ref: TR-C242535