102507-71-1
Chemical Structure
Tigemonam
- CAS No.: 102507-71-1
- Formula:C12H15N5O9S2
- Molecular Weight:437.41
IUPAC Name: (S,Z)-2-(((1-(2-aminothiazol-4-yl)-2-((2,2-dimethyl-4-oxo-1-(sulfooxy)azetidin-3-yl)amino)-2-oxoethylidene)amino)oxy)acetic acid
InChIKey: VAMSVIZLXJOLHZ-QWFSEIHXSA-N
SMILES: OC(CO/N=C(C1=CSC(N)=N1)\C(N[C@H]2C(C)(N(OS(=O)(O)=O)C2=O)C)=O)=O
Biological Activity: Tigemonam is an orally active monobactam antibiotic with a Ki of 0.86 μM against Enterobacter cloacae P99 β-lactamase and 50.8 μM against Escherichia coli TEM-1 β-lactamase. Tigemonam binds to penicillin-binding proteins 1a, 3, and 4, inhibits bacterial cell wall synthesis, and exhibits bactericidal activity against aerobic gram-negative bacteria including Enterobacteriaceae, Haemophilus influenzae, and Neisseria gonorrhoeae. Tigemonam resists hydrolysis by multiple β-lactamase enzymes, reduces bacterial load in systemic, pyelonephritic, lung, and thigh muscle infections in rodents, and shows minimal difference between minimum inhibitory and bactericidal concentrations. Tigemonam can be used for the research of gram-negative bacterial infections, acute pyelonephritis, lung infection, and thigh muscle infection[1][2][3][4][5][6].
| Cat. No. | Product Name | Purity | Description | Pricing | |||||||||||||||||||
|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|
|
|
Tigemonam | Tigemonam is an orally active monobactam antibiotic with a Ki of 0.86 μM against Enterobacter cloacae P99 β-lactamase and 50.8 μM against Escherichia coli TEM-1 β-lactamase. Tigemonam binds to penicillin-binding proteins 1a, 3, and 4, inhibits bacterial cell wall synthesis, and exhibits bactericidal activity against aerobic gram-negative bacteria including Enterobacteriaceae, Haemophilus influenzae, and Neisseria gonorrhoeae. Tigemonam resists hydrolysis by multiple β-lactamase enzymes, reduces bacterial load in systemic, pyelonephritic, lung, and thigh muscle infections in rodents, and shows minimal difference between minimum inhibitory and bactericidal concentrations. Tigemonam can be used for the research of gram-negative bacterial infections, acute pyelonephritis, lung infection, and thigh muscle infection. | |||||||||||||||||||||
|
loading...
/
|
|||||||||||||||||||||||
- [1]. Clark JM, et al. In vivo evaluation of tigemonam, a novel oral monobactam. Antimicrob Agents Chemother. 1987;31(2):226-229. [Content Brief]
- [2]. Chin NX, et al. Tigemonam, an oral monobactam. Antimicrob Agents Chemother. 1988;32(1):84-91. [Content Brief]
- [3]. van Ogtrop ML, et al. Comparison of the effects of aztreonam and tigemonam against Escherichia coli and Klebsiella pneumoniae in vitro and in vivo. Antimicrob Agents Chemother. 1991;35(3):417-422. [Content Brief]
- [4]. Fuchs PC, et al. In vitro antimicrobial activity of tigemonam, a new orally administered monobactam. Antimicrob Agents Chemother. 1988;32(3):346-349. [Content Brief]
- [5]. van Ogtrop ML, et al. Modulation of the intestinal flora of mice by treatment with aztreonam and tigemonam. Antimicrob Agents Chemother. 1991;35(5):983-985. [Content Brief]
- [6]. Bush K, et al. Improved sensitivity in assays for binding of novel beta-lactam antibiotics to penicillin-binding proteins of Escherichia coli. Antimicrob Agents Chemother. 1987;31(8):1271-1273. [Content Brief]
Keywords
