CAS 78110-38-0: Aztreonam
Description:Aztreonam is a synthetic monobactam antibiotic primarily used to treat infections caused by Gram-negative bacteria. It is characterized by its beta-lactam structure, which is essential for its antibacterial activity. Aztreonam is particularly effective against Pseudomonas aeruginosa and other Enterobacteriaceae, making it a valuable option for patients with penicillin allergies, as it has a low cross-reactivity with penicillins. The compound is typically administered intravenously or intramuscularly, as it is not well absorbed when taken orally. Aztreonam exhibits a unique mechanism of action by inhibiting bacterial cell wall synthesis, leading to cell lysis and death. Its stability against certain beta-lactamases, enzymes produced by bacteria to confer resistance, enhances its efficacy in treating resistant infections. Additionally, aztreonam has a favorable pharmacokinetic profile, with a relatively short half-life and good tissue penetration, allowing for effective treatment of various infections. However, like all antibiotics, it may cause side effects, including gastrointestinal disturbances and potential allergic reactions.
Formula:C13H17N5O8S2
InChI:InChI=1S/C13H17N5O8S2/c1-5-7(10(20)18(5)28(23,24)25)16-9(19)8(6-4-27-12(14)15-6)17-26-13(2,3)11(21)22/h4-5,7H,1-3H3,(H2,14,15)(H,16,19)(H,21,22)(H,23,24,25)/b17-8-/t5-,7-/m0/s1
InChI key:InChIKey=WZPBZJONDBGPKJ-VEHQQRBSSA-N
SMILES:O=C(O)C(ON=C(C(=O)NC1C(=O)N(C1C)S(=O)(=O)O)C=2N=C(SC2)N)(C)C
- Synonyms:
- (2S,3S)-3-({(2E)-2-(2-ammonio-1,3-thiazol-4-yl)-2-[(1-carboxy-1-methylethoxy)imino]acetyl}amino)-2-methyl-4-oxoazetidine-1-sulfonate
- (2S-(2-Alpha,3-Beta(Z)))-Dinyl)Amino)-2-Oxoethylidene)Amino)Oxy)-2-Methyl
- 2-({[(1Z)-1-(2-amino-1,3-thiazol-4-yl)-2-{[(2S,3S)-2-methyl-4-oxo-1-sulfoazetidin-3-yl]amino}-2-oxoethylidene]amino}oxy)-2-methylpropanoic acid
- 2-({[1-(2-amino-1,3-thiazol-4-yl)-2-{[(2S,3S)-2-methyl-4-oxo-1-sulfoazetidin-3-yl]amino}-2-oxoethylidene]amino}oxy)-2-methylpropanoic acid
- 2-[({(1E)-1-(2-amino-1,3-thiazol-4-yl)-2-[(2-methyl-4-oxo-1-sulfoazetidin-3-yl)amino]-2-oxoethylidene}amino)oxy]-2-methylpropanoic acid
- 2-[[(Z)-[1-(2-Amino-4-thiazolyl)-2-[[(2S,3S)-2-methyl-4-oxo-1-sulfo-3-azetidinyl]amino]-2-oxoethylidene]amino]oxy]-2-methylpropanoic acid
- Antibiotic Squibb 26,776
- Azonam
- Azthreonam
- Aztreon
- See more synonyms
- Aztreonamo
- Monobactam
- Nebactam
- Primbactam
- Propanoic acid, 2-[[(Z)-[1-(2-amino-4-thiazolyl)-2-[[(2S,3S)-2-methyl-4-oxo-1-sulfo-3-azetidinyl]amino]-2-oxoethylidene]amino]oxy]-2-methyl-
- Propanoic acid, 2-[[[1-(2-amino-4-thiazolyl)-2-[(2-methyl-4-oxo-1-sulfo-3-azetidinyl)amino]-2-oxoethylidene]amino]oxy]-2-methyl-, [2R-[2α,3α(Z)]]-
- Propanoic acid, 2-[[[1-(2-amino-4-thiazolyl)-2-[(2-methyl-4-oxo-1-sulfo-3-azetidinyl)amino]-2-oxoethylidene]amino]oxy]-2-methyl-, [2S-[2α,3β(Z)]]-
- Propanoic acid, 2-[[[1-(2-amino-4-thiazolyl)-2-[(2-methyl-4-oxo-1-sulfo-3-azetidinyl)amino]-2-oxoethylidene]amino]oxy]-2-methyl-, [2α,3β(Z)]-
- Sq 26776
- Squibb 26776
- [2S-[2A,3B(Z)]]-2-[[[1-(2-Amino-4-Thiazolyl)-2-[(2-Methyl-4-Oxo-1-Sulfo-3-Azetidinyl)Amino]-2-Oxoethylidene]Amino]Oxy]-2-Methylpropanoic Acid
![2-[(Z)-[1-(2-amino-1,3-thiazol-4-yl)-2-[[(2S)-2-methyl-4-oxo-1-sulfoazetidin-3-yl]amino]-2-oxoethy…](https://static.cymitquimica.com/products/IN/thumb/DA00IKH2.jpg)
