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| CHIR-090 Basic information |
Product Name: | CHIR-090 | Synonyms: | CHIR-090;N-[(1S,2R)-2-Hydroxy-1-[(hydroxyamino)carbonyl]propyl]-4-[[4-(4-morpholinylmethyl)phenyl]ethynyl]benzamide;N-[(2S,3R)-3-hydroxy-1-(hydroxyamino)-1-oxobutan-2-yl]-4-[2-[4-(morpholin-4-ylmethyl)phenyl]ethynyl]benzamide;CHIR-090 (CHIR 090;CS-2285;Benzamide, N-[(1S,2R)-2-hydroxy-1-[(hydroxyamino)carbonyl]propyl]-4-[2-[4-(4-morpholinylmethyl)phenyl]ethynyl]-;N-[(2S,3R)-3-hydroxy-1-(hydroxyamino)-1-oxobutan-2-yl]-4-[2-[4-(morphChemicalbookolin-4-ylmethyl)phenyl]ethynyl]benzamide;N-((2S,3R)-3-Hydroxy-1-(hydroxyamino)-1-oxobutan-2-yl)-4-((4-(morpholinomethyl)phenyl)ethynyl)benzamide | CAS: | 728865-23-4 | MF: | C24H27N3O5 | MW: | 437.49 | EINECS: | | Product Categories: | | Mol File: | 728865-23-4.mol | ![CHIR-090 Structure](CAS/20150408/GIF/728865-23-4.gif) |
| CHIR-090 Chemical Properties |
density | 1.33±0.1 g/cm3(Predicted) | storage temp. | Store at -20°C | solubility | ≥21.85 mg/mL in DMSO; insoluble in EtOH; insoluble in H2O | form | solid | pka | 9.11±0.40(Predicted) | color | White to off-white |
| CHIR-090 Usage And Synthesis |
Description | CHIR-090 is the first reported compound that in fact kills both E. coli and Pseudomonas aeruginosa in bacterial disk diffusion assays (Liang et al. 2011). Nonetheless, CHIR-090 was about 600-fold less effective against LpxC orthologs from the Rhizobiaceae family than against E. coli LpxC. In this way, studies have shown that the removal of morpholine ring, based on a chemical scaffold of reduced radius, was able to increase affinity by 20-fold for LpxC enzymes from the Rhizobiaceae family of bacteria and enhance the antibiotic activity against E. coli and P. aeruginosa by 2–4 fold over CHIR-090. | Definition | ChEBI: CHIR-090 is an L-threonine derivative obtained by formal condensation of the carboxy group of 4-({4-[(morpholin-4-yl)methyl]phenyl}ethynyl)benzoic acid with the amino group of N-hydroxy-L-threoninamide. It has a role as an antimicrobial agent, a lipopolysaccharide biosynthesis inhibitor and an EC 3.5.1.108 (UDP-3-O-acyl-N-acetylglucosamine deacetylase) inhibitor. It is an acetylenic compound, a member of morpholines, a member of benzamides, a L-threonine derivative and a hydroxamic acid. | target | LpxC |
| CHIR-090 Preparation Products And Raw materials |
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