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Usage

Uses

Used in Pharmaceutical Industry:
Sulfoxacin is used as an antibiotic for the treatment of various bacterial infections, including urinary tract infections, respiratory tract infections, and skin and soft tissue infections. Its effectiveness stems from its ability to inhibit bacterial growth and reproduction, leading to the eventual destruction of the bacteria.
As an Oral Medication:
Sulfoxacin is typically administered orally and is well-absorbed by the body, ensuring effective treatment of the targeted bacterial infections. It is crucial to follow the prescription guidelines provided by healthcare professionals to prevent the development of antibiotic resistance and ensure the continued efficacy of sulfoxacin in treating bacterial infections.

Upstream product

• 6000-59-5 glyoxalic acid monohydrate 
• 1576-35-8 toluene-4-sulfonic acid hydrazide 
• 563-96-2 2,2-dihydroxyacetic acid 

Downstream Products

• 145041-00-5 C₂₁H₃₂N₄O₇S 
• 81583-45-1 C₂₉H₃₆N₂O₅S 
• 81600-84-2 3-diazoacetoxy-9-cis-retinal 
• 145040-97-7 C₂₄H₃₀N₄O₇S 
• 777089-30-2 (2E)-3-(4-{[(benzyloxy)carbonyl]amino}-2-fluorophenyl)prop-2-enyl diazoacetate 
• 145041-02-7 C₁₉H₂₂N₄O₅S 

Relevant academic research and scientific papers

Two-Step Synthesis of α-Aryl-α-diazoamides as Modular Bioreversible Labels

α-Aryl-α-diazoamides were synthesized in two steps under mild conditions. This expeditious route employs Pd-catalyzed C-H arylation of N-succinimidyl 2-diazoacetate to obtain N-succinimidyl 2-aryl-2-diazoacetates, followed by aminolysis. The ensuing diazo compounds can esterify carboxyl groups in aqueous solution, and the ester products are substrates for an esterase. The broad scope of the synthetic route enables the continued development of diazo compounds in chemical biology.

Synthesis of 4-substituted-3-Hydroxyquinolin-2(1H)-ones with anticancer activity

Herein we show that the 3-hydroxyquinolin-2(1H)-one (3HQ) core is a suitable platform to develop new compounds with anticancer activity against MCF-7 (IC50 up to 4.82 μM) and NCI–H460 (IC50 up to 1.8 μM) cancer cell lines. The ring-expansion reaction of isatins with diazo esters catalysed by di-rhodium (II) complexes proved to be a simple and effective strategy to synthesize 4-carboxylate-3HQs (yields up to 92%). 4-Carboxamide-3HQs were more efficiently prepared using NHS-diazoacetate in yields up to 88%. This innovative methodology enabled the construction of “peptidic-like” 3HQs, with several amino acid substituents. Among this series, the L-leucine derivative induced the cell death of MCF-7 (IC50 of 15.1 μM) and NCI–H460 (IC50 of 2.7 μM) cancer cell lines without causing any appreciable cytotoxicity against the non-cancer cell model (CHOK1).

Catalytic Asymmetric Epoxidation of Aldehydes with Two VANOL-Derived Chiral Borate Catalysts

A highly diastereo- and enantioselective method for the epoxidation of aldehydes with α-diazoacetamides has been developed with two different borate ester catalysts of VANOL. Both catalytic systems are general for aromatic, aliphatic, and acetylenic aldehydes, giving high yields and inductions for nearly all cases. One borate ester catalyst has two molecules of VANOL and the other only one VANOL. Catalysts generated from BINOL and VAPOL are ineffective catalysts. An application is shown for access to the side-chain of taxol.

Preparation of 2-(2H-Tetrazol-2-yl)benzoic Acids via Regioselective Cu(I) Catalyzed N2 Arylation of Tetrazole

2-(2H-Tetrazol-2-yl)benzoic acid 1 and analogs were prepared via Cu(I) catalyzed C-N coupling of 2-iodo or 2-bromo benzoic acids with 5-(ethylthio)-1H- tetrazole followed by reductive cleavage of the thioether bond. The C-N coupling was regioselective toward the N2-position on tetrazole. The scope of this methodology was demonstrated on a series of 2-halobenzoic acid substrates in moderate yields.

Seeking passe-partout in the catalytic asymmetric aziridination of imines: Evolving toward substrate generality for a single chemzyme

The asymmetric catalytic aziridination reaction (AZ reaction) of imines derived from dianisylmethyl (DAM) amine and tetra-methyldianisylmethyl (MEDAM) amine were examined with boroxinate catalysts prepared from both the VANOL and VAPOL ligands. This included an evaluation of different protocols for the preparation of the catalyst. The AZ reaction of DAM and MEDAM imines prepared from nine different aryl and aliphatic aldehydes were examined. The MEDAM imines were superior to the DAM imines in the AZ reaction, giving much higher asymmetric inductions and higher overall yields of aziridines. The MEDAM imines were found to also be superior to the previously studied diphenylmethyl (benzhydryl or Bh) and tetra-tert-butyldianisylmethyl (BUDAM) imines especially for imines derived from aliphatic aldehydes. The average asymmetric induction over the nine different MEDAM imines studied was 97% ee with the VAPOL catalyst and 96% ee with the VANOL catalyst. The MEDAM imines can be deprotected to give N-H aziridines in all cases except for some electron-rich aryl aldehydes. The MEDAM imines are much more reactive than benzhydryl imines, and this was most evident when a diazoacetate ester is replaced by a diazoacetamide. The less reactive diazoacetamides give very low yields in their reactions with benzhydryl imines but high yields with MEDAM imines.

ANTIMICROBIAL [3.1.0] BICYCLOHEXYLPHENYL-OXAZOLIDINONE DERIVATIVES AND ANALOGUES

The present invention provides certain [3.1.0] bicyclic oxazolidinone derivatives of Formula (I) or pharmaceutically acceptable salts or prodrugs thereof that are antibacterial agents, pharmaceutical compositions containing them, methods for their use, an

Glyoxylic acid hydrocarbylsulfonylhydrazones and therapeutic compositions

Glyoxylic acid hydrocarbylsulfonylhydrazones and therapeutic compositions containing the same. Said compounds are useful in treating cancer, they being active against leukemia P-388, for example.