DR-3354, CAS No. 100986-86-5

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100986-86-5

Catalog No. EBD938935

CAS 100986-86-5

Name DR-3354

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Basic Information

Synonyms: D-OFLOXACIN 7H-Pyrido[1,2,3-de]-1,4-benzoxazine-6-carboxylicacid,9-fluoro-2,3-dihydro-3-methyl-10-(4-methyl-1-piperazinyl)-7-oxo-,(3R)-(9CI) 7H-Pyrido[1,2,3-de]-1,4-benzoxazine-6-carboxylicacid,9-fluoro-2,3-dihydro-3-methyl-10-(4-methyl-1-piperazinyl)-7-oxo-,(R)- DR3354 (3R)-9-fluoro-3-methyl-10-(4-methylpiperazin-1-yl)-7-oxo-2,3-dihydro-7H-[1,4]oxazino[2,3,4-ij]quinoline-6-carboxylicacid DR-3354 (R)-(+)-9-fluoro-2,3-dihydro-3-methyl-10-(4-methyl-1-piperazinyl)-7-oxo-7H-pyrido[1,2,3-de]-1,4-benzoxazine-6-carboxylicacid R-(+)-levofloxacin (+)-(R)-ofloxacin (R)(+)-ofloxacin R-(+)-ofloxacin (+)-ofloxacin

Molecular Formula: C18H20FN3O4

Molecular Weight: 361.37

Categories: Medicinal Chemistry > APIs and Their Salts > Anti-infectives Medicinal Chemistry > APIs and Their Salts > Other Drugs

Product Description:

DR-3354, also known as (R)-ofloxacin, is the pure R-enantiomer of the racemic fluoroquinolone antibiotic ofloxacin. It is a chiral compound with the chemical name (R)-9-fluoro-2,3-dihydro-3-methyl-10-(4-methyl-1-piperazinyl)-7-oxo-7H-pyrido[1,2,3-de]-1,4-benzoxazine-6-carboxylic acid. This compound is the active pharmaceutical ingredient (API) for the drug levofloxacin, a broad-spectrum antibacterial agent. Levofloxacin is widely used in clinical practice to treat various bacterial infections, including respiratory tract infections, urinary tract infections, skin and soft tissue infections, and others. Its mechanism of action involves inhibition of bacterial DNA gyrase and topoisomerase IV, enzymes critical for DNA replication, transcription, and repair. As the single active enantiomer, (R)-ofloxacin (levofloxacin) exhibits significantly higher antibacterial activity and a better safety profile compared to its S-enantiomer and the racemic mixture. It is a key example of a chiral switch in pharmaceutical development, highlighting the importance of stereochemistry in drug efficacy and safety.

Physical Properties

Boiling Point: 571.5°Cat760mmHg

Flash Point: 299.4°C

Density: 1.48g/cm3