CAS 210353-53-0

Gemifloxacin mesylate

Description:

Gemifloxacin mesylate is a synthetic fluoroquinolone antibiotic that exhibits broad-spectrum antibacterial activity. It is primarily used to treat respiratory tract infections, including pneumonia and bronchitis, by inhibiting bacterial DNA gyrase and topoisomerase IV, which are essential for bacterial DNA replication and transcription. The substance is characterized by its solubility in water and organic solvents, which facilitates its absorption and bioavailability. Gemifloxacin mesylate has a favorable pharmacokinetic profile, allowing for once-daily dosing. Its chemical structure includes a bicyclic core with a fluorine atom, contributing to its potency against a variety of Gram-positive and Gram-negative bacteria. The mesylate salt form enhances its stability and solubility. Common side effects may include gastrointestinal disturbances and potential effects on the central nervous system. As with other fluoroquinolones, caution is advised regarding its use in certain populations, such as those with a history of tendon disorders or myasthenia gravis. Overall, gemifloxacin mesylate is an important therapeutic agent in the management of bacterial infections.

Formula:C₁₈H₂₀FN₅O₄·CH₄O₃S

InChI:InChI=1/C18H20FN5O4.CH4O3S/c1-28-22-14-8-23(6-9(14)5-20)17-13(19)4-11-15(25)12(18(26)27)7-24(10-2-3-10)16(11)21-17;1-5(2,3)4/h4,7,9-10H,2-3,5-6,8,20H2,1H3,(H,26,27);1H3,(H,2,3,4)/b22-14+;

InChI key:InChIKey=JIYMVSQRGZEYAX-CWUUNJJBNA-N

SMILES:O=C1C=2C(N(C=C1C(O)=O)C3CC3)=NC(=C(F)C2)N4C/C(=N\OC)/C(CN)C4.S(C)(=O)(=O)O

Synonyms:

1,8-Naphthyridine-3-carboxylic acid, 7-[(4Z)-3-(aminomethyl)-4-(methoxyimino)-1-pyrrolidinyl]-1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-, monomethanesulfonate
7-(3-Aminomethyl)-4-methoxyimino-pyrrolidin-1-yl)-1-cyclopropyl-6-fluoro-4-oxo-1,4-dihydro-[1,8]naphthyridine-3-carboxylic acid mesylate
Factive
Floxguard
Gemifloxacin mesylate
Gemixa
LB 20304a
Sb 265805S