Fleroxacin

HCID 3357CAS 79660-72-3

基本情報

標準SMILES: CN1CCN(c2c(F)cc3c(=O)c(C(=O)O)cn(CCF)c3c2F)CC1
InChIKey: XBJBPGROQZJDOJ-UHFFFAOYSA-N
分子式: C17H18F3N3O3
平均分子量: 369.34 g/mol
単同位体質量: 369.1300261

概要

Fleroxacin is a fluoroquinolone antibiotic that is 4-oxo-1,4-dihydroquinoline which is substituted at positions 1, 3, 6, 7 and 8 by 2-fluoroethyl, carboxy, fluoro, 4-methylpiperazin-1-yl and fluoro groups, respectively. It is active against many Gram-positive and Gram-negative bacteria. It has a role as an antibacterial drug, an EC 5.99.1.3 [DNA topoisomerase (ATP-hydrolysing)] inhibitor and a topoisomerase IV inhibitor. It is a monocarboxylic acid, a member of quinolines, a difluorobenzene, a N-alkylpiperazine and a fluoroquinolone antibiotic.

名称と識別子

優先名称: Fleroxacin
IUPAC: 6,8-difluoro-1-(2-fluoroethyl)-7-(4-methylpiperazin-1-yl)-4-oxoquinoline-3-carboxylic acid

名称と別名

fleroxacin79660-72-3MegaloneMegalocinFleroxicinFleroxacinoQuinodisFleroxacineFleroxacinumAM-833AM 833FLRX

名称をさらに表示

6,8-difluoro-1-(2-fluoroethyl)-7-(4-methylpiperazin-1-yl)-4-oxoquinoline-3-carboxylic acidRo 23-6240/000DTXSID1046714Ro-236240CHEBI:31810Ro-23-6240/000N804LDH51KRo-236240000

データベース識別子

CAS: 79660-72-3
PubChem CID: 3357
DTXSID: DTXSID1046714
ChEMBL: CHEMBL6273
ChEBI: CHEBI:31810
UNII: N804LDH51K
EC Number: 677-525-2
Nikkaji: J23.768J

物性

構造計算による物性

XLogP: -0.1
極性表面積: 64.1 Å²
水素結合供与体数: 1
水素結合受容体数: 9
回転可能結合数: 4
重原子数: 26
形式電荷: 0
複雑度: 595

実験および物理化学的性質

Drugs · 3 件

Pharmaceuticals -> Antibiotics

Pharmaceuticals -> Anti infectives for systemic use -> Antibacterials for systemic use

Pharmaceuticals -> Listed in ZINC15

LogP0.04

Human DrugsPharmaceuticals

Dissociation Constants · 4 件

8.8

5.5

8.2

Collision Cross Section189.8 Å² [M+H]+ [CCS Type: TW; Method: calibrated with Waters Major Mix]

安全と法規制

GHS分類

GHS Classification · 4 件

Warning

H371 (100%): May cause damage to organs [Warning Specific target organ toxicity, single exposure]

P260, P264, P270, P308+P316, P405, and P501 (click each P-code to see the statement)

The GHS information provided by 1 company from 1 notification to the ECHA C&L Inventory.

危険有害性情報

Hazard Classes and CategoriesSTOT SE 2 (100%)

化学と産業

薬理情報

ATC Code · 2 件

J - Antiinfectives for systemic use

QJ - Antiinfectives for systemic use

PharmacodynamicsFleroxacin is a broad-spectrum antimicrobial fluoroquinolone. It strongly inhibits the DNA-supercoiling activity of DNA gyrase.

Mechanism of ActionThe inhibition of DNA gyrase and DNA topoisomerase 2 leads ultimately to cell death as these enzymes are required for bacterial DNA replication, transcription, repair, strand supercoiling repair, and recombination.

MeSH Pharmacological Classification · 2 件

Substances that prevent infectious agents or organisms from spreading or kill infectious agents in order to prevent the spread of infection.

Compounds that inhibit the activity of DNA TOPOISOMERASE II. Included in this category are a variety of ANTINEOPLASTIC AGENTS which target the eukaryotic form of topoisomerase II and ANTIBACTERIAL AGENTS which target the prokaryotic form of topoisomerase II.

Absorption, Distribution and ExcretionRapidly and well absorbed from the gastrointestinal tract after oral administration.

用途と製造

Use ClassificationPharmaceuticals