Lomefloxacin
Lomefloxacine · LFLX · dm-10 · Clfimono · SC 47111A · Lomel9act · LOMEFLOXACIN · LEMOFLOXACIN
Identifiers & Physical Properties
| CAS No. | 98079-51-7 |
|---|---|
| Molecular formula | C17H19F2N3O3 |
| Average molar mass | 351.35 g/mol |
| Monoisotopic mass | 351.13944791 g/mol |
| SMILES | CCn1cc(C(=O)O)c(=O)c2cc(F)c(N3CCNC(C)C3)c(F)c21 |
| InChIKey | ZEKZLJVOYLTDKK-UHFFFAOYSA-N |
| PubChem CID | 3948 |
| ChEMBL | CHEMBL561 |
| ChEBI | CHEBI:116278 |
| EC No. | 619-317-6 |
| DTXSID | DTXSID4040680 |
Chemical & Physical Properties
| XLogP | -0.8 |
|---|---|
| Topological polar surface area | 72.9 |
| Hydrogen bond donors | 2 |
| Hydrogen bond acceptors | 8 |
| Rotatable bonds | 3 |
| Heavy atoms | 25 |
| Formal charge | 0 |
| Complexity | 585 |
| Drugs | Pharmaceuticals -> AntibioticsPharmaceuticals -> Anti infectives for systemic use -> Antibacterials for systemic use |
| LogP (partition coefficient) | 2.8 |
| Solubility | 1.06e-01 g/LDMSO (Slightly), Methanol (Slightly, Heated, Sonicated) |
| Human Drugs | Breast FeedingLactationMilk, HumanAnti-Infective AgentsAntibacterial AgentsQuinolonesFluoroquinolones |
| Melting point | 239-240.5 °C239 - 240.5 °C239-240 C |
| Physical Description | Solid |
| Dissociation Constants | 5.742 |
| Collision Cross Section | 191.3 Ų [M+H]+ [CCS Type: TWMethod: calibrated with Waters Major Mix]191.04 Ų [M+K]+ [CCS Type: TWMethod: calibrated with polyalanine and drug standards] |
| Boiling point | 542.7±50.0 °C(Predicted) |
| Density | 1.342±0.06 g/cm3(Predicted) |
| Storage conditions | Keep in dark place,Sealed in dry,Store in freezer, under -20°C |
| Physical state | Solid |
| pKa (acidity coefficient) | -0.25±0.20(Predicted) |
| Color | Pale Yellow to Light Yellow |
| CAS DataBase Reference | 98079-51-7(CAS DataBase Reference) |
| EWG's Food Scores | 1 |
| FDA UNII | L6BR2WJD8V |
| ATC code | J01MA07,S01AE04 |
| EPA Substance Registry System | 3-Quinolinecarboxylic acid, 1-ethyl-6,8-difluoro-1,4-dihydro-7-(3-methyl-1-piperazinyl)-4-oxo- (98079-51-7) |
| GHS pictogram | GHS07 |
| Signal word | Warning |
| GHS hazard statements | H302-H312-H332 |
| GHS precautionary statements | P280 |
| Hazard symbols | Xn,Xi |
| Risk statements (R) | 22-36/37/38 |
| Safety statements (S) | 26-36 |
| Water hazard class (WGK) | 3 |
| RTECS number | VB1997500 |
| Customs code | 29419000 |
| Toxicity | LD50 in mice (mg/kg): 245.6 i.v.>4000 orally (Itoh) |
| REACH registrations | Active |
Safety & Regulations
| GHS classification | WarningH302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]P261, P264, P270, P271, P280, P301+P317, P302+P352, P304+P340, P317, P321, P330, P362+P364, 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. |
|---|---|
| Regulatory information | Status: Active Update: 17-03-2017 https://echa.europa.eu/registration-dossier/-/registered-dossier/19305 |
| Hazard Classes and Categories | Acute Tox. 4 (100%) |
| Drug Induced Liver Injury | Drug-Induced Liver Injury Severity and Toxicity (DILIst)lomefloxacinDILI NegativeOralDOI:10.1016/j.drudis.2019.09.022 |
| Effects During Pregnancy and Lactation | ◉ Summary of Use during Lactation |
| Water hazard class (WGK) | 3 |
| RTECS number | VB1997500 |
| Customs code | 29419000 |
| Toxicity | LD50 in mice (mg/kg): 245.6 i.v.>4000 orally (Itoh) |
| Risk statements (R) | 22-36/37/38 |
| Signal word | Warning |
| GHS pictogram | GHS07 |
| Hazard symbols | Xn,Xi |
| Safety statements (S) | 26-36 |
| GHS hazard statements | H302-H312-H332 |
| REACH registrations | Active |
| GHS precautionary statements | P280 |
Applications & Uses
Description
Lomefloxacin is a kind of fluoroquinolone antibiotics used for the treatment of bacterial infections such as bronchitis and urinary tract infection. It can also used to prevent the urinary tract infections prior surgery. It has bactericidal effect against a wide range of gram-negative and gram-positive organisms. It takes effect through interfering with the normal function of the bacteria enzyme DNA gyrase and topoisomerase IV, further inhibiting the transcription and replication of bacterial DNA. This effect results in strand breakage of bacterial chromosome, supercoiling and resealing, further causing bacteria death.
Description
Lomefloxacin is a once-daily, third-generation quinolone antibiotic useful in the treatment of bacterial infections. The new fluorinated quinolone does not interfere with the metabolism of theophylline; it is efficacious against pathogens resistant to cephalosporins, penicillins and aminoglycosides.
Uses
Anti bacterial.