Pefloxacin

A synthetic broad-spectrum fluoroquinolone antibiotic active against a range of Gram-negative and Gram-positive bacteria. It exhibits bactericidal activity by inhibiting bacterial DNA gyrase and topoisomerase IV, thereby interfering with DNA replication and transcription. Pefloxacin has been used for the treatment of susceptible bacterial infections, particularly gastrointestinal and genitourinary tract infections.

CAS Number: 70458-92-3

Molecular Mass: 333.36 g/mol

Formula: C₁₇H₂₀FN₃O₃

Smiles: CCn1cc(C(=O)O)c(=O)c2cc(F)c(N3CCN(C)CC3)cc21

Synonymes:

Pefloxacin, 70458-92-3, Pefloxacine, Pefloxacino, 1-ethyl-6-fluoro-7-(4-methylpiperazin-1-yl)-4-oxo-1,4-dihydroquinoline-3-carboxylic acid, Pefloxacinum, PFLX, AM-725, 1589 RB, EU-5306, 1-ethyl-6-fluoro-7-(4-methylpiperazin-1-yl)-4-oxoquinoline-3-carboxylic acid, CHEBI:50199, 2H52Z9F2Q5, 1589-RB, DTXSID3048493, 3-Quinolinecarboxylic acid, 1-ethyl-6-fluoro-1,4-dihydro-7-(4-methyl-1-piperazinyl)-4-oxo-, pefloxacina, Pefocin, Pefbid, Pefran, Pelox, Pefloxacin, Silver, Mesylate, Pefloxacin, RefChem:389182, Dihydrate, Pefloxacin Mesylate, Mesylate Dihydrate, Pefloxacin, DTXCID9028467, J01MA03, R.B., 2589, 274-611-8, Pefloxacinium, Pefloxacinium mesylate, EU 5306, Pefloxacin (mesylate), 3-Quinolinecarboxylic acid,1-ethyl-6-fluoro-1,4-dihydro-7-(4-methyl-1-piperazinyl)-4-oxo-, 3-Quinolinecarboxylic acid, 1,4-dihydro-1-ethyl-6-fluoro-7-(4-methyl-1-piperazinyl)-4-oxo-, Pefloxacin [INN-French], Pefloxacinum [INN-Latin], PERFLOXACIN, Pefloxacino [INN-Spanish], 1584RB, Labocton, MLS001049009, SMR000273037, SR-01000356843, Pefloxacin (USAN/INN), SMR000387024, EINECS 274-611-8, BRN 0567618, Pefloxacin [USAN:INN:BAN], UNII-2H52Z9F2Q5, CCRIS 8210, MFCD00865015, 1-Ethyl-6-fluoro-1,4-dihydro-4-oxo-7-(4-methyl-1-piperazinyl)-3-quinolinecarboxylic acid, 1-Ethyl-6-fluoro-1,4-dihydro-7-(4-methyl-1-piperazinyl)-4-oxo-3-quinolinecarboxylic acid, BAS 00463355, PEFLOXACIN [MI], PEFLOXACIN [INN], Spectrum2_000034, Spectrum3_001971, PEFLOXACIN [USAN], Epitope ID:540294, 1-ethyl-6-fluoro-7-(4-methyl-1-piperazinyl)-4-oxo-1,4-dihydro-3-quinolinecarboxylic acid, 3-Quinolinecarboxylic acid, 1-ethyl-6-fluoro-1,4-dihydro-7-(4-methyl-1-piperazinyl)-4-oxo, PEFLOXACIN [WHO-DD], Oprea1_063677, Oprea1_546341, SCHEMBL34292, BSPBio_003571, MLS000713556, MLS006011797, SPBio_000127, CHEMBL267648, cid_119525, SCHEMBL29351730, BDBM57936, GTPL12411, KBio3_002945, HMS1613E05, HMS2090H09, HMS3713G04, HY-B0147, BBL008795, EBC-26623, MFCD09028102, STK169677, AKOS000280245, CCG-111464, CS-1961, DB00487, NCGC00177986-04, FP153259, ST095166, VS-01991, SBI-0206758.P001, DB-055417, NS00002648, VU0243371-6, D02306, G78297, AB00600922-12, AB00600922-14, AB00600922_15, AB00600922_16, EN300-18563416, Q2601859, SR-01000356843-1, SR-01000356843-6, BRD-K55034111-001-02-0, BRD-K55034111-066-02-3, BRD-K55034111-066-07-2, BRD-K55034111-066-16-3, BRD-K55034111-066-17-1, F5577-0091, 1-Ethyl-6-fluoro-1,4-dihydro-4-oxo-7-(4-methylpiperazinyl)quinoline-3-carboxylic Acid, 1-Ethyl-6-fluoro-1,4-dihydro-7-(4-methyl-1- piperazinyl)-4-oxo-3-quinolinecarboxylic acid, 1-ethyl-6-fluoro-4-keto-7-(4-methylpiperazino)quinoline-3-carboxylic acid, mesylic acid, 1-ethyl-6-fluoro-7-(4-methylpiperazin-4-ium-1-yl)-4-oxoquinoline-3-carboxylate, 1-ethyl-6-fluoro-7-(4-methylpiperazinyl)-4-oxohydroquinoline-3-carboxylic acid, 1-ethyl-6-fluoranyl-7-(4-methylpiperazin-1-yl)-4-oxidanylidene-quinoline-3-carboxylic acid, methanesulfonic acid, 1-ethyl-6-fluoro-7-(4-methyl-1-piperazinyl)-4-oxo-3-quinolinecarboxylic acid, methanesulfonic acid, 1-Ethyl-6-fluoro-7-(4-methylpiperaZin-1-yl)-4-oxo-1,4-dihydroquinoline-3-carboxylic acid mesylate

Bioactivity: Fluoroquinolone antibiotic; bacterial DNA gyrase (topoisomerase II) and topoisomerase IV inhibitor.

Solubility in Different Solvents

Solvent	Temperature [K]	Crystal form	Solubility [mg/mL]	Reference
1-Octanol	293.15	-	0.0012	[170]
1-Octanol	298.15	-	0.002	[170]
1-Octanol	303.15	-	0.0035	[170]
1-Octanol	308.15	-	0.00565	[170]
1-Octanol	313.15	-	0.009	[170]
1-Octanol	318.15	-	0.014	[170]
1-Octanol	323.15	-	0.0213	[170]
1-Octanol	328.15	-	0.0312	[170]
1-Octanol	333.15	-	0.0446	[170]
Water	293.15	-	0.0934	[169]
Water	298.15	-	0.1134	[169]
Water	303.15	-	0.1406	[169]
Water	308.15	-	0.1751	[169]
Water	313.15	-	0.2251	[169]
Water	318.15	-	0.288	[169]
Water	323.15	-	0.3829	[169]

Molecule 3D descriptors

Descriptor	Value
PMI1	896.5829
PMI2	4569.5819
PMI3	5305.2823
NPR1	0.1690
NPR2	0.8613
RadiusOfGyration	4.0194
InertialShapeFactor	0.0010
Eccentricity	0.9856
Asphericity	0.5769
SpherocityIndex	0.0892
PBF	0.5894