Ofloxacin

A synthetic broad-spectrum fluoroquinolone antibiotic used for the treatment of susceptible bacterial infections, including respiratory tract, urinary tract, skin and soft tissue, and certain sexually transmitted infections. It exhibits bactericidal activity by inhibiting bacterial DNA gyrase and topoisomerase IV, thereby interfering with DNA replication, transcription, repair, and recombination. Ofloxacin is a racemic mixture; its S-enantiomer is levofloxacin.

CAS Number: 82419-36-1

Molecular Mass: 361.4 g/mol

Formula: C₁₈H₂₀FN₃O₄

Smiles: CC1COc2c(N3CCN(C)CC3)c(F)cc3c(=O)c(C(=O)O)cn1c23

Synonymes:

Ofloxacin, ofloxacin, 82419-36-1, Floxin, Ofloxacine, Tarivid, Ocuflox, Ofloxacino, Visiren, Ofloxacinum, Exocin, DL-8280, Hoe-280, Ofloxacina, Floxin otic, Ofloxacin Otic, OFLX, HOE 280, FLOXIN IN DEXTROSE 5%, DL 8280, A4P49JAZ9H, NSC-727071, NSC-758178, CHEBI:7731, 7-fluoro-2-methyl-6-(4-methylpiperazin-1-yl)-10-oxo-4-oxa-1-azatricyclo[7.3.1.05,13]trideca-5(13),6,8,11-tetraene-11-carboxylic acid, DTXSID3041085, FLOXIN IN DEXTROSE 5% IN PLASTIC CONTAINER, J01MA01, DTXCID1021085, NSC727071, 8-Fluoro-3-methyl-9-(4-methyl-piperazin-1-yl)-6-oxo-2,3-dihydro-6H-1-oxa-3a-aza-phenalene-5-carboxylic acid, 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, DL-, Ofloxaxin, Tarivid i.v., 7-fluoro-2-methyl-6-(4-methylpiperazin-1-yl)-10-oxo-4-oxa-1-azatricyclo(7.3.1.05,13)trideca-5(13),6,8,11-tetraene-11-carboxylic acid, Ofloxacin Ophthalmic, Olfoxacin Otic Soln, Ofloxacin Ophth Soln, Tarivid 400, Ofloxacin Otic solution, RefChem:6082, 7-fluoro-2-methyl-6-(4-methylpiperazin-4-ium-1-yl)-10-oxo-4-oxa-1-azatricyclo(7.3.1.05,13)trideca-5(13),6,8,11-tetraene-11-carboxylate, S01AE01, S02AA16, Ru43280, ORF28489, ORF 28489, Ru 43280, DR 3355, Ofloxacin Ophthalmic Solution USP, 0.3%, (+-)-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, (3RS)-9-Fluoro-3-methyl-10-(4-methylpiperazin-1-yl)-7-oxo-2,3-dihydro-7H-pyrido(1,2,3-de)(1,4)benzoxazine-6-carboxylic acid, DL8280, Hoe280, 83380-47-6, 9-fluoro-3-methyl-10-(4-methylpiperazin-1-yl)-7-oxo-3,7-dihydro-2H-[1,4]oxazino[2,3,4-ij]quinoline-6-carboxylic acid, MFCD00226105, Oxaldin, Oflocet, 9-fluoro-3-methyl-10-(4-methylpiperazin-1-yl)-7-oxo-2,3-dihydro-7H-[1,4]oxazino[2,3,4-ij]quinoline-6-carboxylic acid, CHEMBL4, MLS000028749, 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, Ofloxacina [DCIT], Ofloxacine [French], Ofloxacinum [Latin], Exocine, Flobacin, SMR000058192, Zanocin, Floxil, Ofloxacino [Spanish], 9-Fluoro-3,7-dihydro-3-methyl-10-(4-methyl-1-piperazinyl)-7-oxo-2H-[1,4]oxazino[2,3,4-ij]quinoline-6-carboxylic Acid, OFX, F0472-0226, PT 01, Levofloxacin-13C-D3, ORF 18489, 7-Fluoro-2-methyl-6-(4-methylpiperazin-1-yl)-10-oxo-4-oxa-1-azatricyclo[7.3.1.05,13]trideca-5,7,9(13),11-tetraene-11-carboxylic acid, Floxin (TN), CCRIS 5233, (+/-)-Floxin, SR-01000076050, UNII-A4P49JAZ9H, BRN 3657947, Monoflocet, DL-ofloxacin, Mefoxacin, , Flobacin, , Ocuflox, , Oflocet, , Oflocin, , Oxaldin, , s1940, Exocin, , Ofloxacin CRS, HSDB 8030, NCGC00016948-01, (-)-(S)-9-Fluoro-2,3-dihydro-3-methyl-10-(4-methyl-1-piperazinyl)-7-oxo-7H-pyrido[1,2,3-de]-1, (-)-(S)-9-Fluoro-2,3-dihydro-3-methyl-10-(4-methyl-1-piperazinyl)-7-oxo-7H-pyrido[1,2,3-de]-1, Ofloxacin (Floxin), CAS-82419-36-1, Exocin (eye drops), Ofloxacin (Standard), Ofloxacin [USAN:USP:INN:BAN:JAN], (+-)-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, WP-0405, Spectrum_001186, OFLOXACIN [INN], OFLOXACIN [JAN], OFLOXACIN [MI], OFLOXACIN [USAN], Opera_ID_1114, Prestwick0_000237, Prestwick1_000237, Prestwick2_000237, Prestwick3_000237, Spectrum2_001464, Spectrum3_001499, Spectrum4_000324, Spectrum5_001063, OFLOXACIN [VANDF], Epitope ID:116889, OFLOXACIN [MART.], O 8757, OFLOXACIN [USP-RS], OFLOXACIN [WHO-DD], Lopac0_000904, Oprea1_242882, SCHEMBL24373, BSPBio_000313, BSPBio_003117, KBioGR_000667, KBioSS_001666, fluoro-methyl-(4-methylpiperazin-1-yl)-oxo-[?]carboxylic acid, MLS001074203, MLS006011774, orb320681, DivK1c_000721, SPECTRUM1502044, SPBio_001387, SPBio_002234, Ofloxacin (JP18/USP/INN), BPBio1_000345, orb1310184, orb3139966, OFLOXACIN [ORANGE BOOK], OFLOXACIN [EP MONOGRAPH], SCHEMBL14163982, GTPL10918, HMS502E03, HY-B0125R, KBio1_000721, KBio2_001666, KBio2_004234, KBio2_006802, KBio3_002617, MSK5740, OFLOXACIN [USP MONOGRAPH], CHEBI:194135, NINDS_000721, AO128, HMS1568P15, HMS1921H12, HMS2090F07, HMS2092B10, HMS2095P15, HMS2235C05, HMS3259G07, HMS3262F10, HMS3369B01, HMS3393K06, HMS3604B17, HMS3712P15, HMS5080D07, HMS5083P19, HMS5087O15, Pharmakon1600-01502044, SMSSF-0055683, (S)-9-fluoro-2,3-dihydro-3-methyl-10-(4-methylpiperazin-1-yl)-7-oxo-7H-pyrido[1,2,3-de]-1,4-benzoxazine-6-carboxylic acid, HY-B0125, RKL10083, UYB17021, Ofloxacin, fluoroquinolone antibiotic, Tox21_110703, Tox21_500904, BBL005605, BDBM50045004, CCG-39210, EBC-08557, MSK5740-100M, NSC758178, s1463, STK256723, AKOS001033517, AKOS016042783, Ofloxacine, DL-8280, HOE-280, Tox21_110703_1, AC-7616, AO26535, CS-1891, DB01165, KS-5011, LP00904, NC00466, NSC 727071, NSC 758178, SDCCGSBI-0050879.P004, IDI1_000721, NCGC00015772-02, NCGC00015772-03, NCGC00015772-04, NCGC00015772-05, NCGC00015772-06, NCGC00015772-07, NCGC00015772-08, NCGC00015772-09, NCGC00015772-10, NCGC00015772-12, NCGC00015772-13, NCGC00015772-22, NCGC00094219-01, NCGC00094219-02, NCGC00094219-03, NCGC00094219-04, NCGC00094219-05, NCGC00094219-06, NCGC00178284-01, NCGC00178284-02, NCGC00261589-01, Ofloxacin 100 microg/mL in Acetonitrile, (+-)-9-Fluoro-2,3-dihydro-3-methyl-10-(4-methyl-1-piperazinyl)-7-oxo-7H-pyrido(1,2,3-de)(1,4)benzoxazin-6-carbonsaeure, (+/-)-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, 7H-Pyrido(1,2,3-de)-1,4-benzoxazine-6-carboxylic acid, 2,3-dihydro-9-fluoro-3-methyl-10-(4-methyl-1-piperazinyl)-7-oxo-, (+-)-, 7H-Pyrido(1,2,3-de)-1,4-benzoxazine-6-carboxylic acid, 9-fluoro-2,3-dihydro-3-methyl-10-(4-methyl-1-piperazinyl)-7-oxo-, (+-)-, ST073364, SY052697, Ofloxacin Solution in Methanol, 100ug/mL, SBI-0050879.P003, TARIVID, AKOS NCG1-0050, KFLOXACIN, DB-056608, AB00513820, EU-0100904, NS00098749, O0403, EN300-06482, Ofloxacin, VETRANAL(TM), analytical standard, VU0243192-7, C07321, D00453, AB00052263-12, AB00052263-13, AB00052263_14, AB00052263_15, F858780, Q411447, SR-01000076050-1, SR-01000076050-4, SR-01000076050-7, BRD-A24228527-001-05-9, BRD-A24228527-001-19-0, BRD-A24228527-001-31-5, BRD-A24228527-213-01-9, SR-01000076050-16, Z56761309, F0020-0095, Ofloxacin, European Pharmacopoeia (EP) Reference Standard, Ofloxacin, United States Pharmacopeia (USP) Reference Standard, (+/-)-9-Fluoro-2,2,3-de)-1,4-benzoxazine-6-carboxylic acid, Ofloxacin, Pharmaceutical Secondary Standard, Certified Reference Material, (RS)-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, 7-fluoro-2-methyl-6-(4-methylpiperazin-1-yl)-10-oxo-4-oxa-1-azatricyclo[7.3.1.0,5,13]trideca-5(13),6,8,11-tetraene-11-carboxylic acid, 7H-Pyrido(1,2,3-de)-1,4-benzoxazine-6-carboxylic acid, 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, 9-FLUORO-2,3-DIHYDRO-3-METHYL-10-(4-METHYL-1-PIPERAZINYL)-7-OXO-, (+/-)-, 8-fluoro-3-methyl-9-(4-methyl-1-piperazinyl)-6-oxo-1-oxa-3a-aza-2,3-dihydro-6H-phenalene-5-carboxylic acid, 9-Fluoro-3-methyl-10-(4-methyl-1-piperazinyl)-7-oxo-2,3-dihydro-7H-pyrido [1,2,3-de]-1,4-Benzoxazin-6-carboxylic Acid, 9-fluoro-3-methyl-10-(4-methyl-1-piperazinyl)-7-oxo-2,3-dihydro-7H-pyrido[1,2,3-de][1,4]benzoxazine-6-carboxylic acid, 9-fluoro-3-methyl-10-(4-methylpiperazin-1-yl)-7-oxo-3,7-dihydro-2H-[1,4]oxazino[2,3,4-ij]quinoline-6-carboxylicacid, 9-fluoro-3-methyl-10-(4-methylpiperazino)-7-oxo-2,3-dihydro-7H-[1,4]oxazino[2,3,4-ij]quinoline-6-carboxylic acid

Bioactivity: Fluoroquinolone antibiotic; bacterial DNA gyrase and topoisomerase IV inhibitor

Solubility in Different Solvents

Solvent	Temperature [K]	Crystal form	Solubility [mg/mL]	Reference
1-Octanol	293.15	-	0.116	[170]
1-Octanol	298.15	-	0.1437	[170]
1-Octanol	303.15	-	0.1767	[170]
1-Octanol	308.15	-	0.2149	[170]
1-Octanol	313.15	-	0.265	[170]
1-Octanol	318.15	-	0.3188	[170]
1-Octanol	323.15	-	0.3905	[170]
1-Octanol	328.15	-	0.4721	[170]
1-Octanol	333.15	-	0.5632	[170]
Carbon tetrachloride	293.15	-	5.491	[479]
Carbon tetrachloride	295.15	-	6.981	[479]
Carbon tetrachloride	298.15	-	9.199	[479]
Carbon tetrachloride	300.15	-	10.67	[479]
Carbon tetrachloride	303.15	-	12.85	[479]
Carbon tetrachloride	305.15	-	13.67	[479]
Carbon tetrachloride	308.15	-	14.88	[479]
Carbon tetrachloride	310.15	-	15.71	[479]
Carbon tetrachloride	313.15	-	16.87	[479]
Chloroform	293.15	-	15.01	[479]
Chloroform	295.15	-	16.3	[479]
Chloroform	298.15	-	18.21	[479]
Chloroform	300.15	-	19.49	[479]
Chloroform	303.15	-	21.39	[479]
Chloroform	305.15	-	23.23	[479]
Chloroform	308.15	-	25.97	[479]
Chloroform	310.15	-	27.8	[479]
Chloroform	313.15	-	30.51	[479]
Dichloromethane	293.15	-	17.57	[479]
Dichloromethane	295.15	-	19.26	[479]
Dichloromethane	298.15	-	21.78	[479]
Dichloromethane	300.15	-	23.44	[479]
Dichloromethane	303.15	-	25.91	[479]
Dichloromethane	305.15	-	28.16	[479]
Dichloromethane	308.15	-	31.49	[479]
Dichloromethane	310.15	-	33.72	[479]
Dichloromethane	313.15	-	37.04	[479]
Water	293.15	-	2.868	[169]
Water	293.15	-	3.124	[479]
Water	295.15	-	3.624	[479]
Water	298.15	-	3.009	[169]
Water	298.15	-	4.581	[479]
Water	300.15	-	4.879	[479]
Water	303.15	-	3.18	[169]
Water	303.15	-	5.614	[479]
Water	305.15	-	5.93	[479]
Water	308.15	-	3.387	[169]
Water	308.15	-	6.403	[479]
Water	310.15	-	6.937	[479]
Water	313.15	-	3.647	[169]
Water	313.15	-	7.208	[479]
Water	318.15	-	3.894	[169]

Molecule 3D descriptors

Descriptor	Value
PMI1	1091.4117
PMI2	4630.5831
PMI3	5454.5756
NPR1	0.2001
NPR2	0.8489
RadiusOfGyration	3.9324
InertialShapeFactor	0.0008
Eccentricity	0.9798
Asphericity	0.5162
SpherocityIndex	0.1617
PBF	0.7373