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Pefloxacin-d5

CAT: 0804-HY-B0147S-01Size: 1 mgDry Ice: NoHazardous: No
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CAT#:0804-HY-B0147S-01Size:1 mg
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Description
Pefloxacin-d5 (Pefloxacinium-d5) is the deuterium labeled Pefloxacin. Pefloxacin (Pefloxacinium) is a broad spectrum antibiotic. Pefloxacin blocks DNA replication by inhibiting DNA gyrase. Pefloxacin inhibits DNA relaxation catalyzed by topoisomerase I with an IC50 of 45 μg/mL. Pefloxacin exhibits antibacterial activity against Escherichia coli, Pseudomonas aeruginosa, and Bacteroides fragilis with MIC90s of 0.12, 4, and 16 mg/L, respectively. Pefloxacin has anti-Plasmodium yoelii infection activity. Pefloxacin increase UVA-induced edema and immunesuppression. Pefloxacin can be used for infection studies[1][2][3][4][5][6][7][8][9].
CAS Number
1228182-51-1
Product Name Alternative
Pefloxacinium-d5
UNSPSC
12352005
Hazard Statement
H302
Target
Antibiotic; Bacterial; DNA/RNA Synthesis; Isotope-Labeled Compounds; Parasite; Topoisomerase
Type
Isotope-Labeled Compounds
Related Pathways
Anti-infection; Cell Cycle/DNA Damage; Others
Field of Research
Infection; Inflammation/Immunology
Purity
98.33
Solubility
10 mM in DMSO
Smiles
O=C(C1=CN(C([2H])([2H])C([2H])([2H])[2H])C2=C(C=C(F)C(N3CCN(C)CC3)=C2)C1=O)O
Molecular Formula
C17H15D5FN3O3
Molecular Weight
338.39
Precautions
P264-P270-P330-P501
References & Citations
[1]Drlica K, et al. DNA gyrase, topoisomerase IV, and the 4-quinolones. Microbiol Mol Biol Rev. 1997 Sep;61 (3) :377-92.|[2]Hussy P, et al. Effect of 4-quinolones and novobiocin on calf thymus DNA polymerase alpha primase complex, topoisomerases I and II, and growth of mammalian lymphoblasts. Antimicrob Agents Chemother. 1986 Jun;29 (6) :1073-8.|[3]Clarke AM, et al. In-vitro activity of pefloxacin compared to enoxacin, norfloxacin, gentamicin and new beta-lactams. J Antimicrob Chemother. 1985 Jan;15 (1) :39-44.|[4]Jones BM, et al. Activity of pefloxacin and thirteen other antimicrobial agents in vitro against isolates from hospital and genitourinary infections. J Antimicrob Chemother. 1986 Jun;17 (6) :739-46.|[5]Tabary X, et al. Effect of DNA gyrase inhibitors pefloxacin, five other quinolones, novobiocin, and clorobiocin on Escherichia coli topoisomerase I. Antimicrob Agents Chemother. 1987 Dec;31 (12) :1925-8.|[6]Fantin B, et al. Correlation between in vitro and in vivo activity of antimicrobial agents against gram-negative bacilli in a murine infection model. Antimicrob Agents Chemother. 1991 Jul;35 (7) :1413-22.|[7]Sun YW, et al. Pefloxacin and ciprofloxacin increase UVA-induced edema and immune suppression. Photodermatol Photoimmunol Photomed. 2001 Aug;17 (4) :172-7.|[8]Truffot-Pernot C, et al. Activities of pefloxacin and ofloxacin against mycobacteria: in vitro and mouse experiments. Tubercle. 1991 Mar;72 (1) :57-64.|[9]Salmon D, et al. Activities of pefloxacin and ciprofloxacin against experimental malaria in mice. Antimicrob Agents Chemother. 1990 Dec;34 (12) :2327-30.
Shipping Conditions
Room Temperature
Storage Conditions
-20°C, 3 years; 4°C, 2 years (Powder)
Scientific Category
Isotope-Labeled Compounds
Clinical Information
No Development Reported

Chemical Information

1-(~2~H_5_)Ethyl-6-fluoro-7-(4-methylpiperazin-1-yl)-4-oxo-1,4-dihydroquinoline-3-carboxylic acid
CAS Number1228182-51-1
PubChem CID71312493
IUPAC Name6-fluoro-7-(4-methylpiperazin-1-yl)-4-oxo-1-(1,1,2,2,2-pentadeuterioethyl)quinoline-3-carboxylic acid
Molecular FormulaC17H20FN3O3
Molecular Weight338.39
XLogP0.3
Topological Polar Surface Area64.1
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count7
Rotatable Bond Count3
Heavy Atom Count24
Formal Charge0
Complexity545
SMILES
[2H]C([2H])([2H])C([2H])([2H])N1C=C(C(=O)C2=CC(=C(C=C21)N3CCN(CC3)C)F)C(=O)O
InChI
InChI=1S/C17H20FN3O3/c1-3-20-10-12(17(23)24)16(22)11-8-13(18)15(9-14(11)20)21-6-4-19(2)5-7-21/h8-10H,3-7H2,1-2H3,(H,23,24)/i1D3,3D2
InChIKey
FHFYDNQZQSQIAI-WNWXXORZSA-N
Chemical Structure
2D Structure
2D structure of 1-(~2~H_5_)Ethyl-6-fluoro-7-(4-methylpiperazin-1-yl)-4-oxo-1,4-dihydroquinoline-3-carboxylic acid
CAS: 1228182-51-1
CID: 71312493
Formula: C17H20FN3O3
MW: 338.39
Interactive 3D Structure
Loading 3D structure...
Computed Properties
PropertyValue
Molecular Weight338.39
XLogP30.3
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count7
Rotatable Bond Count3
Exact Mass338.18025340
Monoisotopic Mass338.18025340
Topological Polar Surface Area64.1 Ų
Heavy Atom Count24
Formal Charge0
Complexity545
Isotope Atom Count5
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes