1-Ethyl-6-fluoro-7-(4-methyl-1-piperazinyl)-4-oxo-1,4-dihydro-3-quinolinecarboxylic acid | CAS No. 70458-92-3

1-Ethyl-6-fluoro-7-(4-methyl-1-piperazinyl)-4-oxo-1,4-dihydro-3-quinolinecarboxylic acid

Basic Information

CAS Number

70458-92-3

Molecular Formula

C17H20FN3O3

Molecular Weight

333.36 g/mol

AD

Basic Physical Properties

Melting Point

270-272° (dec)

CCN1C=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)

InChIKey

FHFYDNQZQSQIAI-UHFFFAOYSA-N

LogP

1.6105000000000003

Topological Polar Surface Area

65.78 Ų

Hydrogen Bond Donor/Acceptor

1 / 6

Complexity

545

Safety Information

View Safety Information

Toxicity

LD50 in mice (mg/kg): 225 i.v., 1000 orally; in rats (g/kg): 1.5 i.p., 2.5 orally (Goueffon)

Synonyms & References

English

  • MLS006011797
  • EU 5306
  • 1-Ethyl-6-fluoro-1,4-dihydro-4-oxo-7-(4-methyl-1-piperazinyl)-3-quinolinecarboxylic acid
  • AKOS000280245
  • 1-Ethyl-6-fluoro-1,4-dihydro-4-oxo-7-(4-methylpiperazinyl)quinoline-3-carboxylic Acid
  • HY-B0147
  • BAS 00463355
  • BCP20511
  • Pefloxacin (USAN/INN)
  • F5577-0091
  • PFLX
  • EINECS 274-611-8
  • cid_119525
  • EU-5306
  • CHEMBL267648
  • AM-725
  • HMS1613E05
  • Pefloxacin, Antibiotic for Culture Media Use Only
  • VS-01991
  • Pefloxacinium mesylate
  • 70458-92-3
  • AB00600922_16
  • SR-01000356843-1
  • HMS3713G04
  • EN300-18563416
  • CCRIS 8210
  • 1-ETHYL-6-FLUORO-7-(4-METHYLPIPERAZIN-1-YL)-4-OXO-QUINOLINE-3-CARBOXYLICACID
  • 3-Quinolinecarboxylic acid, 1-ethyl-6-fluoro-1,4-dihydro-7-(4-methyl-1-piperazinyl)-4-oxo-
  • DTXSID3048493
  • NS00002648
  • 3-Quinolinecarboxylic acid, 1,4-dihydro-1-ethyl-6-fluoro-7-(4-methyl-1-piperazinyl)-4-oxo-

MDL Number

MFCD00865015

FAQ

What are the physical and chemical properties of 1-Ethyl-6-fluoro-7-(4-methyl-1-piperazinyl)-4-oxo-1,4-dihydro-3-quinolinecarboxylic acid (CAS: 70458-92-3)?

1-Ethyl-6-fluoro-7-(4-methyl-1-piperazinyl)-4-oxo-1,4-dihydro-3-quinolinecarboxylic acid is a crystalline compound with a molecular weight of approximately 328.31 g/mol. It has a low solubility in water (0.012 g/100 mL at 25°C) but is soluble in organic solvents like DMSO and acetonitrile. The compound exhibits good stability under normal conditions but reacts with strong bases and acids. It can be identified by its UV/Vis spectrum and NMR spectroscopy.

How is 1-Ethyl-6-fluoro-7-(4-methyl-1-piperazinyl)-4-oxo-1,4-dihydro-3-quinolinecarboxylic acid (CAS: 70458-92-3) typically synthesized?

The compound is typically synthesized via a multi-step process involving the reaction of a fluoroquinoline with a piperazine derivative. Key steps include the formation of an intermediate quinoline ring and subsequent reactions to introduce the ethyl and methyl groups. The synthesis often employs catalytic hydrogenation and selective alkylation reactions. The overall yield is moderate, around 50-60%, and the process requires careful control of reaction conditions to achieve high purity.

What industries use 1-Ethyl-6-fluoro-7-(4-methyl-1-piperazinyl)-4-oxo-1,4-dihydro-3-quinolinecarboxylic acid (CAS: 70458-92-3)?

1-Ethyl-6-fluoro-7-(4-methyl-1-piperazinyl)-4-oxo-1,4-dihydro-3-quinolinecarboxylic acid is primarily used in the pharmaceutical industry as an intermediate for the synthesis of various drugs. It finds applications in the development of novel therapeutic agents, particularly in areas such as neurology and immunology. Additionally, it has potential uses in polymer science and as a component in sensor technology due to its unique chemical properties.

What precautions should be taken when handling 1-Ethyl-6-fluoro-7-(4-methyl-1-piperazinyl)-4-oxo-1,4-dihydro-3-quinolinecarboxylic acid (CAS: 70458-92-3)?

When handling 1-Ethyl-6-fluoro-7-(4-methyl-1-piperazinyl)-4-oxo-1,4-dihydro-3-quinolinecarboxylic acid, it is essential to wear appropriate personal protective equipment (PPE) such as gloves, goggles, and a lab coat. Work should be carried out in a well-ventilated fume hood to minimize exposure. Spills should be cleaned up immediately with appropriate absorbent materials. Refer to the safety data sheet (SDS) for specific handling and storage instructions to ensure compliance with laboratory safety standards.

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