Cas no 151377-74-1 (N,N’-Desethylene-N,N’-diformyl Levofloxacin)

N,N’-Desethylene-N,N’-diformyl Levofloxacin is a chemically modified derivative of levofloxacin, designed to enhance specific pharmacokinetic or pharmacodynamic properties. This compound is synthesized through the desethylation and diformylation of levofloxacin, potentially altering its solubility, bioavailability, or metabolic stability. Such modifications may improve its efficacy in targeted applications or reduce undesirable side effects. The structural changes could also influence its binding affinity to bacterial targets, offering a refined spectrum of activity. This derivative is of interest in pharmaceutical research for developing advanced fluoroquinolone-based therapeutics with optimized performance profiles. Its synthesis and characterization require precise chemical expertise to ensure purity and functionality.
N,N’-Desethylene-N,N’-diformyl Levofloxacin structure
151377-74-1 structure
Product Name:N,N’-Desethylene-N,N’-diformyl Levofloxacin
CAS No:151377-74-1
MF:C18H18FN3O6
MW:391.350428104401
CID:1003753
PubChem ID:71315632
Update Time:2025-06-14

N,N’-Desethylene-N,N’-diformyl Levofloxacin Chemical and Physical Properties

Names and Identifiers

    • N,N'-Desethylene-N,N'-diforMyl Levofloxacin
    • (S)-9-Fluoro-10-[forMyl[2-(forMylMethylaMino)ethyl]aMino]-2,3-dihydro-3-Methyl-7-oxo-7H-pyrido[1,2,3-de]-1,4-benzoxazine-6-carboxylic Acid
    • N,N’-Desethylene-N,N’-diformyl Levofloxacin
    • N,N’-DESETHYLENE-N,N’-DIFORMYL LEVOFLOXACIN,TAN SOLID
    • Levofloxacin IMP
    • N,N'-Desethylene-N
    • Levofloxacin impurity
    • (s)-ofloxacin Impurity
    • Levofloxacin DiforMyl IMpurity
    • Levofloxacin Desethylene DiforMyl IMpurity
    • (S)-9-Fluoro-3-methyl-10-(N-(2-(N-methylformamido)ethyl)formamido)-7-oxo-3,7-dihydro-2H-[1,4]oxazino[2,3,4-ij]quinoline-6-carboxylic acid
    • 7H-Pyrido[1,2,3-de]-1,4-benzoxazine-6-carboxylic acid, 9-fluoro-10-[formyl[2-(formylmethylamino)ethyl]amino]-2,3-dihydro-3-methyl-7-oxo-, (S)-
    • (3S)-9-Fluoro-10-(formyl{2-[formyl(methyl)amino]ethyl}amino)-3-methyl-7-oxo-2,3-dihydro-7H-[1,4]oxazino[2,3,4-ij]quinoline-6-carboxylic acid
    • (2S)-7-fluoro-6-[formyl-[2-[formyl(methyl)amino]ethyl]amino]-2-methyl-10-oxo-4-oxa-1-azatricyclo[7.3.1.05,13]trideca-5(13),6,8,11-tetraene-11-carboxylic acid
    • N26U9LD9HM
    • DTXSID60747525
    • 151377-74-1
    • G87698
    • (S)-9-Fluoro-10-[formyl[2-(formylmethylamino)ethyl]amino]-2,3-dihydro-3-methyl-7-oxo-7H-pyrido[1,2,3-de]-1,4-benzoxazine-6-carboxylic Acid; Levofloxacin Desethylene Diformyl Impurity
    • Inchi: 1S/C18H18FN3O6/c1-10-7-28-17-14-11(16(25)12(18(26)27)6-22(10)14)5-13(19)15(17)21(9-24)4-3-20(2)8-23/h5-6,8-10H,3-4,7H2,1-2H3,(H,26,27)/t10-/m0/s1
    • InChI Key: HTOKHJLTWLBPPN-JTQLQIEISA-N
    • SMILES: FC1C=C2C(C(C(=O)O)=CN3C2=C(C=1N(C=O)CCN(C=O)C)OC[C@@H]3C)=O

Computed Properties

  • Exact Mass: 391.11800
  • Monoisotopic Mass: 391.11796346g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 8
  • Heavy Atom Count: 28
  • Rotatable Bond Count: 5
  • Complexity: 701
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 1
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: 0.8
  • Topological Polar Surface Area: 108?2

Experimental Properties

  • Melting Point: 179-181°C
  • PSA: 109.15000
  • LogP: 2.11500

N,N’-Desethylene-N,N’-diformyl Levofloxacin Security Information

N,N’-Desethylene-N,N’-diformyl Levofloxacin Pricemore >>

Related Categories No. Product Name Cas No. Purity Specification Price update time Inquiry
TRC
D289330-1mg
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$150.00 2023-05-18
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Additional information on N,N’-Desethylene-N,N’-diformyl Levofloxacin

Research Brief on N,N’-Desethylene-N,N’-diformyl Levofloxacin (CAS: 151377-74-1)

N,N’-Desethylene-N,N’-diformyl Levofloxacin (CAS: 151377-74-1) is a derivative of levofloxacin, a well-known fluoroquinolone antibiotic. This compound has garnered significant attention in recent years due to its potential applications in enhancing antibacterial efficacy and addressing resistance mechanisms. Recent studies have focused on its synthesis, pharmacokinetics, and biological activity, aiming to explore its therapeutic potential in treating bacterial infections, particularly those resistant to conventional fluoroquinolones.

The synthesis of N,N’-Desethylene-N,N’-diformyl Levofloxacin involves a series of chemical modifications to the parent levofloxacin molecule. Researchers have optimized the reaction conditions to improve yield and purity, which are critical for pharmaceutical applications. Advanced analytical techniques, such as high-performance liquid chromatography (HPLC) and mass spectrometry (MS), have been employed to characterize the compound and ensure its structural integrity. These efforts have laid a solid foundation for further preclinical and clinical evaluations.

In vitro studies have demonstrated that N,N’-Desethylene-N,N’-diformyl Levofloxacin exhibits potent antibacterial activity against a broad spectrum of Gram-positive and Gram-negative bacteria, including methicillin-resistant Staphylococcus aureus (MRSA) and multidrug-resistant Pseudomonas aeruginosa. The compound's mechanism of action involves inhibition of bacterial DNA gyrase and topoisomerase IV, similar to other fluoroquinolones, but with enhanced binding affinity and reduced susceptibility to resistance mutations. These findings suggest its potential as a next-generation antibiotic for combating resistant infections.

Pharmacokinetic studies in animal models have revealed favorable absorption and distribution profiles for N,N’-Desethylene-N,N’-diformyl Levofloxacin. The compound shows improved bioavailability compared to levofloxacin, with prolonged half-life and sustained therapeutic concentrations in target tissues. These properties are attributed to its structural modifications, which enhance stability and reduce metabolic degradation. Such pharmacokinetic advantages could translate into reduced dosing frequency and improved patient compliance in clinical settings.

Despite these promising results, challenges remain in the development of N,N’-Desethylene-N,N’-diformyl Levofloxacin. Toxicity studies are ongoing to assess its safety profile, particularly regarding potential adverse effects on the central nervous system and musculoskeletal system, which are known concerns with fluoroquinolones. Additionally, scalable synthesis methods and cost-effective production processes need to be established to facilitate large-scale manufacturing and commercialization.

In conclusion, N,N’-Desethylene-N,N’-diformyl Levofloxacin (CAS: 151377-74-1) represents a promising candidate for addressing the growing threat of antibiotic resistance. Its enhanced antibacterial activity, improved pharmacokinetics, and potential for overcoming resistance mechanisms make it a valuable focus of current research. Continued efforts in preclinical and clinical development will be essential to fully realize its therapeutic potential and bring it to market as a viable treatment option for resistant bacterial infections.

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