Enoxacin (hydrate)

Enoxacin hydrate (Enoxacin sesquihydrate), a fluoroquinolone, interferes with DNA replication and inhibits bacterial DNA gyrase (IC50=126 μg/ml) and topoisomerase IV (IC50=26.5 μg/ml) . Enoxacin hydrate is a miRNA processing activator and enhances siRNA-mediated mRNA degradation and promotes the biogenesis of endogenous miRNAs. Enoxacin hydrate has potent activities against gram-positive and -negative bacteria. Enoxacin hydrate is a cancer-specific growth inhibitor that acts by enhancing TAR RNA-binding protein 2 (TRBP) -mediated microRNA processing[1][2][3][4].

Product Specifications

CAS Number

[84294-96-2]

Product Name Alternative

Enoxacin (sesquihydrate) ; AT-2266 (hydrate) ; CI-919 (hydrate)

UNSPSC

12352005

Hazard Statement

H302, H315, H319, H335

Target

Antibiotic; Bacterial; DNA/RNA Synthesis; MicroRNA

Type

Reference compound

Related Pathways

Anti-infection; Cell Cycle/DNA Damage; Epigenetics

Applications

COVID-19-immunoregulation

Field of Research

Infection; Cancer

Assay Protocol

https://www.medchemexpress.com/Enoxacin-hydrate.html

Purity

98.51

Solubility

1M NaOH : 100 mg/mL (ultrasonic; adjust pH to 11 with NaOH) |DMSO : 2.78 mg/mL (ultrasonic) |H2O : < 0.1 mg/mL

Smiles

O=C(C1=CN(CC)C2=C(C=C(F)C(N3CCNCC3)=N2)C1=O)O.[1.5H2O]

Molecular Formula

C15H17FN4O3.3/2H2O

Molecular Weight

347.34

Precautions

H302, H315, H319, H335

References & Citations

[1]Chin, N.-X. and H.C. Neu, In vitro activity of enoxacin, a quinolone carboxylic acid, compared with those of norfloxacin, new beta-lactams, aminoglycosides, and trimethoprim. Antimicrobial agents and chemotherapy, 1983. 24 (5) : p. 754-763.|[2]Sonia Melo, et al.Small molecule enoxacin is a cancer-specific growth inhibitor that acts by enhancing TAR RNA-binding protein 2-mediated microRNA processing. Proc Natl Acad Sci U S A. 2011 Mar 15;108 (11) :4394-9.|[3]M Takei, et al. Target preference of 15 quinolones against Staphylococcus aureus, based on antibacterial activities and target inhibition. Antimicrob Agents Chemother. 2001 Dec;45 (12) :3544-7.|[4]Ge Shan, et al. A small molecule enhances RNA interference and promotes microRNA processing. Nat Biotechnol. 2008 Aug;26 (8) :933-40.|[5]Rengen Fan, et al. Small molecules with big roles in microRNA chemical biology and microRNA-targeted therapeutics. RNA Biol. 2019 Jun;16 (6) :707-718.