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1825355-56-3

1825355-56-3 structure
1825355-56-3 structure
  • Name: Ribocil-C
  • Chemical Name: Ribocil-C
  • CAS Number: 1825355-56-3
  • Molecular Formula: C21H21N7OS
  • Molecular Weight: 419.503
  • Catalog: Research Areas Infection
  • Create Date: 2018-03-27 19:32:11
  • Modify Date: 2024-01-09 12:47:38
  • Ribocil-C is a highly selective inhibitor of bacterial riboflavin riboswitches.

Name Ribocil-C
Synonyms 2-[(3S)-1-{[1-(2-Pyrimidinyl)-1H-imidazol-4-yl]methyl}-3-piperidinyl]-6-(2-thienyl)-4(1H)-pyrimidinone
4(1H)-Pyrimidinone, 2-[(3S)-1-[[1-(2-pyrimidinyl)-1H-imidazol-4-yl]methyl]-3-piperidinyl]-6-(2-thienyl)-
Description Ribocil-C is a highly selective inhibitor of bacterial riboflavin riboswitches.
Related Catalog
Target

Bacterial riboflavin riboswitches[1]

In Vitro Ribocil-C is a highly selective inhibitor of the flavin mononucleotide (FMN) riboswitch that controls expression of de novo riboflavin (RF, vitamin B2) biosynthesis in Escherichia coli. Ribocil-C specifically inhibits dual FMN riboswitches, separately controlling RF biosynthesis and uptake processes essential for Staphylococcus aureus growth and pathogenesis[1]. Ribocil-C is a small-molecule synthetic mimic of FMN that binds the FMN riboswitch of multiple GN bacteria, including Escherichia coli, Pseudomonas aeruginosa, and Acinetobacter baumannii, to inhibit ribB expression, RF synthesis, and consequently arrest bacterial growth[1][2].
In Vivo Higher dose Ribocil-C treatment groups (60 and 120 mg kg21 ribocil-C) demonstrate a dose-dependent reduction in bacterial burden of 1.87 and 3.29 log10[CFU per g spleen] reduction respectively versus shamtreated mice, without mortality or gross effects of toxicity observed[2].
Animal Admin DBA/2J mice are infected by intraperitoneal injectionwith Escherichia coli strain MB5746 (5×104 CFU per mouse) and treated by subcutaneous injection with Ribocil-C (30, 60, 120 mg/kg) or ciprofloxacin (0.5mg/kg) three times over a 24 h infection period. Spleens are aseptically collected from five mice per group and the reduction of log[CFU per g spleen tissue] is calculated on the basis of bacterial burden in spleens of the vehicle-treated (10% DMSO) control group[2].
References

[1]. Wang H, et al. Dual-Targeting Small-Molecule Inhibitors of the Staphylococcus aureus FMN Riboswitch DisruptRiboflavin Homeostasis in an Infectious Setting. Cell Chem Biol. 2017 May 18;24(5):576-588.

[2]. Howe JA, et al. Selective small-molecule inhibition of an RNA structural element. Nature. 2015 Oct 29;526(7575):672-7.

Density 1.5±0.1 g/cm3
Boiling Point 672.0±65.0 °C at 760 mmHg
Molecular Formula C21H21N7OS
Molecular Weight 419.503
Flash Point 360.2±34.3 °C
Exact Mass 419.152832
LogP 1.25
Vapour Pressure 0.0±2.1 mmHg at 25°C
Index of Refraction 1.771
Storage condition 2-8℃