ChemicalBook--->CAS DataBase List--->1381289-58-2

1381289-58-2

1381289-58-2 Structure

1381289-58-2 Structure
IdentificationBack Directory
[Name]

Ribocil
[CAS]

1381289-58-2
[Synonyms]

Ribocil
4(3H)-Pyrimidinone, 2-[1-[[2-(methylamino)-5-pyrimidinyl]methyl]-3-piperidinyl]-6-(2-thienyl)-
[Molecular Formula]

C19H22N6OS
[MDL Number]

MFCD29472281
[MOL File]

1381289-58-2.mol
[Molecular Weight]

382.48
Chemical PropertiesBack Directory
[Boiling point ]

587.8±60.0 °C(Predicted)
[density ]

1.41±0.1 g/cm3(Predicted)
[storage temp. ]

Store at -20°C
[solubility ]

DMSO:10.0(Max Conc. mg/mL);2.61(Max Conc. mM)
[form ]

A crystalline solid
[pka]

8.44±0.50(Predicted)
[color ]

White to off-white
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H302-H315-H319-H335
[Precautionary statements ]

P261-P305+P351+P338
Hazard InformationBack Directory
[Description]

Ribocil is a synthetic mimic of riboflavin 5’-monophosphate (FMN; ) that competes with the natural ligand to inhibit FMN riboswitch-mediated expression of ribB, a gene responsible for the synthesis and transport of riboflavin. Ribocil depletes cellular levels of riboflavin with an IC50 value of 0.3 μM and inhibits E. coli growth with an MIC value of 2 μg/ml.
[Uses]

Ribocil is a highly selective chemical modulator of bacterial riboflavin riboswitches. Ribocil strongly inhibits GFP expression, achieving a 50% effective concentration (EC50) of 0.3 μM. Target: in vitro: Ribocil is a highly specific bioactive synthetic mimic of FMN, which competes with the natural ligand to inhibit FMN riboswitch-mediated expression of ribB and inhibits bacterial growth. Ribocil-B demonstrates superior microbiological activity as compared to Ribocil-A (minimum inhibitory concentration (MIC) = 1 μg/ml versus MIC ≥ 64 μg/ml), inhibition of riboflavin synthesis (IC50 = 0.13 μM versus IC50 > 26 μM), and binding affinity to the E. coli FMN aptamer (Kd = 6.6 nM versus Kd ≥ 10,000 nM).[1]
[storage]

Store at -20°C
[References]

[1] Howe JA, et al. Selective small-molecule inhibition of an RNA structural element. Nature. 2015 Oct 29;526(7575):672-7. DOI:10.1038/nature15542
Spectrum DetailBack Directory
[Spectrum Detail]

Ribocil(1381289-58-2)1HNMR
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