Rifaquizinone

Names

[ CAS No. ]:
922717-97-3

[ Name ]:
Rifaquizinone

[Synonym ]:
8-[(3R)-3-{1-[{1-[(E)-{[(7S,9E,11S,12R,13S,14R,15R,16R,17S,18S,19E,21Z)-13-Acetoxy-2,15,17,27,29-pentahydroxy-11-methoxy-3,7,12,14,16,18,22-heptamethyl-6,23-dioxo-8,30-dioxa-24-azatetracyclo[23.3.1.1 4,7.05,28]triaconta-1(28),2,4,9,19,21,25(29),26-octaen-26-yl]methylene}amino]-4-piperidinyl}(methyl)amino]cyclopropyl}-1-pyrrolidinyl]-1-cyclopropyl-7-fluoro-9-methyl-4-oxo-4H-quinolizine-3-carboxy
 lic acid
4H-Quinolizine-3-carboxylic acid, 8-[(3R)-3-[1-[[1-[[(1E)-[(2S,12Z,14E,16S,17S,18R,19R,20R,21S,22R,23S,24E)-21-(acetyloxy)-1,2-dihydro-5,6,9,17,19-pentahydroxy-23-methoxy-2,4,12,16,18,20,22-heptamethyl-1,11-dioxo-2,7-(epoxy[1,11,13]pentadecatrienoimino)naphtho[2,1-b]furan-8-yl]methylene]amino]-4-piperidinyl]methylamino]cyclopropyl]-1-pyrrolidinyl]-1-cyclopropyl-7-fluoro-9-methyl-4-oxo-

Biological Activity

[Description]:

Rifaquizinone (CBR-2092) is a Rifamycin-Quinolone Hybrid Antibiotic. Rifaquizinone inhibits wild-type S. aureus RNA polymerase with an IC50 of 34 nM. Rifaquizinone is effective against S. aureus infections, with MICs ranged from 0.008 to 0.5 μg/mL for 300 clinical isolates of staphylococci and streptococci[1][2].

[Related Catalog]:

Research Areas >> Infection
Signaling Pathways >> Cell Cycle/DNA Damage >> DNA/RNA Synthesis
Signaling Pathways >> Anti-infection >> Bacterial

[References]

[1]. Robertson GT, et al. In vitro evaluation of CBR-2092, a novel rifamycin-quinolone hybrid antibiotic: studies of the mode of action in Staphylococcus aureus. Antimicrob Agents Chemother. 2008 Jul;52(7):2313-23.  

[2]. Robertson GT, et al. In vitro evaluation of CBR-2092, a novel rifamycin-quinolone hybrid antibiotic: microbiology profiling studies with staphylococci and streptococci. Antimicrob Agents Chemother. 2008 Jul;52(7):2324-34.  

Chemical & Physical Properties

[ Density]:
1.4±0.1 g/cm3

[ Molecular Formula ]:
C65H81FN6O15

[ Molecular Weight ]:
1205.37

[ Exact Mass ]:
1204.574341

[ LogP ]:
3.56

[ Index of Refraction ]:
1.665

Related Compounds