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Gepotidacin mesylate

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Gepotidacin mesylate Basic information

Product Name:
Gepotidacin mesylate
Synonyms:
  • Gepotidacin mesylate
  • (R)-2-((4-(((3,4-dihydro-2H-pyrano[2,3-c]pyridin-6-yl)methyl)amino)piperidin-1-yl)methyl)-1,2-dihydro-3H,8H-2a,5,8a-triazaacenaphthylene-3,8-dione methanesulfonate dihydrate
  • Gepotidacin mesylate dihydrate
  • Gepotidacin mesylate,PhEur/USP(DMF)
  • 8H-2a,5,8a-triazaacenaphthylene-3,8-dione methanesulfonate dihydrate
CAS:
1624306-20-2
MF:
C25H32N6O6S
MW:
544.63
Mol File:
1624306-20-2.mol
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Gepotidacin mesylate Chemical Properties

form 
Solid
color 
Off-white to light yellow
InChIKey
ISCBDQIDBOQJCT-JHTMQSDJNA-N
SMILES
S(O)(=O)(=O)C.C(N1CCC(NCC2=NC=C3OCCCC3=C2)CC1)[C@@H]1CN2C(C=CC3N=CC(=O)N1C2=3)=O |&1:24,r|
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Gepotidacin mesylate Usage And Synthesis

Uses

Gepotidacin mesylate hydrate is an orally active triazaacenaphthylene antibiotic and bacterial type II topoisomerase inhibitor. Gepotidacin mesylate hydrate inhibits bacterial DNA replication by blocking topoisomerase enzymes. Gepotidacin mesylate hydrate selectively inhibits topoisomerase IV and the B subunit of DNA gyrase[1][2].

References

[1] Gibson EG, et al. Mechanistic and Structural Basis for the Actions of the Antibacterial Gepotidacin against Staphylococcus aureus Gyrase. ACS Infect Dis. 2019 Apr 12;5(4):570-581. DOI:10.1021/acsinfecdis.8b00315
[2] Watkins RR, et al. Gepotidacin: a novel, oral, 'first-in-class' triazaacenaphthylene antibiotic for the treatment of uncomplicated urinary tract infections and urogenital gonorrhoea. J Antimicrob Chemother. 2023 May 3;78(5):1137-1142. DOI:10.1093/jac/dkad060

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