5-Phenyl-furan-2-carboxylic acids have emerged as a new, promising class of antimycobacterial agents that have the ability to interfere with iron homeostasis. Considering the lack of structural data on these compounds, we analyzed the crystal of a fluorinated ester derivative of 5-(4-nitrophenyl)furan-2-carboxylic acid, one of the most potent candidates in the series. Here, we describe the preparation of methyl 5-(2-fluoro-4-nitrophenyl)furan-2-carboxylate (1) and its analysis by 1H-NMR, 13C-NMR, HRMS, and SC-XRD.

Methyl 5-(2-Fluoro-4-nitrophenyl)furan-2-carboxylate / M. Mori, A. Tresoldi, G. Cazzaniga, F. Meneghetti, S. Villa. - In: MOLBANK. - ISSN 1422-8599. - 2022:(2022 Nov 12), pp. M1492.1-M1492.10. [10.3390/M1492]

Methyl 5-(2-Fluoro-4-nitrophenyl)furan-2-carboxylate

M. Mori
Primo
;
G. Cazzaniga;F. Meneghetti
Penultimo
;
S. Villa
Ultimo
2022

Abstract

5-Phenyl-furan-2-carboxylic acids have emerged as a new, promising class of antimycobacterial agents that have the ability to interfere with iron homeostasis. Considering the lack of structural data on these compounds, we analyzed the crystal of a fluorinated ester derivative of 5-(4-nitrophenyl)furan-2-carboxylic acid, one of the most potent candidates in the series. Here, we describe the preparation of methyl 5-(2-fluoro-4-nitrophenyl)furan-2-carboxylate (1) and its analysis by 1H-NMR, 13C-NMR, HRMS, and SC-XRD.
furan; SC-XRD; Mycobacterium tuberculosis; antitubercular agent; iron acquisition; MbtI;
Settore CHIM/08 - Chimica Farmaceutica
Settore CHIM/06 - Chimica Organica
   Piano di Sostegno alla Ricerca 2015-2017 - Linea 2 "Dotazione annuale per attività istituzionali" (anno 2021)
   UNIVERSITA' DEGLI STUDI DI MILANO
12-nov-2022
Article (author)
File in questo prodotto:
File Dimensione Formato  
molbank-2022-M1492-v2.pdf

accesso aperto

Tipologia: Publisher's version/PDF
Dimensione 2.48 MB
Formato Adobe PDF
2.48 MB Adobe PDF Visualizza/Apri
Pubblicazioni consigliate

I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.

Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/2434/945477
Citazioni
  • ???jsp.display-item.citation.pmc??? ND
  • Scopus 0
  • ???jsp.display-item.citation.isi??? 0
social impact