Optimized synthesis of etidronate

Rita Kovács, Dávid Illés Nagy, A. Grün, György Tibor Balogh, Sándor Garadnay, István Greiner, G. Keglevich

Research output: Contribution to journalArticle

12 Citations (Scopus)

Abstract

The synthesis of Etidronate (as the disodium salt) by the reaction of acetic acid with phosphorus trichloride/phosphorus acid in methanesulfonic acid was studied and optimized. We showed that it is enough to use 3.2 equivalents of the phosphorus trichloride and there is no need to apply phosphorus acid. In the two-step variation of the synthesis, the acetyl chloride was formed by the reaction of acetic acid with phosphorus trichloride, thionyl chloride or triphosgene, then the intermediate was converted to etidronate by reaction with 2.2 equivalents of phosphorus trichloride. The work-up included in all cases hydrolysis and pH adjustment.

Original languageEnglish
Pages (from-to)733-737
Number of pages5
JournalLetters in Drug Design and Discovery
Volume10
Issue number8
DOIs
Publication statusPublished - Oct 2013

Fingerprint

Etidronic Acid
Phosphorus Acids
Acetic Acid
Hydrolysis
Salts
phosphorus chloride

Keywords

  • Etidronate
  • Hydroxy-methylenebisphosphonic acid
  • Intermediate
  • Optimization

ASJC Scopus subject areas

  • Pharmaceutical Science
  • Drug Discovery
  • Molecular Medicine

Cite this

Kovács, R., Nagy, D. I., Grün, A., Balogh, G. T., Garadnay, S., Greiner, I., & Keglevich, G. (2013). Optimized synthesis of etidronate. Letters in Drug Design and Discovery, 10(8), 733-737. https://doi.org/10.2174/15701808113109990026

Optimized synthesis of etidronate. / Kovács, Rita; Nagy, Dávid Illés; Grün, A.; Balogh, György Tibor; Garadnay, Sándor; Greiner, István; Keglevich, G.

In: Letters in Drug Design and Discovery, Vol. 10, No. 8, 10.2013, p. 733-737.

Research output: Contribution to journalArticle

Kovács, R, Nagy, DI, Grün, A, Balogh, GT, Garadnay, S, Greiner, I & Keglevich, G 2013, 'Optimized synthesis of etidronate', Letters in Drug Design and Discovery, vol. 10, no. 8, pp. 733-737. https://doi.org/10.2174/15701808113109990026
Kovács R, Nagy DI, Grün A, Balogh GT, Garadnay S, Greiner I et al. Optimized synthesis of etidronate. Letters in Drug Design and Discovery. 2013 Oct;10(8):733-737. https://doi.org/10.2174/15701808113109990026
Kovács, Rita ; Nagy, Dávid Illés ; Grün, A. ; Balogh, György Tibor ; Garadnay, Sándor ; Greiner, István ; Keglevich, G. / Optimized synthesis of etidronate. In: Letters in Drug Design and Discovery. 2013 ; Vol. 10, No. 8. pp. 733-737.
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