Chemistry:Eudesmic acid

From HandWiki
Eudesmic acid
Chemical structure of eudesmic acid
Names
Preferred IUPAC name
3,4,5-Trimethoxybenzoic acid
Other names
Gallic acid trimethyl ether
Tri-O-methylgallic acid
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
UNII
Properties
C10H12O5
Molar mass 212.201 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
☒N verify (what is ☑Y☒N ?)
Infobox references

Eudesmic acid is an O-methylated trihydroxybenzoic acid.

Natural Occurrence

It can be found in Eucalyptus spp.[1]

Synthesis

Eudesmic acid is most directly synthesized by reaction of gallic acid with dimethyl sulfate.[2]

Derivatives

  1. Esterified with Deanol.[3]
  2. Trimebutine
  3. Amoproxan
  4. Bernzamide
  5. 3,4,5-trimethoxy-N-(pyridin-4-yl)benzamide [31638-97-8].[4]
  6. Butobendine
  7. Capobenic acid
  8. Dilazep
  9. Ecipramidil
  10. Fepromide
  11. Hexobendine
  12. Mepramidil (Diphenamilate)
  13. TMB-8 [57818-92-5]
  14. Tricetamide (Trimeglamide)
  15. Trimethobenzamide
  16. Trimetozine
  17. Tritiozine (ala trimetozine but thioamide).
  18. Trocimine [14368-24-2]
  19. Troxipide (Lefron)
  20. Troxonium
  21. Troxypyrrolium (Troxypyrrole, Trox)
  22. Trimetamide.
  23. Vinmegallate (RGH-4417)
  24. Leonuramine and Leonurine.
  25. Methoserpidine, Reserpine and Deserpidine.

References

  1. HPLC analysis of flavonoids and phenolic acids and aldehydes in Eucalyptus spp. E. Conde, E. Cadahía and M. C. Garcia-Vallejo, Chromatographia, Volume 41, Numbers 11-12, 657-660, doi:10.1007/BF02267800
  2. Ikan, Raphael (1991). Natural Products: A Laboratory Guide 2nd Ed.. San Diego: Academic Press, Inc.. pp. 232–235. ISBN 0123705517. https://books.google.com/books?id=B7P8HQimBAIC&q=Kinder+Peschke+mescaline&pg=PA243. 
  3. Ex25 in "Acid addition salts of 2-dimethylaminoethanol and central nervous system stimulant compositions containing them" GB patent 879259, published 1961-10-11, assigned to Riker Laboratories Inc.
  4. Sanjosé, Miguel Izquierdo & Pérez Ulpiano Martín-Escudero, "Procedimiento de obtencion de un derivado de 4-aminopiridina y sus sales [Procedure for obtaining a 4-aminopyridine derivative and its salts]", ES patent 456989, published 1978-07-16, assigned to Laboratorio Farmaceutico Quimico-Lafarquim SA