Eudesmic acid

Eudesmic acid is an O-methylated trihydroxybenzoic acid.

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
ECHA InfoCard 100.003.863
UNII
  • InChI=1S/C10H12O5/c1-13-7-4-6(10(11)12)5-8(14-2)9(7)15-3/h4-5H,1-3H3,(H,11,12) N
    Key: SJSOFNCYXJUNBT-UHFFFAOYSA-N N
  • InChI=1/C10H12O5/c1-13-7-4-6(10(11)12)5-8(14-2)9(7)15-3/h4-5H,1-3H3,(H,11,12)
    Key: SJSOFNCYXJUNBT-UHFFFAOYAD
  • COC1=CC(=CC(=C1OC)OC)C(=O)O
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 YN ?)
Infobox references

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 and 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.
  3. Ex25 in GB 879259, "Acid addition salts of 2-dimethylaminoethanol and central nervous system stimulant compositions containing them", published 1961-10-11, assigned to Riker Laboratories Inc.
  4. ES 456989, Sanjosé, Miguel Izquierdo & Ulpiano Martín-Escudero, Pérez, "Procedimiento de obtencion de un derivado de 4-aminopiridina y sus sales [Procedure for obtaining a 4-aminopyridine derivative and its salts]", published 1978-07-16, assigned to Laboratorio Farmaceutico Quimico-Lafarquim SA
This article is issued from Wikipedia. The text is licensed under Creative Commons - Attribution - Sharealike. Additional terms may apply for the media files.