Floctafenine

From Wikipedia, the free encyclopedia

Template:Short description Template:Cs1 config Template:Short description Page Template:Infobox drug/styles.css has no content.

Page Module:Infobox/styles.css has no content.

Floctafenine
Lua error in package.lua at line 80: module 'Module:InfoboxImage/data' not found.
Clinical data
AHFS/Drugs.comInternational Drug Names
ATC codePage Template:Plainlist/styles.css has no content.
Legal status
Legal statusPage Template:Plainlist/styles.css has no content.
Identifiers
  • 2,3-Dihydroxypropyl 2-{[8-(trifluoromethyl)-4-quinolinyl]amino}benzoate
CAS NumberPage Template:Plainlist/styles.css has no content.
PubChem CIDPage Template:Plainlist/styles.css has no content.
PubChem SIDPage Template:Plainlist/styles.css has no content.
IUPHAR/BPSPage Template:Plainlist/styles.css has no content.
DrugBankPage Template:Plainlist/styles.css has no content.
ChemSpiderPage Template:Plainlist/styles.css has no content.
UNIIPage Template:Plainlist/styles.css has no content.
KEGGPage Template:Plainlist/styles.css has no content.
ChEBIPage Template:Plainlist/styles.css has no content.
ChEMBLPage Template:Plainlist/styles.css has no content.
NIAID ChemDBPage Template:Plainlist/styles.css has no content.
PDB ligandPage Template:Plainlist/styles.css has no content.
CompTox Dashboard (EPA)Page Template:Plainlist/styles.css has no content.
Chemical and physical data
FormulaC20H17F3N2O4
Molar mass406.361 g·mol−1
3D model (JSmol)Page Template:Plainlist/styles.css has no content.
  • FC(F)(F)c1cccc2c(ccnc12)Nc3ccccc3C(=O)OCC(O)CO
  • InChI=1S/C20H17F3N2O4/c21-20(22,23)15-6-3-5-13-17(8-9-24-18(13)15)25-16-7-2-1-4-14(16)19(28)29-11-12(27)10-26/h1-9,12,26-27H,10-11H2,(H,24,25)
  • Key:APQPGQGAWABJLN-UHFFFAOYSA-N
Data page
Template:Infobox drug/data page link

Floctafenine is a nonsteroidal anti-inflammatory drug (NSAID).

Synthesis

Floctafenine can be synthesized beginning with the conversion of ortho-trifluoromethyl aniline (1) to a quinolol.[2][3][4] The compound is then condensed with ethoxy methylene malonic diethyl ester (EMME) and cyclized thermally (2). That intermediate is then saponified; the resulting acid is decarboxylated and finally converted to the 4-chloroquinoline (3) by reaction with phosphorus oxychloride. The displacement of chlorine with methyl anthranilate (4) then affords the coupled intermediate (5). An ester interchange of that product with glycerol leads to the glyceryl ester, floctafenine (6).

File:Flocatfenine synthesis.svg
Flocatfenine synthesis

References

Page Template:Reflist/styles.css has no content.

  1. ^ Page Module:Citation/CS1/styles.css has no content."Product monograph brand safety updates". Health Canada. 6 June 2024. Retrieved 8 June 2024.
  2. ^ Page Template:Citation/styles.css has no content.DE 1815467A1, Allais, André & Meier, Jean, "Neue Chinolidinderivate und Verfahren zu ihrer Herstellung [Novel quinolidine derivatives and processes for their preparation]", published Script error: No such module "auto date formatter"., assigned to Roussel-Uclaf 
  3. ^ U.S. patent 3644368 Roussel Uclaf
  4. ^ Page Module:Citation/CS1/styles.css has no content.Mouzin G, Cousse H, Autin JM (1980). "A New, Convenient Synthesis of Glafenine and Floctafenine". Synthesis. 1980: 54–55. doi:10.1055/s-1980-28923. S2CID 97164628.

Lua error in package.lua at line 80: module 'Module:Navbox/configuration' not found. Lua error in package.lua at line 80: module 'Module:Navbox/configuration' not found.


Lua error in package.lua at line 80: module 'Module:Navbar/configuration' not found.

Retrieved from "https://cosmopedia.co/index.php?title=Floctafenine&oldid=10705443"