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Revision as of 21:13, 20 January 2020

Afloqualone
Clinical data
AHFS/Drugs.comInternational Drug Names
ATC code
  • none
Legal status
Legal status
  • US: Unscheduled
Identifiers
  • 6-Amino-2-(fluoromethyl)-3-(2-methylphenyl)quinazolin-4-one
CAS Number
PubChem CID
ChemSpider
UNII
KEGG
ChEMBL
CompTox Dashboard (EPA)
Chemical and physical data
FormulaC16H14FN3O
Molar mass283.3 g·mol−1
3D model (JSmol)
  • O=C1C2=CC(N)=CC=C2N=C(CF)N1C3=CC=CC=C3C
  • InChI=1S/C16H14FN3O/c1-10-4-2-3-5-14(10)20-15(9-17)19-13-7-6-11(18)8-12(13)16(20)21/h2-8H,9,18H2,1H3 checkY
  • Key:VDOSWXIDETXFET-UHFFFAOYSA-N checkY
 ☒NcheckY (what is this?)  (verify)

Afloqualone (Arofuto) is a quinazolinone family GABAergic drug and is an analogue of methaqualone developed in the 1970s by a team at Tanabe Seiyaku.[1] It has sedative and muscle-relaxant effects resulting from its agonist activity at the β subtype of the GABAa receptor ,[2] and has had some clinical use, although it causes photosensitization as a side-effect that can cause skin problems such as dermatitis.[3]

See also

References

  1. ^ US Patent 3966731 - 2-Fluoromethyl-3-o-tolyl-6-amino-4(3H)-quinazolinone
  2. ^ Ochiai T, Ishida R. Pharmacological studies on 6-amino- 2-fluoromethyl- 3-(O-tolyl)- 4(3H)- quinazolinone (afloqualone), a new centrally acting muscle relaxant. (II) Effects on the spinal reflex potential and the rigidity. Japanese Journal of Pharmacology. 1982 Jun;32(3):427-38.
  3. ^ Ishikawa T, Kamide R, Niimura M. Photoleukomelanodermatitis (Kobori) induced by afloqualone. Journal of Dermatology. 1994 Jun;21(6):430-3.