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Afloqualone AHFS /Drugs.com International Drug Names ATC code Legal status
6-Amino-2-(fluoromethyl)-3-(2-methylphenyl)quinazolin-4-one
CAS Number PubChem CID ChemSpider UNII KEGG ChEMBL CompTox Dashboard (EPA ) Formula C 16 H 14 F N 3 O Molar mass 283.3 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
Y Key:VDOSWXIDETXFET-UHFFFAOYSA-N
Y
N Y (what is this?)
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 [ ]
^ US 3966731 , Inoue I, Oine T, Yamada Y, Tani J, Ishida R, Ochiai T, "2-Fluoromethyl-3-o-tolyl-6-amino-4(3H)-quinazolinone", issued 29 June 1976, assigned to Tanabe Seiyaku Co Ltd
^ Ochiai T, Ishida R (June 1982). "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 . 32 (3): 427–38. doi :10.1254/jjp.32.427 . PMID 7109348 .
^ Ishikawa T, Kamide R, Niimura M (June 1994). "Photoleukomelanodermatitis (Kobori) induced by afloqualone". The Journal of Dermatology . 21 (6): 430–3. doi :10.1111/j.1346-8138.1994.tb01768.x . PMID 8064007 . S2CID 7486566 .
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Drugs not assigned an ATC code Sedatives Muscle relaxants Organofluorides Quinazolinones GABAA receptor positive allosteric modulators Musculoskeletal system drug stubs Sedative stubs Hidden categories:
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