HQ-355

HQ-355

Clinical data
ATC code	none
Identifiers
IUPAC name 2-(Fluoromethyl)-3-(2-methylphenyl)-4(3H)-quinazolinone
CAS Number	37107-06-5  Y
PubChem CID	63235
ChemSpider	56910
ChEMBL	ChEMBL3245792
CompTox Dashboard (EPA)	DTXSID10190603
Chemical and physical data
Formula	C16H13FN2O
Molar mass	268.291 g·mol−1
3D model (JSmol)	Interactive image
SMILES CC1=CC=CC=C1N2C(=NC3=CC=CC=C3C2=O)CF
InChI InChI=1S/C16H13FN2O/c1-11-6-2-5-9-14(11)19-15(10-17)18-13-8-4-3-7-12(13)16(19)20/h2-9H,10H2,1H3 Key:PNTJUXFZMHTXRO-UHFFFAOYSA-N

HQ-355, is an analogue of the sedative and hypnotic drug methaqualone developed in the late 1970s. It is a derivative of methaqualone substituted with a fluorine on the 2-methyl group. It has similar effects to methaqualone in animal studies but with slightly higher potency and an improved side effect profile. HQ-355 itself was never developed for medical uses, but its 6-amino derivative afloqualone did pass human trials and has seen some limited clinical application as a muscle relaxant. ^{[1] [2] [3]}

See also

• List of methaqualone analogues

References

1. Ager IR, Harrison DR, Kennewell PD, Taylor JB (March 1977). "Synthesis and central nervous system activity of quinazolones related to 2-methyl-3-(o-tolyl)-4(3H)-quinazolone (methaqualone)". Journal of Medicinal Chemistry. 20 (3): 379–386. doi:10.1021/jm00213a013. PMID   845871.
2. Tani J, Yamada Y, Oine T, Ochiai T, Ishida R, Inoue I (January 1979). "Studies on biologically active halogenated compounds. 1. Synthesis and central nervous system depressant activity of 2-(fluoromethyl)-3-aryl-4(3H)-quinazolinone derivatives". Journal of Medicinal Chemistry. 22 (1): 95–99. doi:10.1021/jm00187a021. PMID   423189.
3. Ochiai T, Ishida R, Nurimoto S, Inoue I, Kowa Y (June 1972). "Pharmacology of a new hypnotic drug: HQ-355". Japanese Journal of Pharmacology. 22 (3): 431–434. doi:10.1254/jjp.22.431. PMID   4539402.