Nitromethaqualone

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Nitromethaqualone
Nitromethaqualone.svg
Systematic (IUPAC) name
2-methyl-3-(2-methoxy-4-nitrophenyl)-4(3H)-quinazolinone
Clinical data
Legal status
?
Identifiers
CAS number 340-52-3
ATC code None
PubChem CID 63339
ChemSpider 57006
Chemical data
Formula C16H13N3O4 
Mol. mass 311.29

Nitromethaqualone[1] is an analogue of methaqualone that has similar sedative and hypnotic properties.[2] It is significantly more potent (10x) compared to the parent compound; the typical dose is approximately 25 mg.[3] However, the aromatic nitro group is metabolised to the corresponding aniline, which proved to be a mutagen.[3] As a consequence, nitromethaqualone was not developed further due to toxicity concerns.

References[edit]

  1. ^ US patent 3162634, Klosa, J. (Berlin, Germany), "2-Methyl-3-(2'-methyl-3'-chlorphenyl)-quinazolone-(4)", issued 1964-12-22 
  2. ^ Szirmai, A. (1963). "(title in German)" [Pharmacological and Therapeutic Studies with a New Quinazolone Derivative, Nitromethaqualone]. Therapeutische Umschau (in German) 20: 542–546. PMID 14101319.  edit
  3. ^ a b van Boven, M.; Daenens, P. (1982). "Biotransformation and Excretion of Nitromethaqualone in Rats and Humans". Journal of Pharmaceutical Sciences 71 (10): 1152–1157. doi:10.1002/jps.2600711019. PMID 7143214.  edit