Nitromethaqualone
 | |
| Systematic (IUPAC) name | |
|---|---|
|
2-methyl-3-(2-methoxy-4-nitrophenyl)-4(3H)-quinazolinone | |
| Identifiers | |
| CAS Number | 340-52-3 |
| ATC code | None |
| PubChem | CID 63339 |
| ChemSpider | 57006 |
| Chemical data | |
| Formula | C16H13N3O4 |
| Molar 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
- ↑ US patent 3162634, Klosa, J. (Berlin, Germany), "2-Methyl-3-(2'-methyl-3'-chlorphenyl)-quinazolone-(4)", issued 1964-12-22
- ↑ 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.
- 1 2 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.
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