Jump to content

Methaqualone

From Wikipedia, the free encyclopedia

This is an old revision of this page, as edited by 196.207.47.60 (talk) at 00:26, 8 November 2009 (South Africa: Realistic description of smoking session). The present address (URL) is a permanent link to this revision, which may differ significantly from the current revision.

Methaqualone
Clinical data
Pregnancy
category
  • ?
Routes of
administration
?
ATC code
Legal status
Legal status
Pharmacokinetic data
Bioavailability?
Metabolism?
Elimination half-life?
Excretion?
Identifiers
  • '2-methyl-3-o-tolyl-4(3H)-quinazolinone;
    3,4-dihydro-2-methyl-4-oxo-3-o-tolylquinazoline;
    2-methyl-3-(2-methylphenyl)-4-(3H)-quinazolinone
CAS Number
PubChem CID
DrugBank
ChemSpider
CompTox Dashboard (EPA)
ECHA InfoCard100.000.710 Edit this at Wikidata
Chemical and physical data
FormulaC16H14N2O
Molar mass250.30 g·mol−1
3D model (JSmol)
Melting point113 °C (235 °F)
  • Cc3ccccc3N1C(=O)c2ccccc2\N=C1\C
  (verify)

Methaqualone is a sedative drug that is similar in effect to barbiturates, a general CNS depressant. Its use peaked in the 1960s and 1970s as a hypnotic, for the treatment of insomnia, and as a sedative and muscle relaxant. It has also been used illegally as a recreational drug, commonly known as Quaaludes (particularly in the 1970s in North America) or as Mandrax (methaqualone 250 mg combined with diphenhydramine 5 mg). In the 2000s, it is widely used in South Africa, "the largest abuser of Mandrax in the world."[1]

Methaqualone was first synthesised in India in 1951 by Indra Kishore Kacker and Syed Hussain Zaheer,[2][3] and was soon introduced to Japanese and European consumers as a safe barbiturate substitute.[citation needed] By 1965 it was the most commonly prescribed sedative in Britain, where it has been sold legally under the names Malsed, Malsedin, and Renoval. In 1965 Methaqualone and an antihistamine combination were sold as the sedative drug Mandrax by Rousell Laboratories. At about the same time (1965) it was starting to become a popular recreational drug named mandies or mandrake. In 1972 it was the sixth best selling sedative on the market in the United States,[4] where it was legally sold by the name of Quaalude, and "luding out" was a popular college pastime.[5]

Effects

Usual effects include relaxation, euphoria, and drowsiness, also reducing heart rate, respiration, increased sexual arousal (aphrodisia) and parasthesias (Numbness of the fingers and toes). Bigger doses can bring about respiratory depression, slurred speech, headache and photophobia (pain in the eyes when exposed to light).

An overdose can cause delirium, convulsions, hypertonia, hyperreflexia, vomiting, renal insufficiency, coma, and death through cardiac or respiratory arrest. It resembles barbiturate poisoning, but with increased motor difficulties and a lower incidence of cardiac or respiratory depression. Toxicity is treated with diazepam and sometimes other anticonvulsants.

Recreational use

Quaaludes became increasingly popular as a recreational drug in the late 1960s and early 1970s. The drug was used during sexual activity because of heightened sensitivity coupled with relaxation and euphoria. The drug was more tightly regulated in Britain under the Misuse of Drugs Act 1971 and in the U.S. from 1973. It was withdrawn from many developed markets in the 1980s, being made a Schedule I drug in the US in 1984.

Smoking methaqualone, either alone or as an adulterant added to various legal and illegal smoking mixtures, gained popularity in the United States during the mid-1970s. When smoked, methaqualone gives the user an immediate trance-like euphoria that quickly wears off. Because the various binders and inert ingredients that were contained in the pill form were toxic when smoked, this practice was roundly decried by the medical community as a serious health risk. Smoking methaqualone pills can lead to emphysema and other chronic lung disorders, most notably talcosis.

South Africa

Commonly known as Mandrax, M-pills, buttons, uttons or pille, it is not taken orally but smoked in combination with cannabis. For lack of cannabis, tobacco will suffice though. A smoking pipe, mostly the neck of a broken bottle but also an animal bone or other contraption is filled with the the herb basis (commonly called "the mix") and prepared for lighting. The button is ritually powdered in a folded sheet of paper by first pounding it with some heavy object and then scraping meticulously over the crumbs until a fine powder is achieved.

The fireman will ready at least two matches (as the process proceeds best with copious heat supply) and the smoker will now hold the "pipe" ready to smoke with the open end facing upwards and call for the "cream". The powderman pours a cone of Mandrax powder on top of the mix and the fireman supplies heat to the general area of the cone/mix. The remains of the phosphor on the just-lit matches is carefully removed before approaching the pipe. The smoker, who holds the pipe clasped in a particular fashion using both hands, so as to have some distance between his mouth and the pipe (for the very hot smoke to cool down somewhat, and leading to tell-tale yellow stains on the hands) draws heavily, direct to lungs, a single hit, aiming to consume the entire "cream".

The effect is instantaneous and results in the smoker slumping down while an assistant takes the pipe so as to prevent it slipping out of the smokers' hand, and more particularly, to get hold of it for applying another "cream" to the hot pipe and taking the next hit. The smell of the smoke resembles that of a freshly fired firearm. The drug profoundly stimulates the salivary glands and copious amounts of saliva is produced within a few seconds after the hit. Any self-respecting joint would have a container, not readily emptied as it is a status symbol, of some sort on hand to collect the saliva (a case has been noted where a 100 litre container, more than half full, was in use).

A typical session where multiple buttons are on hand between friends would proceed in turns until the entire supply is consumed.

Methaqualone is one of the most commonly used hard drugs in South Africa.[1][6] The low price (South African Rand R30.00 average, which is about USD $3.02 or EUR 2.34 (as of March 13 2009))[citation needed] of methaqualone together with the ready availability of cheap cannabis make it (in addition to methamphetamine and temazepam) the preferred hard drug of the low-income section of South African society.[1]

Methaqualone is no longer legally produced, so methaqualone for the South African market is manufactured either in India or in South Africa itself — or in other African countries.[7]

See also

References

  1. ^ a b c "Mandrax". DrugAware. Reality Media. 2003. Retrieved 2009-08-13.
  2. ^ p. 142, A survey of reported synthesis of methaqualone and some positional and structural isomers, Etienne F. van Zyl, Forensic Science International 122, #2-3 (1 November 2001), pp. 142–149, doi:10.1016/S0379-0738(01)00484-4.
  3. ^ Potential Analgesics. Part I. Synthesis of substituted 4-quinazolones, I. K. Kacker and S. H. Zaheer, J. Ind. Chem. Soc. 28 (1951), pp. 344–346.
  4. ^ GC/MS Assays for Abused Drugs in Body fluids, p. 39
  5. ^ Scheindlin, Stanley (2005). "Antimalarials: Shortages and Searches". Molecular Interventions. 5 (5): 268–272. doi:10.1124/mi.5.5.2.
  6. ^ McCarthy G, Myers B, Siegfried N. Treatment for methaqualone dependence in adults. Cochrane Database of Systematic Reviews. 2005 Apr 18;(2):CD004146. PMID 15846700
  7. ^ van Zyl EF (2001). "A survey of reported synthesis of methaqualone and some positional and structural isomers". Forensic Sci. Int. 122 (2–3): 142–9. PMID 11672968. {{cite journal}}: Unknown parameter |month= ignored (help)
  • Bioavailability of Methaqualone

Smyth RD, Lee JK, Polk A, Chemburkar PB, Savacool AM (1973). "Bioavailability of methaqualone". J Clin Pharmacol. 13 (10): 391–400. PMID 4490663. {{cite journal}}: Unknown parameter |month= ignored (help)CS1 maint: multiple names: authors list (link)
Nayak RK, Smyth RD, Chamberlain JH; et al. (1974). "Methaqualone pharmacokinetics after single- and multiple-dose administration in man". J Pharmacokinet Biopharm. 2 (2): 107–21. PMID 4427217. {{cite journal}}: Explicit use of et al. in: |author= (help); Unknown parameter |month= ignored (help)CS1 maint: multiple names: authors list (link)
Chemburkar PB, Smyth RD, Buehler JD; et al. (1976). "Correlation between dissolution characteristics and absorption of methaqualone from solid dosage forms". J Pharm Sci. 65 (4): 529–33. PMID 1271252. {{cite journal}}: Explicit use of et al. in: |author= (help); Unknown parameter |month= ignored (help)CS1 maint: multiple names: authors list (link)