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METHAQUALONE

CAS No.
72-44-6
Chemical Name:
METHAQUALONE
Synonyms
Mtq;qz2;Qz 2;qz-2;Lude;Omnyl;R-148;Sonal;Sopor;Aqual
CBNumber:
CB6462303
Molecular Formula:
C16H14N2O
Molecular Weight:
250.3
MDL Number:
MFCD00057320
MOL File:
72-44-6.mol
Last updated:2023-06-08 09:02:17

METHAQUALONE Properties

Melting point 120℃
Boiling point 393.43°C (rough estimate)
Density 1.16±0.1 g/cm3 (20 ºC 760 Torr)
refractive index 1.6240 (estimate)
Flash point 9℃
storage temp. −20°C
solubility DMF: 20 mg/ml; DMSO: 20 mg/ml; Ethanol: 20 mg/ml; Ethanol:PBS(pH 7.2) (1:1): 0.5 mg/ml
form A neat solid
pka pKa 2.54(H2O,t undefined,I=0.1) (Uncertain)
Water Solubility 299.9mg/L(23 ºC)
FDA UNII 7ZKH8MQW6T
ATC code N05CM01,N05CX02
EPA Substance Registry System 4(3H)-Quinazolinone, 2-methyl-3-(2-methylphenyl)- (72-44-6)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictogramsGHS hazard pictogramsGHS hazard pictograms
GHS02,GHS06,GHS08
Signal word  Danger
Hazard statements  H225-H301+H311+H331-H370
Precautionary statements  P210-P260-P280-P301+P310-P311
Hazard Codes  F,T
Risk Statements  11-23/24/25-39/23/24/25
Safety Statements  7-16-36/37-45
RIDADR  3249
WGK Germany  1
HazardClass  6.1(b)
PackingGroup  III
Toxicity LD50 orally in rats: 255 mg/kg (Goldenthal)
NFPA 704
0
2 0

METHAQUALONE Chemical Properties,Uses,Production

Originator

Quaalude ,Lemmon,US,1965

Uses

A quinazoline sedative-hypnotic. Controlled substance.

Definition

ChEBI: Methaqualone is a member of the class of quinazolines that is quinazolin-4-one substituted at positions 2 and 3 by methyl and o-tolyl groups respectively. A depressant that increases the activity of the GABA receptors in the brain and nervous system, it is used as a sedative and hypnotic medication. It became popular as a recreational drug and club drug in the late 1960s and 1970s. It has a role as a GABA agonist and a sedative.

Manufacturing Process

Anthranilic acid (1 part) is dissolved in acetic anhydride (2 parts) and the temperature raised progressively to 190° to 200°C while distillation takes place. The last traces of acetic acid are removed under vacuum and, after cooling to about 50° to 60°C, o-toluidine (1 part) is added in portions.
The temperature is then raised to 170° to 200°C when the excess water and o-toluidine is gradually distilled off, finally maintaining the temperature at 180° to 200°C for 2 hours. After cooling to about 100°C dilute hydrochloric acid (3 parts) is added and the mixture boiled and stirred. The solution is then neutralized with NaOH with stirring and the product which separates is recrystallized twice from alcohol after decolorizing with carbon. Yield: 70% of theoretical, LIP 114° to 115°C.

brand name

Babix-rectal;Bon-sonnilal;Diudorm;Divinoctal;Dormisedilal;Duromine m 40;Isonox;Jurmun;Maoa;Melsedine base;Mepalgic;Mequal;Mequelon;Metadorm;Metakualon;Methadorm;Methaquaion;Methasedil;Metodril 2;Metodril napa;Neuro a2;Nitro-tromacardin;Nobadorm compostium;Noctulon;Normorest;Noxybel;Paldona;Pallidan;Papatral;Parmilene;Paxidorm;Pexaqualone;Portaderm;Pro dorm;Rebuso;Rectulon;Riporest;Rm 526;Rovonal;Savedorm;Sedalone;Sedanoct;Sedatyl;Silternum;Sleepinal;Somnex;Somnofac;Somnotropon;Soval;Sovelin;Sovinal;Spasmopront;Tiqualone;Toquilone;Toraflon;Toriador;Tualone;Tuazolona;Vitalone.

Therapeutic Function

Hypnotic

World Health Organization (WHO)

Methaqualone, a quinazolone derivative, was introduced in 1965 for use as a sedative-hypnotic drug. It is widely abused and is associated with severe withdrawal symptoms. Methaqualone is controlled under Schedule IV of the 1971 Convention of Psychotropic Substances. (Reference: (UNCPS4) United Nations Convention on Psychotropic Substances (IV),1971)

64-17-5
4943-85-5
72-44-6
Synthesis of METHAQUALONE from Ethanol and 2-AMINO-N-(2-METHYLPHENYL)BENZAMIDE
Hyminal Hypcol Hypocol Hyptor Hyptor base hyptorbase Ipnofil mandrax Melsed Melsedin base melsedinbase Melsomin Mequin Metachalon Metakvalon metaqualon Methapualone Methaqualon Methaqualoneinone Methased Metolquizolone Mollinox Motolon Mozambin Mtq Nethaqualone Nobedorm Noctilene Normi-nox Omnyl optimil Optinoxan Orthonal Ortonal Parest Parminal Pro-dorm Qu.lovin.a.lovin.alude Quaalude Qz 2 qz2 qz-2 R-148 Revonal Ric 272 ric272 Rorer 148 Rorer 714 rorer148 Roulone Rouqualone Sindesvel Somberol Somnafac Somnomed Sonal Sopor Soverin