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72-44-6

72-44-6 Structure

72-44-6 Structure
IdentificationBack Directory
[Name]

METHAQUALONE
[CAS]

72-44-6
[Synonyms]

Mtq
qz2
qz-2
Qz 2
Lude
Aqual
Omnyl
R-148
Sonal
Sopor
Tr 495
tr-495
Tuazol
ric272
Parest
Mequin
Hypcol
Hyptor
Melsed
CI 705
ci-705
Citexal
cn38703
Hyminal
Ipnofil
mandrax
Hypocol
optimil
Motolon
Ortonal
Revonal
Ric 272
Tuazole
Soverin
Torinal
Roulone
Somberol
Somnafac
Somnomed
rorer148
Quaalude
Mollinox
Orthonal
Parminal
Pro-dorm
Mozambin
Nobedorm
Methased
Dormogen
Dormutil
Dorsedin
Fadormir
Holodorm
Melsomin
Dormigoa
Cateudyl
CN 38703
Noctilene
Normi-nox
Optinoxan
Rorer 148
Rorer 714
Tuazolone
Sindesvel
Rouqualone
Metachalon
Metakvalon
metaqualon
hyptorbase
NSC 111388
NSC 126877
NSC 631628
Hyptor base
Methaqualon
Methapualone
Nethaqualone
melsedinbase
METHAQUALONE
Melsedin base
Metolquizolone
Methaqualoneinone
Methaqualone (CRM)
Dormigoa-schlafmittel
Methaqualone solution
METHAQUALONE USP/EP/BP
Qu.lovin.a.lovin.alude
METHAQUALONE HYPNOTIC, SEDATIVE
2-Methyl-3-o-tolyl-4-quinazolone
2-Methyl-3-tolyl-4-oxybensdiazine
2-Methyl-3-(2-tolyl)quinazol-4-one
2-Methyl-3-o-tolyl-4(3H)-chinazolone
2-methyl-3-o-tolyl-4(3h)-quinazolinon
2-Methyl-3-o-tolyl-4(3H)-chinazolinon
Methanol(test Methaqualone 1.0 mg/mL)
2-methyl-3-o-tolylquinazolin-4(3H)-one
2-Methyl-3-o-tolyl-4(3H)-quinazolinone
4-QUINAZOLINONE,3-METHYL-3-ORTHO-TOLYL-
4(3H)-Quinazolinone, 2-methyl-3-o--tolyl-
2-methyl-3-(2-methylphenyl)quinazolin-4-one
2-Methyl-3-(2-methylphenyl)-4-quinazolinone
2-methyl-3-(2-methylphenyl)-4(3h)-quinazolinon
2-Methyl-3-(2-methylphenyl)-4(3H)-quinazolinone
3,4-Dihydro-2-methyl-4-oxo-3-o-tolylquinazoline
4(3H)-Quinazolinone,2-methyl-3-(2-methylphenyl)-
2-Methyl-3-(2-methylphenyl)-4(3H)-quinazoli-none
2-Methyl-3-(o-tolyl)-3,4-dihydro-4-quinazolinone
4(3H)-Quinazolinone, 2-methyl-3-(2-methylphenyl)-
(2-methyl-3-(o-tolyl)-3,4-dihydro-4-(quinazolinone)
[EINECS(EC#)]

200-780-4
[Molecular Formula]

C16H14N2O
[MDL Number]

MFCD00057320
[MOL File]

72-44-6.mol
[Molecular Weight]

250.3
Chemical PropertiesBack Directory
[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)
[Fp ]

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)
[EPA Substance Registry System]

4(3H)-Quinazolinone, 2-methyl-3-(2-methylphenyl)- (72-44-6)
Safety DataBack Directory
[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
[Hazardous Substances Data]

72-44-6(Hazardous Substances Data)
[Toxicity]

LD50 orally in rats: 255 mg/kg (Goldenthal)
Raw materials And Preparation ProductsBack Directory
[Raw materials]

Anthranilic acid-->Hydrochloric acid-->Acetic anhydride-->4(3H)-Quinazolinone, 3-(2-methylphenyl)--->2-Methyl-3-(o-tolyl)-1,2-dihydro-4(3H)-quinazolinone-->METHYL 2-ACETAMIDOBENZOATE-->2-AMINO-N-(2-METHYLPHENYL)BENZAMIDE-->2-Methyl-4H-3,1-benzoxazin-4-one-->2-Hydroxypropanoic acid-->Benzenediazonium, 2-methyl-, tetrafluoroborate(1-)-->DIETHYL SULFOXIDE
Hazard InformationBack Directory
[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)
Spectrum DetailBack Directory
[Spectrum Detail]

METHAQUALONE(72-44-6)MS
METHAQUALONE(72-44-6)IR1
METHAQUALONE(72-44-6)IR2
Tags:72-44-6 Related Product Information