METHAQUALONE

METHAQUALONE Basic information
Product Name:METHAQUALONE
Synonyms:Hyminal;Hypcol;Hypocol;Hyptor;Hyptor base;hyptorbase;Ipnofil;mandrax
CAS:72-44-6
MF:C16H14N2O
MW:250.3
EINECS:200-780-4
Product Categories:Aromatics;Heterocycles;Intermediates & Fine Chemicals;Pharmaceuticals;Controlled Drug StandardsAlphabetic;M;META - METH;Stable Isotopes
Mol File:72-44-6.mol
METHAQUALONE Structure
METHAQUALONE Chemical 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)
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
pkapKa 2.54(H2O,t undefined,I=0.1) (Uncertain)
Water Solubility 299.9mg/L(23 ºC)
EPA Substance Registry System4(3H)-Quinazolinone, 2-methyl-3-(2-methylphenyl)- (72-44-6)
Safety Information
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 Data72-44-6(Hazardous Substances Data)
ToxicityLD50 orally in rats: 255 mg/kg (Goldenthal)
MSDS Information
METHAQUALONE Usage And Synthesis
OriginatorQuaalude ,Lemmon,US,1965
UsesA quinazoline sedative-hypnotic. Controlled substance.
DefinitionChEBI: 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 ProcessAnthranilic 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 nameBabix-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 FunctionHypnotic
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)
6,8-DICHLORO-3-(2,6-DIMETHYLPHENYL)-2-([(4-FLUOROPHENYL)SULFANYL]METHYL)-4(3H)-QUINAZOLINONE 6,8-DICHLORO-2-(CHLOROMETHYL)-3-(2,6-DIMETHYLPHENYL)-4(3H)-QUINAZOLINONE 6-CHLORO-2-([(2,5-DICHLOROPHENYL)SULFANYL]METHYL)-3-(2-METHYLPHENYL)-4(3H)-QUINAZOLINONE 6,8-DICHLORO-3-(2,6-DIMETHYLPHENYL)-2-([(4-METHOXYPHENYL)SULFANYL]METHYL)-4(3H)-QUINAZOLINONE METHAQUALONE HYDROCHLORIDE--DEA*SCHEDULE I ITEM,METHAQUALONE HYDROCHLORIDE 6,8-DICHLORO-3-(2,6-DIMETHYLPHENYL)-2-(([3-(TRIFLUOROMETHYL)PHENYL]SULFANYL)METHYL)-4(3H)-QUINAZOLINONE 2-[(BUTYLSULFANYL)METHYL]-6,8-DICHLORO-3-(2,6-DIMETHYLPHENYL)-4(3H)-QUINAZOLINONE 2-([(2-CHLOROBENZYL)SULFANYL]METHYL)-3-(4-CHLORO-2-METHYLPHENYL)-4(3H)-QUINAZOLINONE 6-CHLORO-2-([(3-CHLOROPHENYL)SULFANYL]METHYL)-3-(2-METHYLPHENYL)-4(3H)-QUINAZOLINONE 6-CHLORO-2-([(2,6-DICHLOROPHENYL)SULFANYL]METHYL)-3-(2-METHYLPHENYL)-4(3H)-QUINAZOLINONE 3-(4-CHLORO-2-METHYLPHENYL)-2-([(2,6-DICHLOROPHENYL)SULFANYL]METHYL)-4(3H)-QUINAZOLINONE 2-([(4-BROMOPHENYL)SULFANYL]METHYL)-6,8-DICHLORO-3-(2,6-DIMETHYLPHENYL)-4(3H)-QUINAZOLINONE 6-CHLORO-3-(2-METHYLPHENYL)-2-(([3-(TRIFLUOROMETHYL)PHENYL]SULFANYL)METHYL)-4(3H)-QUINAZOLINONE 2-(CHLOROMETHYL)-3-(4-CHLORO-2-METHYLPHENYL)-4(3H)-QUINAZOLINONE 2-[(BENZYLSULFANYL)METHYL]-6,8-DICHLORO-3-(2,6-DIMETHYLPHENYL)-4(3H)-QUINAZOLINONE 2-([(4-BROMOPHENYL)SULFANYL]METHYL)-6-CHLORO-3-(2-METHYLPHENYL)-4(3H)-QUINAZOLINONE 6-CHLORO-2-([(4-CHLOROPHENYL)SULFANYL]METHYL)-3-(2-METHYLPHENYL)-4(3H)-QUINAZOLINONE 3-(4-CHLORO-2-METHYLPHENYL)-2-([(2-METHOXYPHENYL)SULFANYL]METHYL)-4(3H)-QUINAZOLINONE

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