2-methyl-3-(2-methylphenyl)-3,4-dihydroquinazolin-4-one

• ChemBase编号: 4377
• 分子式: C16H14N2O
• 平均质量: 250.29516
• 单一同位素质量: 250.11061308
• SMILES: O=c1n(c2c(cccc2)C)c(nc2c1cccc2)C
• Canonical SMILES: Cc1nc2ccccc2c(=O)n1c1ccccc1C
• InChI: InChI=1S/C16H14N2O/c1-11-7-3-6-10-15(11)18-12(2)17-14-9-5-4-8-13(14)16(18)19/h3-10H,1-2H3
• InChIKey: JEYCTXHKTXCGPB-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 2-methyl-3-(2-methylphenyl)-3,4-dihydroquinazolin-4-one
• IUPAC传统名: methaqualone; sonal
• 商标名: Aqual; Cateudyl; Citexal; Dormigoa; Dormigoa-schlafmittel; Dormogen; Dormutil; Dorsedin; Fadormir; Holodorm; Hyminal; Hyminal monohydrochloride; Hypcol; Hypocol; Hyptor; Hyptor base; Ipnofil; Melsed; Melsed HCL; Melsedin; Melsomin; Mequal; Mequin; Metakvalon; Metaqualon; Methachalonum; Methaqualon; Methaqualoneinone; Methased; Metolquizolone; Mollinox; Motolon; Mozambin; Nethaqualone; Nobedorm; Noctilene; Normi-nox; Omnyl; Optimil; Optinoxan; Orthonal; Ortonal; Parest; Parminal; Pro-dorm; QZ 2 hydrochloride; Quaalude; Quaalude hydrochloride; Revonal; Rorer 148; Rorer 714; Roulone; Rouqualone; Sindesvel; Somberol; Somnafac; Somnofac; Somnomed; Sonal; Sopor; Sopor hydrochloride; Soverin; TR 495 monohydrochloride; Torinal; Tuazol; Tuazole; Tuazolone
• 别名: 安眠酮 溶液; 2-Methyl-3-(2-methyl-phenyl)-4(3H)-quinazolinone; Sopor; Lude; Quaalude; Mandrax; Metolquizolone; QZ-2; Parest; Somnafac; NSC 111388; NSC 126877; NSC 631628; Methaqualone solution; 2-Methyl-3-o-tolyl-4(3H)-chinazolinon [German]; 2-Methyl-3-o-tolyl-4 (3H)-chinazolinon; 2-Methyl-3-o-tolyl-3H-quinazolin-4-one; 2-Methyl-3-(o-tolyl)-4-quinazolone hydrochloride; 2-Methyl-3-(o-tolyl)-4(3H)-quinazolinone hydrochloride; 2-Methyl-3-(o-tolyl)-3,4-dihydro-4-quinazolinone; 2-Methyl-3-(2-tolyl)quinazol-4-one; 2-Methyl-3-(2-methylphenyl)-4-quinazolinone; 2-Methyl-3-(2-methylphenyl)-4(3H)-quinazolinone; 3,4-Dihydro-2-methyl-4-oxo-3-o-tolylquinazoline; 2-Methyl-3-tolylchinazolon-4 hydrochloride; 2-Methyl-3-tolyl-4-oxybensdiazine; 2-Methyl-3-o-tolyl-4-quinazolone; 2-Methyl-3-o-tolyl-4(3H)-quinazolinone; 2-Methyl-3-o-tolyl-4(3H)-chinazolone; Diamthazole dihydrochloride; MAOA; Metachalon [czech]; Metacualona [inn-spanish]; Metaqualone [dcit]; Methaqualone hydrochloride; Methaqualonum [inn-latin]; Methyl-o-tolylquinazolone; Methylquinazolone hydrochloride; MTQ; MTQ hydrochloride; Methaqualone

登记号

• CAS号: 72-44-6
• MDL号: MFCD00057320
• PubChem SID: 160967809; 46507178
• PubChem CID: 6292
• ATC码: N05CM01
• CHEMBL: 282052
• Chemspider ID: 6055
• DrugBank ID: DB04833
• KEGG ID: D00557
• 美国药典/FDA物质标识码: 7ZKH8MQW6T
• 维基百科标题: Methaqualone

理论计算性质

JChem

• 质子受体: 2
• 质子供体: 0
• LogD (pH = 5.5): 3.1684964
• LogD (pH = 7.4): 3.1684964
• Log P: 3.1684964
• 摩尔折射率: 77.1054 cm^3
• 极化性: 28.366055 Å^3
• 极化表面积: 32.67 Å^2
• 可自由旋转的化学键: 0
• 里宾斯基五规则: true

ALOGPS 2.1

• Log P: 2.54
• LOG S: -3.79
• 溶解度: 4.07e-02 g/l

分子性质

理化性质

• 熔点: 113°C (235.4°F)

安全信息

• 欧盟危险性物质标志: 易燃性(Flammable) (F); 有毒(Toxic) (T)
• 联合国危险货物编号: 1992
• 联合国危险货物等级: 3
• 联合国危险货物包装类别(PG): 2
• 危险公开号: 11-23/24/25-39/23/24/25
• 安全公开号: 7-16-36/37-45
• RID/ADR: UN 1992 3/PG 2
• 毒品管制信息: kontrollierte Droge in Deutschlandregulated under CDSA - not available from Sigma-Aldrich Canada
• 保存温度: -20°C

药理学性质

• 法定药品分级: Schedule I (US); Schedule III (Canada)
• 妊娠期药物分类: D (US)

产品相关信息

• 浓度: 1 mg/mL in methanol
• 级别: drug standard
• Empirical Formula (Hill Notation): C16H14N2O

详细说明

DrugBank - DB04833

• Drug Groups: illicit; withdrawn
• Description: Methaqualone is a sedative-hypnotic drug that is similar in effect to barbiturates, a general central nervous system depressant. The sedative-hypnotic activity was first noted by Indian researchers in the 1950s and in 1962 methaqualone itself was patented in the US by Wallace and Tiernan. Its use peaked in the early 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, Sopors, Ludes or Mandrax (particularly in the 1970s in North America) depending on the manufacturer. Since at least 2001, it has been widely used in South Africa, where it is commonly referred to as "smarties" or "geluk-tablette" (meaning happy tablets). Clandestinely produced methaqualone is still seized by government agencies and police forces around the world. [Wikipedia]
• Indication: For the treatment of insomnia, and as a sedative and muscle relaxant.
• Toxicity: Symptoms of overdose include delirium, convulsions, muscle spasms or seizure, cardiac arrest, shortness or loss of breath, vomiting or nausea, and coma or death. The LD50 for mice is 1250 mg/kg and for rats is 326 mg/kg (Strasenburg Labs).
• Affected Organisms: Humans and other mammals
• References: 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.
• External Links: Wikipedia

Toronto Research Chemicals - M225900

A quinazoline sedative-hypnotic. Controlled substance.

参考文献

• 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.
• Brown, S.S., et al.: Clin. Pharmacol. Ther., 14, 314 (1973)
• Patel, M., et al.: Anal. Profiles Drug Subs., 4, 245 (1973)