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Basic Information
| CAS No.: | 77-21-4 |
|---|---|
| Name: | DL-Glutethimide |
| Article Data: | 17 |
| Molecular Structure: | |
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| Formula: | C13H15 N O2 |
| Molecular Weight: | 217.268 |
| Synonyms: | Glutarimide,2-ethyl-2-phenyl- (7CI,8CI); (?à)-2-Ethyl-2-phenylglutarimide; (?à)-3-Ethyl-3-phenyl-2,6-piperidinedione; (?à)-Glutethimide;2-Ethyl-2-phenylglutarimide; 2-Phenyl-2-ethylglutaric acid imide;3-Ethyl-3-phenyl-2,6-diketopiperidine; 3-Ethyl-3-phenyl-2,6-dioxopiperidine;3-Ethyl-3-phenyl-2,6-piperidinedione; 3-Ethyl-3-phenylglutarimide;3-Phenyl-3-ethyl-2,6-diketopiperidine; 3-Phenyl-3-ethyl-2,6-dioxopiperidine;Doriden; Doriden-Sed; Elrodorm; Glimid; Glutethimid; Glutethimide; Glutetimid;NSC 95239; Noxiron; Noxyron; Rigenox; Sarodormin; a-Ethyl-a-phenylglutarimide; a-Phenyl-a-ethylglutaricacid imide; a-Phenyl-a-ethylglutarimide |
| EINECS: | 201-012-0 |
| Density: | 1.11 g/cm3 |
| Melting Point: | 84°C |
| Boiling Point: | 393.5 °C at 760 mmHg |
| Flash Point: | 161.8 °C |
| Solubility: | 0.95g/L(27 oC) |
| Appearance: | White crystalline powder. |
| Hazard Symbols: | Xn,T,F |
| Risk Codes: | 22-39/23/24/25-23/24/25-11 |
| Safety: | Poison by ingestion and intraperitoneal routes. Human systemic effects by ingestion: pupillary dilation, ataxia, somnolence, coma, and blood pressure depression. An experimental teratogen. Other experimental reproductive effects. When heated to decomposition it emits toxic fumes of NOx. Caution: May be habit forming. This is a controlled substance (depressant) listed in the U.S. Code of Federal Regulations, Title 21 Part 1308.13 (1985). |
| PSA: | 46.17000 |
| LogP: | 2.09980 |
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Raw Materials
Downstream Products
This product is a nationally controlled contraband, and the Lookchem platform doesn't provide relevant sales information.
Chemistry
Glutethimide(77-21-4)'s molecular formula is C13H15NO2 and its formula weight is 217.26.
Glutethimide(77-21-4) has a melting point of 103-104°C.
The molecular structure of Glutethimide(77-21-4):
Glutethimide(77-21-4) has a melting point of 103-104°C.
The molecular structure of Glutethimide(77-21-4):
History
Glutethimide(77-21-4) is a hypnotic sedative that was introduced in 1954 as a safe alternative to barbiturates to treat insomnia. Before long, however, it had become clear that glutethimide(77-21-4) was just as likely to cause addiction and caused similarly severe withdrawal symptoms. Doriden is the brand-name version of the drug; both the generic and brand-name forms are rarely prescribed today.
Toxicity Data With Reference
| 1. | orl-chd TDLo:25 mg/kg:CNS | AJDCAI American Journal of Diseases of Children. 130 (1976),507. | ||
| 2. | orl-hmn TDLo:171 mg/kg | JAMAAP JAMA, Journal of the American Medical Association. 214 (1970),1704. | ||
| 3. | unr-man LDLo:147 mg/kg | 85DCAI Poisoning; Toxicology, Symptoms, Treatments. 2 (1970),73. | ||
| 4. | orl-rat LD50:600 mg/kg | 27ZQAG Psychotropic Drugs and Related Compounds E. Usdin andD.H. Efron,2nd ed.,Washington, DC.: 1972,233. | ||
| 5. | orl-mus LD50:360 mg/kg | 27ZQAG Psychotropic Drugs and Related Compounds E. Usdin andD.H. Efron,2nd ed.,Washington, DC.: 1972,233. | ||
| 6. | ipr-mus LD50:208 mg/kg | APPHAX Acta Poloniae Pharmaceutica. 32 (1975),243. | ||
| 7. | orl-dog LD50:500 mg/kg | SMWOAS Schweizerische Medizinische Wochenschrift. 85 (1955),305. | ||
| 8. | orl-mky LDLo:300 mg/kg | TXAPA9 Toxicology and Applied Pharmacology. 29 (1974),75. |
Consensus Reports
EPA Genetic Toxicology Program.
Safety Profile
Poison by ingestion and intraperitoneal routes. Human systemic effects by ingestion: pupillary dilation, ataxia, somnolence, coma, and blood pressure depression. An experimental teratogen. Other experimental reproductive effects. When heated to decomposition it emits toxic fumes of NOx. Caution: May be habit forming. This is a controlled substance (depressant) listed in the U.S. Code of Federal Regulations, Title 21 Part 1308.13 (1985).
Specification
Legal status
Glutethimide(77-21-4) is a Schedule II drug under the Convention on Psychotropic Substances. It was originally a Schedule III drug in the United States under the Controlled Substances Act, but in 1991 it was upgraded to Schedule II, more than a decade after recreational abusers discovered that combining the drug with codeine produced a euphoria which closely resembles that obtained from heroin.
A question has appeared on the DABT examination on Glutethimide(77-21-4).