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| CAS No.: | 64-65-3 |
|---|---|
| Name: | 3-ETHYL-3-METHYLGLUTARIMIDE |
| Article Data: | 10 |
| Molecular Structure: | |
|
|
|
| Formula: | C8H13 N O2 |
| Molecular Weight: | 155.197 |
| Synonyms: | Glutarimide,3-ethyl-3-methyl- (8CI); 2,6-Dioxo-4-methyl-4-ethylpiperidine;3-Ethyl-3-methylglutarimide; 3-Methyl-3-ethylglutarimide;4-Ethyl-4-methyl-2,6-dioxopiperidine; 4-Ethyl-4-methyl-2,6-piperidinedione;4-Methyl-4-ethyl-2,6-dioxopiperidine; Agipnon; Ahypnon; Antibarbi; Bemegrid;Bemegride; Etimid; Eukraton; Malysol; Megibal; Megimid; Megimide;Methetharimide; Mikedimide; NP 13; NSC 168667; NSC 58187; Zentraleptin; b-Ethyl-b-methylglutarimide; b-Methyl-b-ethylglutarimide |
| Density: | 1.024g/cm3 |
| Melting Point: |
126-127 °C(lit.) |
| Boiling Point: | 282oC at 760 mmHg |
| Flash Point: | 125.8oC |
| Solubility: | Soluble in water |
| Appearance: | white to off-white flakes or powder |
| Hazard Symbols: |
 T
|
| Risk Codes: | R23/24/25; |
| Safety: | Poison by ingestion, intravenous, intraperitoneal, intramuscular, subcutaneous, and parenteral routes. Human systemic effects by ingestion: wakefulness, hallucinations, distorted perceptions, toxic psychosis. An analeptic, central nervous system stimulant; used to counteract barbiturate poisoning. When heated to decomposition it emits toxic fumes of NOx. |
| PSA: | 46.17000 |
| LogP: | 1.16810 |
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Chemistry
Molecule structure of 3-Methyl-3-ethylglutarimide (CAS NO.64-65-3) :
IUPAC Name: 4-ethyl-4-methylpiperidine-2,6-dione
Molecular Weight: 155.19432 g/mol
Molecular Formula: C8H13NO2
Density: 1.024 g/cm3
Melting Point: 126.5 deg C
Boiling Point: 282 °C at 760 mmHg
Flash Point: 125.8 °C
Appreance: white to off-white flakes or powder
Molar Volume: 151.4 cm3
Polarizability: 16.09*10-24 cm3
Surface Tension: 30.4 dyne/cm
Enthalpy of Vaporization: 52.09 kJ/mol
Vapour Pressure: 0.00344 mmHg at 25 °C
log P (octanol-water): 0.520
Atmospheric OH Rate Constant: 8.71E-12 cm3/molecule-sec
XLogP3-AA: 0.7
H-Bond Donor: 1
H-Bond Acceptor: 2
Rotatable Bond Count: 1
Tautomer Count: 2
Exact Mass: 155.094629
MonoIsotopic Mass: 155.094629
Topological Polar Surface Area: 46.2
Heavy Atom Count: 11
Complexity: 182
Canonical SMILES: CCC1(CC(=O)NC(=O)C1)C
InChI: InChI=1S/C8H13NO2/c1-3-8(2)4-6(10)9-7(11)5-8/h3-5H2,1-2H3,(H,9,10,11)
InChIKey: ORRZGUBHBVWWOP-UHFFFAOYSA-N
EINECS: 200-588-0
Storage temp.: −20 °C
Merck: 1027
Uses
3-Methyl-3-ethylglutarimide (CAS NO.64-65-3) is central stimulant medicine. 3-Methyl-3-ethylglutarimide is mainly used for lifting poisoning of barbiturates, guided sleep energy, chloral hydrate and other drugs. It is also used to reduce sodium Thiopental the depth of anesthesia in order to expedite their recovery.
Toxicity Data With Reference
| 1. | orl-wmn TDLo:100 mg/kg:CNS | LANCAO Lancet. 2 (1956),967. | ||
| 2. | orl-man TDLo:20 mg/kg:CNS | LANCAO Lancet. 2 (1956),967. | ||
| 3. | ipr-rat LD50:24 mg/kg | AIPTAK Archives Internationales de Pharmacodynamie et de Therapie. 135 (1962),9. | ||
| 4. | scu-rat LD50:31 mg/kg | JPPMAB Journal of Pharmacy and Pharmacology. 13 (1961),244. | ||
| 5. | ivn-rat LD50:16 mg/kg | AIPTAK Archives Internationales de Pharmacodynamie et de Therapie. 135 (1962),9. | ||
| 6. | orl-mus LD50:41 mg/kg | JPETAB Journal of Pharmacology and Experimental Therapeutics. 128 (1960),176. | ||
| 7. | ipr-mus LD50:25 mg/kg | JPETAB Journal of Pharmacology and Experimental Therapeutics. 128 (1960),176. | ||
| 8. | scu-mus LD50:27 mg/kg | JPETAB Journal of Pharmacology and Experimental Therapeutics. 128 (1960),176. | ||
| 9. | ivn-mus LD50:16 mg/kg | AIPTAK Archives Internationales de Pharmacodynamie et de Therapie. 135 (1962),9. | ||
| 10. | ims-mus LD50:33 mg/kg | NIIRDN “Drugs in Japan. Ethical Drugs, 6th Edition 1982” Edited by Japan Pharmaceutic |
Consensus Reports
Reported in EPA TSCA Inventory.
Safety Profile
Poison by ingestion, intravenous, intraperitoneal, intramuscular, subcutaneous, and parenteral routes. Human systemic effects by ingestion: wakefulness, hallucinations, distorted perceptions, toxic psychosis. An analeptic, central nervous system stimulant; used to counteract barbiturate poisoning. When heated to decomposition it emits toxic fumes of NOx.
Hazard Codes: 
T
Risk Statements: 23/24/25
R23/24/25: Toxic by inhalation, in contact with skin and if swallowed
Safety Statements: 22-36/37/39-45
S22:Do not breathe dust
S36/37/39: Wear suitable protective clothing, gloves and eye/face protection.
S45: In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible)
RIDADR: UN 2811 6.1/PG 2
WGK Germany: 3
RTECS: MA4550000
HazardClass: 6.1(a)
PackingGroup: II
Specification
3-Methyl-3-ethylglutarimide (CAS NO.64-65-3) is also called 2,6-Dioxo-4-methyl-4-ethylpiperidine ; 3-Ethyl-3-methylglutarimide ; 4-Ethyl-4-methyl-2,6-dioxopiperidine ; 4-Ethyl-4-methyl-2,6-piperidinedione ; 4-Methyl-4-ethyl-2,6-dioxopiperidine ; Bemegrida [INN-Spanish] ; Bemegride ; Bemegridum [INN-Latin] ; beta-Ethyl-beta-methylglutarimide ; beta-Methyl-beta-ethylglutarimide . 3-Methyl-3-ethylglutarimide (CAS NO.64-65-3) is insoluble in water. 3-Methyl-3-ethylglutarimide (CAS NO.64-65-3) is an amide. Amides/imides react with azo and diazo compounds to generate toxic gases. Flammable gases are formed by the reaction of organic amides/imides with strong reducing agents. Amides are very weak bases (weaker than water). Imides are less basic yet and in fact react with strong bases to form salts. That is, they can react as acids. Mixing amides with dehydrating agents such as P2O5 or SOCl2 generates the corresponding nitrile. The combustion of these compounds generates mixed oxides of nitrogen (NOx). When heated to decomposition 3-Methyl-3-ethylglutarimide emits toxic fumes. Flash point data for 3-Methyl-3-ethylglutarimide are not available. 3-Methyl-3-ethylglutarimide is probably not flammable.