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3-Methyl-3-ethylglutarimide

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Name

3-Methyl-3-ethylglutarimide

EINECS N/A
CAS No. 64-65-3 Density 1.024g/cm3
PSA 46.17000 LogP 1.16810
Solubility Soluble in water Melting Point 126-127 °C(lit.)

Formula C8H13 N O2 Boiling Point 282oC at 760 mmHg
Molecular Weight 155.197 Flash Point 125.8oC
Transport Information N/A Appearance white to off-white flakes or powder
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. Risk Codes R23/24/25;
Molecular Structure Molecular Structure of 64-65-3 (3-ETHYL-3-METHYLGLUTARIMIDE) Hazard Symbols T
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

Article Data 10

3-Methyl-3-ethylglutarimide Chemical Properties

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

3-Methyl-3-ethylglutarimide 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.

3-Methyl-3-ethylglutarimide 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

3-Methyl-3-ethylglutarimide Consensus Reports

Reported in EPA TSCA Inventory.

3-Methyl-3-ethylglutarimide 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: ToxicT
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

3-Methyl-3-ethylglutarimide 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.

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