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Substance Name: Bemegride [USP:INN:BAN:JAN]
RN: 64-65-3
UNII: 57DQA39DO2
InChIKey: ORRZGUBHBVWWOP-UHFFFAOYSA-N

Note

  • A CNS stimulant that is used to induce convulsions in experimental animals. It has also been used as a respiratory stimulant and in the treatment of barbiturate overdose.

Molecular Formula

  • C8-H13-N-O2

Molecular Weight

  • 155.1957
 

Classification Codes

  • Central Nervous System Agents
  • Central Nervous System Stimulants
  • Convulsants
  • Drug / Therapeutic Agent
  • Human Data
  • Respiratory System Agents
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Names and Synonyms

Name of Substance

  • Bemegride
  • Bemegride [USP:INN:BAN:JAN]

MeSH Heading

  • Bemegride

Synonyms

  • 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
  • 5-21-09-00601 (Beilstein Handbook Reference)
  • Agipnon
  • Ahypnon
  • AI3-52526
  • Antibarbi
  • Bemegrid
  • Bemegrida
  • Bemegrida [INN-Spanish]
  • Bemegride
  • Bemegridum
  • Bemegridum [INN-Latin]
  • beta-Ethyl-beta-methylglutarimide
  • beta-Methyl-beta-ethylglutarimide
  • BRN 0116672
  • EINECS 200-588-0
  • Etimid (VAN)
  • Eukraton
  • Malysol
  • Megibal
  • Megimid
  • Megimide
  • Methetharimide
  • Mikedimide
  • NP13
  • NSC 58187
  • UNII-57DQA39DO2
  • Zentraleptin

Systematic Names

  • 2,6-Piperidinedione, 4-ethyl-4-methyl-
  • 3-Ethyl-3-methylglutarimide
  • Bemegride
  • Glutarimide, 3-ethyl-3-methyl-

Registry Numbers

CAS Registry Number

  • 64-65-3

FDA UNII

  • 57DQA39DO2

System Generated Number

  • 0000064653

Structure Descriptors

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

Smiles

CCC1(CC(=O)NC(=O)C1)C

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
gerbil LD50 intraperitoneal 22mg/kg (22mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD Archives Internationales de Pharmacodynamie et de Therapie. Vol. 225, Pg. 88, 1977.
gerbil LD50 unreported 22500ug/kg (22.5mg/kg)   Archives Internationales de Pharmacodynamie et de Therapie. Vol. 227, Pg. 106, 1977.
guinea pig LD50 unreported 1080mg/kg (1080mg/kg)   Archives Internationales de Pharmacodynamie et de Therapie. Vol. 110, Pg. 465, 1957.
man TDLo oral 20mg/kg (20mg/kg) BEHAVIORAL: WAKEFULNESS

BEHAVIORAL: "HALLUCINATIONS, DISTORTED PERCEPTIONS"

BEHAVIORAL: TOXIC PSYCHOSIS
Lancet. Vol. 2, Pg. 967, 1956.
mouse LD50 intramuscular 33mg/kg (33mg/kg)   Drugs in Japan Vol. 6, Pg. 763, 1982.
mouse LD50 intraperitoneal 25mg/kg (25mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

BEHAVIORAL: EXCITEMENT

BEHAVIORAL: TREMOR
Journal of Pharmacology and Experimental Therapeutics. Vol. 128, Pg. 176, 1960.
mouse LD50 intravenous 16mg/kg (16mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

BEHAVIORAL: MUSCLE CONTRACTION OR SPASTICITY)

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD
Archives Internationales de Pharmacodynamie et de Therapie. Vol. 110, Pg. 29, 1957.
mouse LD50 oral 41mg/kg (41mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

BEHAVIORAL: EXCITEMENT

BEHAVIORAL: TREMOR
Journal of Pharmacology and Experimental Therapeutics. Vol. 128, Pg. 176, 1960.
mouse LD50 parenteral 32mg/kg (32mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 6, Pg. 583, 1956.
mouse LD50 subcutaneous 27mg/kg (27mg/kg) BEHAVIORAL: TREMOR

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

BEHAVIORAL: EXCITEMENT
Journal of Pharmacology and Experimental Therapeutics. Vol. 128, Pg. 176, 1960.
rabbit LD50 intravenous 23mg/kg (23mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD Archives Internationales de Pharmacodynamie et de Therapie. Vol. 135, Pg. 9, 1962.
rat LD50 intraperitoneal 24mg/kg (24mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD Archives Internationales de Pharmacodynamie et de Therapie. Vol. 135, Pg. 9, 1962.
rat LD50 intravenous 16mg/kg (16mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD Archives Internationales de Pharmacodynamie et de Therapie. Vol. 135, Pg. 9, 1962.
rat LD50 subcutaneous 31mg/kg (31mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD Journal of Pharmacy and Pharmacology. Vol. 13, Pg. 244, 1961.
women TDLo oral 100mg/kg (100mg/kg) BEHAVIORAL: WAKEFULNESS

BEHAVIORAL: "HALLUCINATIONS, DISTORTED PERCEPTIONS"

BEHAVIORAL: TOXIC PSYCHOSIS
Lancet. Vol. 2, Pg. 967, 1956.

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point 126.5 deg C   EXP
log P (octanol-water) 0.520 (none)   EST
Atmospheric OH Rate Constant 8.71E-12 cm3/molecule-sec 25 EST

Physical property data is provided to ChemIDplus by SRC, Inc.