Compound: bemegride
SMILES: O=C1NC(=O)CC(C1)(CC)C
InChIKey: ORRZGUBHBVWWOP-UHFFFAOYSA-N
Synonyms: bemegride, 64-65-3, 3-Ethyl-3-methylglutarimide, 4-ethyl-4-methylpiperidine-2,6-dione, Methetharimide, Megibal, Megimide, Mikedimide, Eukraton, Zentraleptin, Bemegrid, Ahypnon, Malysol, Megimid, Antibarbi, Agipnon, Bemegrida, 3-Methyl-3-ethylglutarimide, Bemegridum, beta-Ethyl-beta-methylglutarimide, 4-Ethyl-4-methyl-2,6-piperidinedione, NP13, 2,6-Dioxo-4-methyl-4-ethylpiperidine, Glutarimide, 3-ethyl-3-methyl-, DTXSID0045250, beta-Methyl-beta-ethylglutarimide, NSC-58187, 57DQA39DO2, DTXCID8025250, Ethylmethylglutarimide, RefChem:561227, R07AB05, 200-588-0, 2,6-Piperidinedione, 4-ethyl-4-methyl-, 4-Ethyl-4-methyl-2,6-dioxopiperidine, Bemigride, Benegrid, 4-Methyl-4-ethyl-2,6-dioxopiperidine, MFCD00006673, NSC 58187, NP 13, 3-Ethyl-3-methylglutarimide;Bemegrid, .beta.-Ethyl-.beta.-methylglutarimide, .beta.-Methyl-.beta.-ethylglutarimide, CAS-64-65-3, 4-ethyl-4-methyl-piperidine-2,6-dione, NCGC00016288-01, Bemegridum [INN-Latin], Bemegrida [INN-Spanish], EINECS 200-588-0, 3,3-Methylethylilotarimide, BRN 0116672, UNII-57DQA39DO2, AI3-52526, Bemegride [USP:INN:BAN:JAN], Megibal (TN), Bemegride (JAN/INN), BEMEGRIDE [INN], BEMEGRIDE [JAN], BEMEGRIDE [MI], Prestwick0_000882, Prestwick1_000882, Prestwick2_000882, Prestwick3_000882, 2, 4-ethyl-4-methyl-, BEMEGRIDE [MART.], BEMEGRIDE [WHO-DD], BSPBio_000664, SCHEMBL601065, SPBio_002883, BPBio1_000732, orb1308744, SCHEMBL4998750, SCHEMBL4998752, WLN: T6VMVTJ E2 E1, CHEMBL1214192, CHEBI:92269, ORRZGUBHBVWWOP-UHFFFAOYSA-, GLXC-08092, HMS1570B06, HMS2097B06, HMS3652P09, HMS3714B06, HMS3885L09, HMS5082D10, HY-B1326, NSC58187, Tox21_110352, EBC-03219, s4197, AKOS001108082, CCG-220882, CS-4896, DB13740, 3-ethyl-5-methyl-piperidine-2,6-dione, NCGC00016288-02, NCGC00016288-06, NCGC00179483-01, DS-16419, FE106383, 4-ethyl-4-methylazaperhydroine-2,6-dione, DB-054709, AB00376458, E0284, NS00035727, ST50308082, SW197218-3, EN300-18941, D01957, F17053, SBI-0636097.0001, AB00376458_04, Q792614, SR-01000872683, SR-01000872683-1, BRD-K14993104-001-03-4, BRD-K14993104-001-05-9, Z99599698, InChI=1/C8H13NO2/c1-3-8(2)4-6(10)9-7(11)5-8/h3-5H2,1-2H3,(H,9,10,11)
Theoretical properties:
molecular_formula: C8H13NO2
molecular_weight: 155.19 g/mol
exact_mass: 155.094628657 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 1
hydrogen_bond_acceptor_count: 2
rotatable_bond_count: 1
heavy_atom_count: 11
topological_polar_surface_area: 46.2 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
melting_point: 259 to 261 °F (NTP, 1992)
solubility: less than 1 mg/mL at 68 °F (NTP, 1992)
Descriptions:
pubchem: 4-ethyl-4-methylpiperidine-2,6-dione is a member of piperidones.
chembl: BEMEGRIDE is a small molecule listed in the ChEMBL database and has reached clinical trial phase 2.0.
wikipedia: Bemegride, sold under the brand name Megimide among others, is a central nervous system (CNS) stimulant first manufactured in 1911, and which has been used in hypnotic overdose.
As with other chemoreceptor agonists, it is a potent emetic at doses above those normally used in management of barbiturate overdose, although vomiting and aspiration are a concern during treatment. It is a controlled substance in some countries, and is sometimes used to induce convulsions in experimental animals.