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Showing drug card for Glutethimide (DB01437)

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Version 2.5
Creation Date 2007-07-26 19:33:48
Update Date 2009-04-16 16:48:25
Primary Accession Number DB01437
Secondary Accession Number Not Available
Name Glutethimide
Drug Type
  • Approved
  • Illicit
  • Small Molecule
Description A hypnotic and sedative. Its use has been largely superseded by other drugs. [PubChem]
Synonyms
  1. Glutathimid
  2. Glutethimid
  3. Glutetimid
  4. Glutetimide
  5. Gluthetimide
Brand Names
  1. Alfimid
  2. Doriden
  3. Elrodorm
  4. Gimid
  5. Glimid
  6. Noxiron
  7. Noxyron
  8. Ondasil
  9. Rigenox
  10. Sarodormin
Brand Mixtures Not Available
Chemical IUPAC Name 3-ethyl-3-phenylpiperidine-2,6-dione
Chemical Formula C13H15NO2
Chemical Structure Structure
CAS Registry Number 77-21-4
InChI Identifier InChI=1/C13H15NO2/c1-2-13(10-6-4-3-5-7-10)9-8-11(15)14-12(13)16/h3-7H,2,8-9H2,1H3,(H,14,15,16)/f/h14H
InChI Key JMBQKKAJIKAWKF-YHMJCDSICI
KEGG Drug D00532 Link Image
KEGG Compound C07489 Link Image
PubChem Compound 3487 Link Image
PubChem Substance 7847598 Link Image
ChEBI ID Not Available
PharmGKB ID PA449781 Link Image
HET ID Not Available
GenBank ID Not Available
Drug ID Number [DIN] Not Available
RxList Link Not Available
PDRhealth Link Not Available
Wikipedia Link http://en.wikipedia.org/wiki/Glutethimide Link Image
FDA Label Not Available
Material Safety Data Sheet (MSDS) Not Available
Synthesis Reference Not Available
Average Molecular Weight 217.2637
Monoisotopic Molecular Weight 217.1103
State Solid
Melting Point 84 oC
Experimental Water Solubility 0.999 mg/mL at 30 oC [YALKOWSKY,SH & DANNENFELSER,RM (1992)] Source: PhysProp
Predicted Water Solubility 3.27e-01 mg/mL Calculated using ALOGPS
Experimental LogP/Hydrophobicity 1.90 [HANSCH,C ET AL. (1995)] Source: PhysProp
Predicted LogP 1.89 Calculated using ALOGPS
Experimental LogS -2.34 [ADME Research, USCD]
Predicted LogS -2.82 Calculated using ALOGPS
Experimental Caco2 Permeability Not Available
pKa/Isoelectric Point 9.2
Mass Spectrum Not Available
MOL File Show Link Image | Download Link Image
SDF File Show Link Image | Download Link Image
PDB File Show Link Image | Download Link Image
2D Structure
3D Structure
Experimental PDB ID Not Available
Isomeric SMILES CC[C@]1(CCC(=O)NC1=O)C1=CC=CC=C1
Canonical SMILES CCC1(CCC(=O)NC1=O)C1=CC=CC=C1
Drug Category
  • Hypnotics and Sedatives
ATC Codes
AHFS Codes Not Available
Indication For the treatment of insomnia.
Pharmacology Glutethimide 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 was just as likely to cause addiction and caused similarly severe withdrawal symptoms.
Mechanism of Action Not Available
Absorption Variable
Toxicity Not Available
Protein Binding Not Available
Biotransformation Hepatic. Glutethimide is almost completely metabolized.
Half Life 10-12 hours
Dosage Forms Not Available
Patient Information Not Available
Contraindications Not Available
Interactions Not Available
Drug Interactions
Drug Interaction
Acenocoumarol The agent decreases the anticoagulant effect
Anisindione The agent decreases the anticoagulant effect
Dicumarol The agent decreases the anticoagulant effect
Donepezil Possible antagonism of action
Galantamine Possible antagonism of action
Rivastigmine Possible antagonism of action
Warfarin The agent decreases the anticoagulant effect
Food Interactions
  • Avoid alcohol.
  • Take without regard to meals.
Pathways Not Available
General References
  1. Wikipedia Link Image
Organisms Affected
  • Humans and other mammals

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