| 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 Its use has been largely superseded by other drugs.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 |
- Glutathimid
- Glutethimid
- Glutetimid
- Glutetimide
- Gluthetimide
|
| Brand Names |
- Alfimid
- Doriden
- Elrodorm
- Gimid
- Glimid
- Noxiron
- Noxyron
- Ondasil
- Rigenox
- Sarodormin
|
| Brand Mixtures |
Not Available |
| Chemical IUPAC Name |
3-ethyl-3-phenylpiperidine-2,6-dione |
| Chemical Formula |
C13H15NO2 |
| Chemical 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  |
| KEGG Compound |
C07489 |
| PubChem Compound |
3487 |
| PubChem Substance |
7847598 |
| ChEBI ID |
Not Available |
| PharmGKB ID |
PA449781 |
| 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 |
| 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 | Download |
| SDF File |
Show | Download |
| PDB File |
Show | Download |
| 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 |
|
| 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 |
- Wikipedia
|
| Organisms Affected |
|
