Glutethimide

Glutethimide
Clinical data
Pronunciation	/ɡluːˈtɛθɪˌmaɪd/; gloo-TE-thi-MYDE
Trade names	Doriden, Elrodorm, Noxyron, others
Pregnancy; category	C: (United States);
Dependence; liability	Moderate - high
Routes of; administration	By mouth
ATC code	N05CE01 (WHO) ;
Legal status
Legal status	AU: S8 (Controlled drug); BR: Class B1 (Psychoactive drugs); CA: Schedule IV; DE: Anlage II (Authorized trade only, not prescriptible); UK: Class B; US: Schedule II; UN: Psychotropic Schedule III;
Pharmacokinetic data
Bioavailability	Variable (Tmax = 1–6 hours)
Protein binding	~50%
Metabolism	Extensive hepatic
Elimination half-life	8–12 hours
Excretion	Renal
Identifiers
	IUPAC name 3-ethyl-3-phenyl-piperidine-2,6-dione;
CAS Number	77-21-4 ;
PubChem CID	3487;
IUPHAR/BPS	7192;
DrugBank	DB01437 ;
ChemSpider	3367 ;
UNII	C8I4BVN78E;
KEGG	D00532 ;
ChEMBL	ChEMBL1102 ;
CompTox Dashboard (EPA)	DTXSID1023102 ;
ECHA InfoCard	100.000.921
Chemical and physical data
Formula	C13H15NO2
Molar mass	217.268 g·mol−1
3D model (JSmol)	Interactive image;
Melting point	84 °C (183 °F)
Solubility in water	999 mg/L (30 °C/86 °F) mg/mL (20 °C)
	SMILES O=C1NC(CCC1(CC)C2=CC=CC=C2)=O;
	InChI InChI=1S/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) ; Key:JMBQKKAJIKAWKF-UHFFFAOYSA-N ;
	(verify)

Glutethimide (brand names included Doriden, Elrodorm, and Noxyrom) is a central nervous system (CNS) depressant drug of the piperidine chemical class, one of many non-barbiturate, "barbiturate-like" GABAergic medications exhibiting general calming, relaxing, or "tranquilizing" properties in addition to relieving anxiety and promoting sleep. As such, "nerve pills" or "sleeping pills" were common vernacular descriptions of these types of medications

Clinical data


Pronunciation	/ɡluːˈtɛθɪˌmaɪd/ gloo-TE-thi-MYDE
Trade names	Doriden, Elrodorm, Noxyron, others
Pregnancy category	C: (United States)
Dependence liability	Moderate - high
Routes of administration	By mouth
ATC code	N05CE01 (WHO)
Legal status
Legal status	AU: S8 (Controlled drug) BR: Class B1 (Psychoactive drugs) CA: Schedule IV DE: Anlage II (Authorized trade only, not prescriptible) UK: Class B US: Schedule II UN: Psychotropic Schedule III
Pharmacokinetic data
Bioavailability	Variable (T_max = 1–6 hours)
Protein binding	~50%
Metabolism	Extensive hepatic
Elimination half-life	8–12 hours
Excretion	Renal
Identifiers
IUPAC name 3-ethyl-3-phenyl-piperidine-2,6-dione
CAS Number	77-21-4^Y
PubChem CID	3487
IUPHAR/BPS	7192
DrugBank	DB01437^Y
ChemSpider	3367^Y
UNII	C8I4BVN78E
KEGG	D00532^Y
ChEMBL	ChEMBL1102^Y
CompTox Dashboard (EPA)	DTXSID1023102
ECHA InfoCard	100.000.921
Chemical and physical data
Formula	C₁₃H₁₅NO₂
Molar mass	217.268 g·mol⁻¹
3D model (JSmol)	Interactive image
Melting point	84 °C (183 °F)
Solubility in water	999 mg/L (30 °C/86 °F) mg/mL (20 °C)
SMILES O=C1NC(CCC1(CC)C2=CC=CC=C2)=O
InChI InChI=1S/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)^Y Key:JMBQKKAJIKAWKF-UHFFFAOYSA-N^Y
(verify)