Demoxepam Elimination half-life 35–40 hours
7-Chloro-1,3-dihydro-5-phenyl-2H -1,4-benzodiazepin-2-one-4-oxide
CAS Number PubChem CID ChemSpider UNII KEGG ChEMBL CompTox Dashboard (EPA ) ECHA InfoCard 100.012.287 Formula C 15 H 11 Cl N 2 O 2 Molar mass 286.713 g·mol−1 3D model (JSmol )
ClC1=CC2=C(NC(C[N+]([O-])=C2C3=CC=CC=C3)=O)C=C1
InChI=1S/C15H11ClN2O2/c16-11-6-7-13-12(8-11)15(10-4-2-1-3-5-10)18(20)9-14(19)17-13/h1-8H,9H2,(H,17,19)
Y Key:GGRWZBVSUZZMKS-UHFFFAOYSA-N
Y N Y (what is this?)
Demoxepam [1] benzodiazepine derivative. It is a metabolite of chlordiazepoxide and has anticonvulsant properties[2] [3]
Synthesis [ ] Demoxepam is also an intermediate in the synthesis of oxazepam ; it is also used in one of the syntheses of medazepam . It can be considered directly analogous/synonoymous with the synthesis of chlordiazepoxide , with the exception that instead of methylamine, hydroxide ion is the choice of base; here acid is not used for the cyclodehydration step though.
Demoxepam synthesis: Reeder Earl, Sternbach Leo Henryk,
U.S. Patent 3,136,815 (1959 to
Hoffmann La Roche ).
See also [ ] Benzodiazepine Chlordiazepoxide References [ ]
Benzodiazepines
1,4-Benzodiazepines 1,5-Benzodiazepines 2,3-Benzodiazepines* Triazolobenzodiazepines Imidazobenzodiazepines
Bretazenil Climazolam EVT-201 FG-8205 Flumazenil GL-II-73 Imidazenil 123 I-IomazenilL-655,708 Loprazolam Midazolam PWZ-029 Remimazolam Ro15-4513 Ro48-6791 Ro48-8684 Ro4938581 Sarmazenil SH-053-R-CH3-2′F Oxazolobenzodiazepines Thienodiazepines Thienotriazolodiazepines Thienobenzodiazepines *Pyridodiazepines Pyridotriazolodiazepines Pyrazolodiazepines Pyrrolodiazepines Tetrahydroisoquinobenzodiazepines Pyrrolobenzodiazepines *Benzodiazepine prodrugs * atypical activity profile (not GABAA receptor ligands)
GABA A receptor positive modulatorsAlcohols
Butanol Chloralodol Chlorobutanol (cloretone) Ethanol (alcohol) (alcoholic drink )Ethchlorvynol Isobutanol Isopropanol Menthol Methanol Methylpentynol Pentanol Petrichloral Propanol tert -Butanol (2M2P)tert -Pentanol (2M2B)Tribromoethanol Trichloroethanol Triclofos Trifluoroethanol Barbiturates Benzodiazepines Carbamates Flavonoids
Ampelopsin (dihydromyricetin) Apigenin Baicalein Baicalin Catechin EGC EGCG Hispidulin Luteolin Skullcap constituents (e.g., baicalin )Wogonin Imidazoles Kava constituents
Desmethoxyyangonin Kavain Methysticin Yangonin Monoureides Neuroactive steroids Nonbenzodiazepines Phenols
Fospropofol Propofol Thymol Piperidinediones Pyrazolopyridines Quinazolinones Volatiles /gases
Acetone Acetophenone Acetylglycinamide chloral hydrate Aliflurane Benzene Butane Butylene Centalun Chloral Chloral betaine Chloral hydrate Chloroform Cryofluorane Desflurane Dichloralphenazone Dichloromethane Diethyl ether Enflurane Ethyl chloride Ethylene Fluroxene Gasoline Halopropane Halothane Isoflurane Kerosine Methoxyflurane Methoxypropane Nitric oxide Nitrogen Nitrous oxide Norflurane Paraldehyde Propane Propylene Roflurane Sevoflurane Synthane Teflurane Toluene Trichloroethane (methyl chloroform) Trichloroethylene Vinyl ether Others/unsorted
3-Hydroxybutanal Avermectins (e.g., ivermectin )Bromide compounds (e.g., lithium bromide , potassium bromide , sodium bromide )Carbamazepine Chloralose Chlormezanone Clomethiazole DEABL Dihydroergolines (e.g., dihydroergocryptine , , dihydroergotamine , ergoloid (dihydroergotoxine) )Efavirenz Etazepine Etifoxine Fenamates (e.g., flufenamic acid , mefenamic acid , niflumic acid , tolfenamic acid )Fluoxetine Flupirtine Hopantenic acid Lanthanum Lavender oil Lignans (e.g., 4-O-methylhonokiol , honokiol , magnolol , obovatol )Loreclezole Menthyl isovalerate (validolum) Monastrol Niacin Niacinamide Org 25,435 Phenytoin Propanidid Retigabine (ezogabine) Safranal Seproxetine Stiripentol (e.g., sulfonmethane (sulfonal) , tetronal , trional )
Terpenoids (e.g., borneol )Topiramate Valerian constituents (e.g., isovaleric acid , isovaleramide , valerenic acid , )Unsorted benzodiazepine site positive modulators: α-Pinene See also: Receptor/signaling modulators • GABA receptor modulators • GABA metabolism/transport modulators
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