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] is a drug which is a benzodiazepine derivative. It is a metabolite of chlordiazepoxide and has anticonvulsant properties[2] [3] and presumably other characteristic benzodiazepine properties.
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-Iomazenil
L-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
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Ampelopsin (dihydromyricetin)
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EGCG
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Org 25,435
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(e.g., sulfonmethane (sulfonal) , tetronal , trional )
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Unsorted benzodiazepine site positive modulators: α-Pinene
See also: Receptor/signaling modulators • GABA receptor modulators • GABA metabolism/transport modulators