Demoxepam

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Demoxepam
Demoxepam.svg
Systematic (IUPAC) name
7-Chloro-1,3-dihydro-5-phenyl-2H-1,4-benzodiazepin-2-one-4-oxide
Pharmacokinetic data
Biological half-life 35–40 hours
Identifiers
CAS Number 963-39-3 N
PubChem CID: 13756
ChemSpider 10441314 YesY
UNII 8X1XP5M0SB YesY
KEGG D02600 YesY
ChEMBL CHEMBL1597677 N
Chemical data
Formula C15H11ClN2O2
Molecular mass 286.713
  • 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) YesY
  • Key:GGRWZBVSUZZMKS-UHFFFAOYSA-N YesY
 NYesY (what is this?)  (verify)

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

References

  1. US Patent 3136815
  2. Lua error in package.lua at line 80: module 'strict' not found.
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