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词条 Demoxepam
释义

  1. Synthesis

  2. See also

  3. References

{{Drugbox
| Verifiedfields = changed
| Watchedfields = changed
| verifiedrevid = 460769285
| IUPAC_name = 7-Chloro-1,3-dihydro-5-phenyl-2H-1,4-benzodiazepin-2-one-4-oxide
| image = Demoxepam.svg
| width = 222
| tradename =
| legal_status =
| bioavailability =
| metabolism =
| elimination_half-life = 35–40 hours
| excretion =
| CAS_number_Ref = {{cascite|changed|??}}
| CAS_number = 963-39-3
| StdInChI_Ref = {{stdinchicite|correct|chemspider}}
| StdInChI = 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)
| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}
| StdInChIKey = GGRWZBVSUZZMKS-UHFFFAOYSA-N
| PubChem = 13756
| ChEMBL_Ref = {{ebicite|changed|EBI}}
| ChEMBL = 1597677
| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
| ChemSpiderID = 10441314
| UNII_Ref = {{fdacite|correct|FDA}}
| UNII = 8X1XP5M0SB
| KEGG_Ref = {{keggcite|correct|kegg}}
| KEGG = D02600
| C=15 | H=11 | Cl=1 | N=2 | O=2
| molecular_weight = 286.713
| smiles = ClC1=CC2=C(NC(C[N+]([O-])=C2C3=CC=CC=C3)=O)C=C1
}}

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.

See also

  • Benzodiazepine
  • Chlordiazepoxide

References

1. ^US Patent 3136815
2. ^{{Cite web | url = http://www.psychotropics.dk/moleculeView/default.aspx?ID=1438&Catalogtype=A&ChapterID=1&Thissortorder=35 | title = nortetrazepam | accessdate = 7 December 2009 | year = 2003 | publisher = psychotropics.dk }}
3. ^{{Cite journal |author= |title=LIST OF INTERNATIONAL NON-PROPRIETARY NAMES (INNS), PROVIDED FOR PHARMACEUTICAL SUBSTANCES BY THE WORLD HEALTH ORGANIZATION, WHICH ARE FREE OF DUTY |journal=Official Journal of the European Communities |format=PDF |publisher=eur-lex.europa.eu |date=23 October 2001 |accessdate=7 December 2009 |url=http://eur-lex.europa.eu/LexUriServ/LexUriServ.do?uri=OJ:L:2001:279:0767:0876:EN:PDF }}
{{Benzodiazepines}}{{GABAAR PAMs}}{{sedative-stub}}

4 : Benzodiazepines|Chloroarenes|GABAA receptor positive allosteric modulators|Lactams

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