Cyprazepam

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Cyprazepam
Cyprazepam.svg
Cyprazepam3d.png
Systematic (IUPAC) name
10-chloro-N-(cyclopropylmethyl)-3-hydroxy-2-phenyl-3,6-diazabicyclo[5.4.0]undeca-1,6,8,10-tetraen-5-imine
Clinical data
Pregnancy
category
  •  ?
Legal status
Routes of
administration		 Oral
Pharmacokinetic data
Metabolism Hepatic
Excretion Renal
Identifiers
CAS Number 15687-07-7 YesY
ATC code none
PubChem CID: 27452
ChemSpider 16736916 YesY
UNII 933N61G4SL YesY
KEGG D03631 YesY
ChEMBL CHEMBL2104165 N
Chemical data
Formula C19H18ClN3O
Molecular mass 339.819 g/mol
  • ClC1=CC2=C(N/C(C[N+]([O-])=C2C3=CC=CC=C3)=N/CC4CC4)C=C1
  • InChI=1S/C19H18ClN3O/c20-15-8-9-17-16(10-15)19(14-4-2-1-3-5-14)23(24)12-18(22-17)21-11-13-6-7-13/h1-5,8-10,13H,6-7,11-12H2,(H,21,22) YesY
  • Key:UKFDTMNJMKWWNK-UHFFFAOYSA-N YesY
 NYesY (what is this?)  (verify)

Cyprazepam[1] is a drug which is a sedative-hypnotic benzodiazepine derivative.[2][3][4][5] It has anxiolytic properties,[6] and presumably also has hypnotic, skeletal muscle relaxant, anticonvulsant and amnestic properties.

Synthesis

The lactam moiety in benzodiazepams is active towards nucleophiles and numerous analogues have been made by exploiting this fact.

Cyprazepam synthesis:[7]

For example, heating demoxepam with N-cyclopropylmethylamine leads to amidine formation, the minor tranquilizer cyprazepam.

See also

References

  1. ↑ US Patent 3138586
  2. ↑ Lua error in package.lua at line 80: module 'strict' not found.
  3. ↑ Lua error in package.lua at line 80: module 'strict' not found.
  4. ↑ Lua error in package.lua at line 80: module 'strict' not found.
  5. ↑ Lua error in package.lua at line 80: module 'strict' not found.
  6. ↑ Lua error in package.lua at line 80: module 'strict' not found.[dead link]
  7. ↑ H. M. Wuest, U.S. Patent 3,138,586 (1964); Chem. Abstr. , 61: 7,032f (1964).

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