Cyprazepam

Cyprazepam
Cyprazepam.svg
Cyprazepam3d.png
Clinical data
Routes of
administration
Oral
ATC code
  • none
Legal status
Legal status
  • US: Unscheduled
Pharmacokinetic data
MetabolismHepatic
ExcretionRenal
Identifiers
CAS Number
PubChem CID
ChemSpider
UNII
KEGG
ChEMBL
Chemical and physical data
FormulaC19H18ClN3O
Molar mass339.819 g/mol g·mol−1
3D model (JSmol)
 ☒N☑Y (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[edit]

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[edit]

References[edit]

  1. ^ US Patent 3138586
  2. ^ Herbert Oelschläger; Doris Martienssen; F. Belal (22 September 2006). "Ring Contraction of 1,4-Benzodiazepines to 3,4-Dihydroquinazolines During Macro Scale Reduction (Example 5: Cyprazepam)". Archiv der Pharmazie. Wiley Interscience. 325 (8): 503–507. doi:10.1002/ardp.19923250810. ISSN 0365-6233. Archived from the original on 5 January 2013.
  3. ^ Bradley Matthews; Shashoua Victor; Webb Nigel; Swindell Charles (13 October 2004). "DHA-pharmaceutical agent conjugates - European Patent Application EP1466628". Patents online. Retrieved 19 September 2009.
  4. ^ "Harmonized Tariff Schedule of the United States (2009) - Supplement 1 - PHARMACEUTICAL APPENDIX TO THE HARMONIZED TARIFF SCHEDULE" (PDF). USA: United States International Trade Commission. 2009. Archived from the original (PDF) on 31 July 2009. Retrieved 19 September 2009.
  5. ^ E. W. Schafer; W. A. Bowles, Jr; J. Hurlbut (1983). "The Acute Oral Toxicity, Repellency, and Hazard Potential of 998 Chemicals to One or More Species of Wild and Domestic Birds". Arch. Environ. Contam. Toxicol. USA. 12 (3): 355–382. doi:10.1007/BF01059413. PMID 6882015.
  6. ^ World Health Organisation (2006). "The use of stems in the selection of International Nonproprietary Names (INN) for pharmaceutical substances" (PDF). USA: Ministry of health, Syria. Retrieved 19 September 2009.[dead link]
  7. ^ H. M. Wuest, U.S. Patent 3,138,586 (1964); Chem. Abstr., 61: 7,032f (1964).