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Cyprazepam

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.

Cyprazepam
Clinical data
Routes of
administration
Oral
ATC code
  • none
Legal status
Legal status
  • US: Unscheduled
Pharmacokinetic data
MetabolismHepatic
ExcretionRenal
Identifiers
  • 10-chloro-N-(cyclopropylmethyl)-3-hydroxy-2-phenyl-3,6-diazabicyclo[5.4.0]undeca-1,6,8,10-tetraen-5-imine
CAS Number
  • 15687-07-7 Y
PubChem CID
  • 27452
ChemSpider
  • 16736916 Y
UNII
  • 933N61G4SL
KEGG
  • D03631 Y
ChEMBL
  • ChEMBL2104165 N
CompTox Dashboard (EPA)
  • DTXSID70897505
Chemical and physical data
FormulaC19H18ClN3O
Molar mass339.82 g·mol−1
3D model (JSmol)
  • Interactive image
  • 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) Y
  • Key:UKFDTMNJMKWWNK-UHFFFAOYSA-N Y
 NY (what is this?)  (verify)

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 3138586 
  2. ^ Oelschläger H, Martienssen D, Belal F (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. S2CID 96638676. Archived from the original on 5 January 2013.
  3. ^ EP 1466628, Matthews B, Victor S, Nigel, Swindell C, "DHA-pharmaceutical agent conjugates", published 13 October 2004 
  4. ^ (PDF). USA: United States International Trade Commission. 2009. Archived from the original (PDF) on 31 July 2009. Retrieved 19 September 2009.
  5. ^ Schafer EW, Bowles WA, Hurlbut J (May 1983). "The acute oral toxicity, repellency, and hazard potential of 998 chemicals to one or more species of wild and domestic birds". Archives of Environmental Contamination and Toxicology. 12 (3): 355–82. doi:10.1007/BF01059413. PMID 6882015. S2CID 32956594.
  6. ^ World Health Organization (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. ^ US 3138586, Wuest HM, published 1964 ; Chem. Abstr., 61: 7,032f (1964).

cyprazepam, drug, which, sedative, hypnotic, benzodiazepine, derivative, anxiolytic, properties, presumably, also, hypnotic, skeletal, muscle, relaxant, anticonvulsant, amnestic, properties, clinical, dataroutes, ofadministrationoralatc, codenonelegal, statusl. 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 CyprazepamClinical dataRoutes ofadministrationOralATC codenoneLegal statusLegal statusUS UnscheduledPharmacokinetic dataMetabolismHepaticExcretionRenalIdentifiersIUPAC name 10 chloro N cyclopropylmethyl 3 hydroxy 2 phenyl 3 6 diazabicyclo 5 4 0 undeca 1 6 8 10 tetraen 5 imineCAS Number15687 07 7 YPubChem CID27452ChemSpider16736916 YUNII933N61G4SLKEGGD03631 YChEMBLChEMBL2104165 NCompTox Dashboard EPA DTXSID70897505Chemical and physical dataFormulaC 19H 18Cl N 3OMolar mass339 82 g mol 13D model JSmol Interactive imageSMILES ClC1 CC2 C N C C N O C2C3 CC CC C3 N CC4CC4 C C1InChI 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 YKey UKFDTMNJMKWWNK UHFFFAOYSA N Y N Y what is this verify Synthesis EditThe 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 EditBenzodiazepineReferences Edit US 3138586 Oelschlager H Martienssen D Belal F 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 S2CID 96638676 Archived from the original on 5 January 2013 EP 1466628 Matthews B Victor S Nigel Swindell C DHA pharmaceutical agent conjugates published 13 October 2004 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 Schafer EW Bowles WA Hurlbut J May 1983 The acute oral toxicity repellency and hazard potential of 998 chemicals to one or more species of wild and domestic birds Archives of Environmental Contamination and Toxicology 12 3 355 82 doi 10 1007 BF01059413 PMID 6882015 S2CID 32956594 World Health Organization 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 US 3138586 Wuest HM published 1964 Chem Abstr 61 7 032f 1964 This sedative related article is a stub You can help Wikipedia by expanding it vte Retrieved from https en wikipedia org w index php title Cyprazepam amp oldid 1135223081, wikipedia, wiki, book, books, library,

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