Cannabaceae

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Reclazepam
Clinical data
ATC code
  • none
Identifiers
  • 2-[7-chloro-5-(2-chlorophenyl)-2,3-dihydro-1,4-benzodiazepin-1-yl]-1,3-oxazol-4-one
CAS Number
PubChem CID
ChemSpider
UNII
KEGG
CompTox Dashboard (EPA)
Chemical and physical data
FormulaC18H13Cl2N3O2
Molar mass374.22 g·mol−1
3D model (JSmol)
  • Clc1ccccc1/C4=N/CCN(C\2=N\C(=O)CO/2)c3ccc(Cl)cc34
  • InChI=1S/C18H13Cl2N3O2/c19-11-5-6-15-13(9-11)17(12-3-1-2-4-14(12)20)21-7-8-23(15)18-22-16(24)10-25-18/h1-6,9H,7-8,10H2 checkY
  • Key:MQGIGGJUPITZSE-UHFFFAOYSA-N checkY
  (verify)

Reclazepam is a drug which is a benzodiazepine derivative. It has sedative and anxiolytic effects similar to those produced by other benzodiazepine derivatives, and has a short duration of action.[1]

Synthesis

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Patent:[2] Chloroacetyl isocyanate:[3] Prec:[4]

The reduction of the lactam in Delorazepam with lithium aluminium hydride gives CID:20333776 (1). Condensation with 2-chloroacetylisocyanate [4461-30-7] (2) proceeds to afford urea, CID:20333773 (3). Reaction of that with sodium iodide and base probably proceeds initially by halogen exchange of iodine for chlorine (Finkelstein reaction). Subsequent replacement of iodide by the enol anion of the urea oxygen results in formation of the oxazolone ring. There is thus obtained reclazepam (4).

See also

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References

[edit]
  1. ^ "Reclazepam". Pscyhotropics.dk. 20 January 1986. Retrieved 24 August 2009.[dead link]
  2. ^ US 4208327, Yonan PK, "5-Aryl-1-(2-oxazolin-2-yl)-1H-1,4-benzodiazepines and related compounds", issued 17 June 1980, assigned to GD Searle LLC. 
  3. ^ Speziale AJ, Smith LR (April 2003). "α‐Chloroacetyl Isocyanate: Isocyanic acid, anhydride with chloroacetic acid". Organic Syntheses. 46: 16. doi:10.1002/0471264180.os046.05.
  4. ^ US 3144439, Reeder E, Sternbach LH, "Process for production of benzodiazepines", issued 1964, assigned to Hoffmann-La Roche Inc 


source: https://en.wikipedia.org/wiki/Reclazepam

One thought on “Cannabaceae”

  1. Well, that’s interesting to know that Psilotum nudum are known as whisk ferns. Psilotum nudum is the commoner species of the two. While the P. flaccidum is a rare species and is found in the tropical islands. Both the species are usually epiphytic in habit and grow upon tree ferns. These species may also be terrestrial and grow in humus or in the crevices of the rocks.
    View the detailed Guide of Psilotum nudum: Detailed Study Of Psilotum Nudum (Whisk Fern), Classification, Anatomy, Reproduction

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