Zolazepam

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Zolazepam
Zolazepam.svg
Zolazepam3d.png
Systematic (IUPAC) name
4-​(2-​fluorophenyl)-​1,3,8-​trimethyl-​6,8-​dihydropyrazolo[3,4-e]​[1,4]diazepin-​7(1H)-​one
Clinical data
AHFS/Drugs.com International Drug Names
Legal status
?
Identifiers
CAS number 31352-82-6 YesY
ATC code None
PubChem CID 35775
ChemSpider 32907 YesY
UNII G1R474U58U YesY
Chemical data
Formula C15H15FN4O 
Mol. mass 286.304
 YesY (what is this?)  (verify)

Zolazepam was discovered by a team at Parke-Davis in the 1960s.[1] (Flupyrazapon) is a pyrazolodiazepinone derivative structurally related to the benzodiazepine drugs, which is used as an anaesthetic for a wide range of animals in veterinary medicine. Zolazepam is usually administered in combination with other drugs such as the NMDA antagonist tiletamine or the alpha-2 adrenergic receptor agonist xylazine, depending on what purpose it is being used for. It is around 4 times the potency of diazepam (0.32mg/Kg vs 1.2mg/Kg in animal models) but it is both water-soluble and un-ionized at physiological pH meaning that its onset is very fast.[2]

Zolazepam was developed by Horace A. de Wald and Donald E. Butler for Parke Davis and was the result of a very detailed analysis of the benzodiazepine structure (U.S. Patent 3,558,605 filed in 1969).

Zolazepam, in combination with tiletamine, has been used in the tranquilization of wild animals, such as gorillas and polar bears, and has been found to be superior to ketamine because of reduced side-effects.[3][4] A 1:1 mixture of Zolazepam and tiletamine is sold under the name Telazol.

Synthesis[edit]

Zolazepam synthesis[2]

See also[edit]

References[edit]

  1. ^ DE 2023453 
  2. ^ a b Dewald, H. A.; Lobbestael, S.; Butler, D. E. (1977). "Pyrazolodiazepines. 2. 4-Aryl-1,3-dialkyl-6,8-dihydropyrazolo[3,4-e][1,4]diazepin-7(1H)-ones as antianxiety and anticonvulsant agents". Journal of Medicinal Chemistry 20 (12): 1562. doi:10.1021/jm00222a005.  edit
  3. ^ Sleeman JM; Cameron K; Mudakikwa AB; Nizeyi JB; Anderson S; Cooper JE; Richardson HM; Macfie EJ; Hastings B; Foster JW. (March 2000). "Field anesthesia of free-living mountain gorillas (Gorilla gorilla beringei) from the Virunga Volcano region, Central Africa.". Journal of zoo and wildlife medicine : official publication of the American Association of Zoo Veterinarians. 31 (1): 9–14. PMID 10884117. 
  4. ^ Cattet MR; Caulkett NA; Polischuk SC; Ramsay MA. (September 1999). "Anesthesia of polar bears (Ursus maritimus) with zolazepam-tiletamine, medetomidine-ketamine, and medetomidine-zolazepam-tiletamine.". Journal of zoo and wildlife medicine : official publication of the American Association of Zoo Veterinarians. 30 (3): 354–60. PMID 10572857.