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Zolazepam

From Wikipedia, the free encyclopedia
Chemical compound
Pharmaceutical compound
Zolazepam
Clinical data
Trade namesTelazol (in combination withtiletamine)
AHFS/Drugs.comInternational Drug Names
ATC code
  • none
Legal status
Legal status
Identifiers
  • 4-(2-fluorophenyl)-1,3,8-trimethyl-6H-pyrazolo[3,4-e][1,4]diazepin-7-one
CAS Number
PubChemCID
ChemSpider
UNII
CompTox Dashboard(EPA)
ECHA InfoCard100.118.306Edit this at Wikidata
Chemical and physical data
FormulaC15H15FN4O
Molar mass286.310 g·mol−1
3D model (JSmol)
  • FC1=CC=CC=C1C2=NCC(N(C)C3=C2C(C)=NN3C)=O
  • InChI=1S/C15H15FN4O/c1-9-13-14(10-6-4-5-7-11(10)16)17-8-12(21)19(2)15(13)20(3)18-9/h4-7H,8H2,1-3H3 checkY
  • Key:GDSCFOSHSOWNDL-UHFFFAOYSA-N checkY
  (verify)

Zolazepam[3] (Flupyrazapon) is a pyrazolodiazepinone derivative structurally related to thebenzodiazepine drugs, which is used as ananaesthetic for a wide range of animals inveterinary medicine. Zolazepam is usually administered in combination with other drugs such as theNMDAantagonisttiletamine or the α2adrenergic receptoragonistxylazine, depending on what purpose it is being used for. It has 5-10 times the potency of diazepam.[4]

Zolazepam was developed by Horace A. de Wald and Donald E. Butler forParke-Davis[5] 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 withtiletamine, has been used in the tranquilization of wild animals, such as gorillas and polar bears, and has been found to be superior toketamine because of reduced side-effects.[6][7] A 1:1 mixture of zolazepam and tiletamine is sold under the names Telazol and Zoletil.

References

[edit]
  1. ^"Schedules of Controlled Substances: Placement of Preparations Which Contain Both Tiletamine and Zolazepam into Schedule III"(PDF).Isomer Design.Drug Enforcement Administration. January 21, 1987.Archived(PDF) from the original on March 3, 2022. RetrievedJanuary 16, 2023.
  2. ^"Therapeutic Goods (Poisons Standard— June 2025) Instrument 2025"(pdf).Therapeutic Goods Administration (TGA). May 2025. Retrieved31 August 2025.
  3. ^US 3879535, Stoliker, Harry E., "Anesthetic compositions and methods of use", published 1975-04-22, assigned toParke, Davis & Co. 
  4. ^DeWald HA, Lobbestael S, Butler DE (December 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):1562–9.doi:10.1021/jm00222a005.PMID 22748.
  5. ^DE 2023453, DeWald, Horace Albert & Butler, Donald Eugene, "Pyrazolo[3,4-e],[1,4]diazepin-7(1H)-on Verbindungen und ihre pharmazeutisch zulässigen Salze [Pyrazolo[3,4-e],[1.4]diazepin-7(lH)-one compounds and their pharmaceutically acceptable salts]", published 1970-11-19, assigned toParke, Davis & Co. 
  6. ^Sleeman JM, Cameron K, Mudakikwa AB, Nizeyi JB, Anderson S, Cooper JE, et al. (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.31 (1):9–14.doi:10.1638/1042-7260(2000)031[0009:faoflm]2.0.co;2.PMID 10884117.S2CID 20623485.
  7. ^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.30 (3):354–60.PMID 10572857.
1,4-Benzodiazepines
1,5-Benzodiazepines
2,3-Benzodiazepines*
Triazolobenzodiazepines
Imidazobenzodiazepines
Oxazolobenzodiazepines
Thienodiazepines
Thienotriazolodiazepines
Thienobenzodiazepines*
Pyridodiazepines
Pyridotriazolodiazepines
Pyrazolodiazepines
Pyrrolodiazepines
Tetrahydroisoquinobenzodiazepines
Pyrrolobenzodiazepines*
Benzodiazepine prodrugs
* atypical activity profile (notGABAA receptor ligands)
Alcohols
Barbiturates
Benzodiazepines
Carbamates
Flavonoids
Imidazoles
Kava constituents
Monoureides
Neuroactive steroids
Nonbenzodiazepines
Phenols
Piperidinediones
Pyrazolopyridines
Quinazolinones
Volatiles/gases
Others/unsorted


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