Zolazepam

From Wikipedia, the free encyclopedia

Zolazepam


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^Y
ATC code	None
PubChem	CID 35775
ChemSpider	32907^Y
UNII	G1R474U58U^Y
Chemical data
Formula	C₁₅H₁₅F N₄O
Mol. mass	286.304
SMILES FC1=CC=CC=C1C2=NCC(N(C)C3=C2C(C)=NN3C)=O
InChI 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^Y Key:GDSCFOSHSOWNDL-UHFFFAOYSA-N^Y
Y (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 (US 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.

References

↑ DE Patent 2023453
↑ J. Med. Chem., 1977, 20 (12), pp 1562–1569 'Pyrazolodiazepines. 2. 4-Aryl-1,3-dialkyl-6,8-dihydropyrazolo[3,4-e][1,4]diazepin-7(1H)-ones as antianxiety and anticonvulsant agents'
↑ 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. Cite uses deprecated parameters (help)
↑ 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. Cite uses deprecated parameters (help)

v t e Benzodiazepine derivatives

1,4-Benzodiazepines	Bromazepam Camazepam Carburazepam Chlordiazepoxide Cinazepam Cinolazepam Clonazepam Clorazepate Cyprazepam Delorazepam Demoxepam Devazepide * Diazepam Diclazepam Doxefazepam Elfazepam Ethyl carfluzepate Ethyl dirazepate Ethyl loflazepate Flubromazepam Fletazepam Fludiazepam Flunitrazepam Flurazepam Flutemazepam Flutoprazepam Fosazepam Gidazepam Halazepam Iclazepam Ketazolam Lorazepam Lormetazepam Lufuradom * Meclonazepam Medazepam Menitrazepam Metaclazepam Motrazepam Nimetazepam Nitrazepam Nitrazepate Nordazepam Nortetrazepam Oxazepam Phenazepam Pinazepam Pivoxazepam Prazepam Proflazepam Quazepam QH-II-66 Reclazepam RO4491533 * Ro5-2904 Ro5-4864 * Sulazepam Temazepam Tetrazepam Tifluadom * Tolufazepam Tuclazepam Uldazepam

1,5-Benzodiazepines	Arfendazam Clobazam CP-1414S Lofendazam Triflubazam

2,3-Benzodiazepines *	Girisopam GYKI-52466 GYKI-52895 Nerisopam Talampanel Tofisopam

Triazolobenzodiazepines	Adinazolam Alprazolam Estazolam Flubromazolam Pyrazolam Triazolam

Imidazobenzodiazepines	Bretazenil Climazolam FG-8205 Flumazenil Imidazenil Iomazenil (¹²³I) L-655,708 Loprazolam Midazolam PWZ-029 Remimazolam Ro15-4513 Ro48-6791 Ro48-8684 Ro4938581 Sarmazenil SH-053-R-CH3-2′F

Oxazolobenzodiazepines	Cloxazolam Flutazolam Haloxazolam Mexazolam Oxazolam

Thienodiazepines	Bentazepam Brotizolam Ciclotizolam Clotiazepam Etizolam JQ1 * Olanzapine *

Pyridodiazepines	Lopirazepam Zapizolam

Pyrazolodiazepines	Razobazam * Ripazepam Zolazepam Zomebazam Zometapine *

Pyrrolodiazepines	Premazepam

Tetrahydroisoquinobenzodiazepines	Clazolam

Benzodiazepine prodrugs	Avizafone Rilmazafone

* atypical activity profile (not GABA_A receptor ligands)

This article is issued from Wikipedia. The text is available under the Creative Commons Attribution/Share Alike; additional terms may apply for the media files.

Zolazepam

See also

References