Tracazolate

Tracazolate
	File:Tracazolate.png
Systematic (IUPAC) name
	ethyl 4-(butylamino)-1-ethyl-6-methyl-1H-pyrazolo[3,4-b]pyridine-5-carboxylate
Clinical data
Routes of; administration	Oral
Legal status
Legal status	Uncontrolled;
Identifiers
CAS Number	41094-88-6
ATC code	none
PubChem	CID 5522
ChemSpider	5321
Chemical data
Formula	C16H24N4O2
Molar mass	304.387 g/mol[[Script error: No such module "String".]]
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Tracazolate (ICI-136,753) is an anxiolytic drug which is used in scientific research. It is a pyrazolopyridine derivative, most closely related to pyrazolopyrimidine drugs such as zaleplon, and is one of a structurally diverse group of drugs known as the nonbenzodiazepines which act at the same receptor targets as benzodiazepines but have distinct chemical structures.^[1]

Tracazolate has primarily anxiolytic and anticonvulsant effects, with sedative and muscle relaxant effects only appearing at higher doses.^[2] It has a unique receptor binding profile involving allosteric modulation of several GABA_A receptor subtypes, being selective for GABA_A receptors containing α1 and β3 subunits, but exhibiting different effects depending on the third type of subunit making up the receptor complex.^[3]

References

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↑ Patel JB, Malick JB, Salama AI, Goldberg ME. Pharmacology of pyrazolopyridines. Pharmacology, Biochemistry and Behaviour. 1985 Oct;23(4):675-80. PMID 2866547
↑ Patel JB, Malick JB. Pharmacological properties of tracazolate: a new non-benzodiazepine anxiolytic agent. European Journal of Pharmacology. 1982 Mar 12;78(3):323-33. PMID 6121711
↑ Thompson SA, Wingrove PB, Connelly L, Whiting PJ, Wafford KA. Tracazolate reveals a novel type of allosteric interaction with recombinant gamma-aminobutyric acid(A) receptors. Molecular Pharmacology. 2002 Apr;61(4):861-9. PMID 11901225

[1] Patel JB, Malick JB, Salama AI, Goldberg ME. Pharmacology of pyrazolopyridines. Pharmacology, Biochemistry and Behaviour. 1985 Oct;23(4):675-80. PMID 2866547

[2] Patel JB, Malick JB. Pharmacological properties of tracazolate: a new non-benzodiazepine anxiolytic agent. European Journal of Pharmacology. 1982 Mar 12;78(3):323-33. PMID 6121711

[3] Thompson SA, Wingrove PB, Connelly L, Whiting PJ, Wafford KA. Tracazolate reveals a novel type of allosteric interaction with recombinant gamma-aminobutyric acid(A) receptors. Molecular Pharmacology. 2002 Apr;61(4):861-9. PMID 11901225

[1]

[2]

[3]

v t e GABA_A receptor positive allosteric modulators
Barbiturates	Allobarbital • Alphenal • Amobarbital • Aprobarbital • Barbexaclone • Barbital • Benzobarbital • Benzylbutylbarbiturate • Brallobarbital • Brophebarbital • Bucolome • Butabarbital • Butalbital • Butobarbital • Butallylonal • Carbubarb • Crotylbarbital • Cyclobarbital • Cyclopal • Enallylpropymal • Ethallobarbital • Febarbamate • Heptabarbital • Hexethal • Hexobarbital • Mephobarbital • Metharbital • Methohexital • Methylphenobarbital • Narcobarbital • Nealbarbital • Pentobarbital • Phenobarbital • Phetharbital • Primidone • Prazitone • Probarbital • Propallylonal • Proxibarbal • Proxibarbital • Reposal • Secbutabarbital • Secobarbital • Sigmodal • Spirobarbital • Talbutal • Thialbarbital • Thiamylal • Thiobarbital • Thiobutabarbital • Thiopental • Valofane • Vinbarbital • Vinylbital
Benzodiazepines	Adinazolam • Alprazolam • Arfendazam • Avizafone • Bentazepam • Bretazenil • Bromazepam • Brotizolam • Camazepam • Chlordiazepoxide • Ciclotizolam • Cinolazepam • Clazolam • Climazolam • Clobazam • Clonazepam • Clorazepate • Clotiazepam • Cloxazolam • Cyprazepam • Delorazepam • Diazepam • Doxefazepam • Elfazepam • Estazolam • Ethyl carfluzepate • Ethyl dirazepate • Ethyl loflazepate • Etizolam • Fletazepam • Fludiazepam • Flunitrazepam • Flurazepam • Flutazolam • Flutemazepam • Flutoprazepam • Fosazepam • Gidazepam • Girisopam • Halazepam • Haloxazolam • Iclazepam • Imidazenil • Ketazolam • Lofendazam • Lopirazepam • Lopirazepam • Loprazolam • Lorazepam • Lormetazepam • Meclonazepam • Medazepam • Menitrazepam • Metaclazepam • Mexazolam • Midazolam • Nerisopam • Nimetazepam • Nitrazepam • Nitrazepate • Nordazepam • Oxazepam • Oxazolam • Phenazepam • Pinazepam • Pivoxazepam • Prazepam • Premazepam • Proflazepam • QH-II-66 • Quazepam • Reclazepam • Remimazolam • Rilmazafone • Ripazepam • Ro48-6791 • SH-053-R-CH3-2′F • Sulazepam • Temazepam • Tetrazepam • Tofisopam • Triazolam • Triflubazam • Uldazepam • Zapizolam • Zolazepam • Zomebazam
Carbamates	Carisbamate • Carisoprodol • Emylcamate • Ethinamate • Febarbamate • Felbamate • Hexapropymate • Mebutamate • Meprobamate • Methocarbamol • Phenprobamate • Procymate • Styramate • Tybamate
Neuroactive steroids	Acebrochol • Allopregnanolone • Alphadolone • Alphaxolone • Ganaxolone • Hydroxydione • Minaxolone • Org 20599 • THDOC
Nonbenzodiazepines	Abecarnil • Adipiplon • Alpidem • CGS-20625 • CGS-9896 • CL-218,872 • ELB-139 • Eszopiclone • Fasiplon • Gedocarnil • Indiplon • L-838,417 • Necopidem • NS-2664 • NS-2710 • Ocinaplon • Pagoclone • Panadiplon • Pazinaclone • Pipequaline • ROD-188 • RWJ-51204 • Saripidem • SB-205,384 • SL-651,498 • Suproclone • Suriclone • SX-3228 • Taniplon • TP-003 • TPA-023 • TP-13 • U-89843A • U-90042 • Y-23684 • Zaleplon • Zolpidem • Zopiclone
Phenols	Fospropofol • Propofol • Thymol
Piperidinediones	Glutethimide • Methyprylon • Piperidione • Pyrithyldione
Pyrazolopyridines	Cartazolate • Etazolate • ICI-190,622 • Tracazolate
Quinazolinones	Afloqualone • Cloroqualone • Diproqualone • Etaqualone • Mebroqualone • Mecloqualone • Methaqualone • Methylmethaqualone
Volatiles/gases	2-Methyl-2-butanol • Acetone • Acetophenone • Acetylglycinamide chloral hydrate • Benzene • Butane • Butanol • Butylene • Centalun • Chloral • Chloral hydrate • Chlorobutanol • Chloroform • Cyclopropane • Desflurane • Dichloromethane • Diethyl ether • Enflurane • Ethanol (Alcohol) • Ethyl chloride • Ethylene • Gasoline • Halothane • Isoflurane • Kerosine • Menthol • Methanol • Methoxyflurane • Methoxypropane • Methylbutanol • Nitric oxide • Nitrogen • Nitrous oxide • Paraldehyde • Pentanol • Propane • Propanol • Propylene • Sevoflurane • Toluene • Trichloroethanol • Trichloroethylene • Vinyl ether • Xenon
Others	Bromide (Lithium bromide, Potassium bromide, Sodium bromide) • Chloralodol • Chloralose • Chlormezanone • Clomethiazole • DEABL • Ethchlorvynol • Etifoxine • Etomidate • GABA • Kavalactones (Kava-kava) • Loreclezole • Methylpentynol • Petrichloral • Propanidid • Skullcap • Stiripentol • Sulfonmethane • Tetronal • Triclofos • Trional • Valeric acid, Valerenic acid (Valerian)

v t e Phosphodiesterase inhibitors (C01CE, G04BE)
PDE1	MMPX • SCH-51866 • Vinpocetine
PDE2	BAY 60-7550 • EHNA
PDE3	Amrinone • Anagrelide • Bucladesine • Cilostamide • Cilostazol • Enoximone • KMUP-1 • Milrinone • Quazinone • RPL-554 • Siguazodan • Trequinsin • Vesnarinone • Zardaverine
PDE4	Arofylline • Cilomilast • CP-80633 • Denbutylline • Drotaverine • Etazolate • Filaminast • Glaucine • HT-0712 • Ibudilast • ICI-63197 • Irsogladine • Mesembrine • Pentoxifylline • Propentofylline • Roflumilast • Rolipram • Ro20-1724 • RPL-554 • YM-976
PDE5	Acetildenafil • Avanafil • Dipyridamole • Icariin • Lodenafil • Mirodenafil • MY-5445 • Sildenafil • T-0156 • Tadalafil • Thiomethisosildenafil • Udenafil • Vardenafil
PDE6	Zaprinast
PDE7	BRL-50481
PDE9	BAY 73-6691 • SCH-51866
PDE10	Papaverine • PF-2545920 • Tofisopam
Nonselective	Caffeine • Theophylline • IBMX • Doxofylline

Tracazolate

See also

References

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