TP-13
7-Cyclobutyl-6-(2-ethyl-2H-1,2,4-triazol-3-ylmethoxy)-3-phenyl-1,2,4-triazolo[4,3-b] pyridazine
CAS Number PubChem CID ChemSpider UNII Formula C 19 H 19 N 7 O Molar mass 361.409 g·mol−1 3D model (JSmol )
C5CCC5c3cc2nnc(-c4ccccc4)n2nc3OCc1ncnn1C
InChI=1S/C19H19N7O/c1-25-17(20-12-21-25)11-27-19-15(13-8-5-9-13)10-16-22-23-18(26(16)24-19)14-6-3-2-4-7-14/h2-4,6-7,10,12-13H,5,8-9,11H2,1H3
Key:VACJUKKURQMWHE-UHFFFAOYSA-N
TP-13 is an anxiolytic drug with a novel chemical structure, which is used in scientific research. It has similar effects to benzodiazepine drugs, but is structurally distinct and so is classed as a nonbenzodiazepine anxiolytic. It is a subtype-selective partial agonist at GABAA receptors , binding selectively to GABAA receptor complexes bearing α2 and α3 subunits.[1] It has modest anticonvulsant activity although less than that of diazepam ,[2] and its main effect is likely to be selective anxiolytic action, as seen with other related α2/3-preferring agonists such as L-838,417 .
References [ ]
^ McCabe C, Shaw D, Atack JR, Street LJ, Wafford KA, Dawson GR, et al. (February 2004). "Subtype-selective GABAergic drugs facilitate extinction of mouse operant behaviour". Neuropharmacology . 46 (2): 171–8. doi :10.1016/j.neuropharm.2003.09.004 . PMID 14680756 . S2CID 38218522 .
^ Fradley RL, Guscott MR, Bull S, Hallett DJ, Goodacre SC, Wafford KA, et al. (June 2007). "Differential contribution of GABA(A) receptor subtypes to the anticonvulsant efficacy of benzodiazepine site ligands". Journal of Psychopharmacology . 21 (4): 384–91. doi :10.1177/0269881106067255 . PMID 17092983 . S2CID 34355306 .
Anxiolytics (N05B )
5-HT1A R agonists GABAA R PAMs
Benzodiazepines : Adinazolam
Alprazolam
Bromazepam
Camazepam
Chlordiazepoxide
Clobazam
Clonazepam
Clorazepate
Clotiazepam
Cloxazolam
Diazepam #
Ethyl loflazepate
Etizolam
Fludiazepam
Halazepam
Ketazolam
Lorazepam #
Medazepam
Nordazepam
Oxazepam
Pinazepam
Prazepam ; Others: Alpidem ‡
Barbiturates (e.g., phenobarbital )
Carisoprodol
Carbamates (e.g., meprobamate )
Chlormezanone ‡
Ethanol (alcohol)
Etifoxine
Imepitoin ; Herbs:
Kava
Skullcap
Valerian
Gabapentinoids (α2 δ VDCC blockers )
Gabapentin
Gabapentin enacarbil
Phenibut
Pregabalin
Antidepressants
SSRIs (e.g., escitalopram )
SNRIs (e.g., duloxetine )
SARIs (e.g., trazodone )
TCAs (e.g., clomipramine # )
TeCAs (e.g., mirtazapine )
MAOIs (e.g., phenelzine ); Others: Agomelatine
Bupropion
Tianeptine
Vilazodone
Vortioxetine
Sympatholytics (Antiadrenergics )
Alpha-1 blockers (e.g., prazosin )
Alpha-2 agonists (e.g., clonidine , dexmedetomidine , guanfacine )
Beta blockers (e.g., propranolol )
Others
Benzoctamine
Cannabidiol
Cycloserine
Fabomotizole
Hydroxyzine
Kanna
Lavender
Lorpiprazole
Mebicar
Mepiprazole
Nicotine
Opipramol
Oxaflozane ‡
Phenaglycodol
Phenibut
Picamilon
Selank
Tiagabine
Tofisopam
Validolum
# WHO-EM
‡ Withdrawn from market
Clinical trials :
† Phase III
§ Never to phase III
GABA A receptor positive modulatorsAlcohols
Butanol
Chloralodol
Chlorobutanol (cloretone)
Ethanol (alcohol) (alcoholic drink )
Ethchlorvynol
Isobutanol
Isopropanol
Menthol
Methanol
Methylpentynol
Pentanol
Petrichloral
Propanol
tert -Butanol (2M2P)
tert -Pentanol (2M2B)
Tribromoethanol
Trichloroethanol
Triclofos
Trifluoroethanol
Barbiturates Benzodiazepines Carbamates Flavonoids
Ampelopsin (dihydromyricetin)
Apigenin
Baicalein
Baicalin
Catechin
EGC
EGCG
Hispidulin
Luteolin
Skullcap constituents (e.g., baicalin )
Wogonin
Imidazoles Kava constituents
Desmethoxyyangonin
Kavain
Methysticin
Yangonin
Monoureides Neuroactive steroids Nonbenzodiazepines Phenols
Fospropofol
Propofol
Thymol
Piperidinediones Pyrazolopyridines Quinazolinones Volatiles /gases
Acetone
Acetophenone
Acetylglycinamide chloral hydrate
Aliflurane
Benzene
Butane
Butylene
Centalun
Chloral
Chloral betaine
Chloral hydrate
Chloroform
Cryofluorane
Desflurane
Dichloralphenazone
Dichloromethane
Diethyl ether
Enflurane
Ethyl chloride
Ethylene
Fluroxene
Gasoline
Halopropane
Halothane
Isoflurane
Kerosine
Methoxyflurane
Methoxypropane
Nitric oxide
Nitrogen
Nitrous oxide
Norflurane
Paraldehyde
Propane
Propylene
Roflurane
Sevoflurane
Synthane
Teflurane
Toluene
Trichloroethane (methyl chloroform)
Trichloroethylene
Vinyl ether
Others/unsorted
3-Hydroxybutanal
Avermectins (e.g., ivermectin )
Bromide compounds (e.g., lithium bromide , potassium bromide , sodium bromide )
Carbamazepine
Chloralose
Chlormezanone
Clomethiazole
DEABL
Dihydroergolines (e.g., dihydroergocryptine , , dihydroergotamine , ergoloid (dihydroergotoxine) )
Efavirenz
Etazepine
Etifoxine
Fenamates (e.g., flufenamic acid , mefenamic acid , niflumic acid , tolfenamic acid )
Fluoxetine
Flupirtine
Hopantenic acid
Lanthanum
Lavender oil
Lignans (e.g., 4-O-methylhonokiol , honokiol , magnolol , obovatol )
Loreclezole
Menthyl isovalerate (validolum)
Monastrol
Niacin
Niacinamide
Org 25,435
Phenytoin
Propanidid
Retigabine (ezogabine)
Safranal
Seproxetine
Stiripentol
(e.g., sulfonmethane (sulfonal) , tetronal , trional )
Terpenoids (e.g., borneol )
Topiramate
Valerian constituents (e.g., isovaleric acid , isovaleramide , valerenic acid , )
Unsorted benzodiazepine site positive modulators: α-Pinene
See also: Receptor/signaling modulators • GABA receptor modulators • GABA metabolism/transport modulators