From Wikipedia, the free encyclopedia
Medication
Viqualine
4-[3-[(3R,4R)-3-Ethenylpiperidin-4-yl]propyl]-6-methoxyquinoline
CAS Number PubChem CID ChemSpider UNII ChEMBL Formula C 20 H 26 N 2 O Molar mass 310.441 g·mol−1 3D model (JSmol )
COC1=CC2=C(C=CN=C2C=C1)CCC[C@@H]3CCNC[C@@H]3C=C
InChI=1S/C20H26N2O/c1-3-15-14-21-11-9-16(15)5-4-6-17-10-12-22-20-8-7-18(23-2)13-19(17)20/h3,7-8,10,12-13,15-16,21H,1,4-6,9,11,14H2,2H3/t15-,16+/m0/s1
N Key:XFXANHWIBFMEOY-JKSUJKDBSA-N
N
N Y (what is this?)
Viqualine (INN ) (developmental code name PK-5078 ) is an antidepressant and anxiolytic drug that was never marketed.[1] [2] [3] It acts as a potent and selective serotonin releasing agent and serotonin reuptake inhibitor .[3] [4] In addition, viqualine displaces diazepam from the GABAA receptor and produces benzodiazepine -like effects, indicating that it is also a positive allosteric modulator of the benzodiazepine site of the GABAA receptor.[3] [5] The drug has mainly been researched as a potential treatment for alcoholism .[6] [7]
See also [ ]
References [ ]
^ J. Elks (14 November 2014). The Dictionary of Drugs: Chemical Data: Chemical Data, Structures and Bibliographies . Springer. pp. 1–. ISBN 978-1-4757-2085-3 .
^ Faravelli C, Albanesi G, Sessarego A (1988). "Viqualine in resistant depression: a double-blind, placebo-controlled trial". Neuropsychobiology . 20 (2): 78–81. doi :10.1159/000118477 . PMID 3075725 .
^ a b c George I. Papakostas; Maurizio Fava (2010). Pharmacotherapy for Depression and Treatment-resistant Depression . World Scientific. pp. 304–. ISBN 978-981-4287-59-3 .
^ Le Fur G, Imbault F, Mitrani N, Marquis F, Renault C, Dubroeucq MC, Gueremy C, Uzan A (February 1984). "The 5-hydroxytryptamine-releasing properties of two epimer quinoline derivatives". Neuropharmacology . 23 (2A): 169–73. doi :10.1016/S0028-3908(84)80010-6 . PMID 6717757 . S2CID 30380886 .
^ Faravelli, Carlo; Albanesi, Giorgio; Sessarego, Antonella (1988). "Viqualine in Resistant Depression: A Double-Blind, Placebo-Controlled Trial". Neuropsychobiology . 20 (2): 78–81. doi :10.1159/000118477 . ISSN 1423-0224 . PMID 3075725 .
^ Naranjo CA, Sellers EM (1989). "Serotonin uptake inhibitors attenuate ethanol intake in problem drinkers". Recent Developments in Alcoholism . 7 : 255–66. doi :10.1007/978-1-4899-1678-5_13 . ISBN 978-1-4899-1680-8 . PMID 2522667 .
^ Naranjo CA, Sullivan JT, Kadlec KE, Woodley-Remus DV, Kennedy G, Sellers EM (September 1989). "Differential effects of viqualine on alcohol intake and other consummatory behaviors". Clinical Pharmacology and Therapeutics . 46 (3): 301–9. doi :10.1038/clpt.1989.142 . PMID 2673621 . S2CID 27080094 .
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
Categories :
Vinyl compounds Antidepressants Anxiolytics GABAA receptor positive allosteric modulators Phenol ethers Piperidines Quinolines Serotonin releasing agents Nervous system drug stubs Hidden categories:
Articles with short description Short description is different from Wikidata Articles with changed ChemSpider identifier Articles with changed EBI identifier Articles with changed InChI identifier Chemical pages without DrugBank identifier Articles without KEGG source Drugs missing an ATC code Drugs with no legal status Drugboxes which contain changes to verified fields Drugboxes which contain changes to watched fields All stub articles