Drug Information

Drug General Information
Drug ID
D08BCF
Former ID
DNC003554
Drug Name
QUIPAZINE
Drug Type
Small molecular drug
Indication Discovery agent Investigative [539081]
Structure
Download
2D MOL

3D MOL
Formula
C13H15N3
InChI
InChI=1S/C13H15N3/c1-2-4-12-11(3-1)5-6-13(15-12)16-9-7-14-8-10-16/h1-6,14H,7-10H2
InChIKey
XRXDAJYKGWNHTQ-UHFFFAOYSA-N
CAS Number
CAS 4774-24-7
PubChem Compound ID
5011
PubChem Substance ID
3944551, 5198891, 8153084, 11111709, 11111710, 11113608, 11336086, 11361325, 11364627, 11367189, 11369751, 11373066, 11374956, 11377913, 11462297, 11466645, 11467765, 11484959, 11486509, 11488998, 11491639, 11493073, 11495547, 15195795, 26751806, 29224083, 47291201, 47365258, 47365259, 47365260, 47440334, 47662348, 48110510, 48110511, 48185060, 48259305, 49698965, 50043052, 50104499, 50760391, 56242155, 57322565, 81053885, 81100224, 85209659, 85788303, 85789362, 85789752, 87363377, 99300411
Target and Pathway
Target(s) 5-hydroxytryptamine 1D receptor Target Info Inhibitor [533482]
5-hydroxy-tryptamine 3B receptor Target Info Inhibitor [525484]
Sodium-dependent serotonin transporter Target Info Inhibitor [525836]
5-hydroxytryptamine 2A receptor Target Info Inhibitor [530451]
5-hydroxytryptamine 1A receptor Target Info Inhibitor [530451]
5-hydroxytryptamine 6 receptor Target Info Inhibitor [526655]
5-hydroxytryptamine receptor 3A Target Info Inhibitor [530451]
KEGG Pathway cAMP signaling pathway
Neuroactive ligand-receptor interaction
Serotonergic synapsehsa04726:Serotonergic synapsehsa04726:Serotonergic synapsehsa04020:Calcium signaling pathway
Gap junction
Serotonergic synapse
Inflammatory mediator regulation of TRP channelshsa04024:cAMP signaling pathway
Serotonergic synapsehsa04020:Calcium signaling pathway
Serotonergic synapsehsa04726:Serotonergic synapse
NetPath Pathway TCR Signaling PathwayNetPath_14:IL2 Signaling Pathway
PANTHER Pathway Heterotrimeric G-protein signaling pathway-Gi alpha and Gs alpha mediated pathway
5HT1 type receptor mediated signaling pathwayP04375:5HT3 type receptor mediated signaling pathwayP04373:5HT1 type receptor mediated signaling pathway
5HT2 type receptor mediated signaling pathway
5HT3 type receptor mediated signaling pathway
5HT4 type receptor mediated signaling pathwayP04374:5HT2 type receptor mediated signaling pathwayP00026:Heterotrimeric G-protein signaling pathway-Gi alpha and Gs alpha mediated pathway
5HT1 type receptor mediated signaling pathwayP00026:Heterotrimeric G-protein signaling pathway-Gi alpha and Gs alpha mediated pathwayP04375:5HT3 type receptor mediated signaling pathway
PathWhiz Pathway Excitatory Neural Signalling Through 5-HTR 6 and Serotonin
Reactome Serotonin receptors
G alpha (i) signalling eventsR-HSA-975298:Ligand-gated ion channel transportR-HSA-390666:Serotonin receptors
G alpha (q) signalling eventsR-HSA-390666:Serotonin receptors
G alpha (i) signalling eventsR-HSA-390666:Serotonin receptors
G alpha (s) signalling eventsR-HSA-975298:Ligand-gated ion channel transport
WikiPathways Serotonin HTR1 Group and FOS Pathway
Monoamine GPCRs
GPCRs, Class A Rhodopsin-like
GPCR ligand binding
GPCR downstream signalingWP2670:Iron uptake and transportWP727:Monoamine Transport
SIDS Susceptibility Pathways
NRF2 pathway
Synaptic Vesicle Pathway
Serotonin Transporter ActivityWP733:Serotonin Receptor 2 and STAT3 Signaling
Serotonin Receptor 2 and ELK-SRF/GATA4 signaling
Gastrin-CREB signalling pathway via PKC and MAPK
GPCR downstream signaling
GPCRs, OtherWP722:Serotonin HTR1 Group and FOS Pathway
GPCR downstream signalingWP734:Serotonin Receptor 4/6/7 and NR3C Signaling
GPCR downstream signalingWP706:SIDS Susceptibility Pathways
Iron uptake and transport
References
Ref 539081(http://www.guidetopharmacology.org/) Nucleic Acids Res. 2015 Oct 12. pii: gkv1037. The IUPHAR/BPS Guide to PHARMACOLOGY in 2016: towards curated quantitative interactions between 1300 protein targets and 6000 ligands. (Ligand id: 173).
Ref 525484J Med Chem. 1999 May 6;42(9):1556-75.Novel potent and selective central 5-HT3 receptor ligands provided with different intrinsic efficacy. 2. Molecular basis of the intrinsic efficacy of arylpiperazine derivatives at the central 5-HT3 receptors.
Ref 525836Bioorg Med Chem Lett. 2000 Jul 17;10(14):1559-62.Syntheses and binding affinities of 6-nitroquipazine analogues for serotonin transporter. Part 1.
Ref 526655J Med Chem. 2003 Jul 3;46(14):2795-812.Higher-end serotonin receptors: 5-HT(5), 5-HT(6), and 5-HT(7).
Ref 530451J Med Chem. 2009 Nov 12;52(21):6946-50.Novel, potent, and selective quinoxaline-based 5-HT(3) receptor ligands. 1. Further structure-activity relationships and pharmacological characterization.
Ref 533482J Med Chem. 1986 Nov;29(11):2375-80.5-HT1 and 5-HT2 binding characteristics of some quipazine analogues.

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