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Q1004

Sigma-Aldrich

Quipazine maleate salt

Synonyme(s) :

2-(1-Piperazinyl)quinoline maleate salt

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About This Item

Formule empirique (notation de Hill):
C13H15N3 · C4H4O4
Numéro CAS:
5786-68-5
Poids moléculaire :
329.35
Numéro CE :
227-314-2
Numéro MDL:
MFCD00133796
Code UNSPSC :
12352200
ID de substance PubChem :
24278122
Nomenclature NACRES :
NA.77

Solubilité

H2O: soluble
alcohol: soluble
dilute aqueous acid: soluble

Niveau de qualité

200

Température de stockage

2-8°C

Chaîne SMILES 

OC(=O)\C=C/C(O)=O.C1CN(CCN1)c2ccc3ccccc3n2

InChI

1S/C13H15N3.C4H4O4/c1-2-4-12-11(3-1)5-6-13(15-12)16-9-7-14-8-10-16;5-3(6)1-2-4(7)8/h1-6,14H,7-10H2;1-2H,(H,5,6)(H,7,8)/b;2-1-

Clé InChI

QYJJDHZHSCTBII-BTJKTKAUSA-N

Informations sur le gène

human ... HTR1A(3350) , HTR1B(3351) , HTR1D(3352) , HTR1E(3354) , HTR1F(3355) , HTR2A(3356) , HTR2B(3357) , HTR2C(3358) , HTR3A(3359) , HTR3B(9177) , HTR3C(170572) , HTR3D(200909) , HTR3E(285242) , HTR4(3360) , HTR5A(3361) , HTR5B(645694) , HTR6(3362) , HTR7(3363)

Application

Quipazine maleate salt has been used as a serotonin receptor agonist to study its effects on mouse models with spinal cord injury. It has also been used as a serotonin receptor agonist to study its effects on the locomotion of zebrafish.

Actions biochimiques/physiologiques

Quipazine belongs to the class of psychedelics and acts as a serotonin/5-hydroxytryptamine-2A/C receptor agonist. It also acts as an inhibitor of prolactin.

Pictogrammes

Skull and crossbones
GHS06

Mention d'avertissement

Danger

Mentions de danger

H301

Conseils de prudence

P301 + P310 + P330

Classification des risques

Acute Tox. 3 Oral

Code de la classe de stockage

6.1D - Non-combustible acute toxic Cat.3 / toxic hazardous materials or hazardous materials causing chronic effects

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

dust mask type N95 (US), Eyeshields, Faceshields, Gloves

Certificats d'analyse (COA)

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Consulter la Bibliothèque de documents

Grégoire Courtine et al.
Nature neuroscience, 12(10), 1333-1342 (2009-09-22)
After complete spinal cord transections that removed all supraspinal inputs in adult rats, combinations of serotonergic agonists and epidural electrical stimulation were able to acutely transform spinal networks from nonfunctional to highly functional and adaptive states as early as 1
I D Knowles et al.
British journal of pharmacology, 128(3), 530-542 (1999-10-12)
1. The effects of injections i.c.v. of quipazine, (2 micromol kg-1) and 1-(2,5-di-methoxy-4-iodophenyl)-2-aminopropane (DOI; 2 micromol kg-1) on renal sympathetic and phrenic nerve activity, mean arterial blood pressure (MAP) and heart rate were investigated in alpha-chloralose anaesthetized rats pretreated with
Mario de la Fuente Revenga et al.
ACS chemical neuroscience, 12(5), 831-844 (2021-01-06)
Known classic psychedelic serotonin 2A receptor (5-HT2AR) agonists retain a tryptamine or phenethylamine at their structural core. However, activation of the 5-HT2AR can be elicited by drugs lacking these fundamental scaffolds. Such is the case of the N-substituted piperazine quipazine.
Dilip Kumar Pandey et al.
Pharmacology, biochemistry, and behavior, 94(3), 363-373 (2009-10-06)
Collective evidence suggests that inhibition of neuronal 5-hydroxytryptamine type 2A (5-HT(2A)) receptors contributes to the assuagement of depression-like behaviour in rodents. The present study evaluated the antidepressant-like effect of the 5-((4-benzo [alpha] isothiazol-3-yl) piperazin-1-yl) methyl)-6-chloroindolin-2-one (BIP-1), a compound having affinity
J M Zgombick et al.
Naunyn-Schmiedeberg's archives of pharmacology, 354(3), 226-236 (1996-08-01)
Recombinant human 5-HT1D alpha and 5-HT1D beta receptor subtypes were stably expressed in NIH-3T3 fibroblasts (1D alpha cell line) and Y-1 adrenocortical tumor cells (1D beta cell line), respectively, for pharmacological evaluations of serotonergic compounds to inhibit forskolin-stimulated cAMP accumulation
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