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Q1004

Sigma-Aldrich

Quipazine maleate salt

Synonym(s):

2-(1-Piperazinyl)quinoline maleate salt

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About This Item

Empirical Formula (Hill Notation):
C13H15N3 · C4H4O4
CAS Number:
Molecular Weight:
329.35
EC Number:
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77

solubility

H2O: soluble
alcohol: soluble
dilute aqueous acid: soluble

Quality Level

storage temp.

2-8°C

SMILES string

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-

InChI key

QYJJDHZHSCTBII-BTJKTKAUSA-N

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.

Biochem/physiol Actions

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.

Pictograms

Skull and crossbones

Signal Word

Danger

Hazard Statements

Precautionary Statements

Hazard Classifications

Acute Tox. 3 Oral

Storage Class Code

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

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Matthias D Ziegler et al.
The Journal of neuroscience : the official journal of the Society for Neuroscience, 30(32), 10720-10726 (2010-08-13)
Spinal Wistar Hannover rats trained to step bipedally on a treadmill with manual assistance of the hindlimbs have been shown to improve their stepping ability. Given the improvement in motor performance with practice and the ability of the spinal cord
Michele R Brumley et al.
Behavioural brain research, 229(1), 257-264 (2012-01-18)
Research has shown that sensory feedback modulates locomotor behavior in intact as well as spinal adult animals. Here we examined if locomotor activity ("stepping") in newborn rats is influenced by cutaneous and proprioceptive feedback. One-day-old rats were treated with the
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.
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
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

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