(−)-Quinpirole hydrochloride ≥98% (HPLC), solid

Sinônimo(s):

(–)-Quinpirole monohydrochloride, trans-(–)-(4aR)-4,4a,5,6,7,8,8a,9-Octahydro-5-propyl-1H-pyrazolo[3,4-g]quinoline monohydrochloride, LY-171,555

About This Item

Fórmula empírica (Notação de Hill):

C₁₃H₂₁N₃ · HCl

CAS Number:

85798-08-9

Peso molecular:

255.79

Número MDL:

MFCD00069336

Código UNSPSC:

12352200

ID de substância PubChem:

24277929

NACRES:

NA.77

Nível de qualidade

100

Ensaio

≥98% (HPLC)

Formulário

solid

atividade óptica

[α]25/D −124.5°, c = 0.4 in H₂O(lit.)

condição de armazenamento

desiccated

cor

white

solubilidade

0.1 M HCl: 23 mg/mL
H₂O: 7.3 mg/mL

temperatura de armazenamento

−20°C

cadeia de caracteres SMILES

Cl.[H][C@]12CCCN(CCC)[C@]1([H])Cc3c[nH]nc3C2

InChI

1S/C13H21N3.ClH/c1-2-5-16-6-3-4-10-7-12-11(8-13(10)16)9-14-15-12;/h9-10,13H,2-8H2,1H3,(H,14,15);1H/t10-,13-;/m1./s1

chave InChI

HJHVRVJTYPKTHX-HTMVYDOJSA-N

Informações sobre genes

human ... DRD2(1813), DRD3(1814)

Aplicação

(-)-Quinpirole hydrochloride has been used as a selective D2 dopamine (DA) receptor agonist in various experiments.[1][2][3]

Ações bioquímicas/fisiológicas

Quinpirole is a dopamine agonist with high affinity for the D₂ and D₃ dopamine receptor subtypes. Specific [³H]quinpirole binding in rat brain was saturable, and dependent on temperature, membrane concentration, sodium concentration and guanine nucleotides. The putative D₂ dopamine receptor agonist quinpirole (LY 171,555) is the most widely used D₂ agonist in in vivo and in vitro studies. Quinpirole hydrochloride is an active enantiomer of (±)-quinpirole.Saturation analysis revealed high affinity binding characteristics (K_D = 2.3 +/- 0.3 nM) which were confirmed by association-dissociation kinetics. The regional distribution of [³H]quinpirole binding sites roughly paralleled the distribution of [³H]spiperone binding sites, with greatest densities present in the striatum, nucleus accumbens and olfactory tubercles. A variety of drugs, most notably monoamine oxidase inhibitors (MAOls), inhibit the binding of [³H]quinpirole, but not [³H]spiperone or [³H](-)N-n-Propylnorapomorphine, in rat striatal membranes by a mechanism that does not appear to involve the enzymatic activity of MAO. Clinically antidepressant MAOIs exhibited selectivity between sites labeled by [³H]quinpirole and [³H]spiperone as did a number of structurally related propargylamines and N-acylethylenediamine derivatives and other drugs such as debrisoquin and phenylbiguanide. The MAOIs clorgyline and Ro 41-1049 were the most potent. MAOIs interact with a novel binding site that is labeled by [³H]quinpirole or that modulates [³H]quinpirole binding. This site may be associated with D₂-like dopamine receptors.

Informações legais

Manufactured and sold with the permission of Eli Lilly and Company.