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Documentos Principais

PZ0378

Sigma-Aldrich

CP-809,101 fumarate

≥98% (HPLC)

Sinônimo(s):

2-(3-Chlorobenzyloxy)-6-(piperazin-1-yl)pyrazine fumarate

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About This Item

Fórmula empírica (Notação de Hill):
C15H17ClNO4 · C4H4O4
Número CAS:
479683-64-2
Peso molecular:
426.82
Código UNSPSC:
12352202
NACRES:
NA.77

Ensaio

≥98% (HPLC)

Formulário

powder

cor

white to beige

temperatura de armazenamento

−20°C

cadeia de caracteres SMILES

Clc1cc(ccc1)COc2nc(cnc2)N3CCNCC3

InChI

1S/C15H17ClN4O/c16-13-3-1-2-12(8-13)11-21-15-10-18-9-14(19-15)20-6-4-17-5-7-20/h1-3,8-10,17H,4-7,11H2

chave InChI

PCWGGOVOEWHPMG-UHFFFAOYSA-N

Ações bioquímicas/fisiológicas

CP-809,101 is a potent and high-affinity 5-hydroxytryptamine receptor 2C (5-HT2C) full agonist with only weaker partial agonist activity toward 5-HT2A & 5-HT2B (cellular Ca2+ mobilization EC50 in nM/efficiency = 0.11/93% and 0.06/97% with human and rat 5-HT2C, respectively; 153/67%/human 5HT2A, 65.3/57%/human 5HT2B, 119/79%/rat 5HT2A) and much reduced or little affinity toward other receptors, ion channels and uptake sites tested. CP-809,101 exhibits antipsychotic efficacy in reducing conditioned avoidance response/CAR (ED50 = 4.8 mg/kg s.c.) and locomotor activity (ED50 in mg/kg via s.c. = 2/rats, 1/mice; no effect up to 10 mg/kg in 5-HT2C-knockout mice), while oral administration is reported to suppress spontaneous and nocturnal food intake as well as fasting-induced refeeding in rats (∼8% and ∼24% reduction of cumulative food intake and body weight in 4 days, respectively; 30 mg/kg/day p.o.).

Pictogramas

Exclamation mark
GHS07

Palavra indicadora

Warning

Frases de perigo

H302

Declarações de precaução

P264 - P270 - P301 + P312 - P501

Classificações de perigo

Acute Tox. 4 Oral

Código de classe de armazenamento

11 - Combustible Solids

Classe de risco de água (WGK)

WGK 3

Ponto de fulgor (°F)

Not applicable

Ponto de fulgor (°C)

Not applicable

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Judith A Siuciak et al.
Neuropharmacology, 52(2), 279-290 (2006-09-05)
CP-809,101 is a potent, functionally selective 5-HT(2C) agonist that displays approximately 100% efficacy in vitro. The aim of the present studies was to assess the efficacy of a selective 5-HT(2C) agonist in animal models predictive of antipsychotic-like efficacy and side-effect
Amit S Kalgutkar et al.
Drug metabolism and disposition: the biological fate of chemicals, 35(6), 848-858 (2007-03-09)
2-(3-Chlorobenzyloxy)-6-(piperazin-1-yl)pyrazine (3) is a potent and selective 5-HT(2C) agonist that exhibits dose-dependent inhibition of food intake and reduction in body weight in rats, making it an attractive candidate for treatment of obesity. However, examination of the genotoxicity potential of 3
Paul J Fletcher et al.
Neuropharmacology, 57(3), 259-267 (2009-06-09)
5-HT(2C) receptor agonists have considerable therapeutic potential, however there is little in vivo data to compare the potency and selectivity of 5-HT(2C) receptor agonists. Since 5-HT(2C) receptor agonists reduce locomotor activity and food intake, changes in these drug-induced behaviours in

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