G9659
GBR 12935 dihydrochloride
≥98% (TLC), powder
Sinônimo(s):
1-[2-(Diphenylmethoxy)ethyl]-4-(3-phenylpropyl)piperazine dihydrochloride
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About This Item
Fórmula empírica (Notação de Hill):
C28H34N2O · 2HCl
Número CAS:
Peso molecular:
487.50
Número MDL:
Código UNSPSC:
12352202
ID de substância PubChem:
NACRES:
NA.77
Produtos recomendados
Ensaio
≥98% (TLC)
Formulário
powder
cor
white
solubilidade
H2O: 20 mg/mL (with warming)
cadeia de caracteres SMILES
Cl[H].Cl[H].C(CN1CCN(CCOC(c2ccccc2)c3ccccc3)CC1)Cc4ccccc4
InChI
1S/C28H34N2O.2ClH/c1-4-11-25(12-5-1)13-10-18-29-19-21-30(22-20-29)23-24-31-28(26-14-6-2-7-15-26)27-16-8-3-9-17-27;;/h1-9,11-12,14-17,28H,10,13,18-24H2;2*1H
chave InChI
NQWRSILGEXNJIT-UHFFFAOYSA-N
Aplicação
GBR 12935 dihydrochloride has been used as a dopamine reuptake inhibitor to study its effects on noradrenergic stimulation in the medial prefrontal cortex of rats (mPFC).[1] It has also been used as a selective dopamine transporter (DAT) inhibitor to study its effects on behavior and neurochemical response in enriched condition (EC) and impoverished condition (IC) rats.[2]
Ações bioquímicas/fisiológicas
GBR 12935 inhibits the dopamine[2] and norepinephrine transporters with Kis of 21.5 nM and 225 nM, respectively. It does not inhibit the serotonin transporter (Ki = 6.5 mM). GBR 12935 binds to a nondopaminergic piperazine site in blood platelets and brain that has been identified as cytochrome P450.
Características e benefícios
This compound is featured on the Biogenic Amine Transporters page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.
Código de classe de armazenamento
13 - Non Combustible Solids
Classe de risco de água (WGK)
WGK 3
Ponto de fulgor (°F)
Not applicable
Ponto de fulgor (°C)
Not applicable
Equipamento de proteção individual
Eyeshields, Gloves, type N95 (US)
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T Hiroi et al.
Biochemical pharmacology, 53(12), 1937-1939 (1997-06-15)
The binding of [3H]1-[2-(diphenylmethoxy)ethyl]-4-(3-phenyl propyl) piperazine (GBR-12935), an antagonist of the dopamine transporter, to human P450s expressed in yeast cells was investigated. Among the ten forms of human P450 tested (CYP1A1, 1A2, 2A6, 2B6, 2C8, 2C9, 2C18, 2D6, 2E1, and
P Allard et al.
Journal of neurochemistry, 62(1), 342-348 (1994-01-01)
The presence of multiple [3H]GBR-12935 binding sites in the human brain has been revealed in several recent studies. One site represents the dopamine uptake site. In rat brain it was demonstrated that [3H]GBR-12935 also binds to nondopaminergic "piperazine acceptor sites."
Rita Gálosi et al.
Behavioural brain research, 344, 57-64 (2018-02-18)
Effects of destroyed noradrenergic (NE) innervation in the medial prefrontal cortex (mPFC) were examined on dopamine (DA) content and metabolism. Six-hydroxy-DOPA (6-OHDOPA) or 6-hydroxy-dopamine (6-OHDA) in combination with a potent DA reuptake inhibitor GBR 12935 or 6-OHDA were injected bilaterally
I Gordon et al.
Life sciences, 55(3), 189-199 (1994-01-01)
It remains controversial whether blood platelet can be used as a peripheral model for the central presynaptic dopaminergic neurons. We investigated the existence of dopamine transport complex in human blood platelet membranes using the selective dopamine uptake inhibitor [3H]GBR 12935
Jun Zhu et al.
Behavioural brain research, 148(1-2), 107-117 (2003-12-20)
Rats raised in an enriched condition (EC) during development display increased hyperactivity to the effect of acute amphetamine compared to rats raised in an impoverished condition (IC). The present study determined whether environmental enrichment differentially alters the effects of GBR
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