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G9659

GBR 12935 dihydrochloride

Name: GBR 12935 dihydrochloride
Brand: SIGMA

≥98% (TLC), powder

别名:

1-[2-(Diphenylmethoxy)ethyl]-4-(3-phenylpropyl)piperazine dihydrochloride

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关于此项目

经验公式（希尔记法）:

C₂₈H₃₄N₂O · 2HCl

化学文摘社编号:

67469-81-2

分子量:

487.50

NACRES:

NA.77

PubChem Substance ID:

24277959

UNSPSC Code:

12352202

MDL number:

MFCD00083175

Assay:

≥98% (TLC)

Form:

powder

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属性

assay

≥98% (TLC)

form

powder

color

white

solubility

H₂O: 20 mg/mL (with warming)

SMILES string

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

InChI key

NQWRSILGEXNJIT-UHFFFAOYSA-N

说明

Application

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). 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.

Biochem/physiol Actions

GBR 12935 inhibits the dopamine and norepinephrine transporters with K_is of 21.5 nM and 225 nM, respectively. It does not inhibit the serotonin transporter (K_i = 6.5 mM). GBR 12935 binds to a nondopaminergic piperazine site in blood platelets and brain that has been identified as cytochrome P450.

Features and Benefits

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.

存储类别

13 - Non Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

法规信息

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[3H]GBR-12935 binding to cytochrome P450 in the human brain.

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."

Destruction of noradrenergic terminals increases dopamine concentration and reduces dopamine metabolism in the medial prefrontal cortex.

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

[3H]GBR 12935 binding to human platelet membranes is sensitive to piperazine derivatives but not to dopamine uptake inhibitors.

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

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全球贸易项目编号

货号	GTIN
G9659-100MG	04061832091037
G9659-25MG	04061832091044