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D052

GBR 12909 dihydrochloride

≥98% (HPLC), dopamine transportef nhibitor, solid

Synonym(s):

1-(2-[bis(4-Fluorophenyl)methoxy]ethyl)-4-(3-phenylpropyl)piperazine dihydrochloride

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25 mg

Available to ship TODAYfromMILWAUKEE

$339.00
100 mg

Available to ship TODAYfromMILWAUKEE

$807.00
250 mg

Available to ship TODAYfromMILWAUKEE

$1,630.00

About This Item

Empirical Formula (Hill Notation):
C28H32F2N2O · 2HCl
CAS Number:
67469-78-7
Molecular Weight:
523.49
UNSPSC Code:
12352200
PubChem Substance ID:
24277909
NACRES:
NA.77
MDL number:
MFCD00055193
Assay:
≥98% (HPLC)
Form:
solid
Quality level:
100
Storage condition:
desiccated

$339.00

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Product Name

GBR 12909 dihydrochloride, solid, ≥98% (HPLC)

Quality Level

100

assay

≥98% (HPLC)

form

solid

storage condition

desiccated

color

white

solubility

DMSO: >5 mg/mL (Solutions freshly prepared daily)

SMILES string

Cl.Cl.Fc1ccc(cc1)C(OCCN2CCN(CCCc3ccccc3)CC2)c4ccc(F)cc4

InChI

1S/C28H32F2N2O.2ClH/c29-26-12-8-24(9-13-26)28(25-10-14-27(30)15-11-25)33-22-21-32-19-17-31(18-20-32)16-4-7-23-5-2-1-3-6-23;;/h1-3,5-6,8-15,28H,4,7,16-22H2;2*1H

InChI key

MIBSKSYCRFWIRU-UHFFFAOYSA-N

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Show Differences

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This Item
G3545G5793P9246
GBR 12909 dihydrochloride solid, ≥98% (HPLC)

Sigma-Aldrich

D052

GBR 12909 dihydrochloride

GW583340 dihydrochloride ≥97% (HPLC), solid

Sigma-Aldrich

G3545

GW583340 dihydrochloride

GR 127935 hydrochloride hydrate >98% (HPLC), powder

Sigma-Aldrich

G5793

GR 127935 hydrochloride hydrate

PB28 dihydrochloride ≥98% (HPLC), solid

Sigma-Aldrich

P9246

PB28 dihydrochloride

form

solid

form

solid

form

powder

form

solid

assay

≥98% (HPLC)

assay

≥97% (HPLC)

assay

>98% (HPLC)

assay

≥98% (HPLC)

Quality Level

100

Quality Level

100

Quality Level

100

Quality Level

100

solubility

DMSO: >5 mg/mL (Solutions freshly prepared daily)

solubility

DMSO: 9 mg/mL

solubility

DMSO: 10 mg/mL, clear

solubility

H2O: ~10 mg/mL at 60 °C

storage condition

desiccated

storage condition

-

storage condition

desiccated

storage condition

desiccated

color

white

color

-

color

white to beige

color

white

Application

GBR 12909 dihydrochloride has been used as a dopamine transporter (DAT) inhibitor:

  • to study its effects on LPS-induced mRNA expression on the proinflammatory cytokines in the mouse striatum
  • to study its effects on neurotransmitter release in zebrafish brain[1]
  • in DA uptake assay in mice striatal fraction[2]

Biochem/physiol Actions

GBR 12909 is a highly selective dopamine reuptake inhibitor with behavioral effects similar to cocaine.
GBR 12909 may show pharmacotherapeutic effects against cocaine addiction.

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.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
0000539258
0000539264
0000539264
0000539258
0000466782

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Anushka B P Fernando et al.
Psychopharmacology, 219(2), 341-352 (2011-07-16)
Impulsivity is associated with a number of psychiatric disorders, most notably attention deficit/hyperactivity disorder (ADHD). Drugs that augment catecholamine function (e.g. methylphenidate and the selective noradrenaline reuptake inhibitor atomoxetine) have clinical efficacy in ADHD, but their precise mechanism of action
Dopamine inhibits the expression of proinflammatory cytokines of microglial cells through the formation of dopamine quinone in the mouse striatum
Yasuhiro Y, et al.
Journal of Pharmacological Sciences, 41-50 (2022)
D Matecka et al.
Journal of medicinal chemistry, 39(24), 4704-4716 (1996-11-22)
The design, synthesis, and biological evaluation of compounds related to the dopamine (DA) uptake inhibitors: 1-[2-(diphenylmethoxy)ethyl]-4-(3-phenylpropyl)piperazine (1) and 1-[2-[bis-(4-fluorophenyl)methoxy]ethyl]-4-(3-phenylpropyl)piperazine (2) (GBR 12395 and GBR 12909, respectively), directed toward the development and identification of new ligands interacting with high potency and
Katherine M Serafine et al.
Pharmacology, biochemistry, and behavior, 102(2), 269-274 (2012-05-15)
Although cocaine readily induces taste aversions, little is known about the mechanisms underlying this effect. It has been suggested that its inhibitory effects at one of the monoamine transporters may be mediating this suppression. Using the cross-drug preexposure preparation, the
Dmitry M Mebel et al.
The European journal of neuroscience, 36(3), 2336-2346 (2012-06-21)
Mesolimbic dopamine (DA) signaling has been implicated in the incentive, reinforcing and motivational aspects of food intake. Insulin receptors are expressed on dopaminergic neurons of the ventral tegmental area (VTA), and insulin may act in the VTA to suppress feeding.
View All Related Papers

Global Trade Item Number

SKUGTIN
D052-100MG04061833557754
D052-25MG04061833557778
D052-250MG04061833557761

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