GBR 12935

Names

[ Name ]:
GBR 12935

[Synonym ]:
1-[2-(diphenylmethoxy)ethyl]-4-(3-phenylpropyl)piperazine (2Z)-but-2-enedioate (1:1)
Piperazine, 1-[2-(diphenylmethoxy)ethyl]-4-(3-phenylpropyl)-, (2Z)-2-butenedioate (1:1)
1-[2-(Diphenylmethoxy)ethyl]-4-(3-phenylpropyl)piperazine (2Z)-2-butenedioate (1:1)
1-(2-benzhydryloxy-ethyl)-4-(3-phenyl-propyl)-piperazine
Piperazine,1-(2-(diphenylmethoxy)ethyl)-4-(3-phenylpropyl)
N-[3-tert-Butyl-1-(4-Methylphenyl)-1H-pyrazol-5-yl]-N-[4-[2-(4-Morpholinyl)ethoxy]naphthalen-1-yl]urea
1-Hydrocinnamyl-4-[2-(diphenylmethoxy)ethyl]piperazine
1-(2-(diphenylmethoxy)-ethyl)-4-(3-phenylpropyl)piperazine
1-(2-(Benzhydryloxy)ethyl)-4-(3-phenylpropyl)piperazine maleate
GBR 12935

Biological Activity

[Description]:

GBR 12935 is a potent, and selective dopamine reuptake inhibitor.IC50 value: Target: dopamine reuptake inhibitorin vitro: The calculated Kd of [3H]GBR-12935 binding to CYP2D6 was 42.2 nM, indicating that GBR-12935 has a high affinity for CYP2D6. The binding of [3H]GBR-12935 to CYP2D6 was decreased partially by substrates or inhibitors of CYP2D isoforms (quinine, quinidine, propranolol, bufuralol, imipramine, and desipramine) [1]. Co-perfusion of 100 microM GBR 12909 or GBR 12935 with either 100 microM sulpiride or raclopride produced a significant reduction in the GBR 12909 or GBR 12935 induced increase in the extracellular levels of dopamine to basal levels. In vitro, GBR 12909 (1-9 nM) dose-dependently inhibited active uptake of [3H]dopamine in homogenates of the nucleus accumbens [2].in vivo: GBR 12935 elevated locomotion to a greater extent in C57BL/6J mice at the maximally active dose of 10 mg/kg. Locomotor stimulation by GBR 12935 remained consistent in both strains with repeated injections. DBA/2J mice became sensitized to cocaine-induced stereotypy with repeated injections. Cocaine induced no stereotypy in C57BL/6J mice on any test day. No stereotypies were induced by GBR 12935 in either strain on any test day [3].

[Related Catalog]:

Signaling Pathways >> Neuronal Signaling >> Dopamine Transporter

Research Areas >> Neurological Disease

[References]

[1]. Hiroi T, et al. Specific binding of 1-[2-(diphenylmethoxy)ethyl]-4-(3-phenyl propyl) piperazine (GBR-12935), an inhibitor of the dopamine transporter, to human CYP2D6. Biochem Pharmacol. 1997 Jun 15;53(12):1937-9.

[2]. Rahman S, et al. Negative interaction of dopamine D2 receptor antagonists and GBR 12909 and GBR 12935 dopamine uptake inhibitors in the nucleus accumbens. Eur J Pharmacol. 2001 Feb 23;414(1):37-44.

[3]. Tolliver BK, et al. Comparison of cocaine and GBR 12935: effects on locomotor activity and stereotypy in two inbred mouse strains. Pharmacol Biochem Behav. 1994 Jul;48(3):733-9.

[Related Small Molecules]

Chemical & Physical Properties

[ Density]:
1.067g/cm3

[ Boiling Point ]:
540.6ºC at 760 mmHg

[ Molecular Formula ]:
C₂₈H₃₄N₂O

[ Molecular Weight ]:
414.58

[ Flash Point ]:
143.9ºC

[ PSA ]:
90.31000

[ LogP ]:
4.63060

[ Index of Refraction ]:
1.576

[ Storage condition ]:
2-8℃

Safety Information

[ HS Code ]:
2933599090

Customs

[ HS Code ]: 2933599090

[ Summary ]:
2933599090. other compounds containing a pyrimidine ring (whether or not hydrogenated) or piperazine ring in the structure. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%