77862-93-2

Basic information

• Product Name: 1-(2-(BIS-(4-FLUOROPHENYL)METHOXY)ETHYL)-4-(3-PHENYL-2-PROPENYL)PIPERAZINE DIHYDROCHLORIDE
• Synonyms: 1-(2-(BIS-(4-FLUOROPHENYL)METHOXY)ETHYL)-4-(3-PHENYL-2-PROPENYL)PIPERAZINE DIHYDROCHLORIDE;GBR 13069 DIHYDROCHLORIDE;GBR130692HCl;GBR 13069
• CAS NO: 77862-93-2
• Molecular Formula: 2CH₄O₃S*C₂₈H₃₀F₂N₂O
• Molecular Weight: 521.47
• Product Categories: Dopamine receptor
• Mol File: 77862-93-2.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 552.5°C at 760 mmHg
• Flash Point: 288°C
• Appearance: /
• Vapor Pressure: 2.98E-12mmHg at 25°C
• Storage Temp.: Desiccate at RT
• CAS DataBase Reference: 1-(2-(BIS-(4-FLUOROPHENYL)METHOXY)ETHYL)-4-(3-PHENYL-2-PROPENYL)PIPERAZINE DIHYDROCHLORIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(2-(BIS-(4-FLUOROPHENYL)METHOXY)ETHYL)-4-(3-PHENYL-2-PROPENYL)PIPERAZINE DIHYDROCHLORIDE(77862-93-2)
• EPA Substance Registry System: 1-(2-(BIS-(4-FLUOROPHENYL)METHOXY)ETHYL)-4-(3-PHENYL-2-PROPENYL)PIPERAZINE DIHYDROCHLORIDE(77862-93-2)

Safety Data

• Hazardous Substances Data: 77862-93-2(Hazardous Substances Data)

Usage

Uses

GBR 13069 is a dopamine (DAT) and serotonin (SERT) transporter.

Biological Activity

A potent inhibitor of dopamine uptake (IC 50 = 40 nM). Centrally active following systemic administration in vivo .

InChI:InChI=1/C28H30F2N2O.2CH4O3S/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;2*1-5(2,3)4/h1-15,28H,16-22H2;2*1H3,(H,2,3,4)/b7-4+;;

Upstream product

• 75-75-2 methanesulfonic acid 
• 18903-01-0 trans-1-cinnamylpiperazine 
• 50366-31-9 2-[bis(4-fluorophenyl)methoxy]ethyl chloride 
• 365-24-2 4,4'-difluorobenzhydryl alcohol 

Relevant articles and documents

Aryl 1,4-dialk(en)ylpiperazines as selective and very potent inhibitors of dopamine uptake

Substituted 1-[2-(diphenylmethoxy)ethyl]piperazines were synthesized and tested for inhibitory activity on dopamine uptake by synaptosomal preparations of rat corpus striatum. Especially 4-(3-phenyl-2-propenyl)substitution yielded very potent inhibitors with IC50 values of about 1 to 2 nM, activities that surpass that of benztropine 100 times. Compared with other monoamine uptake processes, the effect on dopamine uptake was highly specific. QSAR-analysis showed that substituents in the diphenylmethoxy group combining a strong inductive effect with a small volume provided optimal potency. In contrast, for those in the solitary phenyl group a combination of strong electron-withdrawing effect and a small volume was required.