From Wikipedia, the free encyclopedia
GBR-13098
Names
IUPAC name
1-{2-[Bis(4-fluorophenyl)methoxy]ethyl}-4-[3-(4-fluorophenyl)propyl]piperazine;methanesulfonic acid
Identifiers
ChEMBL
ChemSpider
InChI=1S/C28H31F3N2O.2CH4O3S/c29-25-9-3-22(4-10-25)2-1-15-32-16-18-33(19-17-32)20-21-34-28(23-5-11-26(30)12-6-23)24-7-13-27(31)14-8-24;2*1-5(2,3)4/h3-14,28H,1-2,15-21H2;2*1H3,(H,2,3,4)
Key: HDZUAWFACXESQE-UHFFFAOYSA-N
CS(=O)(=O)O.CS(=O)(=O)O.C1CN(CCN1CCCC2=CC=C(C=C2)F)CCOC(C3=CC=C(C=C3)F)C4=CC=C(C=C4)F
Properties
C 30 H 39 F 3 N 2 O 7 S 2
Molar mass
−1
Except where otherwise noted, data are given for materials in their
standard state (at 25 °C [77 °F], 100 kPa).
Chemical compound
GBR-13098 is a psychostimulant and selective dopamine uptake inhibitor .[ 1]
Blocking the endogenous striatal dopamine (DA) transporter with GBR-13098 in mice has been shown to prevent damage to the DA nerve terminals caused by malonate . It was suggested that DA transporter inhibitors like GBR-13098 could be used to prevent or treat neurodegenerative disorders caused by the effect of mitochondrial dysfunction on DA homeostasis.[ 2]
^ Pileblad E, and Engberg G. (Dec 1986). "GBR 13098, a selective dopamine uptake inhibitor; behavioural, biochemical and electrophysiological studies". Naunyn-Schmiedeberg's Arch Pharmacol . 334 (4): 383–7. doi :10.1007/BF00569374 . PMID 2950328 . S2CID 4685374 . ^ Moy LY; et al. (Feb 2007). "Mitochondrial stress-induced dopamine efflux and neuronal damage by malonate involves the dopamine transporter". J Pharmacol Exp Ther . 320 (2): 747–56. doi :10.1124/jpet.106.110791 . PMID 17090704 . S2CID 9886591 .
DAT Tooltip Dopamine transporter (DRIs Tooltip Dopamine reuptake inhibitors )
NET Tooltip Norepinephrine transporter (NRIs Tooltip Norepinephrine reuptake inhibitors )
Others: Antihistamines (e.g., brompheniramine , chlorphenamine , pheniramine , tripelennamine )Antipsychotics (e.g., loxapine , ziprasidone )Arylcyclohexylamines (e.g., ketamine , phencyclidine )Dopexamine Ephenidine Ginkgo biloba Indeloxazine Nefazodone Opioids (e.g., desmetramadol , methadone , pethidine (meperidine) , tapentadol , tramadol , levorphanol )
SERT Tooltip Serotonin transporter (SRIs Tooltip Serotonin reuptake inhibitors )
Others: A-80426 Amoxapine Antihistamines (e.g., brompheniramine , chlorphenamine , dimenhydrinate , diphenhydramine , mepyramine (pyrilamine) , pheniramine , tripelennamine )Antipsychotics (e.g., loxapine , ziprasidone )Arylcyclohexylamines (e.g., 3-MeO-PCP , esketamine , ketamine , methoxetamine , phencyclidine )Cyclobenzaprine Delucemine Dextromethorphan Dextrorphan Efavirenz Hypidone Medifoxamine Mesembrine Mifepristone MIN-117 (WF-516) N-Me-5-HT Opioids (e.g., dextropropoxyphene , methadone , pethidine (meperidine) , levorphanol , tapentadol , tramadol )Roxindole
VMATs Tooltip Vesicular monoamine transporters Others
Simple piperazines(no additional rings) Phenylpiperazines
2C-B-PP 3,4-CFP Acaprazine Antrafenine Aripiprazole Batoprazine Bifeprunox BRL-15,572 Ciprofloxacin CSP-2503 Dapiprazole DCPP DMPP Diphenylpiperazine Dropropizine EGIS-12,233 Elopiprazole Eltoprazine Enpiprazole Ensaculin Etoperidone Flesinoxan Fluanisone Flibanserin Fluprazine Itraconazole Ketoconazole Levodropropizine Lorpiprazole mCPP Mefway MeOPP Mepiprazole Naftopidil Naluzotan Naphthylpiperazine Nefazodone Niaprazine Oxypertine Pardoprunox pCPP pFPP Posaconazole S-14,506 S-14,671 S-15,535 SB-258,585 SB-271,046 SB-357,134 SB-399,885 Sonepiprazole TFMPP Tolpiprazole Trazodone Urapidil Vesnarinone Vilazodone Vortioxetine WAY-100,135 WAY-100,635 Benzylpiperazines Diphenylalkylpiperazines (benzhydrylalkylpiperazines) Pyrimidinylpiperazines Pyridinylpiperazines Benzo(iso)thiazolyl piperazines Tricyclics (piperazine attached via side chain) Others/Uncategorized
