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MedKoo CAT#: 531328
CAS#: 67469-78-7 (HCl)
Description: Vanoxerine, also known as GBR 12909, is a potent inhibitor that blocks dopamine uptake (IC50 = 1-51 nM). GBR 12909 effectively inhibits dopamine uptake in vivo. GBR-12909 binds to the target site on the dopamine transporter (DAT) ~ 50 times more strongly than cocaine, but simultaneously inhibits the release of dopamine. This combined effect only slightly elevates dopamine levels, giving vanoxerine only mild stimulant effects.[2] Vanoxerine has also been observed to be a potent blocker of the IKr (hERG) channel. GBR-12909 also binds with nanomolar affinity to the serotonin transporter.
MedKoo Cat#: 531328
Name: Vanoxerine dihydrochloride
CAS#: 67469-78-7 (HCl)
Chemical Formula: C28H34Cl2F2N2O
Exact Mass: 522.2016
Molecular Weight: 523.4898
Elemental Analysis: C, 64.24; H, 6.55; Cl, 13.54; F, 7.26; N, 5.35; O, 3.06
Related CAS #: 67469-69-9 (free base) 67469-78-7 (HCl)
Synonym: Vanoxerine dihydrochloride; GBR 12909; GBR-12909; GBR12909.
IUPAC/Chemical Name: 1-(2-[bis(4-Fluorophenyl)methoxy]ethyl)-4-(3-phenylpropyl)piperazine dihydrochloride
InChi Key: MIBSKSYCRFWIRU-UHFFFAOYSA-N
InChi Code: 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
SMILES Code: FC1=CC=C(C(C2=CC=C(F)C=C2)OCCN3CCN(CCCC4=CC=CC=C4)CC3)C=C1.[H]Cl.[H]Cl
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9: Mount H, Boksa P, Chaudieu I, Quirion R. Phencyclidine and related compounds evoked [3H]dopamine release from rat mesencephalic cell cultures by a mechanism independent of the phencyclidine receptor, sigma binding site, or dopamine uptake site. Can J Physiol Pharmacol. 1990 Sep;68(9):1200-6. PubMed PMID: 1980428.
10: Nagase T, Ishiko J, Takaori S. [Effects of 1-[2-[bis(fluorophenyl)methoxy]ethyl]-4-(3-phenylpropyl) piperazine dihydrochloride (I-893) on turnover of dopamine and norepinephrine in the brain]. Nihon Yakurigaku Zasshi. 1987 Aug;90(2):105-14. Japanese. PubMed PMID: 3119439.