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Laniquidar

Laniquidar

  • CAT Number: I007616
  • CAS Number: 197509-46-9
  • Molecular Formula: C37H36N4O3
  • Molecular Weight: 584.72
  • Purity: ≥95%
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Laniquidar is a third-generation P-gp inhibitor, which has been used in clinic trials for modulating multidrug resistance transporters. A study of docetaxel in combination with the new orally administered P-glycoprotein (P-gp) inhibitor R101933 showed that this combination was feasible. However, due to the low oral bioavailability of R101933 and high interpatient variability, no further attempts to increase the level of P-gp inhibition were made.

Catalog Number I007616
CAS Number 197509-46-9
Synonyms

Laniquidar; R101933; R 101933; R-101933.;methyl 11-(1-(4-(quinolin-2-ylmethoxy)phenethyl)piperidin-4-ylidene)-6,11-dihydro-5H-benzo[d]imidazo[1,2-a]azepine-3-carboxylate

Molecular Formula

C37H36N4O3

Purity 95%
Solubility Soluble in DMSO, not in water
Storage 0 - 4°C for short term , or -20°C for long term.
IUPAC Name methyl 11-[1-[2-[4-(quinolin-2-ylmethoxy)phenyl]ethyl]piperidin-4-ylidene]-5,6-dihydroimidazo[2,1-b][3]benzazepine-3-carboxylate
InChI InChI=1S/C37H36N4O3/c1-43-37(42)34-24-38-36-35(32-8-4-2-6-27(32)19-23-41(34)36)29-17-21-40(22-18-29)20-16-26-10-14-31(15-11-26)44-25-30-13-12-28-7-3-5-9-33(28)39-30/h2-15,24H,16-23,25H2,1H3
InChIKey TULGGJGJQXESOO-UHFFFAOYSA-N
SMILES COC(=O)C1=CN=C2N1CCC3=CC=CC=C3C2=C4CCN(CC4)CCC5=CC=C(C=C5)OCC6=NC7=CC=CC=C7C=C6
Reference

</br>1:Quantification of 11C-Laniquidar Kinetics in the Brain. Froklage FE, Boellaard R, Bakker E, Hendrikse NH, Reijneveld JC, Schuit RC, Windhorst AD, Schober P, van Berckel BN, Lammertsma AA, Postnov A.J Nucl Med. 2015 Nov;56(11):1730-5. doi: 10.2967/jnumed.115.157586. Epub 2015 Aug 20. PMID: 26294297 Free Article</br>2:Radiation dose of the P-glycoprotein tracer 11C-laniquidar. Postnov A, Froklage FE, van Lingen A, Reijneveld JC, Hendrikse NH, Windhorst AD, Schuit RC, Eriksson J, Lammertsma AA, Huisman MC.J Nucl Med. 2013 Dec;54(12):2101-3. doi: 10.2967/jnumed.113.120857. Epub 2013 Oct 3. PMID: 24092938 Free Article</br>3:[11C]quinidine and [11C]laniquidar PET imaging in a chronic rodent epilepsy model: impact of epilepsy and drug-responsiveness. Syvänen S, Russmann V, Verbeek J, Eriksson J, Labots M, Zellinger C, Seeger N, Schuit R, Rongen M, van Kooij R, Windhorst AD, Lammertsma AA, de Lange EC, Voskuyl RA, Koepp M, Potschka H.Nucl Med Biol. 2013 Aug;40(6):764-75. doi: 10.1016/j.nucmedbio.2013.05.008. Epub 2013 Jul 1. PMID: 23827307 </br>4:The influence of mass of [11C]-laniquidar and [11C]-N-desmethyl-loperamide on P-glycoprotein blockage at the blood-brain barrier. Moerman L, Dumolyn C, Boon P, De Vos F.Nucl Med Biol. 2012 Jan;39(1):121-5. doi: 10.1016/j.nucmedbio.2011.06.009. Epub 2011 Sep 29. PMID: 21958857 </br>5:Evaluation of [11C]laniquidar as a tracer of P-glycoprotein: radiosynthesis and biodistribution in rats. Luurtsema G, Schuit RC, Klok RP, Verbeek J, Leysen JE, Lammertsma AA, Windhorst AD.Nucl Med Biol. 2009 Aug;36(6):643-9. doi: 10.1016/j.nucmedbio.2009.03.004. PMID: 19647170

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