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Laniquidar

CAT: 0804-HY-132189-01Size: 1 mgDry Ice: NoHazardous: No
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CAT#:0804-HY-132189-01Size:1 mg
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Description
Laniquidar (R101933) is a noncompetitive, third generation P-glycoprotein (P-gp) inhibitor with an IC50 of 0.51 μM. Laniquidar can be used for modulating multidrug resistance transporters[1]. Laniquidar can also be used for studying acute myeloid leukemia (AML) and myelodysplastic syndrome (MDS) [2]. Laniquidar has limited oral bioavailability[3].
CAS Number
197509-46-9
UNSPSC
12352005
Target
P-glycoprotein
Type
Reference compound
Related Pathways
Membrane Transporter/Ion Channel
Applications
Cancer-programmed cell death
Field of Research
Cancer
Assay Protocol
https://www.medchemexpress.com/laniquidar.html
Purity
99.63
Solubility
DMSO : 10 mg/mL (ultrasonic)
Smiles
O=C(C1=CN=C2/C(C3=C(CCN21)C=CC=C3)=C4CCN(CC\4)CCC5=CC=C(C=C5)OCC6=NC7=C(C=C6)C=CC=C7)OC
Molecular Formula
C37H36N4O3
Molecular Weight
584.71
References & Citations
[1]Luurtsema G, et al. Evaluation of [11C]laniquidar as a tracer of P-glycoprotein: radiosynthesis and biodistribution in rats. Nucl Med Biol. 2009 Aug;36 (6) :643-9. |[2]Ross DD. Modulation of drug resistance transporters as a strategy for treating myelodysplastic syndrome. Best Pract Res Clin Haematol. 2004 Dec;17 (4) :641-51. |[3]Fox E, et al. Tariquidar (XR9576) : a P-glycoprotein drug efflux pump inhibitor. Expert Rev Anticancer Ther. 2007 Apr;7 (4) :447-59.
Shipping Conditions
Blue Ice
Storage Conditions
-20°C, 3 years (Powder)
Scientific Category
Reference compound1
Clinical Information
Phase 2

Chemical Information

Laniquidar

Laniquidar has been used in trials studying the treatment of Breast Cancer.

CAS Number197509-46-9
PubChem CID6450806
IUPAC Namemethyl 11-[1-[2-[4-(quinolin-2-ylmethoxy)phenyl]ethyl]piperidin-4-ylidene]-5,6-dihydroimidazo[2,1-b][3]benzazepine-3-carboxylate
Molecular FormulaC37H36N4O3
Molecular Weight584.7
XLogP5.8
Topological Polar Surface Area69.5
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count6
Rotatable Bond Count8
Heavy Atom Count44
Formal Charge0
Complexity985
SMILES
COC(=O)C1=CN=C2N1CCC3=CC=CC=C3C2=C4CCN(CC4)CCC5=CC=C(C=C5)OCC6=NC7=CC=CC=C7C=C6
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
Chemical Structure
2D Structure
2D structure of Laniquidar
CAS: 197509-46-9
CID: 6450806
Formula: C37H36N4O3
MW: 584.7
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight584.7
XLogP35.8
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count6
Rotatable Bond Count8
Exact Mass584.27874102
Monoisotopic Mass584.27874102
Topological Polar Surface Area69.5 Ų
Heavy Atom Count44
Formal Charge0
Complexity985
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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