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147817-50-3

147817-50-3 | Spiro[isobenzofuran-1(3H),4'-piperidine], 1'-[4-[1-(4-fluorophenyl)-1H-indol-3-yl]butyl]-

CAS No: 147817-50-3 Catalog No: AG001F8P MDL No:

Product Description

Catalog Number:
AG001F8P
Chemical Name:
Spiro[isobenzofuran-1(3H),4'-piperidine], 1'-[4-[1-(4-fluorophenyl)-1H-indol-3-yl]butyl]-
CAS Number:
147817-50-3
Molecular Formula:
C30H31FN2O
Molecular Weight:
454.5783
IUPAC Name:
1'-[4-[1-(4-fluorophenyl)indol-3-yl]butyl]spiro[1H-2-benzofuran-3,4'-piperidine]
InChI:
InChI=1S/C30H31FN2O/c31-25-12-14-26(15-13-25)33-21-23(27-9-2-4-11-29(27)33)7-5-6-18-32-19-16-30(17-20-32)28-10-3-1-8-24(28)22-34-30/h1-4,8-15,21H,5-7,16-20,22H2
InChI Key:
XWAONOGAGZNUSF-UHFFFAOYSA-N
SMILES:
Fc1ccc(cc1)n1cc(c2c1cccc2)CCCCN1CCC2(CC1)OCc1c2cccc1
UNII:
3IX8CWR24V

Properties

Complexity:
656  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
0
Defined Bond Stereocenter Count:
0
Exact Mass:
454.242g/mol
Formal Charge:
0
Heavy Atom Count:
34  
Hydrogen Bond Acceptor Count:
3  
Hydrogen Bond Donor Count:
0
Isotope Atom Count:
0
Molecular Weight:
454.589g/mol
Monoisotopic Mass:
454.242g/mol
Rotatable Bond Count:
6  
Topological Polar Surface Area:
17.4A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
6  

Literature

Title Journal
Synthesis and pharmacological evaluation of indole-based sigma receptor ligands. European journal of medicinal chemistry 20111001
Acute effects of the sigma-2 receptor agonist siramesine on lysosomal and extra-lysosomal proteolytic systems in lens epithelial cells. Molecular vision 20100101
The novel sigma-2 receptor ligand SW43 stabilizes pancreas cancer progression in combination with gemcitabine. Molecular cancer 20100101
Influence of the solid form of siramesine hydrochloride on its behavior in aqueous environments. Pharmaceutical research 20090401
Adsorption of pharmaceutical excipients onto microcrystals of siramesine hydrochloride: effects on physicochemical properties. European journal of pharmaceutics and biopharmaceutics : official journal of Arbeitsgemeinschaft fur Pharmazeutische Verfahrenstechnik e.V 20090101
Substituted benzylaminoalkylindoles with preference for the sigma2 binding site. European journal of medicinal chemistry 20081001
Anti-cancer agent siramesine is a lysosomotropic detergent that induces cytoprotective autophagosome accumulation. Autophagy 20080501
Vincristine induces dramatic lysosomal changes and sensitizes cancer cells to lysosome-destabilizing siramesine. Cancer research 20070301
The synergistic effect of selective sigma receptor agonists and uncompetitive NMDA receptor antagonists in the forced swim test in rats. Journal of physiology and pharmacology : an official journal of the Polish Physiological Society 20060601
Sigma2 (sigma2) receptors as a target for cocaine action in the rat striatum. European journal of pharmacology 20060327
Bioreversible quaternary N-acyloxymethyl derivatives of the poorly soluble tertiary amine Lu 28-179--synthesis, pharmaceutical chemical characterization and bioavailability studies in dogs. European journal of pharmaceutical sciences : official journal of the European Federation for Pharmaceutical Sciences 20051201
Effective tumor cell death by sigma-2 receptor ligand siramesine involves lysosomal leakage and oxidative stress. Cancer research 20051001
Solubilisation of poorly water-soluble drugs during in vitro lipolysis of medium- and long-chain triacylglycerols. European journal of pharmaceutical sciences : official journal of the European Federation for Pharmaceutical Sciences 20041101
Comparison of the lymphatic transport of a lipophilic drug from vehicles containing alpha-tocopherol and/or triglycerides in rats. The Journal of pharmacy and pharmacology 20011101

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