The patent badge is an abbreviated version of the USPTO patent document. The patent badge does contain a link to the full patent document.
The patent badge is an abbreviated version of the USPTO patent document. The patent badge covers the following: Patent number, Date patent was issued, Date patent was filed, Title of the patent, Applicant, Inventor, Assignee, Attorney firm, Primary examiner, Assistant examiner, CPCs, and Abstract. The patent badge does contain a link to the full patent document (in Adobe Acrobat format, aka pdf). To download or print any patent click here.
Patent No.:
Date of Patent:
Nov. 03, 2009
Filed:
Jul. 11, 2007
Robert H. Mach, Eureka, MO (US);
Zhude Tu, Eureka, MO (US);
Wenhua Chu, St. Louis, MO (US);
Suwanna Vangveravong, Ballwin, MO (US);
Richard Hotchkiss, Chesterfield, MO (US);
William Hawkins, Olivette, MO (US);
Rebecca Aft, Chesterfield, MO (US);
Robert H. Mach, Eureka, MO (US);
Zhude Tu, Eureka, MO (US);
Wenhua Chu, St. Louis, MO (US);
Suwanna Vangveravong, Ballwin, MO (US);
Richard Hotchkiss, Chesterfield, MO (US);
William Hawkins, Olivette, MO (US);
Rebecca Aft, Chesterfield, MO (US);
Washington University, St. Louis, MO (US);
Abstract
A series of N-substituted 9-azabicyclo[3.3.1]nonan-3α-yl phenylcarbamate analogs are disclosed, as well as methods of their preparation. Their affinities for sigma (σ1 and σ2) receptors are described. Two new compounds, N-(9-(4-aminobutyl)-9-azabicyclo[3.3.1]nonan-3α-yl)-N'-(2-methoxy-5-methylphenyl)carbamate and N-(9-(6-aminohexyl)-9-azabicyclo[3.3.1]nonan-3α-yl)-N′-(2-methoxy-5-methylphenyl)carbamate, are shown to have a high affinity and selectivity for σ2 versus σ1 receptors. Among the disclosed compounds are biotinylated and fluorescent analogs. These compounds can serve as probes to the σ2 receptor. In addition, some disclosed compounds can induce apoptotic cell death by both caspase-dependent and caspase-independent mechanisms, and are effective for treatment of tumors. The compounds can be used as chemotherapeutics or chemosensitizers in the treatment of a wide variety of solid tumors.