US 7,888,509 B2 · Chiral 1,8-diarylnaphthalenes, methods of making them, and their use as sensors

Abstract

One aspect of the invention relates to 1,8-diarylnaphthalene compounds. In certain embodiments, a compound of the invention is an N-oxide of a 1,8-diarylnaphthalene. In certain embodiments, the aryl group is an optionally substituted acridyl group. In certain embodiments, a compound of the invention is a single steroisomer. In certain embodiments, a compound of the invention is a single enantiomer. Another aspect of the present invention relates to a method of detecting the presence of an analyte in a sample by monitoring the fluorescence of a compound of the invention in a sample. In certain embodiments, the analyte is a metal ion. Another aspect of the present invention relates to a method of determining the enantiomeric purity of an analyte by monitoring the fluorescence of a compound of the invention in the presence of the analyte. In certain embodiments, the analyte is a compound that is capable of hydrogen bonding.

Claims49

Dependent claims

A compound represented by formula I:

wherein
R′ represents independently for each occurrence H, alkyl, aryl, aralkyl, or alkenyl;
A is selected from the group consisting of:
R represents independently for each occurrence H, alkyl, aryl, or a bond to the naphthyl ring of the compound represented by formula I.

1 more element

Dependencies are inferred from the claim text.

Facts

Application

10/576,567Filed 1 Nov 2004 · us provisional application

Priority

30 Oct 2003

Published

US 2007/0276140 A129 Nov 2007

Granted

15 Feb 2011

Term ends

Not estimatedThe source records don’t support an estimate.

Classification8 codes

C07D 213/06
Having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring…
C07D 213/89
Having three double bonds between ring members or between ring members and non-ring members: with hetero atoms directly attached to the ring…
C07D 219/02
Heterocyclic compounds containing acridine or hydrogenated acridine ring systems: with only hydrogen, hydrocarbon or substituted hydrocarbon…
C07D 221/18
Ortho- or peri-condensed ring systems: ring systems of four or more rings

Chiral 1,8-diarylnaphthalenes, methods of making them, and their use as sensors

Life of this patent

Chiral 1,8-diarylnaphthalenes, methods of making them, and their use as sensors

Life of this patent

Abstract

Claims49