IP Library Granted Patent US 9,624,425
Granted Patent B2
US 9,624,425 · App. 14/424,969 · Granted Apr 18, 2017

Substituted benzo[f]imidazo[1,2-a]quinoxalines and imidazo[1,2-a]pyrazines

Inventors: Bruce Bryan (Beverly Hills, CA); Hendrik Schmidt (Denver, CO); Millard Cull (Brighton, CO)
Assignee: Prolume, LTD.
C09K11/07A61K38/1767A61K38/44A63J5/02C07D487/04C12N9/0069C09K2211/1018C09K2211/14C12Y113/12007
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Quick Facts
Patent No.
US 9,624,425
App. No.
14/424,969
Granted
Apr 18, 2017
Kind
B2
Abstract

Novel compounds in the classes of Imidazo[1,2-α]pyrazines and Imidazo[1,2-α]quinoxalines with a methoxy group modification show unique spectral properties when used as a substrate for luciferases and photo-proteins. Methoxy e-Coelenterazine an Imidazo[1,2-α] quinoxaline shifts the emission wavelength by 80 nm to blue light compared to e-Coelenterazine, using Renilla reniformis luciferase. The novel analogs described here are useful in combination with fluorescent proteins to create BRET (bioluminescent resonance energy transfer) and for other luminescent assays. In addition these novel compounds can be used in novelty items and for entertaining purposes to create different light emitting colors using the same luciferase or photoprotein.

Claims (16)

1. A compound represented by the formula:

wherein:

R 1 is —OCH 3 ; and

R 2 is —OH.

2. A compound represented by the formula:

wherein:

R 1 is —OCH 3 ; and

R 2 is —F.

3. A compound represented by the formula:

wherein:

R 1 is —OCH 3 ; and

R 2 is —F.

4. A compound represented by the formula:

wherein:

R 1 is —OCH 3 ; and

R 2 is —OCH 3 .

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Oct 20, 2015
From: BRYAN, BRUCE; SCHMIDT, HENDRIK; CULL, MILLARD
To: PROLUME, LTD.
Reel/Frame 036831/0185 →
Continuity (2)
Provisional Application 61696136 · Sep 1, 2012
Related Publication 20150225642A1 · Aug 13, 2015