IP Library Granted Patent US 9,538,734
Granted Patent B2
US 9,538,734 · App. 14/206,135 · Granted Jan 10, 2017

Germ cell ablation compounds and uses thereof

Inventors: Randall T. Peterson (Belmont, MA); Peter J. Schlueter (Saint Paul, MN)
Assignee: THE GENERAL HOSPITAL CORPORATION
A01K67/0275A01K2207/05A01K2207/20A01K2227/40A01K2267/02
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Quick Facts
Patent No.
US 9,538,734
App. No.
14/206,135
Granted
Jan 10, 2017
Kind
B2
Abstract

Provided herein are methods of sterilizing fish by contacting an embryonic or juvenile fish with a compound of formula (I). In some embodiments, the compound is primordazine or a derivative thereof.

Claims (24)

1. A method of sterilizing fish comprising: contacting an embryonic fish with a compound of formula (I):

wherein

n is 0;

R 1 is hydrogen or a substituted or unsubstituted, branched or unbranched C 1 -C 8 alkyl, or R 1 is a linker to a solid support;

R 2 is hydrogen or a substituted or unsubstituted, branched or unbranched C 1 -C 8 alkyl; and

R 3 is hydrogen, a substituted or unsubstituted aryl, or a substituted or unsubstituted alkylheteroaryl,

with the provisos that:

(i) when n is 0, R 1 is ethyl and R 2 is ethyl, then R 3 is not 5-methylisoxazol-3-yl;

(ii) when n is 0, R 1 is ethyl and R 2 is ethyl, then R 3 is not 1-phenylehtyl;

(iii) when n is 0, R 1 is ethyl and R 2 is ethyl, then R 3 is not 4-(N-hydroxynitrosyl)phenyl;

(iv) when n is 0, R 1 is ethyl and R 2 is H, then R 3 is not 4-(N,N-dimethylcarbamoyl)phenyl;

(v) when n is 0, R 1 is ethyl and R 2 is H, then R 3 is not 4-carbamoylphenyl; and

(vi) when n is 0, R 1 is propyl and R 2 is H, then R 3 is not 1-phenylethyl;

wherein said contacting begins prior to 4 hours post fertilization and wherein said contacting leads to sterilization of the fish upon developing into an adult.

2. The method of claim 1 , wherein the compound of Formula (I) is primordazine having the structure:

3. A fish embryo obtained by the method of claim 1 .

4. The method of claim 1 , wherein R 1 is C 1 -C 4 alkyl.

5. The method of claim 4 , wherein R 1 is methyl, ethyl, propyl or n-butyl.

6. The method of claim 1 , wherein R 2 is hydrogen or C 1 -C 4 alkyl.

7. The method of claim 6 , wherein R 2 is hydrogen or ethyl.

8. The method of claim 1 , wherein R 3 is an unsubstituted phenyl or a substituted phenyl.

9. The method of claim 8 , wherein R 3 is a phenyl substituted with acetyl or a halogen.

10. The method of claim 1 , wherein R 3 is furanylmethyl.

11. The method of claim 1 , wherein the compound of Formula (I) is selected from the group consisting of:

Assignments (2)
CONFIRMATORY LICENSE Recorded Jun 26, 2015
From: MASSACHUSETTS GENERAL HOSPITAL
To: NATIONAL INSTITUTES OF HEALTH (NIH), U.S. DEPT. OF HEALTH AND HUMAN SERVICES (DHHS), U.S. GOVERNMENT
Reel/Frame 036024/0281 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Sep 19, 2014
From: PETERSON, RANDALL T.; SCHLUETER, PETER J.
To: THE GENERAL HOSPITAL CORPORATION
Reel/Frame 033780/0851 →
Continuity (2)
Provisional Application 61777274 · Mar 12, 2013
Related Publication 20140261212A1 · Sep 18, 2014