IP Library Granted Patent US 7,968,535
Granted Patent B2
US 7,968,535 · App. 11/913,486 · Granted Jun 28, 2011

Use of azapaullones for preventing and treating pancreatic autoimmune disorders

Assignees: Develogen Atkiengesellschaft; Technische Universitaet Carolo-Wilhelmina Zu Braunschweig
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Quick Facts
Patent No.
US 7,968,535
App. No.
11/913,486
Granted
Jun 28, 2011
Kind
B2
Abstract

This invention relates to the use of azapaullones, particularly in combination with immunomodulating agents, in the prevention, and/or treatment of pancreatic autoimmune disorders, e.g. type I diabetes or LADA and neurodegenerative disorders.

Claims (11)

1. A compound of formula (Ib) or (Ic)

wherein R1 and R2 are independently H, —C 1 -C 6 alkyl, optionally substituted, or —CO—C 1 -C 6 alkyl, optionally substituted, wherein the substituents are independently one or more of halo, CN, OH, O—C 1 -C 6 alkyl; COOH, COO—C 1 -C 6 alkyl, —CONH 2 , —CONH(C 1 -C 6 )alkyl, —CON(C 1 -C 6 alkyl) 2 , aryl, heteroaryl that is benzofuranyl, furyl, thienyl, benzothienyl, thiazol, imidazolyl, oxazolyl, oxadiazolyl, thiadiazolyl, benzothiazolyl, triazolyl, tetrazolyl, isoxazolyl, isothiazolyl, pyrrolyl, pyranyl, tetrahydropyranyl, pyrazolyl, pyridyl, pyrimidinyl, quinolinyl, isoquinolynyl, purinyl, carbazolyl, benzoxazolyl, benzamidazolyl, indolyl, isoindolyl, pyrazinyl, diazinyl, tetrazinyl or tetrazolyl, or polyoxyethylenyl or combinations thereof;

each R3 and R4 is independently C 1 -C 6 alkyl, —C 2 -C 6 alkenyl; —C 2 -C 6 alkynyl; —C 3 -C 10 cycloalkyl, —C 3 -C 10 heterocyclyl, that is mono- or polycyclic saturated or unsaturated heterocyclyl groups with 1 to 4 hetero atoms selected from N, S and O, with the remainder of the ring atoms being carbon atoms and having a total number of ring atoms of 3 to 10, aryl with 6 to 10 carbon atoms, heteroaryl that is benzofuranyl, furyl, thienyl, benzothienyl, thiazol, imidazolyl, oxazolyl, oxadiazolyl, thiadiazolyl, benzothiazolyl, triazolyl, tetrazolyl, isoxazolyl, isothiazolyl, pyrrolyl, pyranyl, tetrahydropyranyl, pyrazolyl, pyridyl, pyrimidinyl, quinolinyl, isoquinolynyl, purinyl, carbazolyl, benzoxazolyl, benzamidazolyl, indolyl, isoindolyl, pyrazinyl, diazinyl, tetrazinyl or tetrazolyl, each optionally substituted; halo, —NO 2 , —CN, —OR1; —COOR1 or —NR1R2; wherein R1 and R2 are as defined above; and

wherein alkyl, alkenyl or alkynyl is optionally substituted with one or more of halo, —NO 2 , —CN, —OR1, COOR1, —OCOR1, —NR1R2, NR1COR2, —NR1OCOR2, —NR1CONR1R2, —SR1, SOR1, —SO 2 R1, —SONR1R2, —SO 2 NR1R2 or —NR1SO 2 NR1NR2; or combinations thereof, wherein R1 and R2 are as defined above;

wherein cycloalkyl, heterocyclyl, aryl or heteroaryl is optionally substituted with one or more of C 1 -C 6 alkyl, halo, —NO 2 , —CN, —OR1, COOR1, —OCOR1, —NR1R2, NR1COR2, —NR1OCOR2, —NR1CONR1R2, —SR1, SOR1, —SO 2 R1, —SONR1R2, SO 2 NR1R2 or —NR1SO 2 NR1NR2; or combinations thereof, wherein R1 and R2 are as defined above;

n =0-3.

2. The compound of claim 1 , wherein R1 is H or C 1 -C 2 alkyl optionally substituted.

3. The compound of claim 1 , wherein R2 is H or C 1 -C 2 alkyl optionally substituted.

4. The compound of claim 1 , wherein R4 is selected from R′ or OR1′, wherein R1′ is H or C 1 -C 4 -alkyl optionally halogenated; COOR1″, wherein R1″ is selected from H, C 1 -C 4 -alkyl or aryl; CN or halo.

5. The compound of claim 1 , wherein R4 is CN.

6. A pharmaceutical composition comprising as an active agent a compound of claim 1 ,and pharmaceutically acceptable carriers, diluents or adjuvants.

Assignments (5)
CORRECTIVE ASSIGNMENT TO CORRECT THE EVOTECH NEUROSCIENCES GMBH, ASSIGNOR AND EVOTECH INTERNATIONAL GMBH, ASSIGNEE NAMES PREVIOUSLY RECORDED ON REEL 029660 FRAME 0805. ASSIGNOR(S) HEREBY CONFIRMS THE EVOTEC NEUROSCIENCES GMBH, ASSIGNOR AND EVOTEC INTERNATIONAL GMBH, ASSIGNEE. Recorded Jan 29, 2013
From: EVOTEC NEUROSCIENCES GMBH
To: EVOTEC INTERNATIONAL GMBH
Reel/Frame 029711/0363 →
CHANGE OF NAME Recorded Jan 18, 2013
From: EVOTECH NEUROSCIENCES GMBH
To: EVOTECH INTERNATIONAL GMBH
Reel/Frame 029660/0805 →
CHANGE OF NAME Recorded Jan 17, 2013
From: EVOTEC (GOTTINGEN) AG
To: EVOTEC NEUROSCIENCES GMBH
Reel/Frame 029646/0503 →
CHANGE OF NAME Recorded Jan 16, 2013
From: DEVELOGEN AKTIENGESELLSCHAFT
To: EVOTEC (GOTTINGEN) AG
Reel/Frame 029636/0032 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jun 3, 2008
From: MUSSMANN, RAINER; KUNICK, CONRAD PETER; STUKENBROCK, HENDRIK; GEESE, MARCUS; KEGEL, SIMONE; BURK, ULRIKE
To: DEVELOGEN ATKIENGESELLSCHAFT; TECHNISCHE UNIVERSITAET CAROLO-WILHELMINA ZU BRAUNSCHWEIG
Reel/Frame 021032/0456 →
Priority Claims (4)
EP 05009846 · May 4, 2005 · regional
EP 05015986 · Jul 22, 2005 · regional
EP 05023168 · Oct 24, 2005 · regional
EP 06001327 · Jan 23, 2006 · regional
Continuity (1)
Related Publication 20080287423A1 · Nov 20, 2008