IP Library Granted Patent US 9,676,715
Granted Patent B2
US 9,676,715 · App. 14/234,251 · Granted Jun 13, 2017

Bis-indolic derivatives, a process for preparing the same and their uses as a drug

Inventors: Jean-Noël Denis (Jarrie, FR); Marcelle Claude Jolivalt (Sceaux, FR); Louis Maurin Max Maurin (Meylan, FR); Matthieu Jeanty (Louviers, FR)
Assignee: UNIVERSITE JOSEPH FOURIER
C07D209/42A61K31/4045
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Quick Facts
Patent No.
US 9,676,715
App. No.
14/234,251
Granted
Jun 13, 2017
Kind
B2
Abstract

Novel bis-indolic derivatives, processes for their preparation, and their potential use as new antibacterial drugs.

Claims (31)

1. A product comprising a compound selected from the group consisting of:

2. A pharmaceutical composition, comprising:

a compound having a general formula selected from the group consisting of:

general formula VI:

wherein:

R 3 and R′ 3 represent independently from each other H, F, Cl, Br, I,

R represents a (C 1 -C 7 )-alkyl, CH 2 NHCO 2 (C 1 -C 7 )-alkyl, (CH 2 ) n OH, CH 2 NH(CH 2 ) n —OH, CH 2 NH(CH 2 ) n —NR a R b , CO 2 H, CO 2 —(C 1 -C 7 )-alkyl, CONH—(CH 2 ) n OH, CONH—(CH 2 ) n NR a R b , wherein R a and R b represents H, a linear or branched (C 1 -C 7 )-alkyl, a (C 3 -C 7 )-cycloalkyl, an aryl substituted or not, CH 2 -aryl, CO—(C 1 -C 7 )-alkyl, CO-aryl, CO 2 —(C 1 -C 7 )-alkyl, CO 2 -aryl, wherein aryl is a substituted or not aromatic group or a substituted or not heteroaromatic group and n=2 to 12;

general formula VII:

wherein:

R 4 and R′ 4 represent independently from each other H, F, Cl, Br, I,

R represents a (C 1 -C 7 )-alkyl, CH 2 NHCO 2 (C 1 -C 7 )-alkyl, (CH 2 ) n OH, CH 2 NH(CH 2 ) n —OH, CH 2 NH(CH 2 ) n —NR a R b , CO 2 H, CO 2 —(C 1 -C 7 )-alkyl, CONH—(CH 2 ) n OH, CONH—(CH 2 ) n NR a R b wherein R a , R b , and n being as defined above;

general formula VIII:

wherein:

R 3 and R′ 4 represent independently from each other F, Cl, Br, I,

R represents a (C 1 -C 7 )-alkyl, CH 2 NHCO 2 (C 1 -C 7 )-alkyl, (CH 2 ) n OH, CH 2 NH(CH 2 ) n —OH, CH 2 NH(CH 2 ) n —NR a R b , CO 2 H, CO 2 —(C 1 -C 7 )-alkyl, CONH—(CH 2 ) n OH, CONH—(CH 2 ) n NR a R b wherein R a , R b , and n being as defined above;

general formula IX:

wherein:

R 4 and R′ 3 represent independently from each other F, Cl, Br, I,

R represents a (C 1 -C 7 )-alkyl, CH 2 NHCO 2 (C 1 -C 7 )-alkyl, CO 2 H, (CH 2 ) n OH, CH 2 NH(CH 2 ) n —OH, CH 2 NH(CH 2 ) n —NR a R b , CO 2 —(C 1 -C 7 )-alkyl, CONH—(CH 2 ) n OH, CONH—(CH 2 ) n NR a R b wherein R a , R b , and n being as defined above;

general formula X:

wherein:

R 3 and R′ 3 represent independently from each other F, Cl, Br, I,

R represents a (C 1 -C 7 )-alkyl, CH 2 NHCO 2 (C 1 -C 7 )-alkyl, (CH 2 ) n OH, CH 2 NH(CH 2 ) n —OH, CH 2 NH(CH 2 ) n —NR a R b , CO 2 H, CO 2 —(C 1 -C 7 )-alkyl, CONH—(CH 2 ) n OH, CONH—(CH 2 ) n NR a R b ,

R′ 6 represents a (C 1 -C 7 )-alkyl wherein R a , R b , and n being as defined above; and

general formula XI:

wherein:

R represents a (C 1 -C 7 )-alkyl, CH 2 NHCO 2 (C 1 -C 7 )-alkyl; and

a pharmaceutically acceptable vehicle.

3. A pharmaceutical composition, comprising:

a compound selected from the group consisting of:

a pharmaceutically acceptable vehicle.

Assignments (4)
MERGER Recorded Jun 2, 2022
From: UNIVERSITÉ GRENOBLE ALPES
To: UNIVERSITE GRENOBLE ALPES
Reel/Frame 060085/0145 →
MERGER Recorded Dec 3, 2019
From: UNIVERSITE JOSEPH FOURIER
To: UNIVERSITÉ GRENOBLE ALPES
Reel/Frame 051158/0851 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jan 24, 2019
From: UNIVERSITE JOSEPH FOURIER
To: UNIVERSITE JOSEPH FOURIER; CENTRE NATIONAL DE LA RECHERCHE SCIENTIFIQUE; CENTRE HOSPITALIER UNIVERSITAIRE DE GRENOBLE
Reel/Frame 048120/0116 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Apr 17, 2014
From: DENIS, JEAN-NOEL; JOLIVALT, CLAUDE MARCELLE; MAURIN, MAX MAURIN LOUIS; JEANTY, MATTHIEU
To: UNIVERSITE JOSEPH FOURIER
Reel/Frame 032693/0954 →
Priority Claims (1)
EP 11305963 · Jul 22, 2011 · regional
Continuity (1)
Related Publication 20140309272A1 · Oct 16, 2014