US 12,479,802 B2
Phenyl-n-quinoline derivatives for treating a RNA virus infection
Didier Scherrer, Castelnau-le-Lez (FR); Jamal Tazi, Clapiers (FR); Florence Mahuteau-Betzer, Saint Remy-les-Chevreuse (FR); Romain Najman, L'Hay-les-Roses (FR); Julien Santo, Grabels (FR); and Cécile Apolit, Grabels (FR)
Assigned to ABIVAX, Paris (FR); CENTRE NATIONAL DE LA RECHERCHE SCIENTIFIQUE, Paris (FR); UNIVERSITE DE MONTPELLIER, Montpellier (FR); and INSTITUT CURIE, Paris (FR)
Filed by ABIVAX, Paris (FR); CENTRE NATIONAL DE LA RECHERCHE SCIENTIFIQUE, Paris (FR); UNIVERSITE DE MONTPELLIER, Montpellier (FR); and INSTITUT CURIE, Paris (FR)
Filed on May 10, 2024, as Appl. No. 18/660,578.
Application 18/660,578 is a division of application No. 17/259,364, granted, now 12,084,422, previously published as PCT/EP2019/068459, filed on Jul. 9, 2019.
Claims priority of application No. 18305910 (EP), filed on Jul. 9, 2018.
Prior Publication US 2024/0308964 A1, Sep. 19, 2024
This patent is subject to a terminal disclaimer.
Int. Cl. C07D 215/38 (2006.01); A61P 31/14 (2006.01); C07D 401/12 (2006.01); C07D 405/12 (2006.01)
CPC C07D 215/38 (2013.01) [A61P 31/14 (2018.01); C07D 401/12 (2013.01); C07D 405/12 (2013.01)] 7 Claims
 
1. A compound of formula (I) or a pharmaceutically acceptable salt thereof

OG Complex Work Unit Chemistry
wherein
m is 0, 1 or 2,
R3 represents a chlorine atom or a hydrogen atom,
R represents a (C1-C4)alkyl group, a (C3-C6)cycloalkyl group, a halogen atom, a (C1-C5)alkoxy group, a —SO2—NRaRb group, a —SO3H group, a —OH group, a —O—SO2—ORc group or a —O—P(═O)—(ORc)(ORd) group,
R1 represents a naphthyl group optionally substituted by one or two group(s) independently selected from a (C1-C4)alkyl group, a halogen atom, a —COOR′ group, a (C1-C5)alkoxy group, a —SO2—NRaRb group, a —SO3H group, a —OH group, a —O—SO2—ORc group or a —O—P(═O)—(ORc)(ORd) group or represents a phenyl group substituted by one or two group(s) independently selected from a (C1-C4)alkyl group, a halogen atom, a —COOR′ group, a (C1-C5)alkoxy group, a —SO2—NRaRb group, a —SO3H group, a —OH group, a —O—SO2—OR, group or a —O—P(═O)—(ORc)(ORd) group,
R2 represents a hydrogen atom, a (C1-C10)alkyl group, a (C3-C6)cycloalkyl or a (C3-C6)heterocycloalkyl group, the (C3-C6)cycloalkyl or (C3-C6)heterocycloalkyl groups being optionally substituted by one or two group(s) independently selected from a (C1-C2)alkyl group or a fluorine atom,
the OR1 group is in para or meta position on the phenyl with respect to the —NH— group,
R′, Ra and Rb independently represent a hydrogen atom, a (C1-C5)alkyl group or a (C3-C6)cycloalkyl group, and
Rc and Rd independently represent a hydrogen atom, Li, Na, K, N(Ra)4 or a benzyl group.