Urea derivatives for treating uveal melanoma
AssigneesCentre National De La Recherche Scientifique, Institut National de la Sante et de la Recherche Medicale, Université CôTe D’Azur, Institut Curie
InventorsMAEVA DUFIES, GILLES PAGES, CYRIL RONCO, RACHID BENHIDA
Life of this patent
Estimating the term…
Abstract
The present invention relates to ureal derivatives of formula (I) and pharmaceutical compositions comprising such derivatives for use in the treatment of uveal melanoma.
Claims19
1-15. (canceled)
A method of treating uveal melanoma comprising administering a compound of formula (I), a pharmaceutically acceptable salt thereof, a tautomer thereof, or a composition comprising said compound, pharmaceutically acceptable salt, or tautomer to a subject having uveal melanoma:
- in which:
- Y is 13 NH—, —S—, or —O—;
- R1 is a radical selected from the group consisting of:
- a hydrogen atom,
- a (C1-C6)alkyloxy group,
- a (C1-C6)alkyl group,
- a nitro group,
- a —NR3R4 group with R3 and R4 are independently a radical selected from the group consisting of:
- a hydrogen atom,
- a —COR5 with R5 is a (C1-C6)alkyl group, and
- a —SO2R6 with R6 is a (C1-C6)alkyl group,
- a halogen atom, and
- a 3-14 membered ring selected from the group consisting of an aryl, a heteroaryl, a cycloalkyl, and a heterocycloalkyl, said 3-14 membered ring is optionally substituted by a radical selected from the group consisting of a (C1-C6)alkyl group, a (C1-C6)alkyloxy group, a halogen atom, a nitro group, and a carboxyl group;
- R2 is a radical selected from the group consisting of:
- a hydrogen atom,
- a halogen atom,
- a (C1-C6)alkyloxy group, and
- a (C1-C6)alkyl group;
- n is an integer number from 0 to 5.
A compound, a pharmaceutically acceptable salt or a tautomer thereof, of formula (I):
- in which:
- Y is —S—, or —O—;
- R1 is a radical selected from the group consisting of:
- a nitro group, a —NR3R4 group with one of R3 or R4 is H and the other is a —SO2R6 with R6 is a (C1-C6)alkyl group, and
- a 3-14 membered ring selected from the group consisting of a thiophenyl, a furanyl, and a naphthalenyl, said 3-14 membered ring is optionally substituted by a radical selected from the group consisting of a (C1-C6)alkyl group, a (C1-C6)alkyloxy group, a halogen atom, a nitro group, and a carboxyl group;
- with the proviso that when R1 is a nitro group, then Y is —O—;
- R2 is a radical selected from the group consisting of:
- a hydrogen atom,
- a halogen atom,
- a (C1-C6)alkyloxy group, and
- a (C1-C6)alkyl group;
- and
- n is an integer number from 0 to 5.
A compound selected from the group consisting of:
- N-(2-(3-(3-chlorophenyl)ureido)benzo[d]thiazol-6-yl)acetamide (MCK149);
- N-(2-(3-(3-chlorophenyl)ureido)benzo[d]thiazol-6-yl)methanesulfonamide (MCK150);
- 1-(5-nitrobenzo[d]oxazol-2-yl)-3-phenylurea (MCK154);
- 1-(6-nitro-1H-benzo[d]imidazol-2-yl)-3-phenylurea (MCK157);
- 1-(3-chlorophenyl)-3-(5-nitrobenzo[d]oxazol-2-yl)urea (MCK158);
- 1-(3-chlorophenyl)-3-(6-nitrobenzo[d]oxazol-2-yl)urea (MCK160);
- 1-(3-chlorophenyl)-3-(6-(thiophen-2-yl)benzo[d]thiazol-2-yl)urea (MCK161);
- 1-(3-chlorophenyl)-3-(6-(furan-2-yl)benzo[d]thiazol-2-yl)urea (MCK162);
- 1-(3-chlorophenyl)-3-(6-(thiophen-3-yl)benzo[d]thiazol-2-yl)urea (MCK163);
- 1-(3-chlorophenyl)-3-(6-(naphthalen-1-yl)benzo[d]thiazol-2-yl)urea (MCK164);
- 1-(3,5-dichlorophenyl)-3-(6-ethoxybenzo[d]thiazol-2-yl)urea (MCK167);
- and
- 1-(3-chlorophenyl)-3-(6-(pyridin-2-yl)benzo[d]thiazol-2-yl)urea (MCK172).
Dependencies are inferred from the claim text.