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US 8,012,985 B2Granted
Compounds with antiparasitic activity and medicines containing same
AssigneeCentre National de la Recherche Scientifique (CNRS)
InventorsHenri Vial, Michele Calas, Roger Escale, Valerie Vidal, Francoise Bressolle, Marie-Laure Ancelin
Life of this patent
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Abstract
The invention relates to compounds having an anti-parasitic, in particular antimalarial activity, characterized in that they correspond to general formula (I) Applications in particular as compounds with anti-parasitic activity.
Claims14
A pharmaceutical composition comprising a pharmaceutically effective amount of at least one compound
- of the formula (I)
- in which
- X represents a group of formula (II)
- where Z is a —(CH2)m group, with m=8 to 21,
- n=0 or 1
- and Y=R3,
- R1 and R′1, identical to or different from one another, being chosen from H, alkyl, OH, O-alkyl, O-aryl, O—CO-alkyl, O—CO-aryl, OSO2-alkyl, OSO2-aryl, OSO2-heterocycle, O—CO—S-alkyl, O—CO—NH-alkyl, O—CO—O-alkyl, O—CO—O-aryl, O—CO—S-aryl, O—CO—NH-aryl, PO(O-alkyl)2, PO(O-aryl)2, CO—O—CH2-aryl, or cycloalkyl,
- R2 and R′2, identical to or different from one another, being chosen from H, alkyl, CO—O—CH2-aryl, CO—O-alkyl, or cycloalkyl,
- R3 and R′3, identical to or different from one another, representing H, alkyl, CO—O-aryl, COO—CH(R)—O—CO-alkyl, PO(O-alkyl)2, PO(O-aryl)2, PO(ONa)2, or CO—O—CH(R)-aryl,
- R being H or alkyl,
- or
- R1 and R2, and/or R′1 and R′2, or R2 and R3 and/or R′2 and R′3, or R1, R2 and R3 and/or R′1, R′2 and R′3, together form a nitrogenated mono heterocycle with the nitrogen atom or atoms to which they are respectively attached, or,
- R2 and R3 and/or R′2 and R′3 can be the same substituent, double-bonded to the nitrogen, cyclized with, respectively, R1 or R′1 in order to form a heterocycle, if appropriate substituted by Ra, which is chosen from H, alkyl, alkyl substituted by 1, 2 or 3 halogen atoms, aryl, CO—O-alkyl, CO—O-aryl, —CO—OH, —CO—NH2, —CN, —CO—NH-alkyl, —CO—NH-aryl, —CO—N-(alkyl)2, CO-nitrogenated heterocycle, CO-oxygenated heterocycle, CO-nitrogenated and oxygenated heterocycle, NH2, NH-alkyl, N(alkyl)2, nitrogenated heterocycle, oxygenated heterocycle, nitrogenated and oxygenated-heterocycle, —O-alkyl, —O-aryl, —O—CH2-aryl, CH2NH2, CH2NH-alkyl, CH2N-dialkyl, CH2NH-aryl, CH2-nitrogenated heterocycle, CH2-oxygenated heterocycle, CH2-nitrogenated and oxygenated heterocycle, CH2—CO—OH,
- or a pharmacologically acceptable salt thereof,
- in association with an inert pharmaceutical vehicle,
- with the proviso that when R1 and R2 form a heterocycle, and R′1 and R′2 form the same heterocycle as is formed with R1 and R2, and n=0, and R3 is hydrogen or alkyl, and R′3 is hydrogen or alkyl, or
- when R1 and R3 form a heterocycle, and R′1 and R′3 form the same heterocycle as is formed with R1 and R3, and n=0, and R2 is hydrogen or alkyl, and R′2 is hydrogen or alkyl,
- then m is 12-21.
15 more elements
Dependencies are inferred from the claim text.