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US 7,186,752 B2Granted
Derivatives of N-(iminomethyl)amines, their preparation, their use as medicaments and the pharmaceutical compositions containing them
AssigneeScras
InventorsDennis Bigg, Pierre-Etienne Chabrier de Lassauniere, Serge Auvin, Jeremiah Harnett, Gérard Ulibarri
Life of this patent
Estimating the term…
Abstract
N-(imino)amines and their preparation and their use as NO synthase inhibitors and selective or non-selective traps for a reactive oxygen species.
Claims7
A compound of the formula
- wherein
- Φ is phenylene with 1 to 2 substituents selected from the group consisting of hydrogen, halogen, —OH, and alkyl or alkoxy of 1 to 6 carbon atoms;
- A is
- W is a bond;
- R1, R2, R3, R4, R5 are individually selected from the group consisting of hydrogen, halogen, —OH, alkyl or alkoxy of 1 to 6 carbon atoms, cyano, nitro and —NR6R7;
- R6 and R7 are individually selected from the group consisting of hydrogen, —OH, alkyl or alkoxy of 1 to 6 carbon atoms, and —COR8,
- R8 is selected from the group consisting of hydrogen, —OH, alkyl or alkoxy of 1 to 6 carbon atoms, and —NR9R10,
- R9 and R10 are individually selected from the group consisting of hydrogen, —OH or alkyl of 1 to 6 carbon atoms,
- B is selected from the group consisting of —CH2—NO2;
- alkyl of 1 to 6 carbon atoms;
- —NR13R14;
- and unsubstituted or substituted carbocyclic aryl or heterocyclic aryl carbocyclic or heterocyclic aryl of 5 to 6 ring members containing 1 to 4 heteroatoms selected from the group consisting of oxygen, sulphur and nitrogen, the aryl substituents being selected from the group consisting of alkyl alkenyl and alkoxy of up to 6 carbon atoms,
- R13 and R14 are individually selected from the group consisting hydrogen, alkyl of 1 to 6 carbon atoms, cyano, nitro radical, or together with the nitrogen form a non aromatic heterocycle of 5 to 6 ring members, selected from the group consisting of —CH2—, —NH—, —O—or —S—;
- X is selected from the group consisting of a bond, —(CH2)k—NR16—, —O—, —S—, —CO—, —NR16—CO—, —CO—NR16—, —O—CO—, —CO—O—, —NR16—CO—O—, —NR16—CO—NR17—,
- k representing 0 or 1;
- Y is selected from the group consisting of a bond, —(CH2)m—, —(CH2)m—O—(CH2)n—, —(CH2)m—S—(CH2)n—, —(CH2)m—NR18—(CH2)n—, —(CH2)m—NR18—CO—(CH2)n—, —(CH2)m—CO—NR18—(CH2)n—, —(CH2)m-Q-(CH2)n—,
- Q is selected from the group consisting of piperazine, homopiperazine, 2-methylpiperazine, 2,5-dimethylpiperazine, 4-oxypiperidine or 4-aminopiperidine radicals,
- m and n are individually integers from 0 to 6;
- R16, R17 and R18 are individually hydrogen or akyl of 1 to 6 carbon atoms;
- and a pharmaceutically acceptable salt thereof.
17 more elements
Dependencies are inferred from the claim text.