http://rdf.ncbi.nlm.nih.gov/pubchem/patent/AR-034405-A1
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filingDate | 2001-03-02-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
publicationDate | 2004-02-25-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
publicationNumber | AR-034405-A1 |
titleOfInvention | PHARMACEUTICAL COMPOSITIONS CONTAINING DERIVATIVES OF 3-AMINO-AZETIDINE, THE NEW DERIVATIVES AND THEIR PREPARATION |
abstract | Pharmaceutical compositions containing as active ingredient a compound derived from 3-amino-azetidine, of formula (1), in which: R1 represents a radical -NHCOR4 or -N (R5) -Y-R6; Y is CO or SO2; R2 and R3, identical or different, represent either an aromatic chosen from phenyl, naphthyl and indenyl, these aromatics being unsubstituted or substituted by one or more halogen, alkyl, alkoxy, formyl, hydroxy, trifluoromethyl, trifluoromethoxy, -CO-alq , cyano, -COOH, -COOalq, -CONR7R8, -CO-NH-NR9R10, alkylsulfanyl, alkylsulfinyl, alkylsulfonyl, alkylsulfanylalkyl, alkylsulfinylalkyl, alkylsulfonylalkyl, hydroxyalkyl or -alq-NR7R8; or a heteroaromatic chosen from the benzofuryl, benzothiazolyl, benzothienyl, benzoxazolyl, chromanyl, 2,3-dihydrobenzofuryl, 2,3-dihydrobenzothienyl, pyrimidinyl, furyl, imidazolyl, isochromanyl, isoquinolyl, pyrrolyl, pyridyl, quinol, quinol, quinol 3,4-tetrahydroisoquinolyl, thiazolyl and thienyl, that these heteroaromatics may be unsubstituted or substituted by a halogen, alkyl, alkoxy, hydroxy, trifluoromethyl, trifluoromethoxy, cyano, -COOH, COOalq, -CO-NH-NR9R10, -CONR7R8, -alq-NR9R10, alkylsulfanyl, alkylsulfinyl, alkylsulfonyl, alkylsulfanylalkyl, alkylsulfinylalkyl, alkylsulfonylalkyl or hydroxyalkyl; R4 represents a radical -alq-SO2-R11, alq-SO2-CH = CH-R11, Het substituted by -SO2-R11 or phenyl substituted by -SO2-R11 or -alq-SO2-R11; R5 represents a hydrogen atom or an alkyl radical; R6 represents a phenylalkyl radical, Het or Ar; R7 and R8, identical or different, represent a hydrogen atom or an alkyl radical or R7 and R8 together with the nitrogen atom to which a saturated monocyclic or bicyclic heterocycle having 3 to 10 links, possibly containing another heteroatom chosen from oxygen, sulfur and nitrogen, and which is eventually substituted by one or more alkyl; R9 and R10, identical or different, represent a hydrogen atom or an alkyl radical, -COOalq, cycloalkyl, alkylcycloalkyl, -alq-O-alkyl or hydroxyalkyl, or R9 and R10 form together with the nitrogen atom to which they are attached a saturated or unsaturated mono or bicyclic heterocycle having 3 to 10 links, possibly containing another heteroatom chosen from oxygen, sulfur and nitrogen, and which is eventually substituted by one or more alkyl, -COalq, -COOalq, -CO-NHalq, -CS-NHalq, oxo, hydroxyalkyl, -alq-O-alk or -CO-NH2; R11 represents an alkyl, Ar or Het radical; Ar represents a phenyl, naphthyl or indenyl radical, which these radicals are eventually substituted by one or more halogen, alkyl, alkoxy, cyano, -CO-alk, -COOH, -COOalq, -CONR12R13, -CO-NH-NR14R15, alkylsulfanyl , alkylsulfinyl, alkylsulfonyl, -alq-NR14R15, -NR14R15, alkylthioalkyl, formyl, hydroxy, hydroxyalkyl, Het, -O-alk-NH-cycloalkyl, OCF3, CF3, -NH-CO-alk, SO2NH2, NH-COCH3, NH -COOalq, Het or on 2 adjacent carbon atoms per dioxymethylene; Het represents an unsaturated or saturated mono or bicyclic heterocycle, having 3 to 10 links and containing one or more heteroatoms chosen from oxygen, sulfur and nitrogen, optionally substituted by one or more alkyl, alkoxy, vinyl, halogen, alkoxycarbonyl, oxo, hydroxy, OCF3 or CF3, that the nitrogen heterocycles are eventually in their N-oxidized form; R12 and R13, identical or different, represent a hydrogen atom or an alkyl radical or R12 and R13 together with the nitrogen atom to which a saturated mono or bicyclic heterocycle having 3 to 10 links, which eventually contains another heteroatom chosen from sulfur oxygen and nitrogen and which is eventually substituted by one or more alkyl radicals; R14 and R15, identical or different, represent a hydrogen atom or an alkyl radical, -COOalq, cycloalkyl, alkylcycloalkyl, alq-O-alq, hydroxyalkyl or R14 and R15 form together with the nitrogen atom to which a heterocycle is attached mono or bicyclic saturated or unsaturated having 3 to 10 links, which eventually contains another heteroatom chosen from oxygen, sulfur and nitrogen and which is eventually substituted by one or more alkyl radicals, -CO-alq, -COOalq, -CO-NHalq, -CS-NHalq, oxo, hydroxyalkyl, -alq-O-alk or -CO-NH2; alk represents an alkyl or alkylene radical; the alkyl and alkylene radicals and portions and the alkoxy radicals and portions are straight or branched chain and contain C1-6 and the cycloalkyl radicals contain C3-10; an optical isomer of such a compound or a pharmaceutically acceptable salt thereof. Derivatives of formula (1) are also described, excluding compounds (1), wherein R2 and R3 represent phenyl, R1 represents a radical -N (R5) -Y-R6, Y is SO2, R5 is a methyl radical and R6 is phenyl. Finally, the procedure for preparing said derivatives of formula (1) is described. The compounds (1) are useful for treating and preventing disorders that affect the central nervous system, the immune system, the cardio-vascular or endocrine system, the respiratory system, the gastro-intestinal system and reproductive disorders. |
priorityDate | 2000-03-03-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
type | http://data.epo.org/linked-data/def/patent/Publication |
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Total number of triples: 109.