http://rdf.ncbi.nlm.nih.gov/pubchem/patent/AR-044929-A1
Outgoing Links
| Predicate | Object |
|---|---|
| assignee | http://rdf.ncbi.nlm.nih.gov/pubchem/patentassignee/MD5_cc4209078d025bee83bc1ad02a70fcf2 |
| classificationCPCInventive | http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/A61P17-06 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/A61P17-04 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/A61P17-14 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/A61P33-00 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/A61P19-02 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07D417-04 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07D417-12 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/A61P35-00 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/A61P21-00 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07D417-14 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07D277-66 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/A61P37-00 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/A61P3-02 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/A61P3-10 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/A61P31-00 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/A61P15-18 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/A61P15-16 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/A61P31-12 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/A61P9-14 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/A61P25-28 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/A61P1-16 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/A61P27-02 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/A61P29-00 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/A61P37-06 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/A61P25-00 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/A61P37-08 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/A61P43-00 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/A61P1-04 |
| classificationIPCInventive | http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07D417-14 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07D417-12 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07D417-04 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07D277-66 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/A61P31-00 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/A61P3-10 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/A61P17-14 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/A61P37-00 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/A61P35-00 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/A61P25-28 |
| filingDate | 2004-06-25-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
| inventor | http://rdf.ncbi.nlm.nih.gov/pubchem/patentinventor/MD5_c9d77aff65c5d9a6df2ecf49f7b93a4f http://rdf.ncbi.nlm.nih.gov/pubchem/patentinventor/MD5_069cbedf295329fa561f7c2eef522fed |
| publicationDate | 2005-10-12-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
| publicationNumber | AR-044929-A1 |
| titleOfInvention | BENZOTIAZOL- 4,7 - DIONAS AND BENZOXAZOL -4,7- DIONAS REPLACED IN POSITION 5 OR 6 AND PROCESSES FOR THEIR PREPARATION |
| abstract | This refers to derivatives of benzothiazol-4,7-diones and benzoxazol-4,7-diones, these derivatives are inhibitors of Cdc25 phosphatases and can be used to prepare drugs for the purpose of treating cancer. Synthesis intermediaries useful in the implementation of the present process. In particular the following derivatives of benzothiazol-4,7-diones: -2- (2-chloro-6-fluorophenyl) -5 - {[2- (dimethylamino) ethyl] amino} -1,3-benzothiazol-4,7 -diona; -2- (2-Chloro-6-fluorophenyl) -5 - [(2-pyrrolidin-1-ylethyl) amino] -1,3-benzothiazol-4,7-dione. Claim 1: Process characterized in that it comprises the preparation of a compound of the formula (1) or a compound of the formula (2) wherein: W represents an atom of S in the general formula (1) and an atom of O in the general formula (2) ;; R1 represents an H atom or an alkyl, alkoxyalkyl, alkylthioalkyl, cycloalkyl radical, - (CH2) -XY, - (CH2) -Z-NR5R6 or a radical -CHR35R36 radical wherein R35 and R36 form together with the C atom to which an indanyl or tetralinyl radical is attached, or also R35 and R36 form together with the C atom to which a saturated heterocyclyl containing between 5 and 7 members and between 1 and 2 heteroatoms selected from O, N and S are attached, the N atoms of said heterocycle being optionally substituted by radicals selected from alkyl radicals and the benzyl radical; R1 may also, when W represents O, further represent a carbocyclic aryl radical optionally substituted between 1 and 3 times with substituents independently selected from a halogen atom and an alkyl, haloalkyl or alkoxy radical, where X represents a ligature or a radical linear or branched alkylene containing between 1 and 5 C atoms, where Y represents a saturated cyclic system containing C containing between 1 and 3 condensed rings independently selected from rings with between 3 and 7 members, or where Y represents a saturated heterocyclyl containing between 1 and 2 heteroatoms independently selected from O, N and S and linked to the radical X by a member N or CH, said saturated heterocycle also contains between 2 and 6 additional members independently selected from -CHR7- , -CO-, -NR8-, -O- and -S-; R7 represents an H atom or an alkyl radical and R8 represents an H atom or an alkyl or aralkyl radical, or also where Y represents a carbocyclic or heterocyclic aryl radical optionally substituted between 1 and 3 times with substituents independently selected from the group consisting of a halogen atom, an alkyl radical, a haloalkyl radical, an alkoxy radical, a haloalkoxy radical, a hydroxy radical, a nitro radical, a cyano radical, the phenyl radical, a SO2NHR9 radical and a NR10R11 radical; R9 represents an atom of H or an alkyl or phenyl radical, and R10 and R11 independently represent alkyl radicals, Z represents a linear or branched alkylene radical or bond containing between 1 and 5 carbon atoms; R5 and R6 are independently selected from an atom of H, an alkyl, aralkyl or - (CH2) n-OH radical wherein n represents an integer between 1 and 6 or R5 represents an alkoxycarbonyl, haloalkoxycarbonyl or aralkoxycarbonyl radical and R6 represents an H atom or a methyl radical, or in addition R5 and R6 together with the N atom a heterocycle with between 4 and 7 members comprising between 1 and 2 heteroatoms, the members necessary to complete the heterocycle are independently selected from the radicals -CR12R13-, -O-, -S- and -NR14-; R12 and R13 independently represent each time an H atom or an alkyl radical appears, and R14 represents an H atom or an alkyl or aralkyl radical, or R14 also represents a phenyl radical optionally substituted between 1 and 3 times with substituents independently selected from a halogen atom and an alkyl or alkoxy radical; R2 represents an H atom or an alkyl or aralkyl radical; or in addition R1 and R2 together with the N atom form a heterocycle with between 4 and 8 members comprising between 1 and 2 heteroatoms, the members necessary to complete the heterocycle are independently selected from the radicals -CR15R16-, -O- , -S- and -NR17-, R15 and R16 independently represent each time an H atom or an alkyl radical appears, and R17 represents an H atom or an alkyl or aralkyl radical; and R4 represents an alkyl, cycloalkyl, cycloalkylalkyl, cyano, amino, -CH2-COOR18, -CH2-CO-NR19R20 or -CH2-NR21R22 radical, or R4 represents a carbocyclic or heterocyclic aryl radical optionally substituted between 1 and 4 times with substituents independently selected from a halogen atom and an alkyl, haloalkyl, alkoxy, haloalkoxy or NR37R38 radical, or also R4 represents a phenyl radical having two substituents that together form a methylenedioxy or ethylenedioxy radical; R18 represents an H atom or an alkyl radical; R19 represents an H atom, an alkyl radical or an aralkyl radical whose aryl group is optionally substituted 1 to 3 times with substituents independently selected from the group consisting of a halogen atom, an alkyl radical, a haloalkyl radical, a alkoxy radical, a haloalkoxy radical, a hydroxy radical, a nitro radical, a cyano radical, the phenyl radical, a SO2NHR23 radical and an NR24R25 radical; R23 represents an atom of H or an alkyl or phenyl radical, and R24 and R25 independently represent alkyl radicals; R20 represents an H atom or an alkyl radical, or in addition R19 and R20 together with the N atom form a heterocycle with between 4 and 7 members comprising between 1 and 2 heteroatoms, the members necessary to complete the heterocycle are selected in form independent between the radicals -CR26R27-, -O-, -S-, and -NR28-; R26 and R27 independently represent each time an H atom or an alkyl radical appears, and R28 represents an H atom or an alkyl or aralkyl radical, or R28 represents a phenyl radical optionally substituted between 1 and 3 times with substituents independently selected from a halogen atom and an alkyl or alkoxy radical; R21 represents an H atom, an alkyl radical or an aralkyl radical whose aryl group is optionally substituted 1 to 3 times with substituents independently selected from the group consisting of a halogen atom, an alkyl radical, a haloalkyl radical, a alkoxy radical, a haloalkoxy radical, a hydroxy radical, a nitro radical, a cyano radical, the phenyl radical ,. A radical SO2NHR29 and a radical NR30R31; R29 represents an atom of H or an alkyl or phenyl radical, and R30 and R31 independently represent alkyl radicals, R22 represents an atom of H or an alkyl radical; or else R21 and R22 together with the N atom form a heterocycle with between 4 and 7 members comprising between 1 and 2 heteroatoms, the members necessary to complete the heterocycle are independently selected from the radicals -CR32R33-, -O- , -S- and -NR34-; R32 and R33 represent independently each time an H atom or an alkyl radical appears, and R34 represents an H atom, an alkyl or aralkyl radical, or R34 represents a phenyl radical optionally substituted between 1 and 3 times with substituents independently selected from a halogen atom and an alkyl or alkoxy radical; R37 and R38 are independently selected from an H atom and an alkyl radical or R37 and R38 together with the N atom form a heterocycle with between 4 and 7 members comprising between 1 and 2 heteroatoms, the members necessary to complete the heterocycles are independently selected from the radicals -CR39R40-, -O-, -S- and NR41-, R39 and R40 independently represent each time an H atom or an alkyl radical appears; and R41 represents an atom of H or an alkyl radical, or in addition R4 represents a radical -CH2-Ar wherein Ar represents an aryl radical optionally substituted between 1 and 4 times (and in particular between 1 and 3 times) with substituents selected in independently form between a halogen atom and an alkyl, haloalkyl, alkoxy, haloalkoxy or NR42R43 radical, or also R4 represents a biphenyl radical; R42 and R43 are independently selected from an H atom and an alkyl radical or R42 and R43 together with the N atom form a heterocycle with between 4 and 7 members comprising between 1 and 2 heteroatoms, the members necessary to complete the heterocycles are independently selected from the radicals -CR44R45-, -O-, -S- and -NR46-; R44 and R45 independently represent each time an H atom or an alkyl radical appears, and R46 represents an H atom or an alkyl radical; reacting the compound of the general formula (A) where W represents an atom of S or an atom of O and R4 is defined in the same manner as in the general formula (1) or (2) with an amine of the formula general R1R2NH in a protic solvent. |
| priorityDate | 2003-06-25-04:00^^<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: 67.