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    • 12. 发明申请
    • Novel process for preparing 3-fluoroquinolines
    • 制备3-氟喹啉的新方法
    • US20050182259A1
    • 2005-08-18
    • US10985533
    • 2004-11-10
    • Youssef El-AhmadJean-Pierre LeconteJoel MalpartSerge MignaniStephane MuttiMichel Tabart
    • Youssef El-AhmadJean-Pierre LeconteJoel MalpartSerge MignaniStephane MuttiMichel Tabart
    • C07D215/18C07D215/38C07D215/12
    • C07D215/38C07D215/18Y02P20/55
    • The invention relates to a novel preparation of 3-fluoroquinolines of formula (I) in which R1, R2, R3 and R4 represent: a) a fluorine; b) an alkyl optionally substituted with one to three fluorines, with OR5 in which R5 is an alkyl, a hydrogen or a hydroxyl-protecting group, or with NR′R″ in which R′ and R″ represent an alkyl, a hydrogen or an amino-protecting group; c) OR6 in which R6 represents a hydrogen, a phenol-protecting group or an alkyl, optionally substituted with a fluorine, with OR5 or with NR′R″ as defined above; d) NR′1R″1 in which R′1 and R″1 have the values of R′ et R″ or represent an alkyl substituted with a fluorine, with OR5 or NR′R″ as defined above; e) CO2Ra, in which Ra represents hydrogen, alkyl or a carboxyl-protecting group, and also novel intermediate compounds. The quinolines of formula (I) are intermediates useful in the preparation of compounds having antibacterial activity, described in particular in applications WO 02/40474 or WO 02/72572.
    • 本发明涉及式(I)的3-氟喹啉的新型制备方法,其中R 1,R 2,R 3和R 3, 代表:a)氟; b)任选被一至三个氟取代的烷基,其中R 5是烷基,氢或羟基保护基或NR' 其中R'和R“表示烷基,氢或氨基保护基的”R“ c)OR 6其中R 6表示氢,苯酚保护基或任选被氟取代的烷基,OR 5或N >或如上定义的NR'R“ d)NR'1 R“1其中R'1和R”1 <1的数值为 或者代表被氟取代的烷基,其具有如上定义的OR 5或NR'R“; e)其中R aa代表氢,烷基或羧基保护基,以及新的中间体化合物的CO 2 CO 2。 式(I)的喹啉是可用于制备具有抗菌活性的化合物的中间体,特别在申请WO 02/40474或WO 02/72572中有所描述。
    • 13. 发明授权
    • Process for preparing 3-fluoroquinolines
    • 制备3-氟喹啉的方法
    • US07396934B2
    • 2008-07-08
    • US10985533
    • 2004-11-10
    • Youssef El-AhmadJean-Pierre LeconteJoël MalpartSerge MignaniStéphane MuttiMichel Tabart
    • Youssef El-AhmadJean-Pierre LeconteJoël MalpartSerge MignaniStéphane MuttiMichel Tabart
    • C07D215/38C07D215/18
    • C07D215/38C07D215/18Y02P20/55
    • The invention relates to a novel preparation of 3-fluoroquinolines of formula (I) in which R1, R2, R3 and R4 represent: a) a fluorine; b) an alkyl optionally substituted with one to three fluorines, with OR5 in which R5 is an alkyl, a hydrogen or a hydroxyl-protecting group, or with NR′R″ in which R′ and R″ represent an alkyl, a hydrogen or an amino-protecting group; c) OR6 in which R6 represents a hydrogen, a phenol-protecting group or an alkyl, optionally substituted with a fluorine, with OR5 or with NR′R″ as defined above; d) NR′1R″1 in which R′1 and R″1 have the values of R′ et R″ or represent an alkyl substituted with a fluorine, with OR5 or NR′R″ as defined above; e) CO2Ra, in which Ra represents hydrogen, alkyl or a carboxyl-protecting group, and also novel intermediate compounds. The quinolines of formula (I) are intermediates useful in the preparation of compounds having antibacterial activity, described in particular in applications WO 02/40474 or WO 02/72572.
    • 本发明涉及式(I)的3-氟喹啉的新型制备方法,其中R 1,R 2,R 3和R 3, 代表:a)氟; b)任选被一至三个氟取代的烷基,其中R 5是烷基,氢或羟基保护基或NR' 其中R'和R“表示烷基,氢或氨基保护基的”R“ c)OR 6其中R 6表示氢,苯酚保护基或任选被氟取代的烷基,OR 5或N >或如上定义的NR'R“ d)NR'1 R“1其中R'1和R”1 <1的数值为 或者代表被氟取代的烷基,其具有如上定义的OR 5或NR'R“; e)其中R aa代表氢,烷基或羧基保护基,以及新的中间体化合物的CO 2 CO 2。 式(I)的喹啉是可用于制备具有抗菌活性的化合物的中间体,特别在申请WO 02/40474或WO 02/72572中有所描述。
    • 14. 发明授权
    • Quinolylpropylpiperidine derivatives, preparation process and intermediates, and compositions including them
    • 醌基丙基哌啶衍生物,制备方法和中间体,以及包括它们的组合物
    • US06806277B2
    • 2004-10-19
    • US10622655
    • 2003-07-18
    • Eric BacquéJean-Luc MalleronSerge MignaniMichel Tabart
    • Eric BacquéJean-Luc MalleronSerge MignaniMichel Tabart
    • A61K3147
    • C07D401/06C07D409/12
    • Quinolylpropylpiperidine derivatives of general formula (I) in which: R1 is NH2, alkylamino, dialkylamino, hydroxyamino, alkyl(alkyloxy)amino or alkyloxyamino, R2 is a carboxyl, carboxymethyl or hydroxymethyl radical, R3 is alkyl (1 to 6C) substituted by phenylthio which can itself carry 1 to 3 substituents selected from halogen, OH, alkyl, alkyloxy, CF3, OCF3, COOH, alkyloxycarbonyl, CN and NH2, by cycloalkylthio (3 to 7 members) or by heteroarylthio (5 to 6 members) comprising 1 to 4 heteroatoms selected from N, S and O and optionally itself substituted [by halogen, OH, alkyl, alkyloxy, CF3, OCF3, ═O, COOH, alkyloxycarbonyl, CN or NH2] or R3 is propargyl substituted by phenyl which can itself carry 1 to 3 substituents selected from halogen, OH, alkyl, alkyloxy, CF3, OCF3, COOH, alkyloxycarbonyl, CN and NH2 or substituted by cycloalkyl comprising 3 to 7 members or substituted by 5- to 6-membered heteroaryl comprising 1 to 4 heteroatoms chosen from N, O or S and optionally itself substituted by halogen, OH, alkyl, alkyloxy, CF3, OCF3, ═O, COOH, alkyloxycarbonyl, CN or NH2, and R4 is alkyl (1 to 6C), alkenyl-CH2—, alkynyl-CH2— (3 to 7C), cycloalkyl or (cycloalkyl)alkyl, in their diastereoisomeric forms or their mixtures, and their pharmaceutically acceptable salts. These novel derivatives are particularly advantageous antimicrobial agents.
    • 通式(I)的喹啉基丙基哌啶衍生物,其中:R1是NH2,烷基氨基,二烷基氨基,羟基氨基,烷基(烷氧基)氨基或烷氧基氨基,R2是羧基,羧甲基或羟甲基,R3是被苯硫基取代的(1-6) 其可以自身携带1至3个选自卤素,OH,烷基,烷氧基,CF 3,OCF 3,COOH,烷氧基羰基,CN和NH 2的取代基,被环烷硫基(3至7个成员)或通过杂芳硫基(5至6个成员)包含1至 4个选自N,S和O的杂原子,并且任选地本身被[由卤素,OH,烷基,烷氧基,CF 3,OCF 3,= O,COOH,烷氧基羰基,CN或NH 2]取代的R 3或被苯基取代的苯基, 被选自卤素,OH,烷基,烷氧基,CF 3,OCF 3,COOH,烷氧基羰基,CN和NH 2的3个取代基,或被包含3至7个成员的环烷基或被包含1至4个选自 N,O或S,以及任选的其自身取代基 CN,NH 2,R 4是烷基(1-6),链烯基-CH 2 - ,炔基-CH 2 - (3至7C),环烷基(C 1 -C 6)烷基,烷氧基羰基, 或(环烷基)烷基,其非对映异构体形式或其混合物及其药学上可接受的盐。这些新型衍生物是特别有利的抗微生物剂。
    • 20. 发明授权
    • Pyrazine derivatives, their preparation and medicaments containing them
    • 吡嗪衍生物,其制剂和含有它们的药物
    • US06399613B1
    • 2002-06-04
    • US09483984
    • 2000-01-14
    • Georges BashiardesJean-Christophe CarryMichel EversBruno FilocheSerge Mignani
    • Georges BashiardesJean-Christophe CarryMichel EversBruno FilocheSerge Mignani
    • A61K3150
    • C07D213/81C07D213/38C07D213/82C07D241/12C07D241/24
    • The invention concerns pyrazine derivatives of formula (1) in which a pharmaceutical composition comprising at least one compound of formula: in which R represents a nitrogen atom, R1 and R3 each represent the same radical selected from the group consisting of —CO—NR5R6, —CO—N(CH(CH2OH)2)2, —CO—N(CH2OH)2, —CO—N(CH2—CH(CH2OH)2)2, —CO—N(CH2—(CHOH)n—CH2OH)2 in which n is equal to 0, 1, 2, 3 or 4, —CH2—O—R6, —NR5—CO—R6, —CH2—NR5R6, —CH2—N(CH2OH)2, —CH2—N(CH2—(CHOH)y—CH2OH)2 in which y is equal to 0, 1, 2, 3 or 4, —CH2—N(CH(CH2OH)2)2 and —CH2—N(CH2—CH(CH2OH)2)2 and R2 and R4 each represents a hydrogen atom, R5 represents a hydrogen atom or an alkyl radical, R6 represents a radical —CH2—(CHOH)m—CH2OH in which m is equal to 0, 1, 2, 3 or 4, -alk-O-alk-CH2OH, -alk-O-alk, —CH(CH2OH)2, —C(CH2OH)3, —C(CH3) (CH2OH)2, —CH2—CH(CH2OH)2 or —CH(CH2OH)—(CHOH)x—CH2OH in which x is equal to 1, 2, 3 or 4, alk represents an alkyl radical, the alkyl radicals containing, unless otherwise stated, 1 to 6 carbon atoms in a straight or branched chain, stereoisomers thereof and salts thereof with an inorganic or organic acid and their preparation.
    • 本发明涉及式(1)的吡嗪衍生物,其中包含至少一种下式的化合物的药物组合物:其中R表示氮原子,R1和R3各自表示选自-CO-NR5R6, - CO-N(CH(CH 2 OH)2)2,-CO-N(CH 2 OH)2,-CO-N(CH 2 -CH(CH 2 OH)2)2,-CO-N(CH 2 - (CHOH)n -CH 2 OH) 2,其中n等于0,1,2,3或4,-CH 2 -O-R 6,-NR 5 -CO-R 6,-CH 2 -NR 5 R 6,-CH 2 -N(CH 2 OH)2,-CH 2 -N( CH 2 - (CHOH)y -CH 2 OH)2,其中y等于0,1,2,3或4,-CH 2 -N(CH(CH 2 OH)2)2和-CH 2 -N(CH 2 -CH(CH 2 OH) 2)2,R 2和R 4各自表示氢原子,R 5表示氢原子或烷基,R 6表示基团-CH 2 - (CHOH)m -CH 2 OH,其中m等于0,1,2,3或 4,-alk-O-烷基-CH 2 OH,-OCO-烷基,-CH(CH 2 OH)2,-C(CH 2 OH)3,-C(CH 3)(CH 2 OH)2,-CH 2 -CH(CH 2 OH)2 或-CH(CH 2 OH) - (CHOH)x-CH 2 OH,其中x等于1,2,3或4,alk表示烷基,除非另有说明,烷基含有1至6个碳原子 其直链或支链的立体异构体和其与无机或有机酸的盐及其制备方法。