EP 2254893 A1 20101201 - NOVEL 7-SUBSTITUTED DERIVATIVES OF 3-CARBOXY-OXADIAZINO-QUINOLONES, PREPARATION THEREOF AND USE THEREOF AS ANTI-BACTERIAL AGENTS
Title (en)
NOVEL 7-SUBSTITUTED DERIVATIVES OF 3-CARBOXY-OXADIAZINO-QUINOLONES, PREPARATION THEREOF AND USE THEREOF AS ANTI-BACTERIAL AGENTS
Title (de)
NEUARTIGE 7-SUBSTIERTE 5-CARBOXY-OXADIAZIN-CHINOLON-DERIVATE, IHRE HERSTELLUNG UND IHRE ANWENDUNG ALS ANTIBAKTERIELLE MITTEL
Title (fr)
NOUVEAUX DERIVES 7-SUBSTITUES DE 3-CARBOXY-OXADIAZINO-QUINOLONES, LEUR PREPARATION ET LEUR APPLICATION COMME ANTI-BACTERIENS
Publication
Application
Priority
- IB 2009000363 W 20090226
- FR 0801129 A 20080229
- US 4564508 P 20080417
Abstract (en)
[origin: US2009221565A1] A subject of the invention is the compounds of formula (I): in which either R1 represents H, OH, NH2, -(CH2)m-NRaRb(m=0.1 or 2), Ra and Rb represent H, linear, branched or cyclic (C1 -C6) alkyl, (C3-C6) cycloalkyl-(C3-C6)- alkyl, Rc, S(O)2Rc, C(O)Rc, S(O)2Rd or C(O)Rd; or Ra and Rb with N form an Rc radical; Rc represents a saturated, unsaturated or 5- or 6-members aromatic ring, containing 1 to 4 heteroatoms chosen from N, O and S, optionally substituted; Rd represents a linear, branched or cyclic (C1-C6) alkyl, optionally substituted by 1 to 4 halogens; or R1 represents Rc or CHReRc or CHReRd; Re represents H, OH, NH2, NH-(C1-C6)-alk or N-(C1-C6)-alk2, or NH-(C1-C7)-acyl or NHRc; R2 represents H, (CH2)m-NRaRb, Rc, CHReRc or CHReRd, and R'2 represents H; it being understood that R1 and R2 cannot at the same time be H or that R1 and R2 or R2 and R1 cannot be one (CH2)m-NRaRb or Rc or H and the other one OH, or one H and the other one NH2, or one H and the other one (CH2)m-NRaRb in which Ra and Rb represent H or alkyl or C(O)Rd, in which Rd represents an unsubstituted alkyl or cycloalkyl; or R1 has the above definition except H and R2 and R'2 together represent gem dialkyl or alkyl-oxime, or R2 and R'2 represent respectively Rc or Rd and OH, NH2, NHRc or NHRf, Rf being a (C1-C7) acyl radical; or R1 represents H and R2 and R'2 together represent alkyl-oxime or one represents Rc and the other one represents OH, NH2, NHRc or NHRf; n is 0 or 1; R3 and R'3 represent H or (C1-C6) alkyl optionally substituted by 1 to 3 halogens or R3 represents (C1-C6) alkoxy carbonyl and R'3 represents H; R4 represents methyl optionally substituted by halogen; R5 represents H, (C1-C6) alkyl or (C7-C12) arylalkyl; R6 represents H, fluorine, NO2, CF3 or CN; in the form of enantiomers or mixtures, as well as their salts with acids and bases; their preparation and their application as anti-bacterials, in both human and veterinary medicine.
IPC 8 full level
C07D 498/06 (2006.01); A61K 31/5395 (2006.01); A61P 31/04 (2006.01)
CPC (source: EP US)
A61P 31/04 (2017.12 - EP); C07D 498/06 (2013.01 - EP US)
Citation (search report)
See references of WO 2009106967A1
Designated contracting state (EPC)
AT BE BG CH CY CZ DE DK EE ES FI FR GB GR HR HU IE IS IT LI LT LU LV MC MK MT NL NO PL PT RO SE SI SK TR
Designated extension state (EPC)
AL BA RS
DOCDB simple family (publication)
US 2009221565 A1 20090903; US 7713965 B2 20100511; AR 073925 A1 20101215; AU 2009219868 A1 20090903; BR PI0906048 A2 20150630; CA 2715728 A1 20090903; CL 2009000470 A1 20091023; CN 101965354 A 20110202; CN 103467490 A 20131225; CO 6251292 A2 20110221; EA 018348 B1 20130730; EA 201071014 A1 20110429; EP 2254893 A1 20101201; FR 2928150 A1 20090904; IL 207514 A0 20101230; JP 2011513293 A 20110428; KR 20100138978 A 20101231; MX 2010009511 A 20101125; NZ 587590 A 20120727; TW 200944532 A 20091101; TW I391395 B 20130401; WO 2009106967 A1 20090903; ZA 201005934 B 20110525
DOCDB simple family (application)
US 39491809 A 20090227; AR P090100666 A 20090226; AU 2009219868 A 20090226; BR PI0906048 A 20090226; CA 2715728 A 20090226; CL 2009000470 A 20090227; CN 200980106448 A 20090226; CN 201310339859 A 20090226; CO 10120821 A 20100929; EA 201071014 A 20090226; EP 09715639 A 20090226; FR 0801129 A 20080229; IB 2009000363 W 20090226; IL 20751410 A 20100809; JP 2010548204 A 20090226; KR 20107021609 A 20090226; MX 2010009511 A 20090226; NZ 58759009 A 20090226; TW 98105615 A 20090223; ZA 201005934 A 20100819