Actelion Pharmaceuticals Ltd

Idorsia Pharmaceuticals Ltd

Morphochem Aktiengesellschaft Fur Kombinatorische Chemie

Jean-Philippe Surivet

Christian N Hubschwerlen

Georg Rueedi

Cornelia Zumbrunn-Acklin

Cornelia Zumbrunn Acklin

Azely Mirre

Jean-Luc Specklin

Jean-Christophe Gauvin

Philippe Panchaud

Daniel Ritz

Daniel Bur

Christine Schmitt

Markus Gude

Cornelia Zumbrunn

Etienne Ochala

Gaelle Chapoux

Anne-Catherine Blumstein

Gaëlle Chapoux

Gaelle Mathieu

Loïc Jacob

Rueedi Georg

Florence Masse

Stefan Diethelm

Annabelle Perez Frutos Höner

The invention relates to antibacterial compounds of formula I wherein M is one of the groups M, Mand Mrepresented below and either Rrepresents H and Rrepresents a cleavable group as defined in the claims or Rrepresents H and Rrepresents a cleavable group as defined in the claims;and salts thereof.

Substituted 1,2-dihydro-3H pyrrolo[1,2-c]imidazol-3 one antibacterials

The invention relates to antibacterial compounds of formula I wherein M is one of the groups M, Mand Mrepresented below wherein R, M, Mand Mare as defined in the specification;and to salts thereof.

Substituted 1,2-dihydro-3H-pyrrolo[1,2-c]imidazol-3-one antibacterial compounds

The invention relates to antibacterial compounds of formula I  

1,2-dihydro-3H-pyrrolo[1,2-C]imidazol-3-one derivatives and their use as antibacterial agents

The invention relates to compounds of formula I whereinis a bond or is absent, V is CH, CRor N; Ris H or, ifis a bond, may also be alkoxy; Ris H or halogen; U is CH or N whenis a bond, or, ifis absent, U is CH, NH or NR; Ris H, alkylcarbonyl or &#x2014;CH&#x2014;R; Ris H, alkyl or hydroxyalkyl; Ris H or, if n is not 0 and Ris H, may also be OH; Ris H, alkyl, hydroxyalkyl, aminoalkyl, alkoxyalkyl, carboxy or alkoxycarbonyl; Ris hydroxyalkyl, carboxy, alkoxycarbonyl or &#x2014;(CH)&#x2014;NRR, q being 1, 2 or 3 and each of Rand Rindependently being H or alkyl or Rand Rforming with the N atom bearing them a ring; Ris alkyl or hydroxyalkyl; A is &#x2014;(CH)&#x2014;, &#x2014;CHCHCH(OH)&#x2014; or &#x2014;COCHCH(OH)&#x2014;; G is substituted phenyl or Gor G wherein Q is O or S and X is CH or N; and Y, Yand Ymay each be CH or N; and n is 0 when A is &#x2014;CHCHCH(OH)&#x2014; or &#x2014;COCHCH(OH)&#x2014;, and n is 0, 1 or 2 when A is &#x2014;(CH)&#x2014;, p being 1, 2, 3 or 4, with the proviso that the sum of n and p is then 2, 3 or 4; and to salts thereof.

Tricyclic oxazolidinone antibiotic compounds

The invention relates to antibacterial compounds of formula I wherein Ris H or halogen; Ris alkynyloxy or the group M; Ris H or halogen; M is one of the groups wherein A is a bond, CHCH, CH&#x2550;CH or C&#x2261;C and R, R, R, Rand Rare as defined in claimand salts thereof.

Antibacterial 2H-indazole derivatives

The invention relates to antibacterial compounds of formula I wherein Ris H or halogen; Ris the group M; Ris H or halogen; M is Mor M wherein A is a bond or C&#x2261;C; Ris H or halogen; Ris H, alkoxy or halogen; Ris H, alkoxy, hydroxyalkoxy, hydroxyalkyl, 1,2-dihydroxyethyl, dialkylamino, 1-hydroxymethyl-cycloprop-1-yl, 1-((dimethylglycyl)oxy)methyl-cycloprop-1-yl, 3-hydroxyoxetan-3-yl, morpholin-4-ylalkyl or morpholin-4-ylalkoxy; and Ris a group as defined in claimand salts thereof.

Antibacterial quinazoline-4(3H)-one derivatives

The invention relates to antibacterial compounds of formula I wherein X is N or CH; Ris H or halogen; Ris alkynyloxy or the group M; Ris H or halogen; M is one of the groups Mand Mrepresented below wherein A is a bond, CHCH, CH&#x2550;CH or C&#x2261;C; Ris H or halogen; Ris H, alkoxy or halogen; Ris H, alkoxy, hydroxyalkoxy, alkoxyalkoxy, thioalkoxy, trifluoromethoxy, amino, hydroxyalkyl, 2-hydroxyacetamido, 1-aminocyclopropyl, 1-hydroxymethyl-cycloprop-1-yl, 1-((phosphonooxy)methyl)cyclopropyl, 1-(((dimethylglycyl)oxy)methyl)cyclopropyl, trans-2-hydroxymethyl-cycloprop-1-yl, 1,2-dihydroxyethyl, 3-hydroxyoxetan-3-yl, 3-(hydroxyalkyl)oxetan-3-yl, 3-aminooxetan-3-yl, 3-hydroxythietan-3-yl, morpholin-4-ylalkoxy, morpholin-4-yl-alkyl, oxazol-2-yl or [1,2,3]triazol-2-yl; and Ris hydroxyalkyl, dihydroxyalkyl, aminoalkyl, 1-hydroxymethyl-cycloprop-1-yl, 1-aminomethyl-cycloprop-1-yl, trans-2-hydroxymethyl-cycloprop-1-yl, 3-hydroxyoxetan-3-yl, 3-hydroxythietan-3-yl, 1-(2-hydroxyacetyl)azetidin-3-yl, 1-(2-aminoacetyl)azetidin-3-yl, 1-glycylazetidin-3-yl, 1-(2-amino-2-methylpropanoyl)azetidin-3-yl, 3-(2-aminoacetamido)cyclopentyl, trans-(cis-3,4-dihydroxy)-cyclopent-1-yl or 3-hydroxymethylbicyclo[1,1,1]pentan-1-yl; and salts thereof.

[object Object]

The invention relates to antibacterial compounds of formula I wherein one or two of U, V, W, and X represent N, the rest represent CH or, in the case of X, may also represent CRwherein Ris fluorine; Rrepresents alkoxy, halogen or cyano; Rrepresents H, CHOH, CHN, CHNH, alkylcarbonylaminomethyl or triazol-1-ylmethyl; Rrepresents H, or, when n is 1, Rmay also represent OH, NH, NHCORor triazol-1-yl; A represents CR; K represents O, NH, OCH, NHCO, NHCH, CHNH, CHCH, CH&#x2550;CH, CHOHCHOH or CHR; Rrepresents H or together with Rforms a bond, or also Rcan represent OH when K is not O, NH, OCHor NHCO; Rrepresents OH or together with Rforms a bond; Rrepresents alkyl; m is 0 or 1 and n is 0 or 1; and G is as defined in the description;and to salts of such compounds.

5-aminocyclylmethyl-oxazolidin-2-one derivatives

The present invention relates to antibacterial compounds of formula (I) wherein '----' is a bond or is absent, V is CH, CRor N; Ris H or, if '----' is a bond, may also be alkoxy; Ris cyano, alkyl, or ethynyl; U is CH or N when &#x201c;----&#x201d; is a bond, or, if &#x201c;----&#x201d; is absent, U is CH, NH or NH; Ris H, alkylcarbonyl or CH&#x2014;R; Ris H, alkyl or hydroxyalkyl; Ris H or, if n is not 0 and Ris H, may also be OH; Ris H, alkyl, hydroxyalkyl, aminoalkyl, alkoxyalkyl, carboxy or alkoxycarbonyl; Ris hydroxyalkyl, carboxy, alkoxycarbonyl or &#x2014;(CH)&#x2014;NRR, q being 1, 2 or 3 and each of Rand Rindependently being H or alkyl or Rand Rforming with the N atom bearing them a ring; Ris alkyl or hydroxyalkyl; A is &#x2014;(CH)&#x2014;, &#x2014;CHCHCH(OH)&#x2014; or &#x2014;COCHCH(OH)&#x2014;; G is substituted phenyl or Gor G, wherein Q is O or S and X is CH or N; and Y, Yand Ymay each be CH or N; and n is 0 when A is &#x2014;CHCHCH(OH)&#x2014; or &#x2014;COCHCH(OH)&#x2014;, and n is 0, 1 or 2 when A is &#x2014;(CH)&#x2014;, p being 1, 2, 3 or 4, with the proviso that the sum of n and p is then 2, 3 or 4; and to salts of such compounds.

The invention relates to antibacterial compounds of formula I wherein

2-oxo-oxazolidin-3,5-diyl antibiotic derivatives

The invention relates to antibacterial compounds of formula I wherein G and K are as defined in the description; and salts of such compounds.

3,7-disubstituted octahydro-2H-pyrido[4,3-E][1,3]oxazin-2-one antibiotics

The invention relates to antibacterial compounds of formula (I), wherein Ris H, halogen, (C-C)alkyl or (C-C)alkoxy; Ris H, halogen, (C-C)alkyl, (C-C)alkoxy or pyrrolidin-1-yl; Ris H, halogen, (C-C)alkyl, (C-C)alkoxy, vinyl or 2-methoxycarbonyvinyl or Rand Rtogether with the two carbon atoms which bear them form a phenyl ring; Ris H, halogen, (C-C)alkyl or (C-C)alkoxy; and Ris H, (C-C)alkyl or cyclopropyl, or Rand Rform together a &#x2014;CHCHCH&#x2014; group; A is the divalent group &#x2014;CH&#x2014;, &#x2014;CHCH&#x2014;, #&#x2014;CH(OH)CH&#x2014;*, #&#x2014;CHN(R)&#x2014;* and &#x2014;CHNHCH&#x2014;, wherein # indicates the point of attachment to the optionally substituted (quinazoline-2,4-dione-3-yl)methyl residue and * represents the point of attachment to the substituted (oxazolidinon-4-yl)methyl residue; Ris H or acetyl; Y is CH or N; and Q is O or S; and salts of such compounds.

Quinazoline-2,4-dione derivatives

The invention relates to antibacterial compounds of formula I whereinis a bond or is absent, V is CH, CRor N; Ris H or, ifis a bond, may also be alkoxy; Ris notably H or halogen; U is CH or N whenis a bond, or, ifis absent, U is CH, NH or NR; Ris H, alkylcarbonyl or &#x2014;CH&#x2014;R; Ris H, alkyl or hydroxyalkyl; Ris H or, if n is not 0 and Ris H, may also be OH; Ris H, alkyl, hydroxyalkyl, aminoalkyl, alkoxyalkyl, carboxy or alkoxycarbonyl; Ris hydroxyalkyl, carboxy, alkoxycarbonyl or &#x2014;(CH)&#x2014;NRR, q being 1, 2 or 3 and each of Rand Rindependently being H or alkyl or Rand Rforming with the N atom bearing them a ring; Ris alkyl or hydroxyalkyl; A is &#x2014;(CH)&#x2014;, &#x2014;CHCHCH(OH)&#x2014; or &#x2014;COCHCH(OH)&#x2014;; G is substituted phenyl or Gor G wherein Q is O or S and X is CH or N; and Y, Yand Ymay each be CH or N; and n is 0 when A is &#x2014;CHCHCH(OH)&#x2014; or &#x2014;COCHCH(OH)&#x2014;, and n is 0, 1 or 2 when A is &#x2014;(CH)&#x2014;, p being 1, 2, 3 or 4, with the proviso that the sum of n and p is then 2, 3 or 4;and to salts of such compounds.

The invention relates to antibacterial compounds of formula I wherein Ris alkoxy or halogen; U and V each independently are CH or N;is a bond or is absent; W is CH or N or, whenis absent, W is CHor NH, with the proviso that U, V and W are not all N; A is a bond or CH; Ris H or, provided A is CH, may also be OH; m and n each independently are 0 or 1; D is CHor a bond; G represents a phenyl group substituted once or twice in the meta and/or para position(s) by substituents selected from alkyl, (C-C)alkoxy and halogen, or G is a group Gor G wherein Z, Zand Zmay each represent CH or N; X is N or CH and Q is O or S; it being understood that if m and n each are 0, then A is CH;and salts of such compounds.

Oxazolidinyl antibiotics

The invention relates to antibacterial compounds of formula I wherein wherein Q represents O or S, Z represents CH or N, Rrepresents halogen and Rrepresents alkyl;

Growing community of inventors

Kembs, France

Jean-Philippe Surivet