Actelion Pharmaceuticals Ltd

Idorsia Pharmaceuticals Ltd

Cornelia Zumbrunn-Acklin

Christian N Hubschwerlen

Jean-Philippe Surivet

Georg Rueedi

Daniel Ritz

Daniel Bur

John-Philippe Surivet

Markus Gude

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 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 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;

Tricyclic alkylaminomethyloxazolidinone derivatives

The invention relates to antibacterial compounds of formula I wherein n is 0 or 1; Rrepresents H or F; U represents CHor, provided n is 1, O or NH; '-----' is a bond or is absent; V represents CH or N when '-----' is a bond, or CHor NH when &#x201c;-----&#x201d; is absent; W represents CH or N; A represents &#x2014;(CH)&#x2014;NH&#x2014;(CH)&#x2014; wherein p is 1 and q is 1 or 2 or, provided U represents CHand n is 1, p may also be 0 and q is then 2; G represents one of the groups 1 wherein Z represents N or CH and Q represents O or S; and Z, Zand Zeach represent CH, or Zand Zeach represent CH and Zrepresents N, or Zrepresents CH, Zrepresents N and Zrepresents CH or N, or Zrepresents N and Zand Zeach represent CH;and to salts of such compounds.

Azatricyclic antibiotic compounds

The invention relates to compounds of Formula (I) wherein U, V, W, R, R, A and G are as defined in the description, to pharmaceutically acceptable salts of such compounds and to the use of these compounds in the manufacture of a medicament for the prevention or treatment of a bacterial infection.

Oxazolidinone derivatives

The invention relates to antibacterial compounds of formula I wherein 

[4-(1-amino-ethyl)-cyclohexyl]-methyl-amine and [6-(1-amino-ethyl)-tetrahydro-pyran-3-yl]-methyl-amine derivatives as antibacterials

The invention relates to compounds of formula (I) wherein U, V, W, X, R1, R2, R3, R4, R5, R6, A, B, D, E, G, m, and n are as defined in the description, to pharmaceutically acceptable salts of such compounds for use in the manufacture of a medicament for the prevention or treatment of a bacterial infection. Certain compounds of formula (I) are new and are also part of this invention. 

Oxazolidinone antibiotics

The invention relates to antibacterial compounds of formula I wherein

5-amino-2-(1-hydroxy-ethyl)-tetrahydropyran derivatives

Antibacterial compounds including 3-amino-6-(1-amino-ethyl)-tetrahydropyran derivatives are provided, and methods of treatment or prevention of bacterial infection with such compounds are provided.

3-amino-6-(1-amino-ethyl)-tetrahydropyran derivatives

The invention relates to antibacterial compounds of formula I wherein Ris hydrogen, halogen, hydroxy, alkoxy or cyano; Yand Yeach represent CH, one or two of U, V, W and X represent(s) N and the remaining each represent CH or, in the case of X, may also represent CR, Rbeing halogen, and, in the case of W, may also represent CR, or each of U, V, W, X, Yand Yrepresents CH, or each of U, V, W, X and Yrepresents CH and Yrepresents N, or also one or, provided Ris hydrogen, two of U, V, W, X, Yand Yrepresent(s) CRC and the remaining each represent CH, Rbeing alkoxy, alkoxycarbonyl or alkoxyalkoxy and Rbeing, each time it occurs, independently represents hydroxy or alkoxy; A-B-D represents a chain of 4 to 6 atoms, which 4 to 6 atoms are selected from carbon, oxygen and nitrogen and may be substituted; E is one of the following groups: in which Z is CH or N and Q is O or S, or E is a phenyl group which is substituted once or twice in the meta and/or para position(s); and to salts of such compounds.

Oxazolidinone antibiotic derivatives

The invention relates to compounds of formula (I) wherein Rrepresents H or OH; Rrepresents alkoxy; U and W represent N, V represents CH and Rrepresents H or F, or U and V represent CH, W represents N and Rrepresents H or F, or U and V represent N, W represents CH and Rrepresents H, or U represents N, V represents CH, W represents CRand Rrepresents H; Rrepresents CHOH or alkoxycarbonyl; A represents the group CH&#x2550;CH&#x2014;B or a binuclear heterocyclic system D, B representing a mono- or di-substituted phenyl group wherein the substituents are halogen atoms and D representing one of the following groups wherein Z represents CH or N, and Q represents O or S; and to salts of such compounds. These compounds are useful as antibacterial agents.

4-(1-amino-ethyl)-cyclohexylamine derivatives

The invention relates to antibacterial compounds of formula (I) wherein wherein Rrepresents H, F or hydroxymethyl, and B is absent; wherein Y, Y, Yand Z independently represent CH or N; Q represents O or S; and E represents phenyl which is mono- or di-substituted wherein the substituents are each independently halogen;

Tricyclic antibiotics

The invention relates to compounds of formula (I) wherein Rrepresents H, alkyl, alkoxy, cyano or halogen; one of U and X represents CH or N and the other represents CH, or, in the case of U, may also represent CRand, in the case of X, may also represent CR; Rrepresents halogen; Rrepresents halogen or alkoxy; B represents N, D represents CHand A represents CH(OH)CHor CHCH, or B represents CH, D represents CHor O and A represents OCH, CHCH(OH), CH(OH)CH, CH(OH)CH(OH), CH&#x2550;CH, CHCHor NHCO, or also B represents C(OH), D represents CHand A represents OCH, CHCH(OH), CH(OH)CH, CH(OH)CH(OH), CH&#x2550;CH, CHCHOr NHCO; Rrepresents H, alkyl, alkenyl, hydroxyalkyl or alkoxycarbonylalkyl; and E represents naphthyl or a binuclear heterocyclic group; and to salts of such compounds. These compounds are useful as antimicrobial agents. 

Growing community of inventors

Basel, Switzerland

Cornelia Zumbrunn-Acklin