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US 2008/0076745 A1Published application
Antibacterial amide macrocycles iv
AssigneeAiCuris GmbH & Co. KG
InventorsRainer Endermann, Kerstin Ehlert, Christoph Freiberg, Siegfried Raddatz, Martin Michels, Yolanda Cancho-Grande, Joachim Schuhmacher, Stefan Weigand
Life of this patent
Estimating the term…
Abstract
The invention relates to antibacterial amide macrocycles and processes for their preparation, their use for the treatment and/or prophylaxis of diseases and their use for the manufacture of medicaments for the treatment and/or prophylaxis of diseases, especially bacterial infections.
Claims23
A compound of formula
- in which
- R7 represents a group of formula
- whereby
- R1 is hydrogen or hydroxy,
- * is the linkage site to the carbon atom,
- R2 represents hydrogen, methyl or ethyl,
- R3 represents a group of formula
- whereby
- * is the linkage site to the nitrogen atom,
- A represents a bond or phenyl,
- R4 represents hydrogen, amino or hydroxy,
- R5 represents a group of formula
- wherein
- * is the linkage site to the carbon atom,
- R23 represents hydrogen or a group of formula *—(CH2)n—OH or *—(CH2)o—NH2,
- wherein
- * is the linkage site to the carbon atom,
- n and o independently of one another are a number 1, 2, 3 or 4,
- m is a number 0 or 1,
- R8 and R12 independently of one another represent a group of formula *—CONHR14 or *—CH2CONHR15,
- wherein
- * is the linkage site to the carbon atom,
- R14 and R15 independently of one another represent a group of formula
- wherein
- * is the linkage site to the nitrogen atom,
- R4a represents hydrogen, amino or hydroxy,
- R5a represents hydrogen, methyl or aminoethyl,
- R6a represents hydrogen or aminoethyl,
- or
- R5a and R6a together with the nitrogen atom to which they are bonded form a piperazine ring,
- R8a and R12a independently of one another represent *—(CH2)Z1a—OH, *—(CH2)Z2a—NHR13a, *—CONHR14a or *—CH2CONHR15a,
- wherein
- * is the linkage site to the carbon atom,
- Z1a and Z2a independently of one another are a number 1, 2 or 3,
- R13a represents hydrogen or methyl,
- and
- R4a and R15a independently of one another represent a group of formula
- in which
- * is the linkage site to the nitrogen atom,
- R4c represents hydrogen, amino or hydroxy,
- R5c represents hydrogen, methyl or aminoethyl,
- R6c represents hydrogen or aminoethyl,
- kc is a number 0 or 1,
- and
- lc is a number 1, 2, 3 or 4,
- R9a and R11a independently of one another represent hydrogen or methyl,
- R10a represents amino or hydroxy,
- R16a represents a group of formula
- wherein
- * is the linkage site to the nitrogen atom,
- Rd represents hydrogen, amino or hydroxy,
- R5d represents hydrogen, methyl or aminoethyl,
- R6d represents hydrogen or aminoethyl,
- kd is a number 0 or 1,
- and
- ld is a number 1, 2, 3 or 4,
- ka is a number 0 or 1,
- and
- la, wa, xa and ya independently of one another are a number 1, 2, 3 or 4, R9 and R11 independently of one another represent hydrogen, methyl, *—C(NH2)═NH or a group of formula
- wherein
- * is the linkage site to the nitrogen atom,
- R20 represents hydrogen or *—(CH2)i—NHR22,
- wherein
- R22 represents hydrogen or methyl,
- and
- i is a number 1, 2 or 3,
- R21 represents hydrogen or methyl,
- f is a number 0, 1, 2 or 3,
- g is a number 1, 2 or 3,
- and
- h is a number 1, 2, 3 or 4,
- or
- R8 represents *—(CH2)Z1—OH,
- wherein
- * is the linkage site to the carbon atom,
- Z1 is a number 1, 2 or 3,
- and
- R9 represents a group of formula
- wherein
- * is the linkage site to the nitrogen atom,
- and
- h is a number 1, 2, 3 or 4,
- R10 represents amino or hydroxy,
- R16 and R17 independently of one another represent a group of formula
- wherein
- * is the linkage site to the nitrogen atom,
- R4b represents hydrogen, amino or hydroxy,
- R5b represents hydrogen, methyl or aminoethyl,
- R6b represents hydrogen or aminoethyl,
- or
- R5b and R6b together with the nitrogen atom to which they are bonded form a piperazine ring,
- R8b and R12b independently of one another represent *—(CH2)Z1b—OH, *—(CH2)Z2b—NHR13b, *—CONHR14b or *—CH2CONHR15b,
- wherein
- * is the linkage site to the carbon atom,
- R3b represents hydrogen or methyl,
- and
- Z1b and Z2b independently of one another are a number 1, 2 or 3,
- and
- R14b and R15b independently of one another represent a group of formula
- wherein
- * is the linkage site to the nitrogen atom,
- R4g represents hydrogen, amino or hydroxy,
- R5g represents hydrogen, methyl or aminoethyl,
- R6g represents hydrogen or aminoethyl,
- kg is a number 0 or 1,
- and
- lg is a number 1, 2, 3 or 4,
- R9b and R11b independently of one another represent hydrogen or methyl,
- R10b represents amino or hydroxy,
- kb is a number 0 or 1,
- lb, wb, xb and yb independently of one another are a number 1, 2, 3 or 4,
- R18 and R19 independently of one another represent hydrogen or a group of formula
- wherein
- * is the linkage site to the nitrogen atom,
- R4e represents hydrogen, amino or hydroxy,
- R5e represents hydrogen, methyl or aminoethyl,
- R6e represents hydrogen or aminoethyl,
- or
- R5e and R6e together with the nitrogen atom to which they are bonded form a piperazine ring,
- R8e and R12e independently of one another represent *—(CH2)Z1e—OH or *—(CH2)Z2e—NHR13e,
- wherein
- * is the linkage site to the carbon atom,
- R13e represents hydrogen or methyl,
- and
- Z1e and Z2e independently of one another are a number 1, 2 or 3,
- R9e and R11e independently of one another represent hydrogen or methyl,
- R10c represents amino or hydroxy,
- ke is a number 0 or 1,
- and
- le, we, xe and ye independently of one another are a number 1, 2, 3 or 4,
- whereby R18 and R19 are not simultaneously hydrogen,
- R24 represents a group of formula *—CONHR25,
- wherein
- * is the linkage site to the carbon atom,
- R25 represents a group of formula
- wherein
- * is the point of linkage to the nitrogen atom,
- R4f represents hydrogen, amino or hydroxy,
- R5f represents hydrogen, methyl or aminoethyl,
- R6f represents hydrogen or aminoethyl,
- or
- R5f and R6f together with the nitrogen atom to which they are bonded form a piperazine ring,
- R8f and R12f independently of one another represent *—(CH2)Z1f—OH or *—(CH2)Z2f—NHR13f,
- wherein
- * is the linkage site to the carbon atom,
- R3f represents hydrogen or methyl,
- and
- Z1f and Z2f independently of one another are a number 1, 2 or 3,
- R9f and R11f independently of one another represent hydrogen or methyl,
- R10f represents amino or hydroxy,
- kf is a number 0 or 1,
- and
- lf, wf, xf and yf independently of one another are a number 1, 2, 3 or 4,
- d and e independently of one another are a number 1, 2 or 3,
- k is a number 0 or 1,
- l, w, x and y independently of one another are a number 1, 2, 3 or 4,
- independently of one another may when w, x or y equals 3 carry a hydroxy group,
- or one of its salts, its solvates or the solvates of its salts.
155 more elements
Dependencies are inferred from the claim text.