Back to results
US 6,387,896 B1Granted
Bicyclic oxazolidinones as antibacterial agents
AssigneePharmacia & Upjohn Company
InventorsMichael J. Genin, Michael Robert Barbachyn, Jackson B. Hester, Jr., Paul D. Johnson
Life of this patent
Estimating the term…
Abstract
The present invention provides compounds of formula I useful as antimicrobial agents wherein W, X, Y, R1, R2 and n are as defined in thereof.
Claims21
A compound of formula I
- or a pharmaceutically acceptable salt thereof wherein:
- W is
- a) O, or
- b) S;
- X is
- a) —S(═O)m—, or
- b) —NR3—;
- Y is
- a) —O—,
- b) —NH—,
- c) —CH2—, or
- d) —S(═O)m—;
- R1 is C1-4 alkyl, optionally substituted with 1-3 R5;
- R2 is
- a) H,
- b) C1-6 alkyl, optionally substituted with 1-3 halo;
- c) cyclopropyl,
- d) —OC1-4 alkyl,
- e) —NH2,
- f) —NHC1-6 alkyl, or
- g) —N(C1-6 alkyl)2;
- R3 is
- a) C1-8 alkyl, optionally substituted with 1-3 halo, CN, NO2, OH, SH or NH2,
- b) —C(═O)R4, or
- c) —C(═S)NHC1-4 alkyl;
- R4 is
- a) H,
- b) C1-6 alkyl, optionally substituted with OH, C1-4 alkoxy, NH2, SH or halo, or
- c) —CH2OC(═O)C1-4 alkyl;
- R5 is
- j) halo,
- k) —CN,
- l) —OH,
- m) —SH,
- n) —NH2,
- o) —OR6,
- p) —NHR6,
- q) —N(R6)2, or
- r) —S(═O)mR6;
- R6 is
- g) C1-6 alkyl,
- h) —C(═O)C1-4 alkyl,
- i) —C(═O)OC1-4 alkyl,
- j) —C(═O)NH2,
- k) —C(═O)NHC1-4 alkyl, or
- l) —SO2C1-4 alkyl;
- m is 0, 1, or 2;
- n is 0 or 1;
- with the proviso that were n is 0, Y is —CH2—.
46 more elements
A compound of formula I
- or a pharmaceutically acceptable salt thereof wherein:
- W is
- a) S;
- X is
- a) —S(═O)m—, or
- b) —NR3—;
- Y is
- a) —O—,
- b) —NH—,
- c) —CH2—, or
- d) —S(═O)m—;
- R1 is C1-4 alkyl, optionally substituted with 1-3 R5;
- R2 is
- a) H,
- b) C1-6 alkyl, optionally substituted with 1-3 halo;
- c) cyclopropyl,
- d) —OC1-4 alkyl,
- e) —NH2,
- f) —NHC1-6 alkyl, or
- g) —N(C1-6 alkyl)2;
- R3 is
- a) C1-8 alkyl, optionally substituted with 1-3 halo, CN, NO2, OH, SH or NH2,
- b) —C(═O)R4, or
- c) —C(═S)NHC1-4 alkyl;
- R4 is
- a) H,
- b) C1-6 alkyl, optionally substituted with OH, C1-4 alkoxy, NH2, SH or halo, or
- c) —CH2OC(═O)C1-4 alkyl;
- R5 is
- a) halo,
- b) —CN,
- c) —OH,
- d) —SH,
- e) —NH2,
- f) —OR6,
- g) —NHR6,
- h) —N(R6)2, or
- i) —S(═O)mR6;
- R6 is
- a) C1-6 alkyl,
- b) —C(═O)C1-4 alkyl,
- c) —C(═O)OC1-4 alkyl,
- d) —C(═O)NH2,
- e) —C(═O)NHC1-4 alkyl, or
- f) —SO2C1-4 alkyl;
- m is 0, 1 or 2;
- n is 0 or 1;
- with the proviso that where n is 0, Y is —CH2—.
45 more elements
A compound of formula I
- or a pharmaceutically acceptable salt thereof wherein:
- W is
- a) O, or
- b) S;
- X is
- a) —S(═O)m—, or
- b) —NR3—;
- Y is
- a) —O—;
- R1 is C1-4 alkyl, optionally substituted with 1-3 R5;
- R2 is
- a) H,
- b) C1-6 alkyl, optionally substituted with 1-3 halo
- c) cyclopropyl,
- d) —OC1-4 alkyl,
- e) —NH2,
- f) —NHC1-6 alkyl, or
- g) —N(C1-6 alkyl)2;
- R3 is
- a) C1-8 alkyl, optionally substituted with 1-3 halo, CN, NO2, OH, SH or NH2,
- b) —C(═O)R4, or
- c) —C(═S)NHC1-4 alkyl;
- R4 is
- a) H,
- b) C1-6 alkyl, optionally substituted with OH, C1-4 alkoxy, NH2, SH or halo, or
- c) —CH2OC(═O)C1-4 alkyl;
- R5is
- a) halo,
- b) —CN,
- c) —OH,
- d) —SH,
- e) —NH2,
- f) —OR6,
- g) —NHR6,
- h) —N(R6)2, or
- i) —S(═O)mR6;
- R6 is
- a) C1-6 alkyl,
- b) —C(═O)C1-4 alkyl,
- c) —C(═O)OC1-4 alkyl,
- d) —C(═O)NH2,
- e) —C(═O)NHC1-4 alkyl, or
- f) —SO2C1-4 alkyl;
- m is 0, 1 or 2;
- and
- n is 0 or 1.
43 more elements
A compound of formula I
- or a pharmaceutically acceptable salt thereof wherein:
- W is
- a) O, or
- b) S;
- X is
- a) —S(═O)m—, or
- b) —NR3—;
- Y is
- a) —O—
- b) —NH—,
- c) —CH2—, or
- d) —S(═O)m—;
- R1 is C1-4 alkyl, optionally substituted with 1-3 R5;
- R2 is
- a) H,
- b) C1-6 alkyl, optionally substituted with 1-3 halo;
- c) cyclopropyl,
- d) —OC1-4 alkyl,
- e) —NH2,
- f) —NHC1-6 alkyl, or
- g) —N(C1-6 alkyl)2;
- R3 is
- a) C1-8 alkyl, optionally substituted with 1-3 halo, CN, NO2, OH, SH or NH2,
- b) —C(═O)R4, or
- c) —C(═S)NHC1-4 alkyl;
- R4 is
- a) H,
- b) C1-6 alkyl, optionally substituted with OH, C1-4 alkoxy, NH2, SH or halo, or
- c) —CH2OC(═O)C1-4 alkyl;
- R5 is
- a) halo,
- b) —CN,
- c) —OH,
- d) —SH,
- e) —NH2,
- f) —OR6,
- g) —NHR6,
- h) —N(R6)2, or
- i) —S(═O)mR6;
- R6 is
- a) C1-6 alkyl,
- b) —C(═O)C1-4 alkyl,
- c) —C(═O)OC1-4 alkyl,
- d) —C(═O)NH2,
- e) —C(═O)NHC1-4 alkyl, or
- f) —SO2C1-4 alkyl;
- m is 0, 1 or 2;
- and n is 1.
45 more elements
A compound having the formula N-({(5S)-3-[(2R)-1-formyl-2-methyl-1,2,3,4-tetrahydro-6-quinolinyl]-2-oxo-1,3-oxazolidin-5-yl}methyl)ethanethioamide.
Dependencies are inferred from the claim text.