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US 2003/0114445 A1Published application
N3-substituted 6-anilinopyrimidines and methods to treat-Gram-positive bacterial and mycoplasmal infections
OwnerChengxin Zhi, Zheng-Yu Long +4inventors
InventorsChengxin Zhi, Zheng-Yu Long, George E. Wright, Neal C. Brown, Serge Lamothe, Irina Motorina
Life of this patent
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Abstract
Compounds useful for treating Gram-positive bacterial and mycoplasmal infections are disclosed. The compounds have the general formulae shown below. 1
Claims43
A compound having the formula
- 94
- wherein R1 is (CH2)m-{(A)n-(CH2)p}q—B,
- in which each A is, independently, CH2, CH═CH, C≡C, CO, O, S, NR8, where R8 is H or C1-6 alkyl, CHR10, where R10 is OH or C1-6 alkyl, CH(CR12R13)rCH, where each of R12 and R13 is, independently, H, halogen, or C1-6 alkyl, OCO, CONR14, NR15CO, where each of R14 and R15 is, independently, H or C1-6 alkyl, SO2NH, or NHSO2;
- B is H, halogen, substituted or unsubstituted C1-10 alkyl, C3-8 cycloalkyl, C5-15 heteroaryl, NH2, CN, OR16, SR18, COR9, OCOR20, NR21(CO)R22, NR23R24, NR25(CO)NHR26, CN, CH(CO2R28)2, CO2R30, NHSO2R32, CONR34R36, or CH2COR38, in which each of R16-R38 is, independently, H, substituted or unsubstituted C1-6 alkyl, substituted or unsubstituted C1-6 cycloalkyl, substituted or unsubstituted C6-12 aryl, substituted or unsubstituted C7-20 arylalkyl, substituted or unsubstituted C7-20 alkylaryl, substituted or unsubstituted C4-10 heteroaryl, C1-3 acyl, or C1-6 sulfonyl, or B is a substituted or unsubstituted 5-8 membered non-aromatic heterocycle;
- wherein m is 1-4, n is 0 or 1, p is 0-4, q is 0-4, and r is 1-4;
- and
- wherein each of R2 and R3 is, independently, C1-6 alkyl, C2-6 alkenyl, or halogen, or R2 and R3 together are C3-5 alkylene,
- provided that R1 is not unsubstituted alkyl, hydroxy-substituted alkyl, alkoxy-substituted alkyl, carboxy-substituted alkyl, amino-substituted alkyl, (substituted-amino)-substituted alkyl, amido-substituted alkyl, carbamate-substituted alkyl, halogen-substituted alkyl, thio-substituted alkyl, azido-substituted alkyl, dithio-substituted alkyl, sulfonyl-substituted alkyl, or alkenyl;
- further provided that when A is OCO, then B is not CO2H, NH2, or CH(CO2R)2;
- further provided that when A is C═C, then B is not H or alkyl;
- and
- further provided that when A is NH, then B is not CO2R;
- or a pharmaceutically acceptable salt thereof.
10 more elements
A compound having the formula
- 96
- wherein R61 is (CH2)t-{(E)n—(CH2)v}w-J,
- in which each E is, independently, CH2, CH═CH, C≡C, CO, O, S, NR70, where R70 is H or C1-6 alkyl, CHR71, where R71 is OH or C1-6 alkyl, CH(CR72R73)CH, where each of R72 and R73 is, independently, H, halogen, or C1-6 alkyl, OCO, CONR74, NR75CO, where each of R74 and R75 is, independently, H or C1-6 alkyl, SO2NH, or NHSO2;
- J is H, halogen, substituted or unsubstituted C1-10 alkyl, C3-8 cycloalkyl, C5-10 heteroaryl, NH2, CN, OR76, SR78, COR79, OCOR80, NR81(CO)R82, NR83R84, NR85(CO)NHR86, CN, CH(CO2R88)2, CO2R90, NHSO2R92, CONR94R96, or CH2COR98, in which each of R76-R98 is, independently, H, substituted or unsubstituted C1-6 alkyl, substituted or unsubstituted C1-6 cycloalkyl, substituted or unsubstituted C6-12 aryl, substituted or unsubstituted C7-20 arylalkyl, substituted or unsubstituted C7-20 alkylaryl, substituted or unsubstituted C4-10 heteroaryl, C1-3 acyl, or Ci-6 sulfonyl, or B is a substituted or unsubstituted 5-8 membered non-aromatic heterocycle;
- wherein R64 is H, substituted or unsubstituted C1-6 alkyl, or substituted or unsubstituted C6-12 aryl;
- wherein each of R62 and R63 is, independently, C1-6 alkyl, C2-6 alkenyl, or halogen, or R62 and R63 together are C3-5 alkylene;
- and
- wherein t is 1-4, u is 0 or 1, v is 0-4, w is 0-4, and x is 1-4;
- provided that R61 is not unsubstituted alkyl, hydroxy-substituted alkyl, alkoxy-substituted alkyl, carboxy-substituted alkyl, amino-substituted alkyl, amido-substituted alkyl, carbamate-substituted alkyl, halogen-substituted alkyl, thio-substituted alkyl, azido-substituted alkyl, dithio-substituted alkyl, or sulfonyl-substituted alkyl;
- further provided that when E is OCO, then J is not CO2H, NH2, or CH(CO2R)2;
- further provided that when E is C═C, then J is not H or alkyl;
- and
- further provided that when E is NH, then J is not CO2R;
- or a pharmaceutically acceptable salt thereof.
11 more elements
Dependencies are inferred from the claim text.