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US 2008/0242597 A1Published application
Antibiotic compounds
OwnerKun Liu, Peter T. Meinke +1inventors
InventorsKun Liu, Peter T. Meinke, Fengqi Abe Zhang
Life of this patent
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Abstract
The present invention relates to novel thiazolyl peptide antibiotics capable of treating serious bacterial infections in mammals, and particularly, in humans. Some of the analogs can also be versatile intermediates for the preparation of new derivatives with useful antibacterial activity.
Claims10
A compound of structural formula I:
- or a pharmaceutically acceptable salt, ester, enantiomer, diastereomer diasteriomer or mixture thereof,
- wherein:
- R independently represents hydrogen or C1-12 alkyl;
- R1 represents hydrogen, C1-6 alkyl, C3-6 cycloalkyl, or —(CH2)nC5-10 heterocyclyl;
- R2 represents R1 OR1;
- R3 represents —C(O)NR5R6, —C(O)NHC(R7R8)C(O)NR5R6 or C(O)OR5;
- R4 represents
- R4a represents C1-12 alkyl, C(O)H, C(O)C1-12 alkyl, —C(R5)2C5-10 heterocyclyl, —COOR, —(CH2)nC(O)NR5R6, —(CH2)nNR5R6, —(CH2)nC5-10 heterocyclyl, or —(CH2)nP(O)(OR)2, said heterocyclyl optionally substituted with one or more groups of Ra;
- said alkyl optionally substituted with 1 to 6 hydroxy and/or optionally substituted by one or more groups of Ra,
- R5 and R6 independently represent hydrogen, C1-12 alkyl, —(CH2)nC(═CH2)C(O)NH2, —(CH2)nC(═CH2)CN, —(CH2)nC5-10 heterocyclyl, —(CH2)nNR7R8, CHO, —(CH2)nNR(CH2)nNR7R8, —(CH2)nNR(CH2)nC5-10 heterocyclyl, —(CH2)nC6-10 aryl, —(CH2)n(O(CH2)2)1-6R9, or —(CH2)nNHC(O)(CH2)nNR7R8, said aryl, and heterocyclyl optionally substituted with one or more groups of Ra;
- said alkyl optionally substituted with 1 to 6 hydroxy and/or optionally substituted by one or more groups of Ra;
- or
- R5 and R6 together with the nitrogen atom they are attached form a 5 to 10 heterocyclic ring optionally containing 1 to 2 additional heteroatoms selected from the group consisting of N, S and O and optionally substituted with one or more groups of Ra;
- R7 and R8 independently represent hydrogen, —(CH2)nNR5R6, —(CH2)nSR5;
- or —(CH2)nC5-10 heterocyclyl said heterocyclyl optionally substituted with one or more groups of Ra;
- said alkyl optionally substituted with 1 to 6 hydroxy and/or optionally substituted by one or more groups of Ra;
- R9 represents hydrogen, C1-6 alkyl, (CH2)nC5-10 heterocyclyl, or —C(O)OR, CN, OR, said alkyl and heterocyclyl optionally substituted with one or more groups of Ra
- Ra represents hydrogen, halogen, (CH2)nOR, CF3, (CH2)nC(O)OR, (CH2)nC(O)NR7R8, (CH2)nC5-10 heterocyclyl, SO2NR5R6, (CH2)C6-10 aryl, N(R)2, NO2, CN, (C1-6 alkyl)O—, (aryl)O—, (C1-6 alkyl)S(O)0-2—, or C1-12 alkyl, said alkyl, heterocyclyl, and aryl optionally substituted with 1 to 4 groups selected from the group consisting of C1-6 alkyl, (CH2)nOR, (CH2)nN(R)2, and —O—;
- and
- n represent 0-6, and p represents 0, 1 or 2.
17 more elements
(canceled)
Dependencies are inferred from the claim text.