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US 7,612,036 B2Granted
Peptoid compounds
AssigneeUniversity of Wollongong
InventorsJohn Bremner, Stephen Pyne, Paul Keller, Dan Coghlan, Adel Garas, Helen Witchhard, Tim Boyle, Jonathan Coates
Life of this patent
Estimating the term…
Abstract
The invention relates to new peptoid compounds of formula (I), as well as their use in the treatment of bacterial infections, such as those caused by vancomycin resistant microorganisms, and to compositions thereof.
Claims12
A compound of the formula (I):
- wherein
- A is 3,6-linked 9H carbazole;
- Q is hydrogen;
- Z is —CH2′
- R2 is selected from hydrogen, hydroxy, C1-C6 alkyl, C1-C6 alkoxy, —N(R13)2 and —N(R12)—COCHR2aR2b;
- where R2a and R2b are selected from hydrogen, hydroxy, C1-C6 alkyl, C1-C6 alkoxy, —N(R13)2 and —N(R12)—COR14;
- where each R13 is independently selected from hydrogen and C1-C6 alkyl, and where R12 and R13 are selected from hydrogen and C1-C6 alkyl, and where R14 is selected from hydrogen, hydroxyl, C1-C6 alkyl, C1-C6 alkoxy and —NR12;
- R3, R4 and R5 are independently selected from hydrogen and C1-C6 alkyl;
- R6 is —CO2R15, —CONHR16, —CONHOR16, —CONHNHR16, —SO2N(R16)2, —SO2R17 or —P(O)(OR18)(OR18) where each R15, R16, R17 and R18 is independently selected from hydrogen, C1-C6 alkyl, C3-C7 cycloalkyl, C6-C10 aryl and C7-C10 arylalkyl;
- W is —O— or CR10R11 where R10 and R11 are independently selected from hydrogen, hydroxy, C1-C6 alkyl, C6-C10 aryl, C1-C6 alkoxy and —N(R13)2 and where each R13 is independently selected from hydrogen and C1-C6 alkyl, and where R12 is selected from hydrogen and C1-C6 alkyl;
- Y is an unsubsitituted amino group or a guanidino group, or their hydrochloride salts;
- is a single or double bond;
- R7 and R8a are hydrogen or are absent if is a double bond;
- and
- R8b and R9 are hydrogen and X is —(CR10R11)u—, —O(CH2)u—, —CH═CH—, —O(CR10R11)CH═CH—or —CR10R11—CH═CH— where R10 and R11 hydrogen and u is an integer selected from 2 to 3 or
- R8b and R9 together form a covalent bond between X and the carbon to which R8b is attached, and X is selected from —(CR10R11)x— or —O(CH2)x— wherein R10 and R11 are hydrogen and x is an integer from 1 to 4;
- m, and t are independently selected from 0 or 1;
- r is 1;
- p is an integer selected from 0 to 6, provided that when W is —O—, p is at least 1;
- and
- q is independently selected from 0 to 4;
- or a pharmaceutically acceptable salt thereof.
19 more elements
Dependencies are inferred from the claim text.