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US 6,747,150 B2Granted
Boronic ester and acid compounds, synthesis and uses
AssigneeMillennium Pharmaceuticals, Inc.
InventorsJulian Adams, Yu-Ting Ma, Ross Stein, Matthew Baevsky, Louis Grenier, Louis Plamondon
Life of this patent
Estimating the term…
Abstract
Disclosed herein is a method for reducing the rate of degradation of proteins in an animal comprising contacting cells of the animal with certain boronic ester and acid compounds. Also disclosed herein are novel boronic ester and acid compounds, their synthesis and uses.
Claims14
A compound having the formula (1a)
- or a pharmaceutically acceptable salt thereof;
- wherein
- P is R7—C(O)—, where R7 is heteroaryl or heteroarylalkyl;
- X2 is —C(O)—NH—;
- R is hydrogen or alkyl, or R forms together with the adjacent R1, or when A is zero, forms together with the adjacent R2, a nitrogen-containing mono-, bi- or tri-cyclic, saturated or partially saturated ring system having 4-14 ring members, that can be optionally substituted by one or two of keto, hydroxy, alkyl, aryl, aralkyl, alkoxy or aryloxy;
- R1, at each occurrence, is independently one of hydrogen, alkyl, cycloalkyl, aryl, a 5-10 membered saturated, partially unsaturated or aromatic heterocycle or —CH2—R5, where the ring portion of any of said aryl, aralkyl, alkaryl or heterocycle can be optionally substituted;
- R2 is one of hydrogen, alkyl, cycloalkyl, aryl, a 5-10 membered saturated, partially unsaturated or aromatic heterocycle or —CH2—R5, where the ring portion of any of said aryl, aralkyl, alkaryl or heterocycle can be optionally substituted;
- R3 is one of hydrogen, alkyl, cycloalkyl, aryl, a 5-10 membered saturated, partially unsaturated or aromatic heterocycle or —CH2—R5, where the ring portion of any of said aryl, aralkyl, alkaryl or heterocycle can be optionally substituted;
- R5, in each instance, is one of aryl, aralkyl, alkaryl, cycloalkyl, a 5-10 membered saturated, partially unsaturated or aromatic heterocycle or —W—R6, where W Is a chalcogen and R6 is alkyl, where the ring portion of any of said aryl, aralkyl, alkaryl or heterocycle can be optionally substituted;
- Z1 and Z2 are independently one of alkyl, hydroxy, alkoxy, or aryloxy, or together Z1 and Z2 form a moiety derived from a dihydroxy compound having at least two hydroxy groups separated by at least two connecting atoms in a chain or ring, said chain or ring comprising carbon atoms, and optionally, a heteroatom or heteroatoms which can be N, S, or 0;
- and
- A is zero.
9 more elements
Dependencies are inferred from the claim text.