Back to results
US 2012/0238595 A1Published application
Therapeutic compounds
AssigneesUniversity of Medicine and Dentistry of New Jersey, Rutgers, The State University of New Jersey
InventorsEdmond J. LaVoie, Joseph E. Rice, Suzanne G. Rzuczek, Daniel S. Pilch
Life of this patent
Estimating the term…
Abstract
The invention provides compounds of formula (I) wherein u, d, v, m, n, R1, W, X, Y, and Z have any values defined herein, as well as salts thereof. The compounds have activity as anti-proliferative agents.
Claims26
A compound of formula (I):
- wherein:
- Z is CH or N;
- each W is independently NH, S, or O;
- n is 1 and m is 3;
- or n is 2 and m is 2;
- or n is 3 and m is 1;
- or n is 4 and m is 0;
- X is H, hydroxy, halo, cyano, nitro, (C1-C6)alkyl, (C2-C6)alkenyl, (C2-C6)alkynyl, (C1-C6)alkoxy, (C1-C6)alkanoyl, (C1-C6)alkanoyloxy, (C1-C6)alkoxycarbonyl, —NRaRb, —C(═O)NRaRb, or —NRaC(═O)—Rc;
- wherein each (C1-C6)alkyl, (C2-C6)alkenyl, (C2-C6)alkynyl, (C1-C6)alkoxy, (C1-C6)alkanoyl, (C1-C6)alkanoyloxy, and (C1-C6)alkoxycarbonyl of X is optionally substituted with one or more groups independently selected from hydroxy, halo, cyano, nitro, (C1-C3)alkoxy, (C1-C3)alkanoyl, (C1-C3)alkanoyloxy, (C1-C3)alkoxycarbonyl, —NRaRb, —C(═O)NRaRb, and —NRaC(═O)—Rc;
- Y is H, hydroxy, halo, cyano, nitro, (C1-C6)alkyl, (C2-C6)alkenyl, (C2-C6)alkynyl, (C1-C6)alkoxy, (C1-C6)alkanoyl, (C1-C6)alkanoyloxy, (C1-C6)alkoxycarbonyl, —NRaRb, —C(═O)NRaRb, or —NRaC(═O)—Rc;
- wherein each (C1-C6)alkyl, (C2-C6)alkenyl, (C2-C6)alkynyl, (C1-C6)alkoxy, (C1-C6)alkanoyl, (C1-C6)alkanoyloxy, and (C1-C6)alkoxycarbonyl of Y is optionally substituted with one or more groups independently selected from hydroxy, halo, cyano, nitro, (C1-C3)alkoxy, (C1-C3)alkanoyl, (C1-C3)alkanoyloxy, (C1-C3)alkoxycarbonyl, —NRaRb, —C(═O)NRaRb, and —NRaC(═O)—Rc;
- each R1 is independently H or (C1-C6)alkyl wherein any (C1-C6)alkyl of R1 is optionally is optionally substituted with one or more groups independently selected from hydroxy, halo, cyano, nitro, (C1-C3)alkoxy, (C1-C3)alkanoyl, (C1-C3)alkanoyloxy, (C1-C3)alkoxycarbonyl, —NRa1Rb1, —C(═O)NRa1Rb1, and —NRa1C(═O)—Rc1;
- each Ra and Rb is independently H, (C1-C6)alkyl, (C1-C6)alkanoyl, or aryl(C1-C6)alkyl;
- or Ra and Rb together with the nitrogen to which they are attached form an N-linked heterocycle that is optionally substituted with one or more oxo;
- each Rc is (C1-C3)haloalkyl;
- each Ra1 and Rb1 is independently H, (C1-C6)alkyl, (C1-C6)alkanoyl, or aryl(C1-C6)alkyl;
- or Ra1 and Rb1 together with the nitrogen to which they are attached form an N-linked heterocycle that is optionally substituted with one or more oxo;
- each Rc1 is halo(C1-C6)alkyl, (C1-C6)alkoxy or aryl(C1-C6)alkoxy;
- and
- -u-d-v- taken together form an organic radical that comprises a 9 membered chain that taken together with the remainder of formula I forms a compound that comprises a 24 membered ring;
- or a salt thereof.
18 more elements
5-43. (canceled)
49-63. (canceled)
65-72. (canceled)
79-82. (canceled)
A method comprising preparing a 24 membered ring from a ring-precursor comprising:
- a. contacting the ring-precursor with a metal salt to form a ring-precursor metal complex;
- and
- b. reacting the ring-precursor metal complex under conditions suitable to provide the 24 membered ring.
85-89. (canceled)
91-96. (canceled)
Dependencies are inferred from the claim text.