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US 9,789,089 B2Granted
Therapeutic compounds
AssigneeGilead Sciences, Inc.
InventorsSteven S. Bondy, Carina E. Cannizzaro, Chien-Hung Chou, John O. Link, Qi Liu, Scott D. Schroeder, Winston C. Tse, Jennifer R. Zhang
Life of this patent
Estimating the term…
Abstract
Compounds of formula I: or salts thereof are disclosed. Also disclosed are pharmaceutical compositions comprising a compound of formula I, processes for preparing compounds of formula I, intermediates useful for preparing compounds of formula I and therapeutic methods for treating a Retroviridae viral infection including an infection caused by the HIV virus.
Claims16
A method for inhibiting HIV-1 replication in a human, comprising administering a compound of formula I:
- wherein:
- A is a 5-membered N-heteroaryl, wherein the 5-membered N-heteroaryl is substituted with one Z1 group and optionally substituted with 1, 2, or 3 Z2 groups;
- R1 is a bicyclic-heteroaryl, wherein the bicyclic-heteroaryl has 4 to 12 carbon atoms and 1-5 heteroatoms, and wherein any bicyclic-heteroary of R1 is optionally substituted with 1, 2, 3, 4, or 5 Z3 groups;
- R2 is a phenyl, 5-membered heteroaryl or 6-membered heteroaryl, wherein any phenyl, 5-membered heteroaryl or 6-membered heteroaryl of R2 is optionally substituted with 1, 2, 3, 4 or 5 Z4 groups;
- Z1 is selected from (C3-C8)alkyl, (C6-C20)aryl, and aryl(C1-C6)alkyl-, wherein any aryl and aryl(C1-C6)alkyl- of Z1 is optionally substituted with 1, 2, 3, 4, or 5 Z1a or Z1b groups and wherein any (C3-C8)alkyl of Z1 is optionally substituted with 1, 2, 3, 4, or 5 Z1a groups;
- each Z1a is independently selected from (C3-C7)carbocycle, halogen, —CN, —ORn1, —OC(O)Rp1, —OC(O)NRq1Rr1, —SRn1, —S(O)Rp1, —S(O)2OH, —S(O)2Rp1, —S(O)2NRq1Rr1, —NRq1Rr1, —NRn1CORp1, —NRn1CO2Rp1, —NRn1CONRq1Rr1, —NRn1S(O)2Rp1, —NRn1S(O)2ORp1, —NRn1S(O)2NRq1Rr1, NO2, —C(O)Rn1, —C(O)ORn1 and —C(O)NRq1Rr1;
- each Z1b is independently selected from (C1-C6)alkyl and (C3-C5)carbocycle wherein any (C1-C6)alkyl and (C3-C5)carbocycle of Z1b is optionally substituted with 1, 2, 3, 4, or 5 halogen;
- each Z2 is independently selected from (C1-C3)alkyl, (C1-C3)haloalkyl, halogen and —O(C1-C3)alkyl;
- each Z3 is independently selected from (C1-C6)alkyl, (C3-C7)carbocycle, halogen, —CN, —OR,2, —OC(O)Rp2, —OC(O)NRq2Rr2, —SRn2, —S(O)Rp2, —S(O)2OH, —S(O)2Rp2, —S(O)2NRq2Rr2, —NRq2Rr2, —NRn2CORp2, —NRn2CO2Rp2, —NRn2CONRq2Rr2, —NRn2S(O)2Rp2, —NRn2S(O)2ORp2, —NRn2S(O)2NRq2Rr2, NO2, —C(O)Rn2, —C(O)ORn2 and —C(O)NRq2Rr2, wherein any (C3-C7)carbocycle and (C1-C6)alkyl of Z3 is optionally substituted with 1, 2, 3, 4, or 5 halogen;
- each Z4 is independently selected from (C1-C6)alkyl, halogen and —ORn3, wherein any (C1-C6)alkyl of Z4 is optionally substituted with 1, 2, 3, 4, or 5 halogen;
- each Rn1 is independently selected from H, (C1-C6)alkyl, (C2-C6)alkenyl, (C2-C6)alkynyl and (C3-C7)carbocycle;
- each Rp1 is independently selected from (C1-C6)alkyl, (C2-C6)alkenyl, (C2-C6)alkynyl and (C3-C7)carbocycle;
- Rq1and Rr1 are each independently selected from H, (C1-C6)alkyl, (C2-C6)alkenyl, (C2-C6)alkynyl and (C3-C7)carbocycle, or Rq1and Rr1 together with the nitrogen to which they are attached form a 5, 6 or 7-membered heterocycle;
- each Rn2 is independently selected from H, (C1-C6)alkyl, (C2-C6)alkenyl, (C2-C6)alkynyl and (C3-C7)carbocycle;
- each Rp2 is independently selected from (C1-C6)alkyl, (C2-C6)alkenyl, (C2-C6)alkynyl and (C3-C7)carbocycle;
- Rq2 and Rr2 are each independently selected from H, (C1-C6)alkyl, (C2-C6)alkenyl, (C2-C6)alkynyl and (C3-C7)carbocycle, or Rq2 and Rr2 together with the nitrogen to which they are attached form a 5, 6 or 7-membered heterocycle;
- and
- each Rn3 is independently selected from H, (C1-C3)alkyl, (C1-C3)haloalkyl, and (C3-C7)carbocycle;
- or a pharmaceutically acceptable salt thereof, to the human.
16 more elements
Dependencies are inferred from the claim text.