公开(公告)号：US20220401384A1

公开(公告)日：2022-12-22

申请号：US17826770

申请日：2022-05-27

申请人： McMaster University

发明人： Eric Brown ,  Omar M Elhalfawy ,  Nick Jentsch ,  Xiong Zhang ,  Jakob Magolan

IPC分类号： A61K31/055 ,  C07C39/19 ,  C07D213/30 ,  C07D261/08 ,  C07C205/18 ,  C07D333/38 ,  C07D307/48 ,  C07D239/42 ,  C07D239/26 ,  C07D215/14 ,  C07C49/78 ,  C07C43/275 ,  A61K38/12 ,  A61K31/05 ,  A61K31/4418 ,  A61K31/42 ,  A61K31/381 ,  A61K31/341 ,  A61K31/505 ,  A61K31/11 ,  A61K31/47 ,  A61K31/121 ,  A61P31/04

摘要： Provided herein are novel synthetic compounds having the structure of formula (1), wherein X is a substituted or unsubstituted aromatic or heteroaromatic mono- or polycyclic ring system; and Y is substituted or unsubstituted C5-C10 alkyl or alkenyl group, or a pharmaceutically acceptable salt thereof. Also provided are pharmaceutical compositions. The compounds and pharmaceutical compositions are useful for inhibiting growth of a bacterium.

公开(公告)号：US20210380513A1

公开(公告)日：2021-12-09

申请号：US17303462

申请日：2021-05-28

申请人： McMaster University

发明人： Jake Magolan ,  Nick Jentsch ,  Xiong Zhang ,  Mathew Piotrowski ,  Partick Darveau ,  Meghan Fragis ,  Jarrod Johnson ,  Nikki Ritchie ,  Arnav Kaul

IPC分类号： C07C37/14 ,  C07J7/00 ,  B01J21/04 ,  C07D209/08 ,  C07C41/26 ,  C07C253/30 ,  C07C201/12 ,  C07J1/00 ,  C07D311/30 ,  C07D311/32 ,  C07D307/80

摘要： The present application describes process for preparing an ortho-allylated hydroxy aryl compounds such as compounds of Formula (I) by reacting an allylic alcohol with a hydroxy aryl compound in the presence of aluminum compound selected from alumina and aluminum alkoxides and in a non-protic solvent wherein at least one carbon atom ortho to the hydroxy group in the hydroxy aryl compound is unsubstituted. The present application also includes compounds of Formula (I).

公开(公告)号：US12011422B2

公开(公告)日：2024-06-18

申请号：US17826770

申请日：2022-05-27

申请人： McMaster University

发明人： Eric Brown ,  Omar M Elhalfawy ,  Nick Jentsch ,  Xiong Zhang ,  Jakob Magolan

IPC分类号： A61K31/055 ,  A61K31/05 ,  A61K31/11 ,  A61K31/121 ,  A61K31/341 ,  A61K31/381 ,  A61K31/42 ,  A61K31/4418 ,  A61K31/47 ,  A61K31/505 ,  A61K38/12 ,  A61P31/04 ,  C07C39/19 ,  C07C43/275 ,  C07C49/78 ,  C07C205/18 ,  C07D213/30 ,  C07D215/14 ,  C07D239/26 ,  C07D239/42 ,  C07D261/08 ,  C07D307/48 ,  C07D333/38

CPC分类号： A61K31/055 ,  A61K31/05 ,  A61K31/11 ,  A61K31/121 ,  A61K31/341 ,  A61K31/381 ,  A61K31/42 ,  A61K31/4418 ,  A61K31/47 ,  A61K31/505 ,  A61K38/12 ,  A61P31/04 ,  C07C39/19 ,  C07C43/275 ,  C07C49/78 ,  C07C205/18 ,  C07D213/30 ,  C07D215/14 ,  C07D239/26 ,  C07D239/42 ,  C07D261/08 ,  C07D307/48 ,  C07D333/38

摘要： Provided herein are novel synthetic compounds having the structure of formula (1),




wherein X is a substituted or unsubstituted aromatic or heteroaromatic mono- or polycyclic ring system; and Y is substituted or unsubstituted C5-C10 alkyl or alkenyl group, or a pharmaceutically acceptable salt thereof. Also provided are pharmaceutical compositions. The compounds and pharmaceutical compositions are useful for inhibiting growth of a bacterium.

公开(公告)号：US11512034B2

公开(公告)日：2022-11-29

申请号：US17303462

申请日：2021-05-28

申请人： McMaster University

发明人： Jakob Magolan ,  Nicholas Jentsch ,  Xiong Zhang ,  Mathew Piotrowski

IPC分类号： C07C37/14 ,  C07J7/00 ,  B01J21/04 ,  C07D209/08 ,  C07C41/26 ,  C07D307/80 ,  C07C201/12 ,  C07J1/00 ,  C07D311/30 ,  C07D311/32 ,  C07C253/30

摘要： The present application describes process for preparing an ortho-allylated hydroxy aryl compounds such as compounds of Formula (I) by reacting an allylic alcohol with a hydroxy aryl compound in the presence of aluminum compound selected from alumina and aluminum alkoxides and in a non-protic solvent wherein at least one carbon atom ortho to the hydroxy group in the hydroxy aryl compound is unsubstituted. The present application also includes compounds of Formula (I).

公开(公告)号：US20240317660A1

公开(公告)日：2024-09-26

申请号：US18572235

申请日：2022-06-23

申请人： McMaster University

发明人： Jakob Magolan ,  Xiong Zhang ,  Nicholas Jentsch ,  Mathew Piotrowski ,  Meghan Fragis ,  Jarrod Johnson ,  Lauren Irwin

IPC分类号： C07C37/16

CPC分类号： C07C37/16

摘要： The present application describes process for preparing an ortho-allylated hydroxy aryl compounds such as compounds of Formula (I) by reacting an allylic alcohol with a hydroxy aryl compound in the presence of aluminum compound selected from alumina and aluminum alkoxides and in a non-protic solvent wherein at least one carbon atom ortho to the hydroxy group in the hydroxy aryl compound is unsubstituted.

公开(公告)号：US20240150269A1

公开(公告)日：2024-05-09

申请号：US18372980

申请日：2023-09-26

申请人： McMaster University

发明人： Jakob Magolan ,  Nicholas Jentsch ,  Xiong Zhang ,  Mathew Piotrowski ,  Patrick Darveau ,  Meghan Fragis ,  Jarrod Johnson ,  Nicole Ritchie ,  Arnav Kaul

IPC分类号： C07C37/14 ,  B01J21/04 ,  C07C41/26 ,  C07C201/12 ,  C07C253/30 ,  C07D209/08 ,  C07D307/80 ,  C07D311/30 ,  C07D311/32 ,  C07J1/00 ,  C07J7/00

CPC分类号： C07C37/14 ,  B01J21/04 ,  C07C41/26 ,  C07C201/12 ,  C07C253/30 ,  C07D209/08 ,  C07D307/80 ,  C07D311/30 ,  C07D311/32 ,  C07J1/0059 ,  C07J7/0005

摘要： The present application describes process for preparing an ortho-allylated hydroxy aryl compounds such as compounds of Formula (1) by reacting an allylic alcohol with a hydroxy aryl compound in the presence of aluminum compound selected from alumina and aluminum alkoxides and in a non-protic solvent wherein at least one carbon atom ortho to the hydroxy group in the hydroxy aryl compound is unsubstituted. The present application also includes compounds of Formula (1).

公开(公告)号：US11795127B2

公开(公告)日：2023-10-24

申请号：US17964347

申请日：2022-10-12

申请人： McMaster University

发明人： Jakob Magolan ,  Nicholas Jentsch ,  Xiong Zhang ,  Mathew Piotrowski ,  Patrick Darveau ,  Meghan Fragis ,  Jarrod Johnson ,  Nicole Ritchie ,  Arnav Kaul

IPC分类号： C07C37/14 ,  C07J7/00 ,  B01J21/04 ,  C07D209/08 ,  C07C41/26 ,  C07D307/80 ,  C07C201/12 ,  C07J1/00 ,  C07D311/30 ,  C07D311/32 ,  C07C253/30

CPC分类号： C07C37/14 ,  B01J21/04 ,  C07C41/26 ,  C07C201/12 ,  C07C253/30 ,  C07D209/08 ,  C07D307/80 ,  C07D311/30 ,  C07D311/32 ,  C07J1/0059 ,  C07J7/0005

摘要： The present application describes process for preparing an ortho-allylated hydroxy aryl compounds such as compounds of Formula (I) by reacting an allylic alcohol with a hydroxy aryl compound in the presence of aluminum compound selected from alumina and aluminum alkoxides and in a non-protic solvent wherein at least one carbon atom ortho to the hydroxy group in the hydroxy aryl compound is unsubstituted. The present application also includes compounds of Formula (I).

公开(公告)号：US20230113567A1

公开(公告)日：2023-04-13

申请号：US17964347

申请日：2022-10-12

申请人： McMaster University

发明人： Jakob Magolan ,  Nicholas Jentsch ,  Xiong Zhang ,  Mathew Piotrowski ,  Patrick Darveau ,  Meghan Fragis ,  Jarrod Johnson ,  Nicole Ritchie ,  Arnav Kaul

IPC分类号： C07C37/14 ,  C07J7/00 ,  B01J21/04 ,  C07D209/08 ,  C07C41/26 ,  C07D307/80 ,  C07C201/12 ,  C07J1/00 ,  C07D311/30 ,  C07D311/32 ,  C07C253/30

摘要： The present application describes process for preparing an ortho-allylated hydroxy aryl compounds such as compounds of Formula (I) by reacting an allylic alcohol with a hydroxy aryl compound in the presence of aluminum compound selected from alumina and aluminum alkoxides and in a non-protic solvent wherein at least one carbon atom ortho to the hydroxy group in the hydroxy aryl compound is unsubstituted. The present application also includes compounds of Formula (I).