公开(公告)号：US11299461B2

公开(公告)日：2022-04-12

申请号：US16979503

申请日：2019-03-12

Applicant: HAWAII BIOTECH, INC.

Inventor： Guan-Sheng Jiao ,  Seong Jin Kim ,  Alan T. Johnson

IPC: C07D213/54 ,  C07D213/65 ,  C07D213/61

Abstract: Compounds of formula I are provided: wherein X is NH, or CH2, Y is a single bond, or —CHR5—, R1 is H, C1-C4 alkyl, or C1-C4 hydroxyalkyl, R2 and R2′ are each independently H, C1-C4 alkyl, or C1-C4 hydroxyalkyl, each R3 is independently H, halo, —CF3, C1-C4 alkyl, or C1-C4 alkoxy, C3 perhaloalkyl, each R4 is independently H, halo, or C1-C4 alkyl, R5 is C1-C4 alkoxy, r is integer from 0 to 3; and p is integer from 0 to 3.

公开(公告)号：US11046652B2

公开(公告)日：2021-06-29

申请号：US16911075

申请日：2020-06-24

Applicant: HAWAII BIOTECH, INC.

Inventor： Guan-Sheng Jiao ,  Alan T. Johnson ,  Sean O'Malley ,  Seong Jin Kim

IPC: C07D231/12

Abstract: Compounds of Formula I are provided: R1 is —OR5, m is an integer from 0 to 5, n is an integer from 0 to 2, each R2 is independently selected from hydrogen, halogen, and alkyl, R3 is selected from hydrogen, alkyl, cycloalkyl, aryl, hydroxyalkyl, alkoxyalkyl, aryloxyalkyl, aralkyloxyalkyl, aralkyl, alkylaminoalkyl, dialkylaminoalkyl, aralkylaminoalkyl, and heterocycloalkyl, R5 is an alkyl, each R4 is independently hydrogen or alkyl, and each of R2, R3, R4, and R5 is independently optionally substituted. Compounds of Formula I are included in pharmaceutical compositions for the treatment of a subject exposed to a botulinum toxin.