US 12,435,108 B2
Teixobactin analogue and use thereof
Qingyun Ren, Dongguan (CN); Zhimin Xiong, Dongguan (CN); Yingjun Zhang, Dongguan (CN); Xuechen Li, Hong Kong (CN); Xianwu Fu, Dongguan (CN); Ali Huang, Dongguan (CN); and Huichao Luo, Dongguan (CN)
Assigned to SUNSHINE LAKE PHARMA CO., LTD., Guangdong (CN)
Appl. No. 17/624,830
Filed by SUNSHINE LAKE PHARMA CO., LTD., Guangdong (CN)
PCT Filed Jul. 23, 2020, PCT No. PCT/CN2020/103757
§ 371(c)(1), (2) Date Jan. 4, 2022,
PCT Pub. No. WO2021/013217, PCT Pub. Date Jan. 28, 2021.
Claims priority of application No. 201910671351.8 (CN), filed on Jul. 24, 2019.
Prior Publication US 2022/0273760 A1, Sep. 1, 2022
Int. Cl. C07K 11/02 (2006.01); A61P 31/04 (2006.01); A61P 31/06 (2006.01); C07K 7/06 (2006.01)
CPC C07K 11/02 (2013.01) [A61P 31/04 (2018.01); A61P 31/06 (2018.01); C07K 7/06 (2013.01)] 16 Claims
 
1. A compound having Formula (I) or a stereoisomer, a tautomer, an N-oxide, a solvate, a pharmaceutically acceptable salt or a prodrug thereof:

OG Complex Work Unit Chemistry
wherein:
R9 is H, deuterium, C1-6 alkyl or C1-6 haloalkyl;
each of R1, R2, R3, R4, R5, R6 and R7 is independently C1-10 alkyl, hydroxy C1-6 alkyl or H2NC(═O)—C1-6 alkyl, wherein C1-10 alkyl is unsubstituted or substituted with 1, 2 or 3 substituents, and the substituent is independently selected from deuterium, F, Cl, Br, OH, NH2, C1-6 alkyl or C2-6 alkenyl;
R8 is —R10, —R11-L1-R12 or —R13-L2-R14-L3-R15;
each of L1, L2 and L3 is independently —(CH2)q—, —O—, or —S—;
q is 0, 1 or 2;
each of R10, R11, R12, R13, R14 and R15 is independently C6-10 aryl or 5-10 membered heteroaryl, wherein each C6-10 aryl and 5-10 membered heteroaryl is independently unsubstituted or substituted with 1 or 2 substituents independently selected from deuterium, F, Cl, Br, I, CN, OH, C1-6 alkoxy, C6-10 aryl or 5-6 membered heteroaryl;
A is —(CRaRb)p—;
p is 1, 2, 3, 4, 5 or 6;
each Ra and Rb is independently H, deuterium, F, Cl, Br, I, OH, NH2, C1-6 alkyl, C2-6 alkenyl, C1-6 alkoxy, C1-6 haloalkyl, hydroxy C1-6 alkyl, amino C1-6 alkyl, cyano C1-6 alkyl, carboxy C1-6 alkyl or 3-6 membered heterocyclyl-C1-6 alkylene;
R is R16 or —P4-L4-R17;
P4 is C1-6 alkylene;
L4 is —O—, —S—, —NRd— or —NReC(═O)—;
each Rd and Re is independently H, deuterium or C1-6 alkyl
each of R16 and R17 is H, deuterium, F, Cl, Br, I, CN, OH, NH2, —SH, C1-8 alkyl, C2-6 alkenyl, C1-6 haloalkyl or C6-10 aryl, wherein each C1-8 alkyl and C6-10 aryl is independently unsubstituted or substituted with 1, 2, 3 or 4 Rx; and
each Rx is independently deuterium, F, Cl, Br, I, OH, NH2, —C(═O)OH, —SH, C1-6 alkoxy or C1-6 alkylamino.