发明名称 Boron-Containing Diacylhydrazine Compounds
摘要 The present disclosure provides boron-containing diacylhydrazines having Formula I:;;and the pharmaceutically acceptable salts and solvates thereof, wherein A, R4, and R5 are defined as set forth in the specification. The present disclosure also provides the use of boron-containing diacylhydrazines is ecdysone receptor-based inducible gene expression systems. Thus, the present disclosure is useful for applications such as gene therapy, treatment of disease, large scale production of proteins and antibodies, cell-based screening assays, functional genomics, proteomics, metabolomics, and regulation of traits in transgenic organisms, where control of gene expression levels is desirable.
申请公布号 US2016083403(A1) 申请公布日期 2016.03.24
申请号 US201514855646 申请日期 2015.09.16
申请人 Intrexon Corporation 发明人 JAMES Ray A.;Chellappan Sheela K.;Hormann Robert E.
分类号 C07F5/02;C07D263/06;C07C243/38 主分类号 C07F5/02
代理机构 代理人
主权项 1. A compound having Formula I: or a pharmaceutically acceptable salt, solvate, or boronic anhydride thereof, wherein: A is selected from the group consisting of hydrogen and —C(R1)(R2)(R3); R1, R2, and R3 are each independently selected from the group consisting of hydrogen and optionally substituted alkyl; R4 is selected from the group consisting of: X is selected from the group consisting of —O— and —N(R8a)—; X1 is selected from the group consisting of —O— and —N(R8b)—; X2 is selected from the group consisting of —O— and —N(R8e)—; X3 is selected from the group consisting of —O— and —N(R8d)—; Y1 is —(CR9aR9b)m—; m is 0, 1, 2, or 3; Z1 is selected from the group consisting of —O— and —N(R8e)—, or Z1 is absent; Z2 is selected from the group consisting of O, S, and NH; R6a is selected from the group consisting of hydrogen, —B(OH)2, and pinacolborane; R6b, R6c, and R6d are each independently selected from the group consisting of hydrogen, halo, nitro, cyano, hydroxy, amino, —N(H)CHO, —N(H)CN, —N(H)(cyano)alkyl, —CHO, optionally substituted alkyl, haloalkyl, alkoxyalkyl, hydroxyalkyl, arylalkyl, (amino)alkyl, (alkylamino)alkyl, (dialkylamino)alkyl, (cyano)alkyl, optionally substituted cycloalkyl, optionally substituted alkenyl, optionally substituted alkynyl, optionally substituted aryl, optionally substituted heteroaryl, optionally substituted heterocycle, alkoxy, aryloxy, arylalkyloxy, alkylthio, heteroalkyl, carboxamido, sulfonamido, —COR10, —SO2R11, —N(R12)COR13, —N(R12)SO2R14 or N(R12)C═N(R15)-amino; or R6b is selected from the group consisting of hydrogen, halo, nitro, cyano, hydroxy, —N(H)CHO, —N(H)CN, amino, optionally substituted alkyl, haloalkyl, hydroxyalkyl, arylalkyl, optionally substituted cycloalkyl, optionally substituted alkenyl, optionally substituted alkynyl, optionally substituted aryl, optionally substituted heteroaryl, optionally substituted heterocycle, alkoxy, aryloxy, arylalkyloxy, alkylthio, heteroalkyl, carboxamido, sulfonamido, —COR10, —SO2R11, —N(R12)COR13, —N(R12)SO2R14 or N(R12)C═N(R15)-amino; and/or R6c and R6d taken together with two adjacent carbon atoms form a fused optionally substituted cycloalkyl, optionally substituted heterocyclo, or optionally substituted heteroaryl group; R6f is selected from the group consisting of hydrogen, alkyl, amino, alkylamino, dialkylamino, and hydroxy; R7a, R7b, R7c, R7d, R7e, R7f, R7g, R7h, R7i, and R7j are each independently selected from the group consisting of hydrogen, halo, nitro, cyano, hydroxy, amino, optionally substituted alkyl, haloalkyl, hydroxyalkyl, alkoxy, and alkylthio; R8a, R8b, R8c, R8d, R8e, R8f, and R8g are each independently selected from the group consisting of hydrogen, alkyl, optionally substituted aryl, optionally substituted heteroaryl, alkylsulfonyl, arylsulfonyl, alkylcarbonyl, and arylcarbonyl; R9a and R9b are each independently selected from the group consisting of hydrogen, alkyl, and cyano; R5 is selected from the group consisting of: X4 is selected from the group consisting of —O— and —N(R8h)—; X5 is selected from the group consisting of —O— and —N(R8i)—; X6 is selected from the group consisting of —O— and —N(R8j)—; X7 is selected from the group consisting of —O— and —N(R8k)—; Y2 is —(CR9cR9d)n—; n is 0, 1 2, or 3; Z3 is selected from the group consisting of —O— and —N(R8l)—, or Z3 is absent; Z4 is selected from the group consisting of O, S, and NH; R6e is selected from the group consisting of hydrogen, —B(OH)2, and pinacolborane; R6g, R6h, and R6i are each independently selected from the group consisting of hydrogen, halo, nitro, cyano, hydroxy, amino, —N(H)CHO, —N(H)CN, —N(H)(cyano)alkyl, —CHO, optionally substituted alkyl, haloalkyl, alkoxyalkyl, hydroxyalkyl, arylalkyl, (amino)alkyl, (alkylamino)alkyl, (dialkylamino)alkyl, (cyano)alkyl, optionally substituted cycloalkyl, optionally substituted alkenyl, optionally substituted alkynyl, optionally substituted aryl, optionally substituted heteroaryl, optionally substituted heterocycle, alkoxy, aryloxy, arylalkyloxy, alkylthio, heteroalkyl, carboxamido, sulfonamido, —COR10, —SO2R11, —N(R12)COR13, —N(R12)SO2R14 or N(R12)C═N(R15)-amino; or R6g is selected from the group consisting of hydrogen, halo, nitro, cyano, hydroxy, —N(H)CHO, —N(H)CN, amino, optionally substituted alkyl, haloalkyl, hydroxyalkyl, arylalkyl, optionally substituted cycloalkyl, optionally substituted alkenyl, optionally substituted alkynyl, optionally substituted aryl, optionally substituted heteroaryl, optionally substituted heterocycle, alkoxy, aryloxy, arylalkyloxy, alkylthio, heteroalkyl, carboxamido, sulfonamido, —COR10, —SO2R11, —N(R12)COR13, —N(R12)SO2R14 or N(R12)C═N(R15)-amino; and/or R6h and R6i taken together with two adjacent carbon atoms form a fused optionally substituted cycloalkyl, optionally substituted heterocyclo, or optionally substituted heteroaryl group; R6j is selected from the group consisting of hydrogen, alkyl, amino, and hydroxy; R7k, R7l, R7m, R7n, R7o, R7p, R7q, R7r, R7s, and R7t are each independently selected from the group consisting of hydrogen, halo, nitro, cyano, hydroxy, amino, optionally substituted alkyl, haloalkyl, hydroxyalkyl, alkoxy, and alkylthio; R8h, R8i, R8j, R8k, R8l, R8m, and R8n are each independently selected from the group consisting of hydrogen, alkyl, optionally substituted aryl, optionally substituted heteroaryl, alkylsulfonyl, arylsulfonyl, alkylcarbonyl, and arylcarbonyl; R9c and R9d are each independently selected from the group consisting of hydrogen, alkyl, and cyano; R10 is selected from the group consisting of hydrogen, hydroxy, haloalkyl, hydroxyalkyl, arylalkyl, optionally substituted alkyl, optionally substituted cycloalkyl, optionally substituted alkenyl, optionally substituted alkynyl, optionally substituted heterocycle, optionally substituted aryl, optionally substituted heteroaryl, alkoxy, aryloxy, and arylalkyloxy; R11 is selected from the group consisting of haloalkyl, hydroxyalkyl, arylalkyl, optionally substituted alkyl, optionally substituted cycloalkyl, optionally substituted alkenyl, optionally substituted alkynyl, optionally substituted heterocycle, optionally substituted aryl, and optionally substituted heteroaryl; R12 is selected from the group consisting of hydrogen, haloalkyl, hydroxyalkyl, arylalkyl, optionally substituted alkyl, optionally substituted cycloalkyl, optionally substituted alkenyl, optionally substituted alkynyl, optionally substituted heterocycle, optionally substituted aryl, and optionally substituted heteroaryl; R13 is selected from the group consisting of hydrogen, haloalkyl, hydroxyalkyl, arylalkyl, optionally substituted alkyl, optionally substituted cycloalkyl, optionally substituted alkenyl, optionally substituted alkynyl, optionally substituted heterocycle, optionally substituted aryl, optionally substituted heteroaryl, alkoxy, aryloxy, arylalkyloxy, and amino; R14 is selected from the group consisting of haloalkyl, hydroxyalkyl, arylalkyl, optionally substituted alkyl, optionally substituted cycloalkyl, optionally substituted alkenyl, optionally substituted alkynyl, optionally substituted heterocycle, optionally substituted aryl, optionally substituted heteroaryl, and amino; and R15 is selected from the group consisting of hydrogen, alkyl, aryl, cyano, and nitro, with the provisos that: 1) when R4 is R4-1 or R4-2 and R5 is R5-1 or R5-2, then one of R6a or R6e is —B(OH)2 or pinacolborane; and 2) said compound having Formula I is not: (3-(2-(tert-butyl)-2-(3,5-dimethylbenzoyl)hydrazine-1-carbonyl)-2-methylphenyl)boronic acid; (R)-(2-chloro-3-(2-(3,5-dimethylbenzoyl)-2-(2,2-dimethylhexan-3-yl)hydrazine-1-carbonyl)phenyl)boronic acid; (4-(2-(tert-butyl)-2-(3,5-dimethylbenzoyl)hydrazine-1-carbonyl)phenyl)boronic acid; (R)-(4-(2-(3,5-dimethylbenzoyl)-2-(2,2-dimethylhexan-3-yl)hydrazine-1-carbonyl)-3-isopropylphenyl)boronic acid; (R)-(4-(2-(3,5-dimethylbenzoyl)-2-(2,2-dimethylhexan-3-yl)hydrazine-1-carbonyl)-3-fluorophenyl)boronic acid; (R)-(4-(2-(2,6-dimethylisonicotinoyl)-2-(2,2-dimethylpentan-3-yl)hydrazine-1-carbonyl)-3-fluorophenyl)boronic acid; (R)-(4-(2-(3,5-dimethylbenzoyl)-2-(2,2-dimethylhexan-3-yl)hydrazine-1-carbonyl)-2-fluorophenyl)boronic acid; (4-(2-(tert-butyl)-2-(3,5-dimethylbenzoyl)hydrazine-1-carbonyl)-3,5-difluorophenyl)boronic acid; (2-(1-(2,2-dimethylpentan-3-yl)-2-(3-methoxy-2-methylbenzoyl)hydrazine-1-carbonyl)phenyl)boronic acid; (3-(1-(2,2-dimethylpentan-3-yl)-2-(3-methoxy-2-methylbenzoyl)hydrazine-1-carbonyl)-4-fluorophenyl)boronic acid; (3-(1-(2,2-dimethylpentan-3-yl)-2-(3-methoxy-2-methylbenzoyl)hydrazine-1-carbonyl)-5-methoxyphenyl)boronic acid; (4-(1-(tert-butyl)-2-(2-ethyl-3-methoxybenzoyl)hydrazine-1-carbonyl)phenyl)boronic acid; N′-(tert-butyl)-N′-(3,5-dimethylbenzoyl)-2-methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzohydrazide; N′-(3-chloro-5-methylbenzoyl)-N′-(2,2-dimethylhexan-3-yl)-2-methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzohydrazide; N-(2,2-dimethylhexan-3-yl)-N′-(2-methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoyl)-2-oxo-1,2-dihydropyridine-3-carbohydrazide; (R)—N′-(3,5-dimethylbenzoyl)-N′-(2,2-dimethylpentan-3-yl)-1-hydroxy-1,3-dihydrobenzo[c][1,2]oxaborole-6-carbohydrazide; N′-(tert-butyl)-N′-(3,5-dimethylbenzoyl)-7-fluoro-1-hydroxy-1,3-dihydrobenzo[c][1,2]oxaborole-6-carbohydrazide; (S)—N′-(3,5-dimethylbenzoyl)-N′-(2,2-dimethylpentan-3-yl)-7-fluoro-1-hydroxy-1,3-dihydrobenzo[c][1,2]oxaborole-6-carbohydrazide; (R)—N′-(3,5-dimethylbenzoyl)-N′-(2,2-dimethylpentan-3-yl)-4-fluoro-1-hydroxy-1,3-dihydrobenzo[c][1,2]oxaborole-5-carbohydrazide; N′-(3,5-dimethylbenzoyl)-1-hydroxy-N′-isopropyl-6-methyl-3,4-dihydro-1H-benzo[c][1,5,2]dioxaborepine-7-carbohydrazide; N′-(3,5-dimethylbenzoyl)-1-hydroxy-6-methyl-N′-(tert-pentyl)-3,4-dihydro-1H-benzo[c][1,5,2]dioxaborepine-7-carbohydrazide; (R)—N′-(3,5-dimethylbenzoyl)-N′-(2,2-dimethylpentan-3-yl)-1-hydroxy-6-methyl-3,4-dihydro-1H-benzo[c][1,5,2]dioxaborepine-7-carbohydrazide; N′-(3,5-dimethylbenzoyl)-N′-(1-fluorobutan-2-yl)-1-hydroxy-6-methyl-3,4-dihydro-1H-benzo[c][1,5,2]dioxaborepine-7-carbohydrazide; N′-(tert-butyl)-N′-(3,5-dimethylbenzoyl)-2-methyl-3-(2-((tetrahydro-2H-pyran-2-yl)oxy)ethoxy)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzohydrazide; (R)—N′-(3,5-dimethylbenzoyl)-N′-(2,2-dimethylpentan-3-yl)-3-(2-methoxyethoxy)-2-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzohydrazide; (R)—N′-(3,5-dimethylbenzoyl)-N′-(2,2-dimethylhexan-3-yl)-3-fluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzohydrazide; N′-(tert-butyl)-N′-(3,5-dimethylbenzoyl)-2,6-difluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzohydrazide; N′-(tert-butyl)-3-(cyanomethoxy)-N′-(3,5-dimethylbenzoyl)-2-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzohydrazide; (R)—N′-(3,5-dimethylbenzoyl)-N′-(2,2-dimethylpentan-3-yl)-2-fluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzohydrazide; (R)-(4-(2-(3,5-dimethylbenzoyl)-2-(2,2-dimethylpentan-3-yl)hydrazine-1-carbonyl)-3-fluorophenyl)boronic acid; (3-(2-(tert-butyl)-2-(3,5-dimethylbenzoyl)hydrazine-1-carbonyl)-2-fluoro-6-(methoxymethyl)phenyl)boronic acid; N′-(tert-butyl)-N′-(3,5-dimethylbenzoyl)-1-hydroxy-6-methyl-1,2,3,4-tetrahydrobenzo[f][1,4,5]oxazaborepine-7-carbohydrazide; N′-(tert-butyl)-N′-(3,5-dimethylbenzoyl)-2-fluoro-4-(methoxymethyl)-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzohydrazide; (R)-(3-(2-(3,5-dimethylbenzoyl)-2-(2,2-dimethylhexan-3-yl)hydrazine-1-carbonyl)-2-methylphenyl)boronic acid; (3-(2-(tert-butyl)-2-(3,5-dimethylbenzoyl)hydrazine-1-carbonyl)-2-fluorophenyl)boronic acid; (R)-(4-(2-(3,5-dimethylbenzoyl)-2-(2,2-dimethylhexan-3-yl)hydrazine-1-carbonyl)phenyl)boronic acid; (4-(2-(tert-butyl)-2-(3,5-dimethylbenzoyl)hydrazine-1-carbonyl)-3-isopropylphenyl)boronic acid; (R)-(4-(2-(3,5-dimethylbenzoyl)-2-(6-fluoro-2,2-dimethylhexan-3-yl)hydrazine-1-carbonyl)-3-fluorophenyl)boronic acid; (R)-(4-(2-(2,2-dimethylpentan-3-yl)-2-(4,6-dimethylpyrimidine-2-carbonyl)hydrazine-1-carbonyl)-3-fluorophenyl)boronic acid; (R)-(3-chloro-4-(2-(3,5-dimethylbenzoyl)-2-(2,2-dimethylhexan-3-yl)hydrazine-1-carbonyl)phenyl)boronic acid; (4-(2-(tert-butyl)-2-(3,5-dimethylbenzoyl)hydrazine-1-carbonyl)-2-fluorophenyl)boronic acid; (R)-(4-(2-(3,5-dimethylbenzoyl)-2-(2,2-dimethylpentan-3-yl)hydrazine-1-carbonyl)-2-(2-methoxyethoxy)-3-methylphenyl)boronic acid; (R)—N′-(3,5-dimethylbenzoyl)-N′-(2,2-dimethylhexan-3-yl)-3-methoxy-2-methyl-4-(3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)propyl)benzohydrazide; (3-(1-(2,2-dimethylpentan-3-yl)-2-(3-methoxy-2-methylbenzoyl)hydrazine-1-carbonyl)phenyl)boronic acid; (3-(1-(2,2-dimethylpentan-3-yl)-2-(3-methoxy-2-methylbenzoyl)hydrazine-1-carbonyl)-5-fluorophenyl)boronic acid; N′-(3,5-dimethylbenzoyl)-N′-(2,2-dimethylhexan-3-yl)-2-methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzohydrazide; N-(2,2-dimethylpentan-3-yl)-3,5-dimethoxy-4-methyl-N′-(2-methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoyl)benzohydrazide; N′-(tert-butyl)-N′-(3,5-dimethylbenzoyl)-1-hydroxy-1,3-dihydrobenzo[c][1,2]oxaborole-6-carbohydrazide; (S)—N′-(3,5-dimethylbenzoyl)-N′-(2,2-dimethylpentan-3-yl)-1-hydroxy-1,3-dihydrobenzo[c][1,2]oxaborole-6-carbohydrazide; (R)—N-(2,2-dimethylpentan-3-yl)-N′-(1-hydroxy-1,3-dihydrobenzo[c][1,2]oxaborole-6-carbonyl)-4,6-dimethylpyrimidine-2-carbohydrazide; (R)—N′-(3,5-dimethylbenzoyl)-N′-(2,2-dimethylpentan-3-yl)-7-fluoro-1-hydroxy-1,3-dihydrobenzo[c][1,2]oxaborole-6-carbohydrazide; (S)—N′-(3,5-bis(methyl-d3)benzoyl)-N′-(2,2-dimethylpentan-3-yl)-7-fluoro-1-hydroxy-1,3-dihydrobenzo[c][1,2]oxaborole-6-carbohydrazide; N′-(tert-butyl)-N′-(3,5-dimethylbenzoyl)-4-fluoro-1-hydroxy-1,3-dihydrobenzo[c][1,2]oxaborole-5-carbohydrazide; N′-(3,5-dimethylbenzoyl)-1-hydroxy-6-methyl-N′-neopentyl-3,4-dihydro-1H-benzo[c][1,5,2]dioxaborepine-7-carbohydrazide; N′-(3,5-bis(methyl-d3)benzoyl)-1-hydroxy-6-methyl-N′-(tert-pentyl)-3,4-dihydro-1H-benzo[c][1,5,2]dioxaborepine-7-carbohydrazide; (S)—N′-(3,5-dimethylbenzoyl)-N′-(2,2-dimethylpentan-3-yl)-1-hydroxy-6-methyl-3,4-dihydro-1H-benzo[c][1,5,2]dioxaborepine-7-carbohydrazide; N′-(3,5-dimethylbenzoyl)-N′—((R)-2,2-dimethylpentan-3-yl)-2-methyl-3-(2-((tetrahydro-2H-pyran-2-yl)oxy)ethoxy)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzohydrazide; N′-(tert-butyl)-N′-(3,5-dimethylbenzoyl)-3-fluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzohydrazide; (R)-3-(cyanomethoxy)-N′-(3,5-dimethylbenzoyl)-N′-(2,2-dimethylpentan-3-yl)-2-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzohydrazide; (R)-(3-(2-(3,5-dimethylbenzoyl)-2-(2,2-dimethylpentan-3-yl)hydrazine-1-carbonyl)-2-fluoro-6-(methoxymethyl)phenyl)boronic acid; (R)—N′-(3,5-dimethylbenzoyl)-N′-(2,2-dimethylpentan-3-yl)-1-hydroxy-6-methyl-1,2,3,4-tetrahydrobenzo[f][1,4,5]oxazaborepine-7-carbohydrazide; (3-(2-(tert-butyl)-2-(3,5-dimethylbenzoyl)hydrazine-1-carbonyl)-2-chlorophenyl)boronic acid; (R)-(3-(2-(3,5-dimethylbenzoyl)-2-(2,2-dimethylhexan-3-yl)hydrazine-1-carbonyl)-2-fluorophenyl)boronic acid; (4-(2-(tert-butyl)-2-(3,5-dimethylbenzoyl)hydrazine-1-carbonyl)-3-methylphenyl)boronic acid; (4-(2-(tert-butyl)-2-(3,5-dimethylbenzoyl)hydrazine-1-carbonyl)-3-fluorophenyl)boronic acid; (R)-(4-(2-(3,5-bis(methyl-d3)benzoyl)-2-(2,2-dimethylpentan-3-yl)hydrazine-1-carbonyl)-3-fluorophenyl)boronic acid; (4-(2-(tert-butyl)-2-(3,5-dimethylbenzoyl)hydrazine-1-carbonyl)-3-chlorophenyl)boronic acid; (R)-(4-(2-(3,5-dimethylbenzoyl)-2-(2,2-dimethylhexan-3-yl)hydrazine-1-carbonyl)-3,5-difluorophenyl)boronic acid; (R)-(3-(4-(2-(3,5-dimethylbenzoyl)-2-(2,2-dimethylhexan-3-yl)hydrazine-1-carbonyl)-2-methoxy-3-methylphenyl)propyl)boronic acid; (R)-3-(difluoromethoxy)-N′-(3,5-dimethylbenzoyl)-N′-(2,2-dimethylhexan-3-yl)-2-methyl-4-(3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)propyl)benzohydrazide; (R)-(3-(1-(2,2-dimethylpentan-3-yl)-2-(3-methoxy-2-methylbenzoyl)hydrazine-1-carbonyl)-5-methylphenyl)boronic acid; (3-(1-(2,2-dimethylpentan-3-yl)-2-(3-methoxy-2-methylbenzoyl)hydrazine-1-carbonyl)-5-nitrophenyl)boronic acid; (R)—N′-(2,2-dimethylpentan-3-yl)-3-methoxy-2-methyl-N′-(3-methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoyl)benzohydrazide; (R)-(3-(2-(3-borono-5-methylbenzoyl)-1-(2,2-dimethylpentan-3-yl)hydrazine-1-carbonyl)-5-methylphenyl)boronic acid; (R)—N′-(3,5-dimethylbenzoyl)-N′-(2,2-dimethylhexan-3-yl)-2-methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzohydrazide; N′-(2,5-dimethoxybenzoyl)-N′-(2,2-dimethylhexan-3-yl)-2-methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzohydrazide; N′-(3,5-dimethylbenzoyl)-N′-(2,2-dimethylpentan-3-yl)-1-hydroxy-1,3-dihydrobenzo[c][1,2]oxaborole-6-carbohydrazide; (S)—N′-benzoyl-N′-(2,2-dimethylpentan-3-yl)-1-hydroxy-1,3-dihydrobenzo[c][1,2]oxaborole-6-carbohydrazide; N-(tert-butyl)-N′-(1-hydroxy-1,3-dihydrobenzo[c][1,2]oxaborole-6-carbonyl)-2,6-dimethylisonicotinohydrazide; (R)—N′-benzoyl-N′-(2,2-dimethylpentan-3-yl)-7-fluoro-1-hydroxy-1,3-dihydrobenzo[c][1,2]oxaborole-6-carbohydrazide; N-(tert-butyl)-N′-(7-fluoro-1-hydroxy-1,3-dihydrobenzo[c][1,2]oxaborole-6-carbonyl)-2,6-dimethylisonicotinohydrazide; N′-(3,5-bis(methyl-d3)benzoyl)-N′-(tert-butyl)-4-fluoro-1-hydroxy-1,3-dihydrobenzo[c][1,2]oxaborole-5-carbohydrazide; N′-(tert-butyl)-N′-(3,5-dimethylbenzoyl)-2-hydroxy-9-methyl-2,3,4,5-tetrahydrobenzo[f][1,2]oxaborepine-8-carbohydrazide; N′-(3-chloro-5-methylbenzoyl)-1-hydroxy-6-methyl-N′-neopentyl-3,4-dihydro-1H-benzo[c][1,5,2]dioxaborepine-7-carbohydrazide; N′-(tert-butyl)-N′-(3,5-dimethylbenzoyl)-1-hydroxy-6-methyl-3,4-dihydro-1H-benzo[c][1,5,2]dioxaborepine-7-carbohydrazide; N′-(3,5-dimethylbenzoyl)-N′-(2,3-dimethylbutan-2-yl)-1-hydroxy-6-methyl-3,4-dihydro-1H-benzo[c][1,5,2]dioxaborepine-7-carbohydrazide; (S)—N′-(3,5-bis(methyl-d3)benzoyl)-N′-(2,2-dimethylpentan-3-yl)-1-hydroxy-6-methyl-3,4-dihydro-1H-benzo[c][1,5,2]dioxaborepine-7-carbohydrazide; (R)—N′-(3,5-bis(methyl-d3)benzoyl)-N′-(2,2-dimethylpentan-3-yl)-4-fluoro-1-hydroxy-1,3-dihydrobenzo[c][1,2]oxaborole-5-carbohydrazide; N′-(3,5-dimethylbenzoyl)-N′-(1-fluorobutan-2-yl)-2-methyl-3-(2-((tetrahydro-2H-pyran-2-yl)oxy)ethoxy)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzohydrazide; (R)—N′-(3,5-dimethylbenzoyl)-N′-(2,2-dimethylhexan-3-yl)-2-fluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzohydrazide; (R)—N′-(3,5-dimethylbenzoyl)-N′-(2,2-dimethylhexan-3-yl)-2,6-difluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzohydrazide; (R)-(4-(2-(3,5-dimethylbenzoyl)-2-(2,2-dimethylpentan-3-yl)hydrazine-1-carbonyl)-2-hydroxy-3-methylphenyl)boronic acid; (R)—N′-(3,5-dimethylbenzoyl)-N′-(2,2-dimethylpentan-3-yl)-2-fluoro-4-(methoxymethyl)-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzohydrazide; (R)-(3-(2-(3,5-dimethylbenzoyl)-2-(2,2-dimethylpentan-3-yl)hydrazine-1-carbonyl)-6-(ethoxymethyl)-2-fluorophenyl)boronic acid; potassium (R)-(4-(2-(3,5-dimethylbenzoyl)-2-(2,2-dimethylhexan-3-yl)hydrazine-1-carbonyl)-3-fluorophenyl)trifluoroborate; (R)—N′-(3,5-dimethylbenzoyl)-N′-(2,2-dimethylhexan-3-yl)-3-hydroxy-2-methyl-4-(3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)propyl)benzohydrazide; N′-(tert-butyl)-N′-(3,5-dimethylbenzoyl)-3-hydroxy-2-methyl-4-(3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)propyl)benzohydrazide; (R)-(3-(4-(2-(3,5-dimethylbenzoyl)-2-(2,2-dimethylhexan-3-yl)hydrazine-1-carbonyl)-2-hydroxy-3-methylphenyl)propyl)boronic acid; (3-(4-(2-(tert-butyl)-2-(3,5-dimethylbenzoyl)hydrazine-1-carbonyl)-2-hydroxy-3-methylphenyl)propyl)boronic acid; tert-butyl (2-(3-(2-(tert-butyl)-2-(3,5-dimethylbenzoyl)hydrazine-1-carbonyl)-2-methyl-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenoxy)ethyl)carbamate; N′-(tert-butyl)-N′-(3,5-dimethylbenzoyl)-3-hydroxy-2-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzohydrazide; or
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