4-[5-chloro-2-({6'-fluoro-2'-oxo-1',2'-dihydrospiro[cyclopropane-1,3'-indol]-1'-yl}methyl)-1H-1,3-benzodiazol-1-yl]-N,N-dimethylpiperidine-1-carboxamide

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并咪唑类
• 英文名称: 4-[5-chloro-2-({6'-fluoro-2'-oxo-1',2'-dihydrospiro[cyclopropane-1,3'-indol]-1'-yl}methyl)-1H-1,3-benzodiazol-1-yl]-N,N-dimethylpiperidine-1-carboxamide
• 英文别名: 4-[5-chloro-2-[(6'-fluoro-2'-oxospiro[cyclopropane-1,3'-indole]-1'-yl)methyl]benzimidazol-1-yl]-N,N-dimethylpiperidine-1-carboxamide
• 化学式: C₂₆H₂₇ClFN₅O₂
• 分子量: 495.984
• InChiKey: NOKMFFGJYBIAFK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  35
• 可旋转键数：
  3
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  61.7
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  tert-butyl 4-[5-chloro-2-({6'-fluoro-2'-oxo-1',2'-dihydrospiro[cyclopropane-1,3'-indol]-1'-yl}methyl)-1H-1,3-benzodiazol-1-yl]piperidine-1-carboxylate 在 三乙胺 、 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 反应 22.0h， 生成 4-[5-chloro-2-({6'-fluoro-2'-oxo-1',2'-dihydrospiro[cyclopropane-1,3'-indol]-1'-yl}methyl)-1H-1,3-benzodiazol-1-yl]-N,N-dimethylpiperidine-1-carboxamide
  参考文献：
  名称：

  [EN] PHARMACEUTICAL COMPOUNDS
  [FR] COMPOSÉS PHARMACEUTIQUES

  摘要：

  苯并咪唑衍生物的化学式（I）：其中：R1为-(CH2)m-R4或R2为卤素，-(CH2)m-NH2或-(CH2)n-C(=NH)-NH2；R3为H或F；R4为-NH-(CH2)2-(NH)r-R5，-NH-(CHR5R6)或以下化学式（A）的基团：（A）W为-(CH2)m-，-CH2-O-CH2-，-CH2-S-CH2-，-(CH2)r-S(O)2-CH2-或-(CH2)r-NR5-CH2-；m为1至3的整数；n为1或2；p为1且V为CH；或p为O且V为N；q为0或1；r为0或1；R5为H，-S02Me，-SO2Et，-SO2CF3，-COMe，-CONMe2，-CONH2或-CH2CH2SO2Me；R6为H或C1-C6烷基；R7为-SO2Me，-SO2Et，-SO2CF3，-COMe，-CONMe2，-CONH2或-CH2CH2SO2Me；及其药用盐为RSV的抑制剂，因此可用于治疗或预防RSV感染。

  公开号：

  WO2019016566A1

文献信息

• Pharmaceutical compounds
  申请人：REVIRAL LIMITED

  公开号：US11078189B2

  公开（公告）日：2021-08-03

  Benzimidazole derivatives of formula (I): wherein: R1 is —(CH2)m-R4 or R2 is halo, —(CH2)m—NH2 or —(CH2)n—C(═NH)—NH2; R3 is H or F; R4 is —NH—(CH2)2—(NH)r—R5, —NH—(CHR5R6) or a group of the following formula (A): (A) W is —(CH2)m—, —CH2—O—CH2—, —CH2—S—CH2—, —(CH2)r—S(O)2—CH2— or —(CH2)r—NR5—CH2—; m is an integer of 1 to 3; n is 1 or 2; p is 1 and V is CH; or p is O and V is N; q is 0 or 1; r is 0 or 1; R5 is H, —SO2Me, —SO2Et, —SO2CF3, —COMe, —CONMe2, —CONH2 or —CH2CH2SO2Me; R6 is H or C1-C6 alkyl; and R7 is —SO2Me, —SO2Et, —SO2CF3, —COMe, —CONMe2, —CONH2 or —CH2CH2SO2Me; and the pharmaceutically acceptable salts thereof are inhibitors of RSV and can therefore be used to treat or prevent an RSV infection.

  式(I)的苯并咪唑衍生物： 其中：R1 是-(CH2)m-R4 或 R2 是卤素、-(CH2)m-NH2 或-(CH2)n-C(═NH)-NH2； R3 是 H 或 F； R4 是-NH-(CH2)2-(NH)r-R5、-NH-(CHR5R6)或下式(A)的基团：(A) W 是-(CH2)m-、-CH2-O-CH2-、-CH2-S-CH2-、-(CH2)r-S(O)2-CH2-或-(CH2)r-NR5-CH2-；m 是 1 至 3 的整数；n 是 1 或 2；q 是 0 或 1；r 是 0 或 1；R5 是 H、-SO2Me、-SO2Et、-SO2CF3、-COMe、-CONMe2、-CONH2 或 -CH2CH2SO2Me；R6是H或C1-C6烷基；R7是-SO2Me、-SO2Et、-SO2CF3、-COMe、-CONMe2、-CONH2或-CH2CH2SO2Me；及其药学上可接受的盐类是RSV的抑制剂，因此可用于治疗或预防RSV感染。
• PHARMACEUTICAL COMPOUNDS
  申请人：REVIRAL LIMITED

  公开号：US20200172515A1

  公开（公告）日：2020-06-04

  Benzimidazole derivatives of formula (I): wherein: R 1 is —(CH 2 )m-R 4 or R 2 is halo, —(CH 2 ) m —NH 2 or —(CH 2 ) n —C(═NH)—NH 2 ; R 3 is H or F; R 4 is —NH—(CH 2 ) 2 —(NH) r —R 5 , —NH—(CHR 5 R 6 ) or a group of the following formula (A): (A) W is —(CH 2 ) m —, —CH 2 —O—CH 2 —, —CH 2 —S—CH 2 —, —(CH 2 ) r —S(O) 2 —CH 2 — or —(CH 2 ) r —NR 5 —CH 2 —; m is an integer of 1 to 3; n is 1 or 2; p is 1 and V is CH; or p is O and V is N; q is 0 or 1; r is 0 or 1; R 5 is H, —SO 2 Me, —SO 2 Et, —SO 2 CF 3 , —COMe, —CONMe 2 , —CONH 2 or —CH 2 CH 2 SO 2 Me; R 6 is H or C 1 -C 6 alkyl; and R 7 is —SO 2 Me, —SO 2 Et, —SO 2 CF 3 , —COMe, —CONMe 2 , —CONH 2 or —CH 2 CH 2 SO 2 Me; and the pharmaceutically acceptable salts thereof are inhibitors of RSV and can therefore be used to treat or prevent an RSV infection.
• [EN] PHARMACEUTICAL COMPOUNDS<br/>[FR] COMPOSÉS PHARMACEUTIQUES
  申请人：REVIRAL LTD

  公开号：WO2019016566A1

  公开（公告）日：2019-01-24

  Benzimidazole derivatives of formula (I): wherein: R1 is -(CH2)m-R4 or R2 is halo, -(CH2)m-NH2 or -(CH2)n-C(=NH)-NH2; R3 is H or F; R4 is -NH-(CH2)2-(NH)r-R5, -NH-(CHR5R6) or a group of the following formula (A): (A) W is -(CH2)m-, -CH2-O-CH2-, -CH2-S-CH2-, -(CH2)r-S(O)2-CH2- or -(CH2)r-NR5-CH2-; m is an integer of 1 to 3; n is 1 or 2; p is 1 and V is CH; or p is O and V is N; q is 0 or 1; r is 0 or 1; R5 is H, -S02Me, -SO2Et, -SO2CF3, -COMe, -CONMe2, - CONH2 or -CH2CH2SO2Me; R6 is H or C1-C6 alkyl; and R7 is -SO2Me, -SO2Et, -SO2CF3, -COMe, -CONMe2, - CONH2 or -CH2CH2SO2Me; and the pharmaceutically acceptable salts thereof are inhibitors of RSV and can therefore be used to treat or prevent an RSV infection.

  苯并咪唑衍生物的化学式（I）：其中：R1为-(CH2)m-R4或R2为卤素，-(CH2)m-NH2或-(CH2)n-C(=NH)-NH2；R3为H或F；R4为-NH-(CH2)2-(NH)r-R5，-NH-(CHR5R6)或以下化学式（A）的基团：（A）W为-(CH2)m-，-CH2-O-CH2-，-CH2-S-CH2-，-(CH2)r-S(O)2-CH2-或-(CH2)r-NR5-CH2-；m为1至3的整数；n为1或2；p为1且V为CH；或p为O且V为N；q为0或1；r为0或1；R5为H，-S02Me，-SO2Et，-SO2CF3，-COMe，-CONMe2，-CONH2或-CH2CH2SO2Me；R6为H或C1-C6烷基；R7为-SO2Me，-SO2Et，-SO2CF3，-COMe，-CONMe2，-CONH2或-CH2CH2SO2Me；及其药用盐为RSV的抑制剂，因此可用于治疗或预防RSV感染。