3-[4-(1,3-benzothiazol-2-yl)piperidin-1-yl]propyl N-(2,6-difluoro-4-nitrophenyl)carbamate

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 3-[4-(1,3-benzothiazol-2-yl)piperidin-1-yl]propyl N-(2,6-difluoro-4-nitrophenyl)carbamate
• 化学式: C22H22F2N4O4S
• 分子量: 476.5
• InChiKey: KNWQDOXVZLHTHZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  33
• 可旋转键数：
  7
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  129
• 氢给体数：
  1
• 氢受体数：
  9

文献信息

• [EN] GLUCAN SYNTHASE INHIBITORS<br/>[FR] INHIBITEURS DE GLUCANE SYNTHASE
  申请人：EVOLVA SA

  公开号：WO2014122303A1

  公开（公告）日：2014-08-14

  The present invention provides compounds with anti-fungal activity useful for treatment or prevention of fungal infections in human beings or plants. The antifungal compounds are inhibitors of glucan synthase and have the formula (I) (I) wherein Z denotes a mono- or bicyclic aromatic or heteroaromatic ring system; and X1 and X3 are individually selected from the group consisting of -CH and N, wherein at least one of X1 and X3 is N; and X2 is selected from the group consisting of –CH2, -CH-R8 and –(C=O), wherein R8 is C1-3 alkyl; and Y is selected from the group consisting of –(CH2)n-, -(CHR9)-, -(CH2)p-CR10R11- (CH2)q, -(CH2)p-(C=O)-(CH2)q and -(CH2)p-(C=O)-(CH2)q, wherein n is an integer in the range of 1 to 6, p is an integer in the range of 0 to 3 and q is an integer in the range of 1 to 4 and wherein R9 R10 and R11 individually are selected from the group consisting of C1-3-alkyl; and R1 and R5 are individually selected from the group consisting of –H and halogen, wherein at least one of R1 and R5 is halogen; and R2 and R4 is selected from the group consisting of –H and halogen; and R3 is –NH-R6, wherein R6 is selected from the group consisting of –H, alkyl, - (C=O)-R7, -(C=O)-O-R7, - (C=O)-NH2 and –SO2-R7, wherein R7 is selected from the group consisting of –H and alkyl, or a pharmaceutically acceptable salt thereof or a prodrug thereof.

  本发明提供了具有抗真菌活性的化合物，可用于治疗或预防人类或植物的真菌感染。这些抗真菌化合物是葡聚糖合成酶的抑制剂，具有以下结构式（I）其中Z代表单环或双环芳香或杂芳环系统；X1和X3分别选自-CH和N的组，其中至少一个是N；X2选自-CH2，-CH-R8和-(C=O)的组，其中R8是C1-3烷基；Y选自-(CH2)n-，-(CHR9)-，-(CH2)p-CR10R11-(CH2)q，-(CH2)p-(C=O)-(CH2)q和-(CH2)p-(C=O)-(CH2)q的组，其中n是1到6范围内的整数，p是0到3范围内的整数，q是1到4范围内的整数，R9、R10和R11分别选自C1-3-烷基；R1和R5分别选自-H和卤素，其中至少一个是卤素；R2和R4选自-H和卤素；R3是-NH-R6，其中R6选自-H、烷基、(C=O)-R7、(C=O)-O-R7、(C=O)-NH2和-SO2-R7的组，其中R7选自-H和烷基，或其药用可接受的盐或前药。