4,11-Dihydroxy-N,N-dimethylnonadeca-5,7,9-trienamide | 104227-08-9

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: 4,11-Dihydroxy-N,N-dimethylnonadeca-5,7,9-trienamide
• CAS: 104227-08-9
• 化学式: C₂₁H₃₇NO₃
• 分子量: 351.5
• InChiKey: HHFCXYYLHWZZOB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  25
• 可旋转键数：
  14
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  60.8
• 氢给体数：
  2
• 氢受体数：
  3

文献信息

• Unsaturated fatty acid derivatives and their production
  申请人：SUMITOMO PHARMACEUTICALS COMPANY, LIMITED

  公开号：EP0183177A1

  公开（公告）日：1986-06-04

  A compound of the formula: wherein Y is a free or esterified carboxyl group, or a group of the formula: (wherein Ra and Rb are each independently a hydrogen atom, a C1-C4 alkyl group, a C3-C7 cycloalkyl group, a benzyl group, a phenyl group, a phenyl group substituted with a halogen atom or a C1-C4 alkyl group, or, when taken together with the adjacent nitrogen atom, they represent a 5 to 7 membered saturated heterocyclic goup); R' is a C1-C12 alkyl group, a C2-C12 alkenyl group, a C2-C12 alkynyl group, a C3-C10 cycloalkyl group, a C4-C10 cycloalkenyl group, a hydroxy C1-C13 alkyl group, an C1-C12 alkyl group substituted with a group of the formula: (wherein Rc and Rd are each independently a hydrogen atom, or a C,-C4 alkyl group), a C3-C10 heterocyclic group, a phenyl group optionally substituted with one to three substituents selected from the group consisting of halogen atom, hydroxyl group, C1-C4 alkyl group, trifluoromethyl group, C1-C4 alkoxy group, and group of the formula: (wherein Rc and Rd are as defined above) or a group of the formula: [wherein A is a C1-C7 alkylene chain and B is a C3-C10 cycloalkyl group, a C4-C10 cycloalkenyl group, a C1-C12 alkoxy group, a C1-C12 alkylthio group, a C3-C10 cycloalkoxy group, a C4-C10 cycloalkenyloxy group, a C3-C10 heterocyclic group, or a phenyl or phenoxy group optionally substituted with one to three substituents selected from the group consisting of halogen atom, hydroxy group, C1-C4 alkyl group, group of the formula: (wherein Rc and Rd are as defined above), trifluoromethyl group, C1-C4 alkylthio group and C,-C4 alkoxy group]; n is 2, 3 or 4; R2 and R3 are hydrogen atoms or, when taken together, they mean a single linkage to form a trans double bond between the adjacent carbon atoms, and E is a cis or trans vinylene group; provided that when n is 3 and R' is a n-octyl group, a 2-octenyl group or a 2,5-octadienyl group, R2 and R3 are hydrogen atoms, and that when n is 2, E is a trans vinylene group or a non-toxic pharmaceutically acceptable salt thereof. Said compound have potent anti-leucotriene B4 action, and are useful in the treatment of inflammation and allergy.

  式中的化合物 其中 Y 是游离的或酯化的羧基，或者是式中的基团： (其中 Ra 和 Rb 各自独立地为氢原子、C1-C4 烷基、C3-C7 环烷基、苄基、苯基、被卤素原子或 C1-C4 烷基取代的苯基，或当与相邻的氮原子结合时，它们代表 5 至 7 个成员的饱和杂环基团）；R' 是 C1-C12 烷基、C2-C12 烯基、C2-C12 炔基、C3-C10 环烷基、C4-C10 环烯基、羟基 C1-C13 烷基、被式中基团取代的 C1-C12 烷基： (其中 Rc 和 Rd 各自独立地为氢原子或 C,-C4烷基）、C3-C10 杂环基团、任选被一至三个取代基取代的苯基，这些取代基可选自卤素原子、羟基、C1-C4 烷基、三氟甲基、C1-C4 烷氧基和式中的基团： (其中 Rc 和 Rd 如上定义）或式中的基团： [其中 A 为 C1-C7 亚烷基链，B 为 C3-C10 环烷基、C4-C10 环烯基、C1-C12 烷氧基、C1-C12 硫代烷基、C3-C10 环烷氧基、C4-C10 环烯氧基、C3-C10 杂环基，或任选被 1 至 3 个取代基取代的苯基或苯氧基，取代基可选自卤素原子、羟基、C1-C4 烷基、式中的基团： (其中 Rc 和 Rd 如上定义）、三氟甲基、C1-C4 烷硫基和 C,-C4 烷氧基]；n 为 2、3 或 4；R2 和 R3 为氢原子，或当它们结合在一起时，表示在相邻碳原子之间形成反式双键的单链，且 E 为顺式或反式亚乙烯基；当 n 为 3，R'为正辛基、2-辛烯基或 2,5-辛二烯基时，R2 和 R3 为氢原子；当 n 为 2 时，E 为反式乙烯基或其无毒性的药学上可接受的盐。上述化合物具有强效的抗白三烯 B4 作用，可用于治疗炎症和过敏。