N-[(1R)-2-[(3R)-6-chloro-3-[(dimethylamino)methyl]-1,2,3,4-tetrahydro-1-quinolinyl]-1-(1-indol-3-ylmethyl)-2-oxoethyl]-3-[1-(2-thienylcarbonyl)-4-piperidinyl]propanamide | 333953-20-1

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: N-[(1R)-2-[(3R)-6-chloro-3-[(dimethylamino)methyl]-1,2,3,4-tetrahydro-1-quinolinyl]-1-(1-indol-3-ylmethyl)-2-oxoethyl]-3-[1-(2-thienylcarbonyl)-4-piperidinyl]propanamide
• 英文别名: N-[(2R)-1-[(3R)-6-chloro-3-[(dimethylamino)methyl]-3,4-dihydro-2H-quinolin-1-yl]-3-(1H-indol-3-yl)-1-oxopropan-2-yl]-3-[1-(thiophene-2-carbonyl)piperidin-4-yl]propanamide
• CAS: 333953-20-1
• 化学式: C₃₆H₄₂ClN₅O₃S
• 分子量: 660.28
• InChiKey: YBDUAAINYSISCS-OOWIMERYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.9
• 重原子数：
  46
• 可旋转键数：
  10
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  117
• 氢给体数：
  2
• 氢受体数：
  5

文献信息

• AMINE DERIVATIVES
  申请人：Tadeka Chemical Industries, Ltd.

  公开号：EP1227090A1

  公开（公告）日：2002-07-31

  A compound of the formula:    wherein X and X' are the same or different, and each represents a hydrogen atom, a fluorine atom, a chlorine atom or an amino optionally having substituents, and at least one of X and X' represents a fluorine atom, a chlorine atom or an amino optionally having substituents; R1 and R2 represent a hydrogen atom or C1-6 alkyl optionally having substituents, or R1 and R2, together with the adjacent nitrogen atom, form a nitrogen-containing heterocyclic ring optionally having substituents; Y and Q are the same or different, and each represents a bond or a spacer having a main chain of 1 to 6 atoms; ... represents a single bond or a double bond; T1 and T2 are the same or different, and each represents C(R9) (R9 represents a hydrogen atom, a hydroxy or C1-6 alkyl) or N, when each of the adjacent ... is a single bond, and C when the adjacent ... is a double bond; and Ar represents an aromatic group optionally having substituents, a C3-9 cycloalkyl group optionally having substituents, a 3 to 9-membered saturated heterocyclic group optionally having substituents, a hydrogen atom or a halogen atom; provided that 6-chloro-3-(R,S)-(N,N-dimethylamino)methyl-1-[3-(indol-3-yl)-2-[(R)-(4-phenylpiperazin-1-yl)carbonylamino]propanoyl]-1,2,3,4-tetrahydroquinoline; 6-chloro-3-(R,S)-(N,N-dimethylamino)methyl-1-[3-(indol-3-yl)-2-[(R)-4-(2-oxo-2,3-dihydro-1H-benzimidazol-1-yl)piperidinocarbonylamino]propanoyl]-1,2,3,4-tetrahydroquinoline and 1-benzoyl-N-[(R)-2-[6-chloro-3-[(N,N-dimethylamino)methyl]-1,2,3,4-tetrahydroquinolin-1-yl]-1-[3-(indol-3-yl)propanoyl]-4-piperidinecarboxamide are excluded; a salt thereof or a prodrug thereof has an excellent somatostatin receptor binding inhibition action and is useful for preventing and/or treating diseases associated with somatostatin.

  式中的化合物 X和X'相同或不同，各自代表氢原子、氟原子、氯原子或可选具有取代基的氨基，且X和X'中至少有一个代表氟原子、氯原子或可选具有取代基的氨基； R1 和 R2 代表氢原子或任选具有取代基的 C1-6 烷基，或 R1 和 R2 与相邻的氮原子一起形成任选具有取代基的含氮杂环； Y 和 Q 相同或不同，各自代表主链为 1 至 6 个原子的键或间隔物； 代表单键或双键； T1 和 T2 相同或不同，当相邻......中的每一个为单键时，各自代表 C(R9)（R9 代表氢原子、羟基或 C1-6 烷基）或 N，当相邻......中的每一个为双键时，各自代表 C；以及 Ar 代表任选具有取代基的芳香基、任选具有取代基的 C3-9 环烷基、任选具有取代基的 3-9 元饱和杂环基、氢原子或卤素原子；条件是 6-氯-3-(R,S)-(N,N-二甲基氨基)甲基-1-[3-(吲哚-3-基)-2-[(R)-(4-苯基哌嗪-1-基)羰基氨基]丙酰基]-1,2,3,4-四氢喹啉；6-氯-3-(R,S)-(N,N-二甲基氨基)甲基-1-[3-(吲哚-3-基)-2-[(R)-4-(2-氧代-2,3-二氢-1H-苯并咪唑-1-基)哌啶甲酰氨基]丙酰基]-1,2,3,4-四氢喹啉不包括 1-苯甲酰基-N-[(R)-2-[6-氯-3-[(N,N-二甲基氨基)甲基]-1,2,3,4-四氢喹啉-1-基]-1-[3-(吲哚-3-基)丙酰基]-4-哌啶甲酰胺；其盐或其原药具有优异的抑制体生长抑素受体结合的作用，可用于预防和/或治疗与体生长抑素相关的疾病。