5-benzyloxy-1-carbamoylmethyl-2-amino-1H-indole-3-carbonitrile | 378237-28-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: 5-benzyloxy-1-carbamoylmethyl-2-amino-1H-indole-3-carbonitrile
• 英文别名: 2-(2-amino-3-cyano-5-phenylmethoxyindol-1-yl)acetamide
• CAS: 378237-28-6
• 化学式: C₁₈H₁₆N₄O₂
• 分子量: 320.351
• InChiKey: BNQRRUQUVDCKJV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  24
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  107
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  5-benzyloxy-2-amino-1-methyl-1H-indole-3-carbonitrile 、 2-碘乙酰胺 以 methylene chloride diethyl ether 为溶剂， 以5-benzyloxy-1-carbamoylmethyl-2-amino-1H-indole-3-carbonitrile (163 mg) was obtained as a white solid from 5-benzyloxy-2-amino-1H-indole-3-carbonitrile (263 mg; 1.0 mmol) after trituration with Et2O/CH2Cl2的产率得到5-benzyloxy-1-carbamoylmethyl-2-amino-1H-indole-3-carbonitrile
  参考文献：
  名称：

  Indole derivatives with vascular damaging activity

  摘要：

  本发明提供了一种式子为（I）的化合物。其中R1、R2、R3、R10和R11的含义如描述中所述。这些化合物预计会引起肿瘤血管的选择性破坏。因此，它们可以用于抑制和/或逆转和/或缓解与血管生成有关的任何疾病状态的症状。

  公开号：

  US07030123B2

文献信息

• INDOLE DERIVATIVES WITH VASCULAR DAMAGING ACTIVITY
  申请人：AstraZeneca AB

  公开号：EP1289952A1

  公开（公告）日：2003-03-12
• US7030123B2
  申请人：——

  公开号：US7030123B2

  公开（公告）日：2006-04-18
• [EN] INDOLE DERIVATIVES WITH VASCULAR DAMAGING ACTIVITY<br/>[FR] DERIVES D'INDOLE POSSEDANT UNE ACTIVITE ENDOMMAGEANT LES VAISSEAUX SANGUINS
  申请人：ASTRAZENECA AB

  公开号：WO2001092224A1

  公开（公告）日：2001-12-06

  The invention provides a compound of Formula (I) wherein: R?1 and R2¿ are independently selected from hydrogen, halogen, -CN, a hydrocarbyl group or a group of Formula (II); wherein W is aryl or a heterocyclic group, R4 is independently selected from hydrogen, halogen, -OH, amino, alkanoylamino, -OPO¿3?H2, or a hydrocarbyl group, wherein the amino group is optionally substituted by an amino acid residue and the hydroxy group is optionally esterified or two R?4¿ groups together form an optionally substituted cyclic or heterocyclic group; X is selected from $M(y) S -, -O- , - S(O) -, - S(O¿2?) - and - NH -; p is an integer from 0 to 4; and q is an integer from 1 to 4; R?3 and R10¿ are independently selected from hydrogen, lower alkyl or a group of Formula (IV): wherein Y is selected from NH -, - $M(Y)O$M(Y)- or a bond; Z is selected from NH -, - Oω-, - C(O) - or a bond; r is an integer from 0 to 4; t is an integer from 0 to 1; R6 is hydrogen, a hydrocarbyl group or a group of Formula (V): wherein n is an integer of from 1 to 6, and; R?7 and R8¿ are independently selected from hydrogen or a hydrocarbyl group; and R11 is hydrogen or lower alkyl; or a salt or solvate thereof; provided that: I) when R1 is an unsubstituted phenylthio group (Ph-S-), R2 is H, R10 is H and R11 is H then R3 is neither H nor- C(O)-O-CH¿2?CH3; and ii) R?1, R2 and R3¿ are not all hydrogen. Such compounds are predicted to cause the selective destruction of tumour vasculature. They may therefore be used to inhibit and/or reverse, and/or alleviate symptoms of angiogenesis and/or any disease state associated with angiogenesis.