2-(Methoxycarbonyl)-N,N,N-trimethyl-1H-indol-5-aminium iodide | 167027-32-9

• 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: 2-(Methoxycarbonyl)-N,N,N-trimethyl-1H-indol-5-aminium iodide
• 英文别名: (2-methoxycarbonyl-1H-indol-5-yl)-trimethylazanium;iodide
• CAS: 167027-32-9
• 化学式: C13H17IN2O2
• 分子量: 360.19
• InChiKey: UPJCXVBRZBWNHC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.84
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  42.1
• 氢给体数：
  1
• 氢受体数：
  3

文献信息

• Aliphatic amino carboxylic and amino phosphonic acids, amino nitriles and amino tetrazoles as cellular rescue agents
  申请人：Dyck E. Lillian

  公开号：US20050159393A1

  公开（公告）日：2005-07-21

  Novel compounds of the formula I are described: wherein: R 1 =(CH 2 ) m CH 3 where m is 0 or an integer in the range from 1 to 16, or an alkenyl, alkynyl, alkoxy, alkylthio, or alkyl sulfinyl group having from 2 to 17 carbon atoms, R 2 =H, CH 3 or CH 2 CH 3 R 3 =H or CH 3 R 4 =H or CH 3 R 5 =lower alkyl having from 1 to 5 carbon atoms n is an integer in the range from 1 to 3, and X is carboxyl (COOH) or carbalkoxy (COOR 5 ), cyano (C≡N), phosphonic acid (PO 3 H 2 ), phosphonate ester (PO 3 [R 5 ] 2 ) or 5-tetrazole, and pharmaceutically acceptable salts thereof. Preferably, the compounds are optically pure enantiomers of the R- or S-configuration in which R 3 =R 4 =R 5 =H, R 2 =CH 3 and R 1 is a saturated aliphatic chain of one to five carbon atoms. The compounds are useful as cellular rescue agents.

  描述了公式I的新化合物：其中：R1=(CH2)mCH3，其中m为0或在1到16范围内的整数，或者为具有2到17个碳原子的烯基、炔基、烷氧基、烷基硫醚或烷基亚砜基团，R2=H、CH3或CH2CH3，R3=H或CH3，R4=H或CH3，R5=具有1到5个碳原子的低碳基，n为1到3范围内的整数，X为羧基（COOH）或羧酰氧基（COOR5）、氰基（C≡N）、膦酸（PO3H2）、膦酸酯（PO3[R5]2）或5-四唑，并且其药学上可接受的盐。优选，这些化合物是R-或S-构型的光学纯对映体，其中R3=R4=R5=H，R2=CH3，R1是由一到五个碳原子组成的饱和脂肪链。这些化合物可用作细胞救助剂。
• CBI analogs of CC-1065 and the duocarmycins
  申请人：The Scripps Research Institute

  公开号：US20040002528A1

  公开（公告）日：2004-01-01

  Analogs of the antitumor antibiotics CC-1065 and the duocarmycins incorporate the 1,2,9,9a-tetrahydrocyclopropa[c]benz[e]indol-4-one (CBI) alkylation subunit. The CBI-based analogs have potent cytotoxic activity and are useful as efficacious antitumor compounds. A direct relationship between functional stability and in vitro cytotoxic potency is disclosed. The CBI-based analogs are easily synthesized and are 4× more stable and 4× more potent than the corresponding analogs containing the authentic CPI alkylation subunit of CC-1065 and comparable in potency to agents containing the authentic alkylation subunit of duocarmycin SA. Similarly, the CBI-based agents alkylate DNA with an unaltered sequence selectivity at an enhanced rate and with a greater efficiency than the corresponding CPI analog and were comparable to the corresponding analog incorporating the duocarmycin SA alkylation subunit. Systematic and extensive modifications and simplifications in the DNA binding subunits attached to CBI are also described.

  抗肿瘤抗生素CC-1065和Duocarmycins的类似物包含1,2,9,9a-四氢环丙[c]苯[e]吲哚-4-酮（CBI）烷基化亚单位。基于CBI的类似物具有强效的细胞毒性活性，可用作有效的抗肿瘤化合物。揭示了功能稳定性和体外细胞毒性效力之间的直接关系。基于CBI的类似物易于合成，比含有CC-1065的真实CPI烷基化亚单位的相应类似物稳定性和效力高4倍，并与含有Duocarmycin SA真实烷基化亚单位的药物效力相当。同样，基于CBI的药物以不改变序列选择性的增强速率和更高效率烷基化DNA，并与相应的CPI类似物相当，并与包含Duocarmycin SA烷基化亚单位的相应类似物相当。还描述了附加到CBI的DNA结合亚单位的系统性和广泛性修改和简化。
• CBI ANALOGS OF CC-1065 AND THE DUOCARMYCINS
  申请人：The Scripps Research Institute

  公开号：EP0862553A1

  公开（公告）日：1998-09-09
• EP0862553A4
  申请人：——

  公开号：EP0862553A4

  公开（公告）日：1999-02-03
• US6548530B1
  申请人：——

  公开号：US6548530B1

  公开（公告）日：2003-04-15