6-bromo-1-methyl-5-methoxy-2-(4'-methoxyphenyloxymethyl)indolyl-3-carboxylic acid | 727681-40-5

• 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: 6-bromo-1-methyl-5-methoxy-2-(4'-methoxyphenyloxymethyl)indolyl-3-carboxylic acid
• 英文别名: 6-Bromo-5-methoxy-2-[(4-methoxyphenoxy)methyl]-1-methylindole-3-carboxylic acid
• CAS: 727681-40-5
• 化学式: C₁₉H₁₈BrNO₅
• 分子量: 420.26
• InChiKey: PAKKQWXQEVSYCY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  26
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  69.9
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  6-bromo-1-methyl-5-methoxy-2-(4'-methoxyphenyloxymethyl)indolyl-3-carboxylic acid 在 氯化亚砜 作用下， 以 1,4-二氧六环 为溶剂， 生成 6-bromo-1-methyl-5-methoxy-2-(4'-methoxyphenyloxymethyl)indolyl-3-carboxylic acid chloride
  参考文献：
  名称：

  5-SUBSTITUTED INDOL-3-CARBOXYLIC ACID DERIVATIVES EXHIBITING ANTIVIRAL ACTIVITY A METHOD FOR THE PRODUCTION AND USE THEREOF

  摘要：

  公开号：

  EP2213660B1

文献信息

• 5-Substituted Indol-3-Carboxylic Acid Derivatives Exhibiting Antiviral Activity a Method for the Production and Use Thereof
  申请人：VERKHOVSKY Jury G.

  公开号：US20110065919A1

  公开（公告）日：2011-03-17

  The invention relates to novel antiviral compounds of general formula (I), where B is —N(R)2 or —O—(CH2)nN(R)2 groups, in which n is a whole number selected from 0, 1, 2, 3 and 4, each R is independently selected from C1-4 alkyl and can be identical or different, or both groups R together with a nitrogen atom, to which they are bonded, form a 5-6-membered heterocyclic ring containing 1-2 heteroatoms selected from nitrogen, oxygen and sulphur, such as pyrrolidine, piperidine, piperazine, morpholine or thyomorpholine, at which each of above-mentioned heterocyclic rings can be substituted by C1-4 alkyl, phenyl, benzyl, phenetyl, a carbonylamino —COOC1-4 alkyl group or the carbonylamino —COOC1-4 alkyl group and phenyl, which also can be substituted and have substituents selected from halogen, C1-4 alkyl, C1-4 alkoxy, and alkyl in said groups can be linear or branched; R1 is C1-4 alkoxy, phenyl optionally substituted by C1-4 alkyl or C1-4 alkoxy, halogen atoms, naphthyl; R2 is C1-4 alkyl, —S-phenyl, —S-benzyl, —O-phenyl, O-benzyl, wherein in each of the above-mentioned groups the phenyl ring is optionally substituted by C1-4 alkyl, C1-4 alkoxy, halogen atoms, or R2 is an —NR3R4 group, in which R3 and R4, each is independently selected from C1-4 alkyl and can be identical or different, or both R3 and R4 groups together with a nitrogen atom, to which they are bonded, form a 5-6-membered nitrogen-containing heterocyclic ring having the above mentioned value for the N(R)2 group; X is hydrogen or a halogen atom selected from Br, Cl, and I or pharmaceutically acceptable salts thereof. Intermediate products of general formula (II) and a method for producing the inventive compounds are also disclosed

  本发明涉及一种通式（I）的新型抗病毒化合物，其中B是- N（R）2或-O-（CH2）nN（R）2基团，其中n是从0、1、2、3和4中选择的整数，每个R独立地选择自C1-4烷基，并且可以相同或不同，或者R两个基团与它们所结合的氮原子一起形成一个含有1-2个氮、氧和硫杂原子的5-6元杂环环，例如吡咯烷、哌啶、哌嗪、吗啉或硫代吗啉，其中上述任何一个杂环环都可以被C1-4烷基、苯基、苄基、苯乙基、羰基氨基-COOC1-4烷基或羰基氨基-COOC1-4烷基和苯基所取代，也可以被取代基所取代，所述取代基被选择自卤素、C1-4烷基、C1-4烷氧基，所述基团中的烷基可以是直链或支链；R1是C1-4烷氧基、苯基，可选地被C1-4烷基或C1-4烷氧基取代、卤素原子、萘基；R2是C1-4烷基、-S-苯基、-S-苄基、-O-苯基、O-苄基，其中在上述任何一个基团中，苯环可选地被C1-4烷基、C1-4烷氧基、卤素原子取代，或者R2是- NR3R4基团，在该基团中，R3和R4均独立地选择自C1-4烷基，并且可以相同或不同，或者R3和R4基团与它们所结合的氮原子一起形成一个含有上述N（R）2基团的5-6元氮杂环环；X是氢或从Br、Cl和I中选择的卤素原子，或其药学上可接受的盐。本发明还公开了通式（II）的中间体和制备本发明化合物的方法。