10-methyl-10H-benzo[4,5]thieno[3,2-b]indole | 130874-25-8

• 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: 10-methyl-10H-benzo[4,5]thieno[3,2-b]indole
• 英文别名: 10-methyl-10H-benzo[4,5]thieno[3,2-b]indole；10-Methyl-10H-benzo[4,5]thieno[3,2-b]indol；10-Methyl-10H-[1]benzothieno[3,2-b]indole；10-methyl-[1]benzothiolo[3,2-b]indole
• CAS: 130874-25-8
• 化学式: C₁₅H₁₁NS
• 分子量: 237.325
• InChiKey: QRBHDWBVRHAUPC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  17
• 可旋转键数：
  0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  33.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  2-(2-iodophenyl)-1-methyl-1H-indole 在 copper(l) iodide 、 potassium sulfide 、 碘 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 24.0h， 以54%的产率得到10-methyl-10H-benzo[4,5]thieno[3,2-b]indole
  参考文献：
  名称：

  Copper-catalyzed synthesis of benzo[b]thiophene-fused imidazopyridines via the cleavage of C–H bond and C–X bond

  摘要：

  A new and straightforward approach to synthesize benzo[b]thiophene-fused imidazopyridines has been developed by tandem cross-coupling reaction of K2S with 2-(2-bromophenyl)imidazo[1,2-a]pyridines, and K2S as sulfur source constructed double C-S bonds via the cleavage of the C-H bond and the C-X bond. In addition, the optical properties of a library of benzo[b]thiophene-fused imidazopyridines were for the first time fully characterized. Moreover, this synthetic strategy could be applied in the preparation of benzo[b]thiophene-fused indoles. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2015.12.091

文献信息

• Hetero polycyclic biocidal compounds, their synthesis and intermediates therefor,formulations containing them and their use in medicine
  申请人：THE WELLCOME FOUNDATION LIMITED

  公开号：EP0447703A1

  公开（公告）日：1991-09-25

  Heterotetracyclic aromatic compounds having biocidal activity containing two hetero atoms selected from oxygen, sulphur and nitrogen and that are substituted by an aminoalkanol group of formula         ArCH₂NHR or a monomethyl or monoethyl ether thereof, the compound of formula (I) including these ethers containing no more than 29 carbon atoms in total, or an ester or a salt thereof; wherein Ar is a fused tetracyclic hetero aromatic ring system of the formula: in which Z is oxygen, sulphur or a group NR¹ wherein R¹ is hydrogen, methyl or ethyl and is a bicyclic aromatic ring system comprising a phenyl ring and a 5-membered ring system which contains one heteroatom Z¹ selected from oxygen, sulphur or a group NR² wherein R² is hydrogen, methyl or ethyl; the tetracyclic ring system being optionally substituted by one or two substituents; and R contains not more than eight carbon atoms and is a group wherein m is 0 or 1; R⁶ is hydrogen or alkyl optionally substituted by hydroxy; R⁷ and R⁸ are the same or different and each is hydrogen or alkyl; R⁹ is hydrogen, methyl or hydroxymethyl; is a five-or six-membered saturated carbocyclic ring; R¹⁰, R¹¹ and R¹² are the same or different and each is hydrogen or methyl; R¹³ is hydrogen, methyl, hydroxy, or hydroxymethyl; R¹⁴ is hydrogen, methyl, hydroxy or hydroxymethyl. Processes for preparing the compounds, intermediates in their preparation, pharmaceutical compositions containing them and their use in medicine are also disclosed.

  具有生物杀灭活性的杂四元芳香化合物，含有两个选自氧、硫和氮的杂原子，并被氨基醇基团取代，其通式为ArCH₂NHR或其单甲基或单乙基醚，化合物通式(I)包括这些醚，总碳原子数不超过29个，或其酯或盐；其中Ar是一个融合的四元杂芳香环系统，其通式为：其中Z是氧、硫或NR¹基团，R¹是氢、甲基或乙基，是一个包含苯环和含有一个杂原子Z¹的5元环系统的双环芳香环系统，Z¹选自氧、硫或NR²基团，R²是氢、甲基或乙基；四元环系统可选择性地被一个或两个取代基取代；R包含不超过八个碳原子，是一个基团，其中m是0或1；R⁶是氢或可选择性地被羟基取代的烷基；R⁷和R⁸相同或不同，每个是氢或烷基；R⁹是氢、甲基或羟甲基；是一个五元或六元饱和碳环；R¹⁰、R¹¹和R¹²相同或不同，每个是氢或甲基；R¹³是氢、甲基、羟基或羟甲基；R¹⁴是氢、甲基、羟基或羟甲基。还公开了制备这些化合物的方法、制备过程中的中间体、含有它们的药物组合物以及它们在医学中的应用。
• Tetracyclic heterocyclic derivatives, pharmaceutical compositions and use
  申请人：Burroughs Wellcome Co.

  公开号：US04999369A1

  公开（公告）日：1991-03-12

  The present invention relates to compounds of formula (I) ArCH.sub.2 R.sup.1 (I) or a monomethyl or monoethyl ether thereof (the compound of formula (I) including these ethers may contain no more than 29 carbon atoms in total); ethers, esters thereof; acid addition salts thereof; wherein Ar is a fused tetracyclic aromatic ring system comprised of 5-membered and 6-membered rings and contains at least one heteroatom and 3 aromatic rings and a total of no more than 18 ring atoms, or a substituted derivative thereof; the heteroatom is preferably oxygen, sulfur or nitrogen; when it is nitrogen this is substituted by hydrogen, methyl or ethyl; R.sup.1 contains not more than eight carbon atoms and is a group ##STR1## wherein m is 0 or 1; R.sup.5 is hydrogen; R.sup.6 and R.sup.7 are the same or different and each is hydrogen or C.sub.1-5 alkyl optionally substituted by hydroxy; R.sup.8 and R.sup.9 are the same or different and each is hydrogen or C.sub.1-3 alkyl; ##STR2## is a five or six-membered saturated carbocyclic ring; R.sup.10 is hydrogen, methyl or hydroxymethyl; R.sup.11, R.sup.12 and R.sup.13 are the same or different and each is hydrogen or methyl; R.sup.14 is hydrogen, methyl, hydroxy, or hydroxymethyl.

  本发明涉及化合物式（I）ArCH.sub.2R.sup.1（I）或其单甲基或单乙基醚（式（I）的化合物包括这些醚，总碳原子数不超过29）；它们的醚，酯；酸加成盐；其中Ar是由5元环和6元环组成的融合四环芳香环系，含有至少一个杂原子和3个芳香环，环原子总数不超过18个，或其取代衍生物；杂原子最好是氧、硫或氮；当它是氮时，它被氢、甲基或乙基取代；R.sup.1含有不超过8个碳原子，是一个基团##STR1##其中m为0或1；R.sup.5是氢；R.sup.6和R.sup.7相同或不同，每个都是氢或C.sub.1-5烷基，可选地被羟基取代；R.sup.8和R.sup.9相同或不同，每个都是氢或C.sub.1-3烷基；##STR2##是一个五元环或六元环饱和碳环；R.sup.10是氢、甲基或羟甲基；R.sup.11、R.sup.12和R.sup.13相同或不同，每个都是氢或甲基；R.sup.14是氢、甲基、羟基或羟甲基。
• 30. The formation of thionaphthindoles. Part III. The synthesis of thionaphthindoles from 3-oxy-1-thionaphthens
  作者：Ernest Wilson McClelland、John Leonard D'Silva

  DOI：10.1039/jr9320000227

  日期：——
• US4910218A
  申请人：——

  公开号：US4910218A

  公开（公告）日：1990-03-20
• US4999369A
  申请人：——

  公开号：US4999369A

  公开（公告）日：1991-03-12