1-methylsulfonyl-3-iodoindole | 117637-81-7

• 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: 1-methylsulfonyl-3-iodoindole
• 英文别名: 3-iodo-1-(methylsulfonyl)indole；3-iodo-1-methylsulfonyl-1H-indole；N-methylsulfonyl-3-iodoindole；3-iodo-1-(methylsulfonyl)-1H-indole；3-iodo-1-methylsulfonylindole
• CAS: 117637-81-7
• 化学式: C₉H₈INO₂S
• 分子量: 321.139
• InChiKey: HBPCGLIYYAOZIF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  47.4
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-methylsulfonyl-3-iodoindole 在 哌啶 、 咪唑 、 bis-triphenylphosphine-palladium(II) chloride 、 copper(l) iodide 、 碘 、 caesium carbonate 、 三苯基膦 作用下， 以 1,2-二氯乙烷 、 N,N-二甲基甲酰胺 、 甲苯 为溶剂， 反应 12.67h， 生成 1-(3-(1-(methylsulfonyl)-1H-indol-3-yl)prop-2-yn-1-yl)-1H-indole-2-carbonitrile
  参考文献：
  名称：

  通过Reformatsky试剂通过[6 + 1]腈腈合成Azepino [1,2-a]吲哚-10-胺

  摘要：

  Re或ha催化的2-氰基-1-炔丙基和2-炔基-1-氰基甲基吲哚的Re [6 + 1]环化反应与Reformatsky试剂一起提供8和9-取代的氮杂环庚烷[1,2-a]吲哚胺的产率高到高。

  DOI：

  10.1002/ejoc.202100021
• 作为产物：
  描述：

  吲哚 在 四丁基溴化铵 、 碘 、 potassium hydroxide 、 sodium hydroxide 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 1-methylsulfonyl-3-iodoindole
  参考文献：
  名称：

  通过Reformatsky试剂通过[6 + 1]腈腈合成Azepino [1,2-a]吲哚-10-胺

  摘要：

  Re或ha催化的2-氰基-1-炔丙基和2-炔基-1-氰基甲基吲哚的Re [6 + 1]环化反应与Reformatsky试剂一起提供8和9-取代的氮杂环庚烷[1,2-a]吲哚胺的产率高到高。

  DOI：

  10.1002/ejoc.202100021

文献信息

• Synthesis of dialkyl cyanoboronates and their application in palladium-catalyzed cyanation of aryl halides
  作者：Biao Jiang、Ying Kan、Ao Zhang

  DOI：10.1016/s0040-4020(00)01139-x

  日期：2001.2

  A new type of cyanoboronate 4 was prepared and used as a new cyano group source in palladium-catalyzed cyanations of aryl and heteroaryl halides to afford the corresponding aryl and heteroaryl nitriles.

  一种新型的cyanoboronate 4溶液并在芳基和杂芳基卤化物的钯催化cyanations用作新的氰基来源，得到相应的芳基和杂芳基腈。
• [EN] HETEROCYCLIC COMPOUNDS AND METHODS OF USE THEREOF<br/>[FR] COMPOSES HETEROCYCLIQUES ET PROCEDES D'UTILISATION DE CEUX-CI
  申请人：MERCK & CO INC

  公开号：WO2001016121A1

  公开（公告）日：2001-03-08

  In accordance with the present invention, there are provided novel class of heterocyclic compounds and methods of use thereof. Compounds of the invention contain a substituted, unsaturated five, six or seven membered heterocyclic ring that includes at least one nitrogen atom and at least one carbon atom. At a ring position adjacent to a ring nitrogen atom, the heterocyclic ring has at least one substituent which includes a moiety, linked to the heterocyclic ring via an alkylene moiety, an alkynylene moiety or an azo group. Invention compounds are capable of a wide variety of uses including modulating physiological processes by functioning as agonists and antagonists of receptors in the nervous system, as insecticides, and as fungicides. The invention further provides methods of modulating the activity of excitatory amino acid receptors using a specifically defined class of heterocyclic compounds including the novel compounds referred to above. In one embodiment, there are provided methods of modulating metabotropic glutamate receptors. The present invention also discloses methods of treating disease using heterocyclic compounds. The invention further discloses methods of preventing disease conditions related to diseases of the pulmonary system, diseases of the nervous system, diseases of the cardiovascular system, diseases of the gastrointestinal system, diseases of the endocrine system, diseases of the exocrine system, diseases of the skin, cancer and diseases of the ophthalmic system. The invention also discloses pharmaceutically acceptable salt forms of the above-described heterocyclic compounds.

  根据本发明，提供了一类新型的杂环化合物及其使用方法。该发明的化合物包含一个取代的、不饱和的五、六或七元杂环环，其中至少包含一个氮原子和至少一个碳原子。在靠近环氮原子的环位置上，杂环环有至少一个取代基，包括一个官能团，通过烷基官能团、炔基官能团或偶氮基团连接到杂环环上。发明的化合物能够广泛应用，包括通过作为神经系统受体的激动剂和拮抗剂来调节生理过程，作为杀虫剂和杀菌剂。本发明还提供了使用特定定义的杂环化合物类来调节兴奋性氨基酸受体活性的方法，包括上述新型化合物。在一种实施例中，提供了调节代谢性谷氨酸受体的方法。本发明还揭示了使用杂环化合物治疗疾病的方法。本发明还揭示了预防与肺系统疾病、神经系统疾病、心血管系统疾病、胃肠系统疾病、内分泌系统疾病、外分泌系统疾病、皮肤疾病、癌症和眼科系统疾病相关的疾病状态的方法。本发明还揭示了上述杂环化合物的药物可接受的盐形式。
• Aryl and heteroaryl quinazoline compounds which inhibit CSF-1R receptor tyrosine kinase
  申请人：——

  公开号：US20040014774A1

  公开（公告）日：2004-01-22

  This invention relates to the modulation and/or inhibition of cell signaling, cell proliferation, cell inflammatory response, the control of abnormal cell growth and cell reproduction. More specifically, this invention relates to the use of mono- and/or bicyclic aryl or heteroaryl quinazoline compounds in inhibiting cell proliferation, including compounds which are useful protein tyrosine kinase (PTK) inhibitors. The method of treating cell proliferation and/or differentiation or mediator release using said quinazoline compounds and their use in pharmaceutical compositions is described.

  本发明涉及细胞信号传导、细胞增殖、细胞炎症反应、控制异常细胞生长和细胞繁殖的调节和/或抑制。更具体地，本发明涉及使用单环和/或双环芳基或杂芳基喹唑啉化合物抑制细胞增殖，包括对蛋白酪氨酸激酶（PTK）的抑制剂有用的化合物。描述了使用所述喹唑啉化合物治疗细胞增殖和/或分化或介质释放的方法以及它们在制药组合物中的应用。
• Radical Nitrososulfonation of Propargyl Alcohols: Thiazolidine-2,4-dione-Assisted Synthesis of 5-Alykyl-4-sulfonylisoxazoles
  作者：Tomoki Nakano、Nami Kousaka、Aoi Nakayama、Yoshiaki Kato、Katsuki Takashima、Genzoh Tanabe、Mitsuhiro Yoshimatsu

  DOI：10.1021/acs.orglett.3c03674

  日期：2024.3.8

  In this study, we discover a good NO/HNO precursor, N-hydroxypyridinesulfonamide, and the regioselective radical nitrososulfonylation reaction of propargyl alcohols. Direct and unique isoxazole synthesis afforded a good-to-high yield of 5-alkyl-3-aryl-4-pyridinesulfonylisoxazoles. Copper-catalyzed aerobic oxidation could efficiently proceed in the presence of thiazolidine-2,4-dione. This work provides

  在这项研究中，我们发现了一种良好的NO/HNO前体， N-羟基吡啶磺酰胺，以及炔丙醇的区域选择性自由基亚硝基磺酰化反应。直接且独特的异恶唑合成提供了良好至高产率的 5-烷基-3-芳基-4-吡啶磺酰基异恶唑。铜催化的有氧氧化可以在噻唑烷-2,4-二酮存在下有效地进行。这项工作为烷基取代异恶唑的合成和功能化提供了一种强有力的方法，并为药物发现探索了新的研究路线。
• Quinazoline compounds which inhibit CSF-1R receptor tyrosine kinase
  申请人：Aventis Pharmaceuticals Products Inc.

  公开号：EP1488792A2

  公开（公告）日：2004-12-22

  This invention relates to the modulation and/or inhibition of cell signaling, cell proliferation, cell inflammatory response, the control of abnormal cell growth and cell reproduction. More specifically, this invention relates to the use of quinazoline compounds in inhibiting cell proliferation, including compounds which are useful protein tyrosine kinase (PTK) inhibitors. The method of treating cell proliferation and/or differentiation or mediator release using said quinazoline compounds and their use in pharmaceutical compositions is described.

  本发明涉及细胞信号、细胞增殖、细胞炎症反应、异常细胞生长控制和细胞繁殖的调节和/或抑制。更具体地说，本发明涉及喹唑啉化合物在抑制细胞增殖方面的用途，包括作为有用的蛋白酪氨酸激酶（PTK）抑制剂的化合物。本发明描述了使用所述喹唑啉化合物治疗细胞增殖和/或分化或介质释放的方法及其在药物组合物中的用途。