1-异丙基-1H-吡咯并[2,3-c]吡啶 | 1221153-83-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯并吡啶类
• 中文名称: 1-异丙基-1H-吡咯并[2,3-c]吡啶
• 英文名称: 1-isopropyl-1H-pyrrolo[2,3-c]pyridine
• 英文别名: 1-propan-2-ylpyrrolo[2,3-c]pyridine
• CAS: 1221153-83-8
• 化学式: C₁₀H₁₂N₂
• 分子量: 160.219
• InChiKey: NKQHAMUKPGGNBW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  17.8
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  1-异丙基-1H-吡咯并[2,3-c]吡啶 在 aluminum (III) chloride 、 1,5,7-三氮杂双环[4.4.0]癸-5-烯 作用下， 以 二氯甲烷 、 甲苯 为溶剂， 反应 21.0h， 生成 2-(1-isopropyl-1H-pyrrolo[2,3-c]pyridin-3-yl)-N-(6-methoxypyridin-3-yl)-2-oxoacetamide
  参考文献：
  名称：

  An Orally Bioavailable, Indole-3-glyoxylamide Based Series of Tubulin Polymerization Inhibitors Showing Tumor Growth Inhibition in a Mouse Xenograft Model of Head and Neck Cancer

  摘要：

  A number of indole-3-glyoxylamides have previously been reported as tubulin polymerization inhibitors, although none has yet been successfully developed clinically. We report here a new series of related compounds, modified according to a strategy of reducing aromatic ring count and introducing a greater degree of saturation, which retain potent tubulin polymerization activity but with a distinct SAR from previously documented libraries. A subset of active compounds from the reported series is shown to interact with tubulin at the colchicine binding site, disrupt the cellular microtubule network, and exert a cytotoxic effect against multiple cancer cell lines. Two compounds demonstrated significant tumor growth inhibition in a mouse xenograft model of head and neck cancer, a type of the disease which often proves resistant to chemotherapy, supporting further development of the current series as potential new therapeutics.

  DOI：

  10.1021/acs.jmedchem.5b01312
• 作为产物：
  描述：

  6-氮杂吲哚 、 2-碘代丙烷 在 氮气 、 sodium;hydride 、 silica gel 、 甲醇 、 二氯甲烷 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 4.12h， 以afforded 1-isopropyl-6-azaindole (G-2) as an off-white powder的产率得到1-异丙基-1H-吡咯并[2,3-c]吡啶
  参考文献：
  名称：

  NOVEL 6-AZAINDOLE AMINOPYRIMIDINE DERIVATIVES HAVING NIK INHIBITORY ACTIVITY

  摘要：

  本发明涉及一种I式化合物，其中：R1是C1-6烷基，C3-8环烷基，芳基，杂环基或—COR1x，其中C1-6烷基，C3-8环烷基，芳基和杂环基可以被取代；而R1x是C3-8环烷基，芳基或杂环基，任何一个可以被取代；R2、R3、R4、R5、R6和R7各自独立地是氢、卤素、C1-6烷基或芳基，其中C1-6烷基或芳基可以被取代；R8是氢、C1-6烷基、芳基或杂环基，任何一个可以被取代；或其药学上可接受的盐或酯。

  公开号：

  US20110183975A1

文献信息

• [EN] PYRIMIDINE AND PYRIDINE DERIVATIVES AND USE IN TREATMENT, AMELIORATION OR PREVENTION OF INFLUENZA THEREOF<br/>[FR] DÉRIVÉS DE PYRIMIDINE ET DE PYRIDINE ET LEUR UTILISATION POUR TRAITER OU PRÉVENIR LA GRIPPE, OU POUR ATTÉNUER SES SYMPTÔMES
  申请人：SAVIRA PHARMACEUTICALS GMBH

  公开号：WO2017133667A1

  公开（公告）日：2017-08-10

  Provided herein is a compound of formula (I), optionally in the form of a pharmaceutically acceptable salt, solvate, polymorph, prodrug, codrug, cocrystal, tautomer, racemate, enantiomer, or diastereomer or mixture thereof, which is useful in treating, ameliorating or preventing influenza.

  本文提供的是一种化合物，其化学式为（I），可以是药用盐、溶剂合物、多型体、前药、共药、共晶、互变异构体、消旋体、对映体或二对映体，或它们的混合物形式，该化合物在治疗、改善或预防流感方面具有用处。
• [EN] NOVEL 6-AZAINDOLE AMINOPYRIMIDINE DERIVATIVES HAVING NIK INHIBITORY ACTIVITY<br/>[FR] NOUVEAUX DÉRIVÉS DE 6-AZAINDOLE AMINOPYRIMIDINE AYANT UNE ACTIVITÉ INHIBITRICE DE NIK
  申请人：MERCK SHARP & DOHME

  公开号：WO2010042337A1

  公开（公告）日：2010-04-15

  The present invention relates to a compound of formula I: wherein: R1 is C1-6 alkyl, C3-8 cycloalkyl, aryl, heterocyclyl, or -COR1x, where the C1-6 alkyl, C3-8 cycloalkyl, aryl, and heterocyclyl may be substituted; and R1x is C3-8 cycloalkyl, aryl, or heterocyclyl, any of which may be substituted; R2, R3, R4, R5, R6, and R7 are each independently hydrogen, halogen, C1-6 alkyl, or aryl, where the C1-6 alkyl or aryl may be substituted; R8 is hydrogen, C1-6 alkyl, aryl, or heterocyclyl, any of which may be substituted; or a pharmaceutically acceptable salt or ester thereof.

  本发明涉及一种具有以下式I的化合物：其中：R1为C1-6烷基，C3-8环烷基，芳基，杂环烷基，或-COR1x，其中C1-6烷基，C3-8环烷基，芳基和杂环烷基可以被取代；而R1x为C3-8环烷基，芳基，或杂环烷基，其中任何一种可以被取代；R2、R3、R4、R5、R6和R7分别独立地为氢，卤素，C1-6烷基，或芳基，其中C1-6烷基或芳基可以被取代；R8为氢，C1-6烷基，芳基，或杂环烷基，其中任何一种可以被取代；或其药学上可接受的盐或酯。
• [EN] BICYCLIC PYRIDINE AND PYRIMIDINE DERIVATIVES AND THEIR USE IN THE TREATMENT， AMELIORATION OR PREVENTION OF INFLUENZA<br/>[FR] DÉRIVÉS BICYCLIQUES DE PYRIDINE ET DE PYRIMIDINE ET LEUR UTILISATION POUR TRAITER OU PRÉVENIR LA GRIPPE, OU POUR ATTÉNUER SES SYMPTÔMES
  申请人：SAVIRA PHARMACEUTICALS GMBH

  公开号：WO2017133664A1

  公开（公告）日：2017-08-10

  The present invention relates to a compound having the formula (I), optionally in the form of a pharmaceutically acceptable salt, solvate, polymorph, prodrug, codrug, cocrystal, tautomer, racemate, enantiomer, or diastereomer or mixture thereof, which is useful in treating, ameloriating or preventing influenza.

  本发明涉及具有式(I)的化合物，可选地以药学上可接受的盐、溶剂合物、多型体、前药、共药、共晶体、互变异构体、外消旋体、对映体或它们的混合物的形式存在，该化合物在治疗、改善或预防流感方面具有用处。
• PYRIDO[3,2-d]PYRIMIDINE PI3K DELTA INHIBITOR COMPOUNDS AND METHODS OF USE
  申请人：Castanedo Georgette

  公开号：US20110207713A1

  公开（公告）日：2011-08-25

  Formula I compounds, including stereoisomers, geometric isomers, tautomers, metabolites and pharmaceutically acceptable salts thereof, are useful for inhibiting the delta isoform of PI3K, and for treating disorders mediated by lipid kinases such as inflammation, immunological disorders, and cancer. Methods of using compounds of Formula I for in vitro, in situ, and in vivo diagnosis, prevention or treatment of such disorders in mammalian cells, or associated pathological conditions, are disclosed.

  Formula I 化合物，包括立体异构体、几何异构体、互变异构体、代谢物及其药学上可接受的盐，对抑制 PI3K 的δ异构体以及治疗由脂质激酶介导的疾病，如炎症、免疫性疾病和癌症，具有用途。公开了利用 Formula I 化合物在哺乳动物细胞中进行体外、体内和体内诊断、预防或治疗此类疾病，或相关病理条件的方法。
• DIOXINO- AND OXAZIN-[2,3-D]PYRIMIDINE PI3K INHIBITOR COMPOUNDS AND METHODS OF USE
  申请人：Genentech, Inc.

  公开号：US20140065136A1

  公开（公告）日：2014-03-06

  Dioxino- and oxazin-[2,3-d]pyrimidine PI3K inhibitor compounds of Formula I with anti-cancer activity, anti-inflammatory activity, or immunoregulatory properties, and more specifically with PI3 kinase modulating or inhibitory activity are described. Methods are described for using the tricyclic PI3K inhibitor compounds of Formula I for in vitro, in situ, and in vivo diagnosis or treatment of mammalian cells, organisms, or associated pathological conditions.

  公式I中的二氧代二氧代噁唑啉和噁唑啉[2,3-d]嘧啶PI3K抑制剂化合物具有抗癌活性、抗炎活性或免疫调节性质，更具体地具有PI3激酶调节或抑制活性。描述了使用公式I中的三环PI3K抑制剂化合物的方法，用于体外、体内和体内对哺乳动物细胞、生物体或相关病理条件进行诊断或治疗。