5-硝基吲唑甲醛 | 677702-36-2

• 物质功能分类: 有机原料 - 杂环化合物
• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡唑类
• 中文名称: 5-硝基吲唑甲醛
• 中文别名: 5-硝基-1H-吲哚-3-甲醛；5-硝基吲哚-3-甲醛；5-硝基吲唑3-甲醛
• 英文名称: 5-nitro-1H-indazole-3-carbaldehyde
• 英文别名: 5-nitro-1H-indazole-3-carboxaldehyde；5-nitroindazole-3-aldehyde；5-nitro-2H-indazole-3-carbaldehyde
• CAS: 677702-36-2
• 化学式: C₈H₅N₃O₃
• mdl: MFCD07781436
• 分子量: 191.146
• InChiKey: UVUPPLXBIXJRKD-UHFFFAOYSA-N

物化性质

• 沸点：
  463.5±25.0 °C(Predicted)
• 密度：
  1.611±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  91.6
• 氢给体数：
  1
• 氢受体数：
  4

安全信息

• 海关编码：
  2933990090
• 危险性防范说明：
  P261,P305+P351+P338
• 危险性描述：
  H302,H315,H319,H335

反应信息

• 作为反应物：
  描述：

  5-硝基吲唑甲醛 在 potassium permanganate 、 硫酸 作用下， 以 丙酮 为溶剂， 反应 12.0h， 生成 5-硝基-1H-吲唑-3-羧酸甲酯
  参考文献：
  名称：

  Synthesis, antitumor evaluation, and molecular docking studies of indole–indazolyl hydrazide–hydrazone derivatives

  摘要：

  A series of ten novel hydrazide-hydrazones linked indole and indazole moieties were designed and synthesized. All the synthesized compounds were evaluated for their cytotoxicity against four human cancer cell lines (HeLa, MDA-MB-231, MCF-7, and A549). Three of the synthesized compounds showed promising cytotoxicity specifically on some of the tested cell lines with IC50 values ranging between 1.93 and 25.6 mu M. Further, one compound was identified as a promising drug lead which showed promising cytotoxicity with IC50 value of 1.93 mu M towards MCF-7 breast cancer cell line as compared to the standard drug doxorubicin (IC50 value 0.98 mu M). While, all these new compounds showed no cytotoxicity on the normal human embryonic kidney cell line, HEK-293.

  DOI：

  10.1007/s00706-016-1750-6
• 作为产物：
  描述：

  5-硝基吲哚 在 盐酸 、 水 、 sodium nitrite 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 6.0h， 以99%的产率得到5-硝基吲唑甲醛
  参考文献：
  名称：

  通过吲哚的亚硝化直接获得 1H-吲唑-3-甲醛衍生物的优化程序†

  摘要：

  吲唑衍生物目前作为激酶抑制剂在药物化学中越来越受到关注。1 H-吲唑-3-甲醛是获得多种多官能化3-取代吲唑的关键中间体。我们在这里报告了对这个基序的一般访问，基于在微酸性环境中吲哚的亚硝化。这些非常温和的条件允许富电子和缺电子吲哚转化为 1 H-吲唑-3-甲醛。

  DOI：

  10.1039/c8ra01546e

文献信息

• COMPOSITION FOR INDUCING CELL REPROGRAMMING
  申请人：GWANGJU INSTITUTE OF SCIENCE AND TECHNOLOGY

  公开号：US20170158642A1

  公开（公告）日：2017-06-08

  The present invention relates to a composition for inducing cell reprogramming. The indazole derivative compound contained in the composition of the present invention shows an improved biological profile and at the same time can perform efficient cell reprogramming. In addition, unlike conventional compounds (e.g. riversine or BIO) for inducing low-molecular cell reprogramming, the indazole derivative compound of the present invention does not show cytotoxicity and thus is expected to have high growth in the market of cell therapy products when clinically applied. Conventional indazole derivative compounds have never known as a use for cell reprogramming. Compared with conventional indazole derivative compounds, the compound of the present invention has a great cell reprogramming ability while having no or little cytotoxicity.

  本发明涉及一种用于诱导细胞重编程的组合物。本发明组合物中含有的吲唑衍生物化合物展现出改善的生物特性，同时能够进行有效的细胞重编程。此外，与用于诱导低分子细胞重编程的传统化合物（如riversine或BIO）不同，本发明的吲唑衍生物化合物不显示细胞毒性，因此在临床应用时预计在细胞治疗产品市场上具有高增长。传统吲唑衍生物化合物从未被用于细胞重编程。与传统吲唑衍生物化合物相比，本发明化合物具有强大的细胞重编程能力，同时没有或很少细胞毒性。
• Indazolecarboxamide derivatives, preparation and use thereof as CDK1, CDK2 and CDK4 inhibitors
  申请人：D'Orchymont Hugues

  公开号：US20060004000A1

  公开（公告）日：2006-01-05

  Compound corresponding to general formula (I): in which, R 1 represents a hydrogen or halogen atom, an NH 2 , NHR 2 , NHCOR 2 , NO 2 , CN, CH 2 NH 2 and CH 2 NHR 2 ; or alternatively R 1 represents an optionally substituted phenyl or an optionally substituted heteroaromatic group; Ar represents an optionally substituted phenyl group or an optionally substituted heteroaromatic group; n represents 0, 1, 2 or 3; in the form of a base, of an addition salt with an acid, of a hydrate or of a solvate. Application in therapy.

  通用公式（I）对应的化合物：其中，R1代表氢原子或卤素原子，NH2，NHR2，NHCOR2，NO2，CN，CH2NH2和CH2NHR2；或者R1代表可选择取代的苯基或可选择取代的杂环芳基；Ar代表可选择取代的苯基或可选择取代的杂环芳基；n表示0、1、2或3；以碱、与酸的加合盐、水合物或溶剂化合物的形式。在治疗中的应用。
• [EN] INDAZOLES AND AZAINDAZOLES AS LRRK2 INHIBITORS<br/>[FR] INDAZOLES ET AZAINDAZOLES EN TANT QU'INHIBITEURS DE LRRK2
  申请人：ESCAPE BIO INC

  公开号：WO2021178780A1

  公开（公告）日：2021-09-10

  The present invention is directed to indazole and azaindazole compounds which are inhibitors of LRRK2 and are useful in the treatment of CNS disorders.

  本发明涉及一种抑制LRRK2的吲唑和杂氮吲唑化合物，可用于治疗中枢神经系统疾病。
• Tricyclic heterocycles
  申请人：Georges Guy

  公开号：US20060142247A1

  公开（公告）日：2006-06-29

  The present invention relates to the compounds of formula I their pharmaceutically acceptable salts or esters, enantiomeric forms, diastereoisomers and racemates, the preparation of the above-mentioned compounds, pharmaceutical compositions containing such compounds and their manufacture, as well as the use of such compounds in the control or prevention of illnesses such as cancer.

  本发明涉及公式I的化合物及其药用盐或酯、对映体形式、二对映异构体和消旋体，上述化合物的制备，含有这种化合物的药物组合物及其制备，以及这种化合物在控制或预防癌症等疾病中的应用。
• [EN] FUSED TETRAZOLES AS LRRK2 INHIBITORS<br/>[FR] TÉTRAZOLES FUSIONNÉS EN TANT QU'INHIBITEURS DE LRRK2
  申请人：E SCAPE BIO INC

  公开号：WO2019222173A1

  公开（公告）日：2019-11-21

  The present invention is directed to fused tetrazoles of formula (IA) which are inhibitors of LRRK2 and are useful in the treatment of CNS disorders.

  本发明涉及式（IA）的融合四唑，它们是LRRK2的抑制剂，并且在治疗中枢神经系统疾病方面具有用途。