5-甲氧基-2-甲基-1H-吲哚-3-羧酸 | 32387-22-7

• 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
• 中文名称: 5-甲氧基-2-甲基-1H-吲哚-3-羧酸
• 英文名称: 5-methoxy-2methyl-1H-indole-3-carboxylic acid
• 英文别名: 5-methoxy-2-methyl-indole-3-carboxylic acid；5-Methoxy-2-methyl-indol-3-carbonsaeure；5-methoxy-2-methylindole-3-acetic acid；2-Methyl-3-carboxy-5-methoxy-indol；5-Methoxy-2-methyl-1H-indole-3-carboxylic acid
• CAS: 32387-22-7
• 化学式: C₁₁H₁₁NO₃
• mdl: MFCD00458882
• 分子量: 205.213
• InChiKey: ORUFFPUSVXGKCC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.181
• 拓扑面积：
  62.3
• 氢给体数：
  2
• 氢受体数：
  3

安全信息

• 海关编码：
  2933990090

反应信息

• 作为反应物：
  描述：

  5-甲氧基-2-甲基-1H-吲哚-3-羧酸 在 甘油 作用下， 生成 5-甲氧基-2-甲基吲哚
  参考文献：
  名称：

  Grinew et al., Zhurnal Obshchei Khimii, 1956, vol. 26, p. 1449,1450; engl. Ausg. S. 1629

  摘要：

  DOI：
• 作为产物：
  描述：

  5-羟基-2-甲基吲哚-3-羧酸乙酯 生成 5-甲氧基-2-甲基-1H-吲哚-3-羧酸
  参考文献：
  名称：

  Nenitzescu, Buletinul Societatii de Chimie din Romania, vol. 11, p. 37

  摘要：

  DOI：

文献信息

• [EN] FUNCTIONALISED AND SUBSTITUTED INDOLES AS ANTI-CANCER AGENTS<br/>[FR] INDOLES FONCTIONNALISÉS ET SUBSTITUÉS UTILISÉS EN TANT QU'AGENTS ANTI-CANCÉREUX
  申请人：NOVOGEN LTD

  公开号：WO2015074124A1

  公开（公告）日：2015-05-28

  The present invention relates to anti-tropomyosin compounds, processes for their preparation, and methods for treating or preventing a proliferative disease, preferably cancer, using compounds of the invention.

  本发明涉及抗肌球蛋白化合物，其制备方法，以及利用本发明的化合物治疗或预防增殖性疾病，优选为癌症的方法。
• Method of inhibiting protein tyrosine phosphatase 1B and/or T-cell protein tyrosine phosphatase 4 and/or other PTPases with an Asp residue at position 48
  申请人：Novo Nordisk A/S

  公开号：US07115624B1

  公开（公告）日：2006-10-03

  The present invention provides a method of inhibiting a member of a family of Protein Tyrosine Phosphatases (PTPases, PTPs) such as PTP1B, TC-PTP, CD45, SHP-1, SHP-2, PTPα, PTPε, PTPμ, PTPδ, PTPσ, PTPζ, PTPβ, PTPD1, PTPD2, PTPH1, PTP-MEG1, PTP-LAR, and HePTP by exposing said Ptpase member by administration to a host or otherwise to at least one compound with certain structural, physical and spatial characteristics that allow for the interaction of said compound with specific residues of the active site of PTP1B and/or TC-PTP. These compounds are indicated in the management or treatment of a broad range of diseases such as autoimmune diseases, acute and chronic inflammation, osteoporosis, various forms of cancer and malignant diseases, and type I diabetes and type II diabetes, as well as in the isolation of PTPases and in elucidation or further elucidation of their biological function.

  本发明提供了一种抑制蛋白酪氨酸磷酸酶（PTPases，PTPs）家族成员（如PTP1B、TC-PTP、CD45、SHP-1、SHP-2、PTPα、PTPε、PTPμ、PTPδ、PTPσ、PTPζ、PTPβ、PTPD1、PTPD2、PTPH1、PTP-MEG1、PTP-LAR和HePTP）的方法，通过将所述PTpase成员暴露于至少一种具有特定结构、物理和空间特征的化合物的管理或治疗中，使得该化合物与PTP1B和/或TC-PTP的活性位点的特定残基发生相互作用。这些化合物在管理或治疗广泛范围的疾病，如自身免疫疾病、急性和慢性炎症、骨质疏松症、各种癌症和恶性疾病、I型糖尿病和II型糖尿病，以及在分离PTPases和阐明或进一步阐明其生物功能方面起作用。
• Weakly coordinating <i>tert</i>-amide assisted Rh(<scp>iii</scp>)-catalyzed C4-cyanation of indoles: application in photophysical studies
  作者：Souradip Sarkar、Aniruddha Biswas、Sarbojit Das、Bortika Sanyal、Rajkumar Sahoo、Rajarshi Samanta

  DOI：10.1039/d3cc03075j

  日期：——

  A rhodium(iii)-catalyzed indole C4-selective cyanation is described using the bench-stable, user-friendly electrophilic cyanation agent N-cyano-N-phenyl-p-toluenesulfonamide (NCTS) as a coupling partner.

  本研究介绍了一种由铑(iii)催化的吲哚 C4 选择性氰化反应，该反应以工作台稳定、使用方便的亲电氰化剂 N-氰基-N-苯基对甲苯磺酰胺 (NCTS) 为偶联剂。
• A Small Molecule That Switches a Ubiquitin Ligase From a Processive to a Distributive Enzymatic Mechanism
  作者：Stefan G. Kathman、Ingrid Span、Aaron T. Smith、Ziyang Xu、Jennifer Zhan、Amy C. Rosenzweig、Alexander V. Statsyuk

  DOI：10.1021/jacs.5b06839

  日期：2015.10.7

  E3 ligases are genetically implicated in many human diseases, yet E3 enzyme mechanisms are not fully understood, and there is a strong need for pharmacological probes of E3s. We report the discovery that the HECT E3 Nedd4-1 is a processive enzyme and that disruption of its processivity by biochemical mutations or small molecules switches Nedd4-1 from a processive to a distributive mechanism of polyubiquitin chain synthesis. Furthermore, we discovered and structurally characterized the first covalent inhibitor of Nedd4-1, which switches Nedd4-1 from a processive to a distributive mechanism. To visualize the binding mode of the Nedd4-1 inhibitor, we used X-ray crystallography and solved the first structure of a Nedd4-1 family ligase bound to an inhibitor. Importantly, our study shows that processive Nedd4-1, but not the distributive Nedd4-1:inhibitor complex, is able to synthesize polyubiquitin chains on the substrate in the presence of the deubiquitinating enzyme USP8. Therefore, inhibition of E3 ligase processivity is a viable strategy to design E3 inhibitors. Our study provides fundamental insights into the HECT E3 mechanism and uncovers a novel class of HECT E3 inhibitors.
• Identification and optimisation of novel sulfonamide, selective vasopressin V1B receptor antagonists
  作者：James Baker、Matilda Bingham、Ruth Blackburn-Munro、Jiaqiang Cai、Mark Craighead、Robert Gilfillan、Kate Goan、David Jaap、Rachel Milne、J. Richard Morphy、Susan Napier、Jeremy Presland、Gayle Spinks、Fiona Thomson

  DOI：10.1016/j.bmcl.2011.04.104

  日期：2011.6

  The synthesis and preliminary structure-activity relationships (SAR) of a novel class of vasopressin V-1B receptor antagonists are described. Hit compound 5, identified via high throughput screening of the corporate collection, showed good activity in a V-1B binding assay (K-i 63 nM) but did not possess the lead-like physicochemical properties typically required in a hit compound. A 'deletion approach' on the HTS hit 5 was performed, with the focus on improvement of physicochemical properties, yielding the selective V-1B antagonist 9f (K-i 190 nM), with improved druglike characteristics. (C) 2011 Elsevier Ltd. All rights reserved.