2-(4-adamantan-1-yl-phenoxymethyl)benzoxazole-5-carboxylic acid | 1000887-97-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并恶唑类
• 英文名称: 2-(4-adamantan-1-yl-phenoxymethyl)benzoxazole-5-carboxylic acid
• 英文别名: 2-(4-adamantane-1-yl-phenoxymethyl)-benzoxazole-5-carboxylic acid；2-(4-Adamantan-1-yl-phenoxymethyl)-benzoxazole-5-carboxylic acid；2-[[4-(1-adamantyl)phenoxy]methyl]-1,3-benzoxazole-5-carboxylic acid
• CAS: 1000887-97-7
• 化学式: C₂₅H₂₅NO₄
• 分子量: 403.478
• InChiKey: HDDWFCLRVLMQKL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.2
• 重原子数：
  30
• 可旋转键数：
  5
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  72.6
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-(4-adamantan-1-yl-phenoxymethyl)benzoxazole-5-carboxylic acid 在 N,N-二异丙基乙胺 、 Methanaminium,N-[(dimethylamino)(3H-1,2,3-triazolo[4,5-b]pyridin-3-yloxy)methylene]-N-methyl-, hexafluorophosphate(1-) 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以13%的产率得到2-(4-adamantan-1-yl-phenoxymethyl)-benzoxazole-5-carboxylic acid (3-morpholine-4-yl-propyl)-amide
  参考文献：
  名称：

  COMPOUNDS THAT INHIBIT HIF-1 ACTIVITY, THE METHOD FOR PREPARATION THEREOF AND THE PHARMACEUTICAL COMPOSITION CONTAINING THEM AS AN EFFECTIVE COMPONENT

  摘要：

  本文披露了一种HIF-1抑制剂，其制备方法，以及包含其作为活性成分的药物组合物。该HIF-1抑制剂显示抗癌活性，这归功于其对HIF-1的抑制活性，HIF-1是一种在癌症生长和转移中起重要作用的转录因子，但不具有一般细胞毒性。因此，HIF抑制剂及其药用可接受的盐可用作治疗各种癌症，如肝癌、胃癌和乳腺癌的治疗药物。此外，具有对HIF-1抑制活性的化合物在治疗由HIF-1介导的VEGF表达加重的糖尿病视网膜病变和关节炎方面是有用的。

  公开号：

  US20090306078A1
• 作为产物：
  描述：

  4-羟基-3-硝基苯甲酸 在 aluminum tri-bromide 、 二甲基硫 、 硫酸 、 palladium 10% on activated carbon 、 氢气 、 1-羟基苯并三唑 、 对甲苯磺酸 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 N,N-二异丙基乙胺 、 N,N-二乙基苯胺 作用下， 以 甲醇 、 二氯甲烷 、 N,N-二甲基甲酰胺 、 甲苯 为溶剂， 反应 14.0h， 生成 2-(4-adamantan-1-yl-phenoxymethyl)benzoxazole-5-carboxylic acid
  参考文献：
  名称：

  Synthesis and biological evaluation of ortho-carborane containing benzoxazole as an inhibitor of hypoxia inducible factor (HIF)-1 transcriptional activity

  摘要：

  ortho-Carborane and adamantane containing benzoxazoles were synthesized by intramolecular dehydration of the corresponding phenoxyacetanilides. Among the compounds synthesized, ortho-carborane containing benzoxazole 2b which has a carboxylic group on the benzoxazole ring, exhibited significant inhibition of hypoxia-induced HIF-1 transcriptional activity with the IC50 value of 14.4 mu M toward HeLa cell-based reporter gene assay. (C) 2013 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2013.04.007

文献信息

• [EN] THE COMPOSITION FOR KILLING INSECTS COMPRISING AZOLE COMPOUNDS AS AN EFFECTIVE INGREDIENT<br/>[FR] COMPOSITION POUR TUER DES INSECTES COMPRENANT DES COMPOSÉS AZOLE COMME INGRÉDIENT ACTIF
  申请人：KOREA RES INST OF BIOSCIENCE

  公开号：WO2009014287A1

  公开（公告）日：2009-01-29

  The present invention relates to an insecticide composition containing the azole compound synthesized organic chemically as an active ingredient and a method for killing insects using the same. The azole compound of the present invention has the effect of spoiling appetite in larvae and excellent insecticidal activity, so that it can be used as a pro-environmental insecticide.

  本发明涉及一种含有有机合成的唑类化合物作为活性成分的杀虫剂组合物，以及使用该组合物杀死昆虫的方法。本发明的唑类化合物具有破坏幼虫食欲和优异的杀虫活性的效果，因此可以用作环保杀虫剂。
• Compounds that inhibit HIF-1 activity, the method for preparation thereof and the pharmaceutical composition containing them as an effective component
  申请人：Lee Jung Joon

  公开号：US08394799B2

  公开（公告）日：2013-03-12

  Disclosed herein are an HIF-1 inhibitor, a method for the preparation thereof, and a pharmaceutical composition comprising the same as an active ingredient. The HIF-1 inhibitor shows anticancer activity thanks to the inhibition activity against HIF-1, a transcription factor which plays an important role in the growth and metastasis of cancer, but not to general cytotoxicity. Thus, the HIF-inhibitor and a pharmaceutically acceptable salt thereof can be used as a therapeutic for various cancers such as liver cancer; stomach cancer and breast cancer. Also, the compound having inhibition activity against HIF-1 is useful in the treatment of diabetic retinopathy and arthritis, which are aggravated by HIF-1-mediated VEGF expression.

  本发明涉及一种HIF-1抑制剂，其制备方法以及包含该抑制剂作为活性成分的制药组合物。该HIF-1抑制剂通过对HIF-1的抑制活性表现出抗癌活性，HIF-1是一种转录因子，在癌症的生长和转移中起着重要作用，但不具有普遍的细胞毒性。因此，HIF抑制剂及其药学上可接受的盐可以用作各种癌症（如肝癌、胃癌和乳腺癌）的治疗剂。此外，具有对HIF-1抑制活性的化合物对于治疗由HIF-1介导的VEGF表达加重的糖尿病视网膜病变和关节炎非常有用。
• WO2008/4798
  申请人：——

  公开号：——

  公开（公告）日：——
• COMPOSITION FOR THE PREVENTION AND TREATMENT OF METABOLIC DISORDER CONTAINING BENZAZOLE DERIVATIVES AS AN ACTIVE INGREDIENT
  申请人：Lee Hyun Sun

  公开号：US20100076039A1

  公开（公告）日：2010-03-25

  Disclosed is a composition for the prevention and treatment of metabolic diseases, which comprises a benzazole derivative as an active ingredient. The benzazole derivative has inhibitory activity against DGAT (diacylglycerol acyltransferase), which causes metabolic diseases such as obesity and diabetes in the process of lipid metabolism. With the ability to effectively control lipid metabolism and energy metabolism, thus, the composition is useful in the prevention and treatment of metabolic diseases, such as obesity and diabetes.
• US8304448B2
  申请人：——

  公开号：US8304448B2

  公开（公告）日：2012-11-06