3-phenyl-2H-benzofuro[3,2-c]pyrazole

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 3-phenyl-2H-benzofuro[3,2-c]pyrazole
• 化学式: C₁₅H₁₀N₂O
• 分子量: 234.257
• InChiKey: DZQLVVLATXPWBK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  18
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  41.8
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3-phenyl-2H-benzofuro[3,2-c]pyrazole 在 potassium phosphate 、 copper(l) iodide 、 (1S,2S)-(+)-N,N'-二甲基环己烷-1,2-二胺 、 sodium hydroxide 作用下， 以 乙醇 、 均三甲苯 为溶剂， 生成 2-(3-Phenyl-[1]benzofuro[3,2-c]pyrazol-1-yl)-1,3-thiazole-4-carboxylic acid
  参考文献：
  名称：

  SAR-based optimization of 2-(1H-pyrazol-1-yl)-thiazole derivatives as highly potent EP1 receptor antagonists

  摘要：

  We describe a medicinal chemistry approach for generating a series of 2-(1H-pyrazol-1-yl)thiazoles as EP1 receptor antagonists. To improve the physicochemical properties of compound 1, we investigated its structure-activity relationships (SAR). Optimization of this lead compound provided small compound 25 which exhibited the best EP1 receptor antagonist activity and a good SAR profile. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2013.10.065
• 作为产物：
  描述：

  (2E)-1-(2-羟基苯基)-3-苯基-2-丙烯-1-酮 在 mercury(II) diacetate 、 一水合肼 、 溶剂黄146 作用下， 以 吡啶 为溶剂， 反应 6.0h， 生成 3-phenyl-2H-benzofuro[3,2-c]pyrazole
  参考文献：
  名称：

  Aurones和类似物：用于开发抗氧化剂和抗菌剂的有前途的杂环支架。

  摘要：

  合成了一些新的含有异恶唑和吡唑功能的2'-羟基查尔酮的多功能类似物，并对其药理活性进行了测试。查尔酮衍生物是通过2'-羟基苯乙酮与各种取代的苯甲醛在碱性介质中反应合成的。用乙酸汞处理分离出金盏花。合成的查耳酮和金酮分别与盐酸羟胺或水合肼反应后，分别转化为相应的异恶唑和吡唑衍生物。化合物的结构通过光谱法确认。测试所有合成的化合物的抗氧化剂和抗菌潜力。其中一些具有优异的抗氧化活性，其中一种产品被认为是有前途的抗微生物候选物。

  DOI：

  10.1134/s1070363219070235

文献信息

• NITROGEN-CONTAINING HETEROCYCLIC COMPOUNDS
  申请人：ATOBE Masakazu

  公开号：US20100029690A1

  公开（公告）日：2010-02-04

  Nitrogen-containing heterocyclic compounds represented by the following Formula (1) are provided. The compounds or salts thereof have a strong EP1 antagonistic activity when they are administered to a human or an animal, and they are useful as an effective component of a pharmaceutical agent for prophylaxis and/or treatment of an overactive bladder, for example. Furthermore, they are useful as an effective component of a pharmaceutical agent for the prophylaxis and/or treatment of symptoms including frequent urination, urinary urgency and urinary incontinence.

  提供以下式（1）所代表的含氮杂环化合物。当这些化合物或其盐被给予人类或动物时，它们具有强烈的EP1拮抗活性，并且它们作为预防或治疗过度活动膀胱的药物的有效成分是有用的，例如。此外，它们作为预防或治疗包括频繁排尿、尿急和尿失禁等症状的药物的有效成分是有用的。
• Reaction of 2-acyl-3-aminobenzofurans with hydrazines
  作者：Franco Gatta、Guido Settimj

  DOI：10.1002/jhet.5570210401

  日期：1984.7

  While 2-acetyl and 2-benzoyl-3-aminobenzofurans did not react with hydrazine, monomethyl- and N,N-dimethylhydrazine to give the related hydrazones, their 3-N-(p-toluenesulfonyl) derivatives afforded them smoothly in good yields. Depending upon reaction conditions, products arising from hydrazone cyclization to benzofuropyrazoles and/or from furan ring cleavage at the C2O bond to give 5-(2-hydroxyphenyl)pyrazoles

  尽管2-乙酰基和2-苯甲酰基-3-氨基苯并呋喃不与肼，单甲基和N，N-二甲基肼反应生成相关的，但它们的3- N-（对甲苯磺酰基）衍生物以良好的收率平稳地提供了它们。取决于反应条件，还形成了由环化为苯并呋喃并吡唑和/或在C 2 O键处呋喃环裂解而产生5-（2-羟基苯基）吡唑的产物。这些产物的形成取决于的构型并进行了讨论。仅（E）-异构体似乎发生呋喃开环。在室温下的酸性介质中，或单甲基hydr会生成相同的相关α-嗪。微量分析，红外，紫外1 H-nmr和ms光谱与所提出的结构一致。
• Synthesis, Cytotoxicities and DNA-Binding Affinities of Benzofuran-3-ols and Their Fused Analogs
  作者：Zhong-Zhen Zhou、Min Zou、Jia Zhou、Chun-Qiong Zhou、Yan-Hong Deng、Ming-Hui Chen、Chun-Ping Gu、Zhi-Hong Jiang、Wen-Hua Chen、Shu-Wen Liu

  DOI：10.1248/cpb.59.1057

  日期：——

  2a-i displayed moderate antitumor activities. Among them, compound 2e exhibited potent inhibitory activity toward all the four tumor cell lines. In addition, compounds 1e and 2e showed strong DNA-binding affinities, and induced an increase in the viscosity of calf-thymus DNA, suggesting that they might act as an intercalator.

  通过2-芳酰基苯并呋喃-3-醇1a-i与水合肼的反应以10-92％的比例合成了一系列苯并呋喃吡唑2a-i，并筛选了它们对包括胃癌细胞在内的四种人实体瘤细胞系的抗肿瘤活性。 MKN45，肝癌细胞HepG2，乳腺癌细胞MCF-7和肺癌细胞A549。结果表明，化合物1a-1i和2a-1i均显示中等的抗肿瘤活性。其中，化合物2e对所有四种肿瘤细胞系均显示出有效的抑制活性。此外，化合物1e和2e显示出很强的DNA结合亲和力，并导致小牛胸腺DNA的粘度增加，表明它们可能起嵌入剂的作用。
• NITROGENATED HETEROCYCLIC COMPOUND
  申请人：Asahi Kasei Pharma Corporation

  公开号：EP2314587A1

  公开（公告）日：2011-04-27

  Nitrogen-containing heterocyclic compounds represented by the following Formula (1) are provided. The compounds or salts thereof have a strong EP1 antagonistic activity when they are administered to a human or an animal, and they are useful as an effective component of a pharmaceutical agent for prophylaxis and/or treatment of an overactive bladder, for example. Furthermore, they are useful as an effective component of a pharmaceutical agent for the prophylaxis and/or treatment of symptoms including frequent urination, urinary urgency and urinary incontinence.

  本发明提供了由下式（1）代表的含氮杂环化合物。这些化合物或其盐类在给人或动物用药时具有很强的 EP1 拮抗活性，可作为预防和/或治疗膀胱过度活动症等药物的有效成分。此外，它们还是预防和/或治疗尿频、尿急和尿失禁等症状的药剂的有效成分。
• Compounds and methods for the targeted degradation of fetal liver kinase polypeptides
  申请人：Arvinas Operations, Inc.

  公开号：US10806737B2

  公开（公告）日：2020-10-20

  The present disclosure relates to bifunctional compounds, which find utility as modulators of FLT3 (target protein). In particular, the present disclosure is directed to bifunctional compounds, which contain on one end a Von Hppel-Lindau, cereblon, ligand which binds to the E3 ubiquitin ligase and on the other end a moiety which binds the target protein FLT3, such that the target protein is placed in proximity to the ubiquitin ligase to effect degradation (and inhibition) of target protein. The present disclosure exhibits a broad range of pharmacological activities associated with degradation/inhibition of the target protein. Diseases or disorders that result from aggregation or accumulation of the target protein are treated or prevented with compounds and compositions of the present disclosure.

  本公开涉及双功能化合物，它们可用作 FLT3（靶蛋白）的调节剂。特别是，本公开涉及双功能化合物，其一端含有与 E3 泛素连接酶结合的 Von Hppel-Lindau（脑龙）配体，另一端含有与靶蛋白 FLT3 结合的分子，从而将靶蛋白置于泛素连接酶附近，以实现对靶蛋白的降解（和抑制）。本公开物具有与降解/抑制靶蛋白相关的广泛药理活性。本公开的化合物和组合物可以治疗或预防因目标蛋白聚集或积聚而导致的疾病或失调。