1-异氰酸-3-异丙基苯 | 55304-09-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 1-异氰酸-3-异丙基苯
• 英文名称: 1-isocyanato-3-isopropylbenzene
• 英文别名: 1-Isocyanato-3-(propan-2-yl)benzene；1-isocyanato-3-propan-2-ylbenzene
• CAS: 55304-09-1
• 化学式: C₁₀H₁₁NO
• mdl: MFCD18269663
• 分子量: 161.203
• InChiKey: IVLLJZFRQMSRRX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  12
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  29.4
• 氢给体数：
  0
• 氢受体数：
  2

安全信息

• 海关编码：
  2929109000

反应信息

• 作为反应物：
  描述：

  1-异氰酸-3-异丙基苯 在 四(三苯基膦)钯 、 potassium carbonate 作用下， 以 四氢呋喃 、 二氯甲烷 、 水 为溶剂， 反应 0.5h， 生成 N-(6-(4-(3-(3-isopropylphenyl)ureido)phenyl)pyridin-2-yl)acrylamide
  参考文献：
  名称：

  Discovery of novel anti-angiogenesis agents. Part 8: Diaryl thiourea bearing 1 H -indazole-3-amine as multi-target RTKs inhibitors

  摘要：

  VEGFR-2, TIE-2, and EphB4 are essential for both angiogenesis and tumorigenesis. Herein, we designed and prepared three classes of multi-target inhibitors based on the extensive sequence homology along the kinase domain of angiogenic RTKs. Biological evaluation indicated that these multi-target inhibitors exhibited considerable potential as novel anti-angiogeneic and anticancer agents. Among them, a diaryl thiourea bearing 1H-indazole-3-amine (16a) displayed the most potent RTK inhibition and excellent selectivity. It also showed inhibition on viability of human umbilical vein endothelial cells and anti proliferation against a broad spectrum of cancer cells. Therefore, 1H-indazole-3-amine could serve as a promising hinge binding group for multi-target inhibitors of VEGFR-2, Tie-2, and EphB4. (C) 2017 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2017.10.008
• 作为产物：
  描述：

  三光气 、 3-异丙基苯胺 在 碳酸氢钠 作用下， 以 二氯甲烷 为溶剂， 反应 2.0h， 生成 1-异氰酸-3-异丙基苯
  参考文献：
  名称：

  [EN] CARBONIC ANHYDRASE INHIBITORS AND USES RELATED THERETO
  [FR] INHIBITEURS D'ANHYDRASE CARBONIQUE ET LEURS UTILISATIONS

  摘要：

  在某些实施例中，本公开涉及苯基脲基苯磺酰胺衍生物的碳酸酐酶抑制剂及其相关用途。在某些实施例中，苯基脲基苯磺酰胺衍生物为式I的衍生物，其中取代基在此定义。在某些实施例中，本公开涉及包含本公开披露的化合物和药用可接受的载体的药物组合物。

  公开号：

  WO2016154524A1

文献信息

• Phenylquinoline transient receptor potential vanilloid 1 antagonists for the treatment of pain: Discovery of 1-(2-phenylquinoline-4-carbonyl)-N-(4-(trifluoromethyl)phenyl)pyrrolidine-3-carboxamide
  作者：Chen Liao、Yan Liu、Chunxia Liu、Jiaqi Zhou、Huilan Li、Nasi Wang、Jieming Li、Taiyu Liu、Hesham Ghaleb、Wenlong Huang、Hai Qian

  DOI：10.1016/j.bmc.2017.12.048

  日期：2018.2

  constructed on a phenylquinoline platform that evolved from Cinchophen lead. This design composes three sections: a phenylquinoline headgroup attached to an aliphatic carboxamides, which is tethered at a phenyl tail group. Optimization of this design led to the identification of 37, comprising a pyrrolidine linker and a trifluoromethyl–phenyl tail. In the TRPV1 functional assay, using cells expressed hTRPV1

  本文报道的是设计，合成和药理学表征的一类在从喹古芬铅进化而来的苯基喹啉平台上构建的TRPV1拮抗剂。该设计包括三个部分：连接到脂族羧酰胺的苯基喹啉头基，该端基被束缚在苯基尾基上。该设计的优化导致鉴定出37个，其中包括一个吡咯烷连接子和一个三氟甲基-苯基尾巴。在TRPV1功能测定中，使用表达hTRPV1的细胞，有37种拮抗辣椒素诱导的Ca 2+内流，IC 50值为10.2 nM。在完整的小鼠镇痛模型中，37在不同的疼痛模型中，与阳性对照BCTC相比，它们显示出更好的抗伤害感受活性。所有这些结果表明，可以考虑将37种药物作为抗伤害性药物进一步开发的主要候选药物。
• Synthesis, Nematicidal Activity and Docking Study of Novel Pyrazole-4-Carboxamide Derivatives Against Meloidogyne incognita
  作者：Long Cheng、Wen Zhao、Zhong-Hua Shen、Tian-Ming Xu、Hong-Ke Wu、Wei-Li Peng、Xing-Hai Liu

  DOI：10.2174/1570180815666180326150827

  日期：2018.11.1

  A series of novel 2,6-dichloro-4-(trifluoromethyl)phenyl)-3-(difluoromethyl)- 1H-pyrazole-4-carboxamide derivatives were designed and synthesized.

  All the title compounds were confirmed by 1H NMR and MS.

  The primarily nematicidal activity results indicated that some of them exhibited moderate control efficacy against the tomato root-knot nematode disease caused by Meloidogyne incognita.

  背景：设计并合成了一系列新颖的2,6-二氯-4-(三氟甲基)苯基)-3-(二氟甲基)-1H-吡唑-4-甲酰胺衍生物。 方法：所有标题化合物均通过1H NMR和MS得到确认。 结果和结论：初步的线虫杀灭活性结果表明，其中一些化合物对由根结线虫Meloidogyne incognita引起的番茄根结线虫病表现出了中等的控制效果。
• [EN] COMPOUNDS, COMPOSITIONS, AND METHODS FOR SELECTIVELY INHIBITING β-GLUCURONIDASES AND ALLEVIATING SIDE EFFECTS ASSOCIATED WITH DRUG TREATMENT INDUCED DIARRHEA<br/>[FR] COMPOSÉS, COMPOSITIONS ET MÉTHODES D'INHIBITION SÉLECTIVE DES BETA-GLUCURONIDASES ET D'ATTÉNUATION DES EFFETS SECONDAIRES ASSOCIÉS À UNE DIARRHÉE PROVOQUÉE PAR UN TRAITEMENT MÉDICAMENTEUX
  申请人：SYMBERIX INC

  公开号：WO2019051185A1

  公开（公告）日：2019-03-14

  The present disclosure describes compounds and compositions that inhibit β-glucuronidase activity, and methods for attenuating the side effects of one or more drugs and improving the efficacy of drugs by administration of selective β-glucuronidase inhibitors.

  本公开描述了抑制β-葡萄糖醛酸酶活性的化合物和组合物，以及通过给予选择性β-葡萄糖醛酸酶抑制剂来减轻一种或多种药物的副作用并提高药物疗效的方法。
• Discovery of novel VEGFR-2 inhibitors. Part 5: Exploration of diverse hinge-binding fragments via core-refining approach
  作者：Yuanyuan Shan、Hongping Gao、Xiaowei Shao、Jinfeng Wang、Xiaoyan Pan、Jie Zhang

  DOI：10.1016/j.ejmech.2015.08.045

  日期：2015.10

  Pathological angiogenesis plays a critical role in numerous diseases including malignancy. VEGFR-2 is the central regulators in angiogenesis and has become a promising target for anticancer drug design. We have identified a novel biphenyl-aryl urea incorporated with salicyladoxime (BPS-7) as potent VEGFR-2 inhibitor. As a continuation to our previous research, various aromatic-heterocyclic were introduced as hinge-binding fragment via a core-refining approach. Interestingly, many compounds exhibited comparable VEGFR-2 inhibition to Sorafenib. In particular, 12e and 12o displayed excellent VEGFR-2 inhibitory activity with IC50 values of 0.50 nM and 0.79 nM, respectively. Several title compounds showed considerable antiproliferative activity against A549 and SMMC-7721 cells. In addition, molecular docking was performed to rationalize the efficiency of the better compounds. These results will be instructive for further inhibitor design and optimization. (C) 2015 Elsevier Masson SAS. All rights reserved.
• Discovery of novel anti-angiogenesis agents. Part 7: Multitarget inhibitors of VEGFR-2, TIE-2 and EphB4
  作者：Chuansheng Li、Yuanyuan Shan、Ying Sun、Ru Si、Liyuan Liang、Xiaoyan Pan、Binghe Wang、Jie Zhang

  DOI：10.1016/j.ejmech.2017.10.030

  日期：2017.12

  Herein, we embarked on a structural optimization campaign aiming at the discovery of second generation anti-angiogenesis agents with our previously reported BPS-7 as lead compound. A library of 27 compounds has been afforded based on the highly conserved ATP-binding pocket of VEGFR-2, Tie-2, and EphB4. Several title compounds exhibited simultaneous inhibitory effects against three angiogenic RTKs. These compounds with a 'triplet' inhibition profile have been identified as novel anti-angiogenic and anticancer agents. The representative VDAU11 displayed prominent anti-angiogenic and anticancer potency and could be considered as a candidate for further optimization. These results indicate that N(pyridin-2-yl)acrylamide could serve as a novel hinge-binding group of triple inhibitors. (C) 2017 Elsevier Masson SAS. All rights reserved.