2-(3-isocyanatoprop-1-yl)-cyclohexane | 93489-29-3

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 2-(3-isocyanatoprop-1-yl)-cyclohexane
• 英文别名: 2-(3-isocyanatoprop-1-yl)-cyclohexan；(3-Isocyanatopropyl)cyclohexane；3-isocyanatopropylcyclohexane
• CAS: 93489-29-3
• 化学式: C₁₀H₁₇NO
• 分子量: 167.251
• InChiKey: FGSAWTVDLIHWDC-UHFFFAOYSA-N

物化性质

• 沸点：
  240.1±9.0 °C(Predicted)
• 密度：
  1.00±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  12
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.9
• 拓扑面积：
  29.4
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-(3-isocyanatoprop-1-yl)-cyclohexane 、 在 N-甲基吗啉 作用下， 以 二氯甲烷 为溶剂， 反应 2.0h， 生成
  参考文献：
  名称：

  N-Acylpolyamine inhibitors of HDM2 and HDMX binding to p53

  摘要：

  Selective inhibition of protein-protein interactions important for cellular processes could lead to the development of new therapies against disease. In the area of cancer, overexpression of the proteins human double minute 2 (HDM2) and its homolog HDMX has been linked to tumor aggressiveness. Both HDM2 and HDMX bind to p53 and prevent cell cycle arrest or apoptosis in damaged cells. Developing a strategy to simultaneously prevent the binding of both HDM2 and HDMX to p53 is an essential feature of inhibitors to restore p53 activity in a number of different cancers. Inhibition of protein-protein interactions with synthetic molecules is an emerging area of research that requires new inhibitors tailored to mimic the types of interfaces between proteins. Our strategy to create inhibitors of protein-protein interactions is to develop a non-natural scaffold that may be used as a starting point to identify important molecular components necessary for inhibition. In this study, we report an N-acylpolyamine (NAPA) scaffold that supports numerous sidechains in a compact atomic arrangement. NAPAs were constructed by a series of reductive aminations between amino acid derivatives followed by acylation at the resulting secondary amine. An optimized NAPA was able to equally inhibit the association of both HDM2 and HDMX with p53. Our results demonstrate some of the challenges associated with targeting multiple protein-protein interactions involved in overlapping cellular processes. Published by Elsevier Ltd.

  DOI：

  10.1016/j.bmc.2009.10.032
• 作为产物：
  描述：

  3-环已基-1-丙醇 在 甲烷 、 一水合肼 、 三苯基膦 、 偶氮二甲酸二乙酯 作用下， 以 四氢呋喃 、 乙醇 、 乙酸乙酯 为溶剂， 反应 3.0h， 生成 2-(3-isocyanatoprop-1-yl)-cyclohexane
  参考文献：
  名称：

  N-Alkenyl and cycloalkyl carbamates as dual acting histamine H3 and H4 receptor ligands

  摘要：

  Previous studies have shown that several imidazole derivatives posses affinity to histamine H-3 and H-4 receptors. Continuing our study on structural requirements responsible for affinity and selectivity for H-3/H-4 receptor subtypes, two series of 3-(1H-imidazol-4-yl) propyl carbamates were prepared: a series of unsaturated alkyl derivatives (1-9) and a series possessing a cycloalkyl group different distances to the carbamate moiety (10-13). The compounds were tested for their affinities at the human histamine H3 receptor, stably expressed in CHO-K1 cells. Compounds 1, 2, 5-7, 10-13 were investigated for their affinities at the human histamine H-4 receptor co-expressed with G alpha(i2) and G beta(1)gamma(2) subunits in Sf9 cells. To expand the pharmacological profile, compounds were further tested for their H3 receptor antagonist activity on guinea pig ileum and in vivo after oral administration to mice. All tested compounds exhibited good affinity for the human histamine H-3 receptor with K-i values in the range from 14 to 194 nM. All compounds were active in vivo after peroral administration (p.o.) to Swiss mice, thus demonstrating their ability to cross the blood-brain barrier. The most potent H-3 receptor ligand of these series was compound 5, 3-(1H-imidazol-4-yl) propyl pent-4-enylcarbamate with the highest affinity (K-i = 14 nM). Additionally, compound 3 showed remarkable central nervous system (CNS) H3R activity, increasing the N-tau-methylhistamine levels in mice with an ED50 value of 0.55 mg/kg, p.o. evidencing therefore, a twofold increase of inverse agonist/antagonist potency compared to the reference inverse agonist/antagonist thioperamide. In this study, the imidazole propyloxy carbamate moiety was kept constant. The different lipophilic moieties connected to the carbamate functionality in the eastern part of the molecule had a range of influences on the human H-4 receptor affinity (154-1326 nM). (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2011.03.046

文献信息

• Discovery of antiviral SARS-CoV-2 main protease inhibitors by structure-guided hit-to-lead optimization of carmofur
  作者：Koon Mook Kang、Yejin Jang、Sang Soo Lee、Mi Sun Jin、Chang-Duk Jun、Meehyein Kim、Yong-Chul Kim

  DOI：10.1016/j.ejmech.2023.115720

  日期：2023.11

  result, an indole-based derivative, speculated to interact with the S4 binding pocket, 21b (IC50 = 1.5 ± 0.1 μM) was discovered. Its structure was further modified and evaluated in silico by combining docking simulation, free energy perturbation calculation and subpocket interaction analysis to optimize the interactions at the S2 and S4 binding pockets. Among the newly designed novel derivatives, 21h

  严重急性呼吸综合征冠状病毒 2 (SARS-CoV-2) 主要蛋白酶 (M pro ) 已成为开发针对 COVID-19 感染的抗 SARS-CoV-2 药物的目标，因为 M pro处理必需的病毒多蛋白并发挥关键作用在 SARS-CoV-2 复制中的作用。在这项研究中，我们报告了源自卡莫氟的新型 SARS-CoV-2 M pro抑制剂的开发，卡莫氟是一种先前鉴定的化合物，作为 SARS-CoV-2 M pro的共价抑制剂显示出中等效力。为了采用结构引导的药物设计策略，首先通过对接模拟预测了卡莫氟在 M pro催化活性位点上的假定完整结合模式。基于预测的结合模式，对一系列旨在占据M pro底物结合区域的卡莫氟衍生物进行了构效关系分析。结果， 发现了一种基于吲哚的衍生物，推测与 S4 结合袋相互作用， 21b (IC 50 = 1.5 ± 0.1 μM)。通过结合对接模拟、自由能扰动计算和子口
• Bonding polyvinyl butyral and polyurethane and method for obtaining same
  申请人：MONSANTO COMPANY

  公开号：EP0393006A1

  公开（公告）日：1990-10-17

  A polymeric laminate of a sheet containing plasticized polyvinyl butyral chemically linked by urethane groups to a polyurethane layer which is preferably thermoset and a process for inseparably bonding layers of plasticized partial polyvinyl butyral and polyurethane which comprises chemically reacting hydroxyl groups of the partial polyvinyl butyral with isocyanate groups associated with formation of the polyurethane.

  一种聚合层压材料，其片材含有通过氨基甲酸乙酯基团与聚氨酯层化学连接的增塑聚乙烯醇缩丁醛，聚氨酯层最好是热固性的，还有一种将增塑部分聚乙烯醇缩丁醛层和聚氨酯层不可分割地粘合在一起的工艺，该工艺包括使部分聚乙烯醇缩丁醛的羟基与与形成聚氨酯有关的异氰酸酯基团发生化学反应。
• Aqueous coating material that can be hardened thermally and/or by using actinic radiation and, the use thereof
  申请人：——

  公开号：US20030032719A1

  公开（公告）日：2003-02-13

  The invention relates to an aqueous coating material that can be hardened thermally and/or by using actinic radiation. Said coating material contains: A) at least one polyurethane, which is saturated, unsaturated and/or which is grafted with olefinically unsaturated compounds and ionically and/or non-ionically stabilized, is used as a binding agent; B) at least one cross-linking agent, and; C) at least one chromophoric and/or effect-producing pigment. The coating material is characterized in that hexamethylene diisocyanate and/or at least one polyisocyanate based on hexamethylene diisocyanate is/are used as the cross-linking agent (B), which is completely blocked with a mixture consisting of, with regard to the present isocyanate groups to be blocked, B1) 25 to 75 mol % of at least one malonic acid dialkyl ester, and of B2) 75 to 25 mol % of at least one dialkyl ketoxime. The invention also relates to the use of the aqueous coating substance for producing single and multilayer chromophoric and/or effect-producing paints on primed and non-primed substrates.

  本发明涉及一种可通过热硬化和/或放电辐射硬化的水性涂层材料。所述涂层材料包含A) 至少一种聚氨酯，饱和、不饱和和/或与烯烃不饱和化合物接枝，离子和/或非离子稳定，用作结合剂；B) 至少一种交联剂，以及；C) 至少一种发色和/或产生效果的颜料。涂层材料的特征在于，六亚甲基二异氰酸酯和/或至少一种以六亚甲基二异氰酸酯为基础的多异氰酸酯被用作交联剂（B），该交联剂被一种混合物完全封端，该混合物包括（就目前要封端的异氰酸酯基团而言）B1) 25 至 75 摩尔%的至少一种丙二酸二烷基酯，以及 B2) 75 至 25 摩尔%的至少一种二烷基酮肟。本发明还涉及水性涂料物质在底漆和非底漆基材上生产单层和多层发色和/或效果涂料的用途。
• Substance mixture which can be cured thermally and by using actinic radiation,and the use thereof
  申请人：——

  公开号：US20030091833A1

  公开（公告）日：2003-05-15

  Composition curable thermally and with actinic radiation (dual-cure composition) comprising A) at least one constituent containing on average per molecule at least one primary or secondary carbamate group and at least one bond which can be activated with actinic radiation and preparable by from polyfunctional compounds containing at least two isocyanate-reactive, acid-reactive or epoxide-reactive functional groups and suitable monoisocyanates, monoacids or monoepoxides or from polyisocyanates, polyacids or polyepoxides and suitable compounds which contain an isocyanate-reactive, acid-reactive or epoxide-reactive functional group; and B) at least one constituent containing on average per molecule at least one carbamate-reactive functional group and also, where appropriate, at least one bond which can be activated with actinic radiation; and its use as adhesive, sealing compound and coating material.

  可通过热固化和光辐射固化的组合物（双固化组合物），包括 A) 至少一种成分，平均每分子含有至少一个氨基甲酸酯一级或二级官能团和 至少一个键，该键可被辐射活化，可由含有至少两个异氰酸酯反应性、酸反 应性或环氧化物反应性官能团的多官能化合物和合适的单异氰酸酯、单酸或单环氧 化物制备，或由多异氰酸酯、多酸或多环氧化物和含有异氰酸酯反应性、酸反 应性或环氧化物反应性官能团的合适化合物制备；以及 B) 至少一种成分，平均每个分子含有至少一个氨基甲酸酯反应性官能团，适当时还含有至少一个可通过放 射激活的键； 及其作为粘合剂、密封复合物和涂层材料的用途。
• Polyurethane foams
  申请人：BASF Aktiengesellschaft

  公开号：US20040198851A1

  公开（公告）日：2004-10-07

  The invention relates to polyurethane foams comprising (i) ethylenimine, polyethylenimine, polyvinylamine, polyvinylamine copolymers, carboxymethylated polyethylenimines, phosphonomethylated polyethylenimines, quaternized polyethylenimines and/or dithiocarbamatized polyethylenimines or (ii) alkali metal hydroxides and/or alkaline earth metal hydroxides or a mixture of (i) and (ii).

  本发明涉及聚氨酯泡沫塑料，包括 (i) 乙烯亚胺、聚乙烯亚胺、聚乙烯胺、聚乙烯胺共聚物、羧甲基化聚乙烯 亚胺、膦酰甲基化聚乙烯亚胺、季铵化聚乙烯亚胺和/或二硫代氨基甲酸 酯化聚乙烯亚胺或 (ii) 碱金属氢氧化物和/或碱土金属氢氧化物或 (i) 和 (ii) 的混合物。