1-butoxy-3-nitrobenzene | 122329-01-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 1-butoxy-3-nitrobenzene
• CAS: 122329-01-5
• 化学式: C₁₀H₁₃NO₃
• mdl: MFCD27942314
• 分子量: 195.218
• InChiKey: ZYRDOYFKUWNBSQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  14
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  55
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-butoxy-3-nitrobenzene 在 盐酸 、 sodium hydroxide 、 铁粉 、 sodium nitrite 作用下， 生成 3-butoxy-N,N-dimethyl-4-nitroso-aniline
  参考文献：
  名称：

  169.酚的亚硝化。第十五部分。间苯二酚单正丁基醚

  摘要：

  DOI：

  10.1039/jr9330000660
• 作为产物：
  描述：

  1-碘-3-硝基苯 、 正丁醇 在 caesium carbonate 作用下， 以 neat (no solvent) 为溶剂， 反应 24.0h， 以89%的产率得到1-butoxy-3-nitrobenzene
  参考文献：
  名称：

  MCM-41固定的1,10-菲咯啉-铜（i）配合物：一种高效且可回收的催化剂，用于将芳基碘化物与脂肪醇偶联†

  摘要：

  在存在10 mol％的MCM-41固定的1,10-菲咯啉-铜（I）络合物的存在下，在110°C的纯醇或甲苯中，芳基碘化物和脂肪醇之间的异质C-O偶联反应得以实现[以Cs 2 CO 3为碱的MCM-41-1,10-phen-CuI] ，可产生各种芳基烷基醚，收率好至极佳。新的多相铜催化剂可以很容易地通过简单的方法由市售和廉价的试剂制备，并通过过滤反应溶液进行回收并循环至少8次而不会显着降低活性。

  DOI：

  10.1039/c6ra19825b

文献信息

• Further Evidence for the Triplet Mechanism in the Photosubstitution of Nitroaryl Ethers in Alkaline Medium.
  作者：João Baptista Sargi Bonilha、Antonio Claudio Tedesco、Lazaro Cicero Nogueira、Maria Teresa Ribeiro Silva Diamantino、Júlio Cesar Carreiro

  DOI：10.1016/s0040-4020(01)89887-2

  日期：1993.4

  Mechanistic studies show that nitroaryl ethers (3-nitroanisole, 3-nitrophenetole, n-butyl 3-nitrophenyl ether, 2-chloro-5-nitroanisole, 2-bromo-5-nitroanisole and 3,5-dinitro anisole) undergo nucleophilic aromatic photosubstitution with hydroxide ions through an SN23Ar* mechanism. An investigation of the quenching of exited states of nitroanyl ethers by bromide and thiosulfate ions in aqueous solutions

  机理研究表明，硝基芳基醚（3-硝基苯甲醚，3-硝基苯酚，正丁基3-硝基苯醚，2-氯-5-硝基苯甲醚，2-溴-5-硝基苯甲醚和3,5-二硝基苯甲醚）经历亲核芳香性光解。通过S N 2 3 Ar *机理与氢氧根离子发生反应。据报道，研究了水溶液中溴化物和硫代硫酸根离子对硝基戊基醚的出口态的猝灭，这为提出的S N 2 3 Ar *机理提供了支持。
• Studies on antiallergy agents. III. Synthesis of 2-anilino-1,6-dihydro-6-oxo-5-pyrimidinecarboxylic acids and related compounds.
  作者：Kohji OZEKI、Teru ICHIKAWA、Hiroyuki TAKEHARA、Kenjiro TANIMURA、Makoto SATO、Hideya YAGINUMA

  DOI：10.1248/cpb.37.1780

  日期：——

  A series of 2-anilino-1,6-dihydro-6-oxo-5-pyrimidinecarboxylic acids with various substituents was synthesized and evaluated in the rat passive cutaneous anaphylaxis test for antiallergic activity. High activity by intraperitoneal and oral administrations was observed for the 3-trifluoromethyl and 2-alkoxyanilino derivatives (64, 79, 81, 82 and 85). Structure-activity relationships are discussed.

  合成了一系列具有各种取代基的2-苯胺基-1,6-二氢-6-氧代-5-嘧啶羧酸，并在大鼠被动皮肤过敏反应试验中评估了其抗过敏活性。对于3-三氟甲基和2-烷氧基苯胺基衍生物（64、79、81、82和85），观察到腹膜内和口服给药具有高活性。讨论了构效关系。
• ARGINASE INHIBITORS AND METHODS OF USE
  申请人：THE TRUSTEES OF THE UNIVERSITY OF PENNSYLVANIA

  公开号：US20160194340A1

  公开（公告）日：2016-07-07

  The present invention is directed to arginase inhibitor compounds of formula IA or formula IB: or a pharmaceutically acceptable salt thereof, compositions containing these compounds, and methods of their use for the treatment and diagnosis of conditions characterized by upregulation of arginase, abnormally high arginase activity, or by abnormally low nitric oxide synthase activity.

  本发明涉及式IA或式IB的精氨酸酶抑制剂化合物：或其药学上可接受的盐，包含这些化合物的组合物，以及它们用于治疗和诊断由精氨酸酶上调，异常高的精氨酸酶活性或异常低的一氧化氮合成酶活性所特征的疾病的方法。
• The parmodulin NRD-21 is an allosteric inhibitor of PAR1 Gq signaling with improved anti-inflammatory activity and stability
  作者：Disha M. Gandhi、Ricardo Rosas、Eric Greve、Kaitlin Kentala、N'Guessan D.-R. Diby、Vladyslava A. Snyder、Allison Stephans、Teresa H.W. Yeung、Saravanan Subramaniam、Elliot DiMilo、Khia E. Kurtenbach、Leggy A. Arnold、Hartmut Weiler、Chris Dockendorff

  DOI：10.1016/j.bmc.2019.06.043

  日期：2019.9

  Novel analogs of the allosteric, biased PAR1 ligand ML161 (parmodulin 2, PM2) were prepared in order to identify potential anti-thrombotic and anti-inflammatory compounds of the parmodulin class with improved properties. Investigations of structure-activity relationships of the western portion of the 1,3-diaminobenzene scaffold were performed using an intracellular calcium mobilization assay with endothelial cells, and several heterocycles were identified that inhibited PAR1 at sub-micromolar concentrations. The oxazole NRD-21 was profiled in additional detail, and it was confirmed to act as a selective, reversible, negative allosteric modulator of PAR1. In addition to inhibiting human platelet aggregation, it showed superior anti-inflammatory activity to ML161 in a qPCR assay measuring the expression of tissue factor in response to the cytokine TNF-alpha in endothelial cells. Additionally, NRD-21 is much more plasma stable than ML161, and is a promising lead compound for the parmodulin class for anti-thrombotic and anti-inflammatory indications.
• An Efficient Intermolecular Palladium-Catalyzed Synthesis of Aryl Ethers
  作者：Karen E. Torraca、Xiaohua Huang、Cynthia A. Parrish、Stephen L. Buchwald

  DOI：10.1021/ja016863p

  日期：2001.10.31