1-bromo-3-(dodecyloxy)benzene | 1154754-74-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 1-bromo-3-(dodecyloxy)benzene
• 英文别名: 1-Bromo-3-dodecoxybenzene
• CAS: 1154754-74-1
• 化学式: C₁₈H₂₉BrO
• 分子量: 341.332
• InChiKey: OBSXFXYCQUVILO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.5
• 重原子数：
  20
• 可旋转键数：
  12
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  1-bromo-3-(dodecyloxy)benzene 在 氯化亚砜 、 叔丁基锂 作用下， 以 四氢呋喃 、 正戊烷 为溶剂， 反应 16.67h， 生成 (RS)-1-[3-(dodecyloxy)phenyl]-1-methoxy-1,2-dihydro-3H-pyrrolo[3,4-c]pyridin-3-one
  参考文献：
  名称：

  NOVEL ANTI-INFECTIOUS DERIVATIVES, METHOD FOR THE PRODUCTION THEREOF, PHARMACEUTICAL COMPOSITIONS CONTAINING SAME AND USES OF SAID DERIVATIVES IN TREATMENT

  摘要：

  该发明涉及与异烟肼的活性代谢产物相关的吡啶、吡啶盐或二氢吡啶类型结构以及疏水取代基相结合的双底物抑制分子。该发明还涉及制备该分子的方法、含有该分子的药物组合物，以及将其用作烯醇还原酶抑制剂的用途，用于制备药物，特别是用于治疗结核病的抗感染药物。

  公开号：

  US20110092536A1
• 作为产物：
  描述：

  间溴苯酚 、 溴代十二烷 在 potassium hydroxide 作用下， 以 二甲基亚砜 为溶剂， 以95%的产率得到1-bromo-3-(dodecyloxy)benzene
  参考文献：
  名称：

  Contorted aromatics via a palladium-catalyzed cyclopentannulation strategy

  摘要：

  一种钯催化的环戊烯合成反应提供了一种获得扭曲芳香化合物的途径，这些化合物具有溶解性优势，同时保持π-π堆积结构。

  DOI：

  10.1039/c5tc02305j

文献信息

• Electron Acceptors Based on Cyclopentannulated Tetracenes
  作者：Kyle Plunkett、Gajanan Kulkarni、Jean Morales-Cruz、Waseem Hussain、Ian Garvey

  DOI：10.1055/s-0037-1609949

  日期：2018.12

  New cyclopenta-fused polycyclic aromatic hydrocarbons (CP-PAHs) based on tetracene have been prepared by a palladium-catalyzed cyclopentannulation reaction. The new compounds have low-energy lowest unoccupied molecular orbitals (LUMOs) and relatively small band gaps. The photooxidative stability was intermediate to previously prepared CP-PAHs based on anthracene and pentacene as found in traditional

  已通过钯催化的环戊环化反应制备了基于并四苯的新型环戊基稠合多环芳烃 (CP-PAHs)。新化合物具有低能量的最低未占分子轨道 (LUMO) 和相对较小的带隙。光氧化稳定性介于之前制备的基于蒽和并五苯的 CP-PAHs 之间，如传统并苯稳定性中所见。侧芳基的 Scholl 环化脱氢导致材料快速形成内过氧化物产物。
• COMPOUNDS AS LYSOPHOSPHATIDIC ACID RECEPTOR ANTAGONISTS
  申请人：Seiders Thomas J.

  公开号：US20120289522A1

  公开（公告）日：2012-11-15

  Described herein are compounds that are antagonists of lysophosphatidic receptor(s). Also described are pharmaceutical compositions and medicaments that include the compounds described herein, as well as methods of using such antagonists, alone and in combination with other compounds, for treating LPA-dependent or LPA-mediated conditions or diseases.

  本文描述了一些拮抗溶血磷脂酸受体的化合物。还描述了包括上述化合物的药物组合物和药物，以及使用这些拮抗剂的方法，单独或与其他化合物联合治疗依赖于溶血磷脂酸或由其介导的疾病或病症。
• Chemical synthesis, biological evaluation and structure–activity relationship analysis of azaisoindolinones, a novel class of direct enoyl-ACP reductase inhibitors as potential antimycobacterial agents
  作者：Céline Deraeve、Ioana Miruna Dorobantu、Farah Rebbah、Frédéric Le Quéméner、Patricia Constant、Annaïk Quémard、Vania Bernardes-Génisson、Jean Bernadou、Geneviève Pratviel

  DOI：10.1016/j.bmc.2011.09.017

  日期：2011.11

  The synthesis and biological evaluation of azaisoindolinone compounds embedding a lipophilic chain on the framework were performed. These compounds were designed as InhA inhibitors and as anti-Mycobacterium tuberculosis agents. Structure-activity relationships concerning the length and the location of the lipophilic chain around the azaisoindolinone framework, the suppression of the phenyl group, the bioisosteric substitution of ether link and alkylating of the tertiary hydroxyl and the hemiamidal nitrogen were also investigated, revealing insightful information and thereby enabling further diversification of the azaisoindolinone scaffold for new antitubercular agents. (C) 2011 Elsevier Ltd. All rights reserved.
• Development of isoniazid–NAD truncated adducts embedding a lipophilic fragment as potential bi-substrate InhA inhibitors and antimycobacterial agents
  作者：Tamara Delaine、Vania Bernardes-Génisson、Annaïk Quémard、Patricia Constant、Bernard Meunier、Jean Bernadou

  DOI：10.1016/j.ejmech.2010.07.016

  日期：2010.10

  Isoniazid-NAD truncated adducts embedding a lipophilic fragment were designed, synthesized and evaluated as inhibitors of the enoyl-acyl carrier protein (ACP) reductase (InhA) of Mycobacterium tuberculosis and as antimycobacterial agents. These compounds, planned as bi-substrate inhibitors and inspired from the active metabolite of isoniazid, combine both the nicotinamide moiety of the cofactor NAD and a lipophilic hydrocarbon chain mimic of the InhA substrate. The lipophilic fragment was introduced using either Suzuki-Miyaura cross-coupling or a classical nucleophilic substitution reaction. Several compounds developed in this work were indeed able to inhibit the InhA activity and showed promising antimycobacterial activities. However a direct correlation between the expressed activity and the bi-substrate mode of action could not yet be unambiguously demonstrated (C) 2010 Elsevier Masson SAS. All rights reserved.
• Expeditious Synthesis of Contorted Hexabenzocoronenes
  作者：Kyle N. Plunkett、Kamil Godula、Colin Nuckolls、Noah Tremblay、Adam C. Whalley、Shengxiong Xiao

  DOI：10.1021/ol9001834

  日期：2009.6.4

  Contorted hexabenzocoronenes (HBCs) have been synthesized in an expedited manner utilizing a double Barton-Kellogg olefination reaction and a subsequent Scholl cyclization. The scope of both transformations was investigated using a series of pentacene quinones and double olefin precursors. The utility,of these reactions to help create functionalized and oligomeric HBCs in a rapid manner is demonstrated.