4-bromo-2,5-dimethylbenzyl alcohol | 952303-55-8

• 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: 4-bromo-2,5-dimethylbenzyl alcohol
• 英文别名: (4-bromo-2,5-dimethylphenyl)methanol；4-Brom-2.5-dimethyl-1-hydroxymethyl-benzol；4-Brom-2,5-dimethyl-benzylalkohol
• CAS: 952303-55-8
• 化学式: C₉H₁₁BrO
• 分子量: 215.09
• InChiKey: DSTSKJCTQWWJDB-UHFFFAOYSA-N

物化性质

• 熔点：
  92.0-92.7 °C
• 沸点：
  301.1±37.0 °C(Predicted)
• 密度：
  1.415±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  11
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  4-bromo-2,5-dimethylbenzyl alcohol 在 氢氧化钾 、 ammonium hydroxide 、 sodium tetrahydroborate 、 lithium chloro-isopropyl-magnesium chloride 、 氯化亚砜 、 sodium azide 、 PPA 、 三氟化硼乙醚 、 sodium hydride 、 对甲苯磺酸 、 臭氧 、 三氟乙酸 作用下， 以 四氢呋喃 、 甲醇 、 乙二醇二甲醚 、 乙醇 、 二氯甲烷 、 氯仿 、 水 、 均三甲苯 、 苯 为溶剂， 反应 72.75h， 生成 椭圆玫瑰树碱
  参考文献：
  名称：

  Preparation of Polyfunctional Aryl Azides from Aryl Triazenes. A New Synthesis of Ellipticine, 9-Methoxyellipticine, Isoellipticine, and 7-Carbethoxyisoellipticine

  摘要：

  [GRAPHICS]The preparation of polyfunctional aryl azides by the reaction of aryl triazenes with NaN3 in the presence of KHSO4 or BF3 center dot OEt2/TFA (trifluoroacetic acid) has been described. A variety of functional groups (halides, esters, ketones, nitriles, aldehydes, and boronic esters) are tolerated under the Lewis acidic conditions. By using this methodology, the potent antitumor agents, ellipticine and 9-methoxyellipticine, have been synthesized. In addition, isoellipticine and a related derivative, 7-carbethoxyisoellipticine, were also prepared.

  DOI：

  10.1021/jo070774z
• 作为产物：
  描述：

  2,5-二溴-1,4-二甲基苯 在 sodium tetrahydroborate 、 正丁基锂 作用下， 以 四氢呋喃 、 乙醇 、 正己烷 为溶剂， 反应 1.17h， 生成 4-bromo-2,5-dimethylbenzyl alcohol
  参考文献：
  名称：

  Preparation of Polyfunctional Aryl Azides from Aryl Triazenes. A New Synthesis of Ellipticine, 9-Methoxyellipticine, Isoellipticine, and 7-Carbethoxyisoellipticine

  摘要：

  [GRAPHICS]The preparation of polyfunctional aryl azides by the reaction of aryl triazenes with NaN3 in the presence of KHSO4 or BF3 center dot OEt2/TFA (trifluoroacetic acid) has been described. A variety of functional groups (halides, esters, ketones, nitriles, aldehydes, and boronic esters) are tolerated under the Lewis acidic conditions. By using this methodology, the potent antitumor agents, ellipticine and 9-methoxyellipticine, have been synthesized. In addition, isoellipticine and a related derivative, 7-carbethoxyisoellipticine, were also prepared.

  DOI：

  10.1021/jo070774z

文献信息

• New Pyridinones and Isoquinolinones as Inhibitors of the Bromodomain BRD9
  申请人：Boehringer Ingelheim International GmbH

  公开号：US20180044335A1

  公开（公告）日：2018-02-15

  The present invention encompasses compounds of general formula (I) wherein the groups R 1 to R 9 , X 1 and X 2 have the meanings given in the claims and in the specification. The compounds of the invention are suitable for the treatment of diseases characterized by excessive or abnormal cell proliferation, e.g. cancer, pharmaceutical preparations containing such compounds and their uses as a medicament.

  本发明涵盖了一般式（I）的化合物，其中基团R1至R9，X1和X2的含义如权利要求和说明书中所述。本发明的化合物适用于治疗由细胞过度或异常增殖所特征化的疾病，例如癌症，含有这种化合物的制药制剂以及它们作为药物的用途。
• Supramolecular assembly of H-bonded copolymers/complexes/nanocomposites and fluorescence quenching effects of surface-modified gold nanoparticles on fluorescent copolymers containing pyridyl H-acceptors and acid H-donors
  作者：Tzung-Chi Liang、Hong-Cheu Lin

  DOI：10.1039/b823450g

  日期：——

  A series of photoluminescent (PL) and liquid crystalline (LC) self-H-bonded side-chain copolymers (P1–P3) consisting of pyridyl H-acceptors and isomeric acid H-donors (i.e., para-, meta-, and ortho-benzoic acids) were synthesized. Supramolecular H-bonded complexes were also obtained by mixing the photoluminescent H-acceptor homopolymer PBT1 (containing pyridyl pendants) with isomeric H-donor homopolymers P7–P9. The formation of H-bonds was confirmed by FTIR, DSC, and XRD measurements. Moreover, PL and LC properties of the H-bonded copolymers and complexes were affected not only by the H-bonding effect of the supramolecular structures but also by the acid-substituted positions of isomeric H-donors. In combination with different functionalized gold nanoparticles (which bear acid or acid-free surfactants), the emission intensities of nanocomposites containing self-H-bonded copolymer P1 (bearing both H-acceptor and H-donor moieties) and non-self-H-bonded copolymer P4 (bearing acid-protected moieties), were quenched to different extents by varying the concentration of gold nanoparticles. The copolymeric H-acceptors and surface-modified gold nanoparticles demonstrated diverse morphological and PL quenching effects on the supramolecular architectures of the nanocomposites, which result from competition between the H-donors from the acid pendants on copolymers and the acid surfactants on the gold nanoparticles.

  一系列光致发光（PL）和液晶（LC）自氢键侧链共聚物（P1-P3），由吡啶基氢受体和异构酸氢供体（即对位、间位和邻位苯甲酸）组成，已被合成。通过混合光致发光氢受体均聚物PBT1（含吡啶侧链）与异构氢供体均聚物P7-P9，也获得了超分子氢键复合物。氢键的形成通过FTIR、DSC和XRD测量得到证实。此外，氢键共聚物和复合物的PL和LC性质不仅受到超分子结构氢键效应的影响，还受到异构氢供体酸取代位置的影响。结合不同功能化的金纳米颗粒（带有酸或无酸表面活性剂），包含自氢键共聚物P1（带有氢受体和氢供体基团）和非自氢键共聚物P4（带有酸保护基团）的纳米复合材料的发光强度，通过改变金纳米颗粒的浓度而被不同程度地淬灭。共聚物氢受体和表面修饰的金纳米颗粒对纳米复合材料的超分子结构表现出不同的形态和PL淬灭效应，这是由于共聚物上的酸侧链的氢供体和金纳米颗粒上的酸表面活性剂之间的竞争所致。
• N-SUBSTITUTED BENZAMIDES AND METHODS OF USE THEREOF
  申请人：GENENTECH, INC.

  公开号：US20150322002A1

  公开（公告）日：2015-11-12

  The invention provides novel compounds having the general formula (I) and pharmaceutically acceptable salts thereof, wherein the variables RA, subscript n, ring A, X 2 , L, subscript m, X 1 , ring D, R 1 , and R N have the meaning as described herein, and compositions containing such compounds and methods for using such compounds and compositions.

  本发明提供了具有一般式(I)及其药学上可接受的盐的新化合物，其中变量RA、下标n、环A、X2、L、下标m、X1、环D、R1和RN的含义如本文所述，并且包含这种化合物的组合物以及使用这种化合物和组合物的方法。
• Pyridinones and isoquinolinones as inhibitors of the bromodomain BRD9
  申请人：Boehringer Ingelheim International GmbH

  公开号：US11319318B2

  公开（公告）日：2022-05-03

  The present invention encompasses compounds of general formula (I) wherein the groups R1 to R9, X1 and X2 have the meanings given in the claims and in the specification. The compounds of the invention are suitable for the treatment of diseases characterized by excessive or abnormal cell proliferation, e.g. cancer, pharmaceutical preparations containing such compounds and their uses as a medicament.

  本发明包括通式（I）的化合物，其中基团 R1 至 R9、X1 和 X2 具有权利要求书和说明书中给出的含义。本发明的化合物适用于治疗以细胞过度增殖或异常增殖为特征的疾病（如癌症）、含有此类化合物的药物制剂及其作为药物的用途。
• Rinkes, Recueil des Travaux Chimiques des Pays-Bas, 1939, vol. 58, p. 538,542
  作者：Rinkes

  DOI：——

  日期：——