methyl-3,5-bis(azidomethyl)benzoate | 145665-38-9

• 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: methyl-3,5-bis(azidomethyl)benzoate
• 英文别名: Methyl 3,5-bis(azidomethyl)benzoate
• CAS: 145665-38-9
• 化学式: C₁₀H₁₀N₆O₂
• 分子量: 246.228
• InChiKey: CDCLOUYITCYWIM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  18
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  55
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  methyl-3,5-bis(azidomethyl)benzoate 在 三苯基膦 作用下， 生成 苯甲酸,3,5-二(氨基甲基)-,甲基酯
  参考文献：
  名称：

  谷胱甘肽S-转移酶的二价抑制剂：间隔长度对同工酶选择性的影响。

  摘要：

  谷胱甘肽 S 转移酶 (GST) 是一种胞质酶，可催化谷胱甘肽与多种外源性和内源性亲电子试剂的结合。GST 的高亲和力、同工酶特异性抑制剂需要用作药理学工具和潜在的治疗剂。由于 GST 酶的广泛底物结合能力，选择性抑制剂的设计受到阻碍。GST 是二聚酶，因此为实现抑制剂选择性提供了独特的鉴别器：每个单体单元上结合位点之间的距离作为其四元组织的函数。制备了非选择性 GST 抑制剂 ethacrynic 酸的二价类似物，对 GST A1-1 同工酶的选择性超过 GST P1-1（IC50 值为 13.7 对 1022 nM，

  DOI：

  10.1016/j.bmcl.2006.04.041
• 作为产物：
  描述：

  3,5-二甲基苯甲酸 在 N-溴代丁二酰亚胺(NBS) 、 硫酸 、 过氧化苯甲酰 作用下， 以 四氯化碳 为溶剂， 反应 25.0h， 生成 methyl-3,5-bis(azidomethyl)benzoate
  参考文献：
  名称：

  Solvent-Induced Amphiphilic Molecular Baskets:  Unimolecular Reversed Micelles with Different Size, Shape, and Flexibility

  摘要：

  Amphiphilic molecular baskets were obtained by attaching facially amphiphilic cholate groups to a covalent scaffold (calix[4] arene or 1,3,5-2,4,6-hexasubstituted benzene). In a solvent mixture consisting of mostly a nonpolar solvent (i.e., CCl4) and a polar solvent (i.e., DMSO), the hydrophilic faces of cholates turned inward to form a reversed-micelle-like conformer whose stability was strongly influenced by the number of the cholates and the topology of the scaffold. Preferential solvation of the hydrophilic faces of cholates within the molecule by the polar solvent was cooperative and gave the fundamental driving force to the conformational change. The reversed-micelle-like conformer was most stable in structures that allowed multiple cholates to form a microenvironment that could efficiently enrich the polar solvent molecules from the bulk solvent mixture.

  DOI：

  10.1021/jo0607663

文献信息

• Receptors for sulfate that function across a wide pH range in mixed aqueous–DMSO media
  作者：Lei Qin、James R. Wright、Jakob D. E. Lane、Stuart N. Berry、Robert B. P. Elmes、Katrina A. Jolliffe

  DOI：10.1039/c9cc06812k

  日期：——

  Water soluble macrocyclic squaramides bind selectively to sulfate in aqueous–DMSO mixtures across a pH range from 3.2–14.

  水溶性大环戊二酰胺在水-二甲基亚砜混合物中选择性地结合硫酸根，pH范围从3.2到14。
• Amplifier molecules for enhancement of diagnosis and therapy
  申请人：The State of Oregon Acting by and through the State Board of Higher

  公开号：US05135737A1

  公开（公告）日：1992-08-04

  Disclosed are amplifier molecules: various organic compounds having branched structures terminating with amine groups to which pharmacologically active groups can be chemically attached. A number of MRI contrast-enhancing agents were synthesized, each comprising plural active groups, such as stable nitroxides and complexes of trivalent metal cations. Such syntheses were successfully performed using a number of amplifiers having different branched structures, demonstrating the general utility of the pertinent chemistry in the synthesis of amplifiers having any of a wide variety of pharmacologically active groups. Amplifiers were also synthesized having linkers terminating with chemically reactive groups such as isothiocyanates, which render the amplifier bifunctional: attachable to polymers, biomacromolecules, or other biocompatible entity possessing multiple reactive sites such as terminal amines. Via such chemistry, the amplifiers are attachable to monoclonal antibodies for concentration of pharmacologically active groups at a desired site in the body.

  揭示了放大器分子：各种具有分支结构并以胺基终止的有机化合物，可在其上化学地连接药理活性基团。合成了多种MRI增强对比剂，每种包含多个活性基团，如稳定的亚硝基和三价金属阳离子的络合物。使用具有不同分支结构的多种放大器成功地进行了这些合成，展示了相关化学在合成具有各种药理活性基团的放大器方面的普遍实用性。还合成了具有终止于化学反应性基团（如异硫氰酸酯）的连接剂的放大器，使放大器具有双功能性：可连接到聚合物、生物大分子或其他具有多个反应位点（如末端胺基）的生物兼容实体。通过这种化学方法，可以将放大器连接到单克隆抗体，以便将药理活性基团浓集在体内所需的部位。
• An Efficient Synthesis of an Orthogonally Protected Aromatic Diamine as Scaffold for Tweezer Receptors with Two Different Arms
  作者：Hannes Y. Kuchelmeister、Carsten Schmuck

  DOI：10.1002/ejoc.200900536

  日期：2009.9

  building block can be used as a scaffold for the solid-phase synthesis of dipodal or cyclic peptidic receptors. It allows the preparation of tweezer receptors with unsymmetrically substituted side arms and therefore for the implementation of an enhanced structural and functional diversity in comparison to symmetric tweezers.(© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2009)

  开发了一种新的多功能模板 3-(N-Boc-氨基甲基)-5-(N-Fmoc-氨基甲基) 苯甲酸 (1) 的合成并在此进行了报道。合成策略的关键特征是使用双相反应混合物选择性地单还原对称二叠氮化物。单还原允许连续引入两个正交保护基团——例如 Fmoc 和 Boc。该构建块可用作双足或环状肽受体固相合成的支架。它允许制备具有不对称取代侧臂的镊子受体，因此与对称镊子相比，可以实现增强的结构和功能多样性。（© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2009）
• Oligonucleoside cleavage compounds and therapies
  申请人：Genta Incorporated

  公开号：US05854410A1

  公开（公告）日：1998-12-29

  Methods and compounds for selective cleavage of nucleic acid are described. The compounds generally contain three functionalities: (1) an oligonucleoside portion which is substantially complementary to at least a portion of the target nucleic acid, thereby providing selectivity to the compound; (2) a non-complementary portion which replaces one of the otherwise-complementary nucleoside bases in the oligonucleoside and which serves to place the target nucleic acid strand into a conformation that favors the cleavage of a phosphodiester linkage opposite the non-complementary portion; and (3) a cleavage moiety which possesses one or more and preferably two or more of the features of (a) proton donation, (b) proton acceptance, (c) hydrogen bonding, (d) charge neutralization and (e) Lewis acidity. These compounds may be used for the study and treatment of diseases involving foreign genetic materials or alterations to or inappropriate expression of genomic DNA.

  本文介绍了用于选择性剪切核酸的方法和化合物。这些化合物一般包含三种功能：（1）寡核苷酸部分，与目标核酸至少部分互补，从而为化合物提供选择性；（2）非互补部分，替换了寡核苷酸中的一个互补核苷酸碱基，并使目标核酸链处于有利于剪切非互补部分相对的磷酸二酯键的构象中；（3）剪切基团，具有一个或更多，优选地具有两个或更多的以下特征：（a）质子给予，（b）质子接受，（c）氢键形成，（d）电荷中和和（e）路易斯酸性。这些化合物可用于研究和治疗涉及外来遗传物质或基因组DNA的改变或不适当表达的疾病。
• Martin, Vladimir V.; Lex, Laszlo; Keana, John F. W., Organic Preparations and Procedures International, 1995, vol. 27, # 1, p. 117 - 120
  作者：Martin, Vladimir V.、Lex, Laszlo、Keana, John F. W.

  DOI：——

  日期：——