4-(溴甲基)-3-硝基苯甲酰氯 | 73674-47-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 4-(溴甲基)-3-硝基苯甲酰氯
• 英文名称: 3-nitro-4-bromomethylbenzoyl chloride
• 英文别名: 4-(Bromomethyl)-3-nitrobenzoyl chloride
• CAS: 73674-47-2
• 化学式: C₈H₅BrClNO₃
• 分子量: 278.49
• InChiKey: PZBLYVXIESQISD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  62.9
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-(溴甲基)-3-硝基苯甲酰氯 在 一水合肼 作用下， 以 乙醇 、 N,N-二甲基甲酰胺 为溶剂， 生成
  参考文献：
  名称：

  Rahman, S. Abdel; Hattaba, A. A., Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1987, vol. 26, p. 987 - 988

  摘要：

  DOI：
• 作为产物：
  描述：

  4-溴甲基-3-硝基苯甲酸 在 草酰氯 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 生成 4-(溴甲基)-3-硝基苯甲酰氯
  参考文献：
  名称：

  一种检测还原应激下DNA靶向的Cys荧光分子探针及其制备方法和应用

  摘要：

  本发明涉及一种检测还原应激下DNA靶向的Cys荧光分子探针及其制备方法和应用，所述荧光分子探针结构式如式（1）所示：式（1）。本发明的这种荧光分子探针突出的光控特点有助于实时监测可能因DNA周围还原应激下Cys的表达异常而导致DNA复制过程出现差错而引起的疾病，并有望应用于有关Cys表达异常而导致的基因疾病的预防、治疗等。

  公开号：

  CN113024436B

文献信息

• Microenvironment‐differential Imaging of Demethylated Metabolites of Methionine for Identifying Ferroptosis Regional Preferences with Path‐independent Equifinal Fluorescence Probes
  作者：Yuanchao Zhang、Xinrui Ji、Ping Han、Yuxia Liu、Pu Chen、Guang Chen

  DOI：10.1002/anie.202400459

  日期：2024.4.8

  We realized the microenvironment-differential Imaging of demethylated metabolites of methionine and the regional regulation of ferroptosis.

  我们实现了蛋氨酸去甲基化代谢物的微环境差异成像和铁死亡的区域调控。
• Syntheses of Nucleosides Designed for Combinatorial DNA Sequencing
  作者：Mike B. Welch、Carlos I. Martinez、Alex J. Zhang、Song Jin、Richard Gibbs、Kevin Burgess

  DOI：10.1002/(sici)1521-3765(19990301)5:3<951::aid-chem951>3.0.co;2-g

  日期：1999.3.1

  Nucleoside triphosphates I with 3'-O-blocking groups that are both photolabile and fluorescent were required to investigate the viability of a strategy for sequencing DNA in a combinatorial fashion (see Figure 1). Four compounds were prepared to realize this goal. Two of them, 14a and 14t, had dansyl-functionalized, 3'-O-(2"-nitrobenzyl) ether groups, while the other two, 18a and 18t, had similar pendant carbonate groups. Tests for incorporation of these analogues were performed by using five different DNA replicating enzymes, but the analogues were not incorporated. These results were surprising in view of the fact that previous studies had shown that 3'-O-(2"-nitrobenzyl)adenosine triphosphate II was incorporated by Bst DNA polymerase I. However, molecular simulations with the coordinates of a T7 polymerase crystal structure as a model demonstrates that analogues 14a, 14t, 18a and 18t are too large to fit into the enzyme active site, whereas accommodation of the unsubstituted 2-nitrobenzyl compound II is much less demanding. We conclude that both the nucleoside triphosphates and the DNA polymerase enzyme must be modified if the proposed DNA sequencing scheme is to be viable.
• Automated Modular Synthesis of Aptamer–Drug Conjugates for Targeted Drug Delivery
  作者：RuoWen Wang、Guizhi Zhu、Lei Mei、Yan Xie、Haibin Ma、Mao Ye、Feng-Ling Qing、Weihong Tan

  DOI：10.1021/ja4117395

  日期：2014.2.19

  Aptamer-drug conjugates (ApDCs) are promising targeted drug delivery systems for reducing toxicity while increasing the efficacy of chemotherapy. However, current ApDC technologies suffer from problems caused by the complicated preparation and low controllability of drug aptamer conjugation. To solve such problems, we have designed and synthesized a therapeutic module for solid phase synthesis, which is a phosphoramdite containing an anticancer drug moiety and a photocleavable linker. Using this module, we have realized automated and modular synthesis of ApDCs, and multiple drugs were efficiently incorporated into ApDCs at predesigned positions. The ApDCs not only recognize target cancer cells specifically, but also release drugs in a photocontrollable manner. We demonstrated the potential of automated and modular ApDC technology for applications in targeted cancer therapy.
• Yoneis, M. E.; Rahman, S. Abdel; Hattaba, A., Journal of the Indian Chemical Society, 1988, vol. 65, p. 498 - 499
  作者：Yoneis, M. E.、Rahman, S. Abdel、Hattaba, A.

  DOI：——

  日期：——
• A multifunctional lipid that forms contrast-agent liposomes with dual-control release capabilities for precise MRI-guided drug delivery
  作者：Chenyu Liu、Kai K. Ewert、Ning Wang、Youli Li、Cyrus R. Safinya、Weihong Qiao

  DOI：10.1016/j.biomaterials.2019.119412

  日期：2019.11

  Monitoring of nanoparticle-based therapy in vivo and controlled drug release are urgently needed for the precise treatment of disease. We have synthesized a multifunctional Gd-DTPA-ONB (GDO) lipid by introducing the Gd-DTPA contrast agent moiety into an o-nitro-benzyl ester lipid. By design, liposomes formed from the GDO lipid combine MRI tracking ability and dual-trigger release capabilities with maximum sensitivity (because all lipids bear the cleavable moiety) without reducing the drug encapsulation rate. We first confirmed that both photo-treatment and pH-triggered hydrolysis are able to cleave the GDO lipid and lyse GDO liposomes. We then investigated the efficiency of drug release via the combined release processes for GDO liposomes loaded with doxorubicin (DOX). Relative to neutral pH, the release efficiency in acidic environment increased by 10.4% (at pH = 6.5) and 13.3% (at pH = 4.2). This pH-dependent release response is conducive to distinguishing pathological tissue such as tumors and endolysosomal compartments. The photo-induced release efficiency increases with illumination time as well as with distance of the pH from neutral. Photolysis increased the release efficiency by 13.8% at pH = 4.2, which is remarkable considering the already increased amount of drug release in the acidic environment. In addition, the relaxation time of GDO liposomes was 4.1 times that of clinical Gd-DTPA, with brighter T-1-weighted imaging in vitro and in vivo. Real-time MRI imaging and in vivo fluorescence experiments demonstrated tumor targeting and MRI guided release. Furthermore, significant tumor growth inhibition in a treatment experiment using DOX-loaded GDO liposomes clearly demonstrated the benefit of photo-treatment for efficacy: the tumor size in the photo-treatment group was 3.7 times smaller than in the control group. The present study thus highlights the benefit of the design idea of combining efficient imaging/guiding, targeting, and triggerable release functions in one lipid molecule for drug delivery applications.