3-溴- | 928-46-1

• 物质功能分类: 有机原料 - 羧酸类化合物及衍生物
• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 硫代羧酸及其衍生物
• 中文名称: 3-溴-
• 中文别名: 乙酰3-溴丙硫醇
• 英文名称: S-3-bromopropyl ethanethioate
• 英文别名: S-(3-Bromopropyl) ethanethioate
• CAS: 928-46-1
• 化学式: C₅H₉BrOS
• 分子量: 197.096
• InChiKey: HEVOPKKCJMPBGL-UHFFFAOYSA-N

物化性质

• 溶解度：
  可溶于乙腈（少许）、氯仿（少许）

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  8
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  42.4
• 氢给体数：
  0
• 氢受体数：
  2

安全信息

• 储存条件：
  温度维持在2-8℃，并充入氩气。

反应信息

• 作为反应物：
  描述：

  3-溴- 在 lithium chloride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 3.0h， 生成 硫代乙酸氯代丙酯
  参考文献：
  名称：

  Preparation of ω-tetrahydropyran-2-ylsulfanylalkylmagnesium chlorides: Useful reagents for the synthesis of 1-(ω-mercaptoalkyl)-1,2-dihydrobuckminsterfullerenes (C60)

  摘要：

  omega-Tetrahydropyran-2-ylsulfanylalkylmagnesium chlorides are prepared as Grignard reagents containing protected mercaptoalkyl chains, which are useful for the direct introduction of omega-mercaptoalkyl chains to electrophiles. In order to prove the usefulness of these reagents, they were reacted with buckminsterfullerene (C(60)) to give 1-(omega-mercaptoalkyl)-1,2-dihydrobuckminsterfullerenes after the deprotection of THP group with TFA. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(98)02142-x
• 作为产物：
  描述：

  1,3-二溴丙烷 、 potassium thioacetate 以 四氢呋喃 为溶剂， 以54%的产率得到3-溴-
  参考文献：
  名称：

  Electrochemical cleavage of azo linkage for site-selective immobilization and cell patterning

  摘要：

  提出了一种新的偶氮苯分子结构，该结构能够在较低的还原电位下还原为相应的苯胺，用于生物分子位点选择性固定。氧化还原活性物种、酶、肽和培养的海马神经元可以有效地固定在电化学活化的表面上。

  DOI：

  10.1039/b922611g

文献信息

• Hg–C bond protonolysis by a functional model of bacterial enzyme organomercurial lyase MerB
  作者：Ramesh Karri、Ranajit Das、Rakesh Kumar Rai、Anaswara Gopalakrishnan、Gouriprasanna Roy

  DOI：10.1039/d0cc02232b

  日期：——

  Herein, we report a novel synthetic compound 1, having a highly nucleophilic selenolate (Se−) moiety and a thiol (–SH) functional group, which showed efficient Hg–C bond protonolysis of various R–Hg–X molecules including neurotoxic methylmercury and thimerosal, via direct –SH proton transfer to the highly activated C-atom of a departed R group with low activation energy barrier at room temperature

  在此，我们提出一个新的合成化合物1，具有高度亲核的selenolate（硒- ）部分和一个巯基（-SH）的官能团，其显示各种R-汞-X分子的高效汞-C键的质子分解，包括神经毒性和甲基汞在没有任何外部质子源的情况下，硫柳汞通过直接–SH质子转移到离去的R基团的高活化C原子上而在室温（21°C）下具有较低的活化能垒，因此具有一定的功能MerB的模型。
• Synthesis of Hetero-bifunctional Azobenzene Glycoconjugates for Bioorthogonal Cross-Linking of Proteins
  作者：Anne Müller、Thisbe K. Lindhorst

  DOI：10.1002/ejoc.201600136

  日期：2016.3

  Modification of proteins with azobenzene derivatives allows their form and function to be controlled by photochemical E/Z isomerization of the azobenzene N=N bond. Because azobenzene glycoconjugates (ABGs) are particularly promising cross-linkers for the modification of peptides and proteins, we advanced the collection of so far known homo-bifunctional ABGs with the synthesis of hitherto unknown h

  用偶氮苯衍生物修饰蛋白质可以通过偶氮苯 N=N 键的光化学 E/Z 异构化来控制它们的形式和功能。由于偶氮苯糖缀合物 (ABG) 是用于修饰肽和蛋白质的特别有前途的交联剂，因此我们通过合成迄今为止未知的异双功能 ABG，推进了迄今为止已知的同双功能 ABG 的收集。炔烃和烯烃、炔烃和巯基、叠氮基和烯烃官能团结合在一个分子中，作为生物正交反应对。有了这个，提供了对大量光敏蛋白的访问。
• Synthesis, Structure, and Chemistry of New, Mixed Group 14 and 16 Heterocycles:  Nucleophile-Induced Ring Contraction of Mesocyclic Dications
  作者：Eric Block、Evgeny V. Dikarev、Richard S. Glass、Jin、Bo Li、Xiaojie Li、Shao-Zhong Zhang

  DOI：10.1021/ja065037j

  日期：2006.11.1

  More than 40 new 4- to 12-membered ring heterocycles containing various combinations of Group 14 and 16 elements Si, Sn, S, Se, and Te have been synthesized and fully characterized. Synthesis of these small-ring as well as medium-ring (mesocyclic) heterocycles from alpha,omega-dihalides is facilitated by the presence of gem-dialkylsilyl and gem-dialkylstannyl groups in the precursors. Conformations

  已经合成并充分表征了 40 多种新的 4 至 12 元环杂环，这些杂环包含 14 和 16 族元素 Si、Sn、S、Se 和 Te 的各种组合。前体中存在墒二烷基甲硅烷基和墒二烷基甲锡烷基，有助于从 α,ω-二卤化物合成这些小环和中环（中环）杂环。通过 X 射线晶体结构分析确定了几种固态新环系统的构象。用 NOPF6 或 Br2 氧化混合的 S(Se, Te)/Si 八元环中间环，分别产生二溴化物或双环二溴化物，可通过 NMR 方法对其进行表征。在用亲核试剂处理时，介环基团或相应的自由基阳离子会发生环收缩，产生五元或六元环杂环。
• [EN] BENZODIAZEPINE DERIVATIVES USEFUL IN TREATING A RESPIRATORY SYNCYTIAL VIRUS INFECTION<br/>[FR] DÉRIVÉS DE BENZODIAZÉPINE UTILES POUR LE TRAITEMENT D'UNE INFECTION PAR LE VIRUS RESPIRATOIRE SYNCYTIAL
  申请人：REVIRAL LTD

  公开号：WO2022008911A1

  公开（公告）日：2022-01-13

  Benzodiazepine derivatives of formula (Ie) wherein one of R1 and R2 is a benzodiazepinyl-containing group of formula (II) in which R8 is H or halo; the other of R1 and R2 is a group Z selected from H, C3-C6 cycloalkyl, halo, -NHR9, benzyl, phenyl, 4- to 10-membered heterocyclyl and 4- to 10-membered heteroaryl, wherein phenyl, heterocyclyl and heteroaryl are unsubstituted or substituted by one or two substituents selected from 4- to 10-membered heterocyclyl which is unsubstituted or substituted by OR, and from C1-C6 alkyl, C1-C6 hydroxyalkyl, C1-C6 haloalkyl, C3-C6 cycloalkyl, halo, -OR, -(CH2)mOR, -NR2, -(CH2)mNR2, -NHR", -SOmNR2, -SOmR, -SR, nitro, -CO2R, -CN, -CONR2, -NHCOR, -CH2NR10R11 and -NR10R11, in which each R is independently H or C1-C6 alkyl, R" is C3-C6 cycloalkyl and m is 1 or 2; R9 is selected from phenyl and 4- to 10-membered heteroaryl wherein phenyl and heteroaryl are unsubstituted or substituted by halo; R10 and R11 are each independently H or C1-C6 alkyl; or R10 and R11 form, together with the N atom to which they are attached, either (a) a morpholine ring which is optionally bridged by a -CH2- group linking two ring carbon atoms that are positioned para to each other, or (b) a spiro group of the following formula (b): and ring A is a ring of one of the following structural formulae (I-1), (I-2) and (I-3): and ring A is a ring of one of the following structural formulae (I-1), (1-2) and (1-3): in which Y is selected from O, S, SO2 and NR, wherein R is as defined above, and each of R2 to R7 is independently H, C1-C6 alkyl, C1-C6 hydroxyalkyl, C3-C6 cycloalkyl, halo, -OR, -CH2OR, -NR2, -CH2NR12R13, -NRCOOR, -CH2OR, -SOmNR2, -SOmR, - CH2SOmR, nitro, -CO2R, -CN, -CONR2 or -NHCOR, in which R and m are as defined above and R12 and R13 are each independently H, C1-C6 alkyl, benzyl, 4- to 10-membered heterocyclyl or R12 and R13 form, together with the N atom to which they are attached, a 4- to 10-membered heteroaryl which is unsubstituted or a 4- to 10-membered heterocyclyl which is unsubstituted or substituted with C1-C6 alkyl or halo, or any two of R2 to R7 that bond to the same carbon atom form a spiro ring selected from a C3-C6 cycloalkyl spiro ring and a spiro oxetane ring of the following structure: (Formula A) and the pharmaceutically acceptable salts thereof are inhibitors of RSV and can therefore be used to treat or prevent an RSV infection.

  苯二氮卓啉衍生物的化学式(Ie)，其中R1和R2中的一个是具有化学式(II)的苯二氮卓啉基团，其中R8为H或卤素；另一个是从H、C3-C6环烷基、卤素、-NHR9、苄基、苯基、4-到10元杂环烷基和4-到10元杂芳基中选择的基团Z，其中苯基、杂环烷基和杂芳基未被取代或被一个或两个取代基取代，所述取代基从未被取代或被OR取代的4-到10元杂环烷基和从C1-C6烷基、C1-C6羟基烷基、C1-C6卤基烷基、C3-C6环烷基、卤素、-OR、-(CH2)mOR、-NR2、-(CH2)mNR2、-NHR"、-SOmNR2、-SOmR、-SR、硝基、-CO2R、-CN、-CONR2、-NHCOR、-CH2NR10R11和-NR10R11中选择，其中每个R独立地为H或C1-C6烷基，R"为C3-C6环烷基，m为1或2；R9从苯基和4-到10元杂芳基中选择，其中苯基和杂芳基未被取代或被卤素取代；R10和R11各自独立地为H或C1-C6烷基；或R10和R11与它们连接的N原子一起形成(a)可以由连接两个对位的环碳原子的-CH2-基团桥接的吗啡环，或(b)下列化学式(b)的螺环团，其中环A是以下结构式(I-1)、(I-2)和(I-3)之一的环，环A是以下结构式(I-1)、(1-2)和(1-3)之一的环，其中Y从O、S、SO2和NR中选择，其中R如上定义，R2到R7中的每一个独立地为H、C1-C6烷基、C1-C6羟基烷基、C3-C6环烷基、卤素、-OR、-CH2OR、-NR2、-CH2NR12R13、-NRCOOR、-CH2OR、-SOmNR2、-SOmR、-CH2SOmR、硝基、-CO2R、-CN、-CONR2或-NHCOR，其中R和m如上定义，R12和R13各自独立地为H、C1-C6烷基、苄基、4-到10元杂环烷基或R12和R13与它们连接的N原子一起形成未被取代的4-到10元杂芳基或未被取代或被C1-C6烷基或卤素取代的4-到10元杂环烷基，或结合到同一碳原子的R2到R7中的任意两个形成以下结构的螺环：(化学式A)，及其药学上可接受的盐是RSV的抑制剂，因此可以用来治疗或预防RSV感染。
• Synthesis of Thiol-Containing Amino Acids Through Alkylation of Glycinate Ketimine
  作者：Jian Zhi、Yuli Xiao、Aiguo Hu

  DOI：10.1080/00397911.2010.533803

  日期：2012.3.15

  Abstract A general synthetic route for the synthesis of thiol-containing amino acids through alkylation of glycinate ketimine followed by hydrolysis was developed in this work. The common problems associated with the instability of ketimines and thioesters were solved by optimization of both synthetic and purification conditions. A series of thiol-containing amino acids were obtained in good yields. This method

  摘要 本工作建立了一种通过甘氨酸酮亚胺烷基化和水解合成含硫醇氨基酸的通用合成路线。通过优化合成和纯化条件解决了与酮亚胺和硫酯的不稳定性相关的常见问题。以良好的收率获得了一系列含硫醇的氨基酸。这种方法可以很容易地扩展到其他含硫醇氨基酸的合成，这些氨基酸是药物研究和医学应用中的重要中间体。图形概要