4-(2-溴乙基)苯磺酰氯 | 64062-91-5

• 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-(2-溴乙基)苯磺酰氯
• 英文名称: 4-(2-bromoethyl)benzenesulfonyl chloride
• 英文别名: 4-bromoethylbenzenesulfonyl chloride
• CAS: 64062-91-5
• 化学式: C₈H₈BrClO₂S
• 分子量: 283.573
• InChiKey: ZLQHSSKMRVRVHB-UHFFFAOYSA-N

物化性质

• 熔点：
  54-55 °C(Solv: methanol (67-56-1))
• 沸点：
  160-165 °C(Press: 0.8 Torr)
• 密度：
  1.647±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  13
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  42.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4-(2-溴乙基)苯磺酰氯 在 N-甲基吗啉 、 盐酸 、 ammonium hydroxide 、 1-羟基苯并三唑 、 溶剂黄146 、 苯甲醚 、 三乙胺 、 N,N'-二环己基碳二亚胺 作用下， 以 乙醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 99.0h， 生成 acetic acid;(2R)-2-[[(2S)-2-amino-3-(4-hydroxyphenyl)propanoyl]amino]-5-(diaminomethylideneamino)-N-[2-[ethyl-[2-(4-sulfamoylphenyl)ethyl]amino]-2-oxoethyl]pentanamide
  参考文献：
  名称：

  Peripherally acting enkephalin analogs. 2. Polar tri- and tetrapeptides

  摘要：

  The design, synthesis, and biological activity of a series of D-Arg2-enkephalin-derived tetrapeptide amides and tripeptide aralkylamides are reported. These polar analogues were designed to be excluded from the central nervous system with their action thus limited to peripheral opioid receptors. The effects of the nature of the aromatic ring, aryl ring substitution, and aralkylamine chain length on activity were investigated; in a number of cases the N-terminal amino group of Tyr1 was converted to a guanidino group to further increase hydrophilicity. The peptides were all synthesized by classical solution methodology. The opioid activity of the peptides was assessed in vitro on the guinea pig ileum and their antinociceptive activity was determined in vivo in chemically induced writhing models (peripheral activity) and in the hot-plate test (central activity), in rodents. That the analgesic effects were predominantly mediated in the periphery was demonstrated by antagonism of antinociception by the peripheral opioid antagonist N-methylnalorphine and by comparison of the activities in the writhing and hot-plate tests. As a class, the tetrapeptides were more potent than the tripeptides; N alpha-amidination generally increased activity. A number of compounds exhibited very potent opioid activity and had the desired pharmacological profile, indicating a high degree of peripheral selectivity.

  DOI：

  10.1021/jm00125a028
• 作为产物：
  描述：

  乙基溴苯 在 氯磺酸 、 硫酸 、 三氧化硫 作用下， 以 乙腈 为溶剂， 生成 4-(2-溴乙基)苯磺酰氯
  参考文献：
  名称：

  OXIDATION–REDUCTION POLYMERS: I. SYNTHESIS OF MONOMERS

  摘要：

  描述了制备两种新单体，2,5-双(2-四氢呋喃氧基)-4'-乙烯基二苯砜和2-四氢呋喃基-4'-乙烯基苯硫醚，用于合成氧化还原聚合物。

  DOI：

  10.1139/v61-333

文献信息

• Syntheses of Saccharin and Cyclamate Derivatives Bearing Polymerizable Vinyl Group
  作者：Hiroyoshi Kamogawa、Shuji Yamamoto、Masato Nanasawa

  DOI：10.1246/bcsj.55.3824

  日期：1982.12

  Vinyl monomers containing saccharin or cyclamate residues were synthesized. 6-Acrylamido-, 6-methacrylamido-, 6-(4-styrenesulfonamido)-, and 6-(vinylbenzylamino)saccharins were synthesized from 6-aminosaccharin. N-[2-(4-Styrenesulfonamido)cyclohexyl] and N-[2-(vinylbenzylamino)cyclohexyl]sulfamic acids were synthesized starting with 1,2-cyclohexanediamine via sodium N-(2-aminocyclohexyl)sulfamate.

  合成了含有糖精或甜蜜素残基的乙烯基单体。6-丙烯酰胺-、6-甲基丙烯酰胺-、6-(4-苯乙烯磺酰胺)-和6-(乙烯基苄基氨基)糖精由6-氨基糖精合成。N-[2-(4-苯乙烯磺酰胺基)环己基]和N-[2-(乙烯基苄基氨基)环己基]氨基磺酸以1,2-环己二胺为原料，通过N-(2-氨基环己基)氨基磺酸钠合成。发现由此合成的所有单体都与 N-乙烯基-2-吡咯烷酮聚合或共聚以提供具有悬垂糖精和环己基氨基磺酸盐单元的乙烯基聚合物。
• Compounds containing an amino salicylic acid moiety linked to a
  申请人：Kabi Pharmacia AB

  公开号：US05302718A1

  公开（公告）日：1994-04-12

  A compound of the formula Het--NR--SO.sub.2 --Ph.sup.2 --A--Ph.sup.1 (COOH)(OH) and tautomeric form, salts, solvates, C.sub.1-6 alkyl esters and pharmaceutical compositions of the compound. Ph.sup.1 and Ph.sup.2 are benzene rings with the proviso that carboxy and hydroxy are ortho to one another. Het includes an optionally substituted heterocyclic ring which includes conjugated double bonds and binds to nitrogen in NR. The compound is characterized in that A is a bridge which is stable against reduction because it is not azo, and in that R is hydrogen or lower alkyl. The invention also includes the preparation of the compound and its use as a drug, particularly for treating autoimmune diseases.

  公式为Het--NR--SO.sub.2 --Ph.sup.2 --A--Ph.sup.1 (COOH)(OH)的化合物及其互变异构形式、盐、溶剂合物、C.sub.1-6烷基酯和药物组合物。Ph.sup.1和Ph.sup.2是苯环，但须满足羧基和羟基相对于彼此为邻位。Het包括一个可选择取代的杂环环，其中包括共轭双键并与NR中的氮结合。该化合物的特点在于A是一个稳定的桥梁，不易还原，因为它不是偶氮化合物，而且R是氢或较低的烷基。该发明还包括该化合物的制备以及其作为药物的用途，特别是用于治疗自身免疫性疾病。
• [EN] HEPATITIS B CORE PROTEIN ALLOSTERIC MODULATORS<br/>[FR] MODULATEURS ALLOSTÉRIQUES DES PROTÉINES DU NOYAU DE L'HÉPATITE B
  申请人：UNIV INDIANA RES & TECH CORP

  公开号：WO2015138895A1

  公开（公告）日：2015-09-17

  ABSTRACT The present disclosure provides, in part, compounds having allosteric effector properties against Hepatitis B virus Cp. Also provided herein are methods of treating viral infections, such as hepatitis B, comprising administering to a patient in need thereof a disclosed compound.

  摘要 本公开提供了部分具有对乙型肝炎病毒Cp具有变构效应的化合物。本文还提供了治疗病毒感染（如乙型肝炎）的方法，包括向需要的患者施用所述化合物。
• ビス−（４−ハロエチルベンゼンスルホニル）イミド又はその塩、その製造方法、並びにビス−（４−ハロエチルベンゼンスルホニル）イミドを前駆体とするビス−（４−スチレンスルホニル）イミド又はその塩の製造方法
  申请人：東ソー・ファインケム株式会社

  公开号：JP2019214608A

  公开（公告）日：2019-12-19

  【課題】ラジカル重合性、カチオン交換能、及び水溶性に優れ、イオン交換膜やアルカリ金属イオン電池の固体電解質や燃料電池膜などの製造に極めて有用なビス-(４-スチレンスルホニル)イミド又はその塩の製造方法、並びにその前駆体であるビス-(４-ハロエチルベンゼンスルホニル)イミド又はその塩とその製造方法の提供。【解決手段】式（１）で表されるビス-(４-ハロエチルベンゼンスルホニル)イミド又はその塩、及びその製造方法、並びにビス-(４-スチレンスルホニル)イミド又はその塩の製造方法。（Ｘ及びＹは、各々独立にＣｌ、Ｂｒ又はＩ；ＭはＨ、アルカリ金属イオン、アルカリ土類金属イオン又はアンモニウムイオン）【選択図】なし

  这段文本是关于一种制备方法的描述，涉及到一种对制造离子交换膜、碱金属离子电池的固体电解质和燃料电池膜等非常有用的化合物的制备方法。
• Chelating polymers. I. The synthesis and acid dissociation behavior of several <i>N</i>-(<i>p</i>-vinylbenzenesulfonyl)-substituted diaminopolyacetic acid monomers, monomeric analogues, and related intermediates
  作者：R. M. Genik-Sas-Berezowsky、I. H. Spinner

  DOI：10.1139/v70-023

  日期：1970.1.1

  Two new chelating monomers, N-(p-vinylbenzenesulfonyl)1,2-diaminoethane-N′,N′-diacetic (SS-EDDA) and -N,N′,N′-triacetic (SS-ED3A) acids, as well as several monomeric analogues and related intermediates have been prepared. In addition, 2-oxo-1-piperazine acetic (S-KP), 3-oxo-1-piperazine acetic (U-KP), and 2-oxo-1,4-piperazine diacetic (3-KP) acids have been synthesized and the interconvertibility between these cyclic amides and their unsubstituted linear amino acid analogues, ethylene-diamine-N,N′-diacetic (S-EDDA), -N,N-diacetic (U-EDDA), and -N,N,N′-triacetic (ED3A) acids respectively, was demonstrated.The acid dissociation constants of the various amino acids were determined potentiometrically at 25° and μ = 0.1 M(KNO₃) and the results were compared with the hydrogen ion affinities of related compounds. Dissociation schemes were proposed for all the compounds based on these results. Rationalizations of the linear amino acid and the cyclic amide dissociation constants were made in terms of the effects of cyclization and the inductive effects of neighboring groups. These rationalizations were found to be helpful in clarifying the dissociation schemes previously proposed for several of the linear amino acids.

  两种新的螯合单体，N-(对乙烯基苯磺酰)1,2-二氨乙烷-N′,N′-二乙酸(SS-EDDA)和-N,N′,N′-三乙酸(SS-ED3A)酸，以及几种单体类似物和相关中间体已经制备。此外，已合成2-氧代-1-哌嗪乙酸(S-KP)、3-氧代-1-哌嗪乙酸(U-KP)和2-氧代-1,4-哌嗪二乙酸(3-KP)酸，并且已证明这些环戊酰胺与它们未取代的线性氨基酸类似物，乙二胺-N,N′-二乙酸(S-EDDA)、-N,N-二乙酸(U-EDDA)和-N,N,N′-三乙酸(ED3A)酸之间的相互转化。各种氨基酸的酸解离常数在25°C和μ=0.1 M(KNO3)下通过电位滴定确定，并将结果与相关化合物的氢离子亲和力进行比较。根据这些结果提出了所有化合物的解离方案。通过环化效应和相邻基团的归纳效应，对线性氨基酸和环戊酰胺的解离常数进行了理性解释。这些理性解释有助于澄清先前针对几种线性氨基酸提出的解离方案。