2,5-双(氯甲基)噻吩 | 28569-48-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 噻吩类
• 中文名称: 2,5-双(氯甲基)噻吩
• 中文别名: 2,5-二（氯甲基）噻吩；2,5-二(氯甲基)噻吩
• 英文名称: 2,5-bis-chloromethyl-thiophene
• 英文别名: 2,5-Bis(chloromethyl)thiophene
• CAS: 28569-48-4
• 化学式: C₆H₆Cl₂S
• 分子量: 181.086
• InChiKey: OJBWNBCXVFAMEX-UHFFFAOYSA-N

物化性质

• 熔点：
  36-37 °C
• 沸点：
  122-124 °C(Press: 11 Torr)
• 密度：
  1.348±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  9
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  28.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  2,5-双(氯甲基)噻吩 在 吡啶 、 氢氧化钾 、 potassium permanganate 、 氯化亚砜 、 苯 作用下， 生成 2 5-噻吩二羰酰二摧毁
  参考文献：
  名称：

  Griffing; Salisbury, Journal of the American Chemical Society, 1948, vol. 70, p. 3416,3418

  摘要：

  DOI：
• 作为产物：
  描述：

  2,5-bis(hydroxymethyl)thiophene 在 氯化亚砜 作用下， 以 二氯甲烷 为溶剂， 反应 10.0h， 生成 2,5-双(氯甲基)噻吩
  参考文献：
  名称：

  Tetraethylthiophene‐2,5‐diylbismethylphosphonate: A Novel Electrolyte Additive for High‐Voltage Batteries

  摘要：

  AbstractIn this work, a novel high‐voltage electrolyte additive, tetraethylthiophene‐2,5‐diylbismethylphosphonate (TTD), was synthesized, and the influence of TTD on the electrolyte and its electrochemical performance under different voltages were studied by changing the content of the TTD additive. The results showed that the TTD additive significantly improved the capacity, cycle stability, and rate capability of batteries when charging/discharging at high voltages. After adding 1 % TTD to the basic electrolyte, the capacity retention rate of batteries after 200 cycles at 4.2, 4.3, 4.4, and 4.5 V increased by 20.8, 18.3, 50, and 31.9 %, respectively. In addition, transmission electron microscopy (TEM) and X‐ray photoelectron spectroscopy (XPS) results showed that TTD could effectively inhibit the decomposition of the electrolyte and participate in the formation of a uniform, thin, and stable cathode electrolyte interphase (CEI) film on the electrode surface, thereby effectively inhibiting the side reaction between the electrolyte decomposition product and the CEI membrane, and finally improving the high‐voltage performance of the battery. The TTD additive may provide a cost‐effective solution for high‐performance high‐voltage electrolytes.

  DOI：

  10.1002/cssc.202101277

文献信息

• Design, Synthesis, and Structure–Activity Relationships of Novel Tetrahydroisoquinolino Benzodiazepine Dimer Antitumor Agents and Their Application in Antibody–Drug Conjugates
  作者：Naidu S. Chowdari、Yong Zhang、Ivar McDonald、Walter Johnson、David R. Langley、Prasanna Sivaprakasam、Robert Mate、Tram Huynh、Srikanth Kotapati、Madhura Deshpande、Chin Pan、Daniel Menezes、Yichong Wang、Chetana Rao、Ganapathy Sarma、Bethanne M. Warrack、Vangipuram S. Rangan、Sung Mei-Chen、Pina Cardarelli、Shrikant Deshpande、David Passmore、Richard Rampulla、Arvind Mathur、Robert Borzilleri、Arvind Rajpal、Gregory Vite、Sanjeev Gangwar

  DOI：10.1021/acs.jmedchem.0c01385

  日期：2020.11.25

  series of tetrahydroisoquinoline-based benzodiazepine dimers were synthesized and tested for in vitro cytotoxicity against a panel of cancer cell lines. Structure–activity relationship investigation of various spacers guided by molecular modeling studies helped to identify compounds with picomolar activity. Payload 17 was conjugated to anti-mesothelin and anti-fucosylated monosialotetrahexosylganglioside

  合成了一系列基于四氢异喹啉的苯并二氮杂二聚体，并测试了其对一组癌细胞系的体外细胞毒性。通过分子建模研究指导的各种间隔基的结构-活性关系研究有助于鉴定具有皮摩尔活性的化合物。有效负载17通过溶酶体可裂解的缬氨酸-瓜氨酸二肽接头，通过异源赖氨酸偶联和细菌转谷氨酰胺酶介导的位点特异性偶联，将其与抗间皮素和抗岩藻糖基化的单唾液酸四己糖基神经节苷脂（FucGM1）抗体偶联。在体外，这些抗体药物偶联物（ADC）对人类癌细胞系表现出显着的细胞毒性和靶标介导的选择性。在小鼠的胃癌和肺癌异种移植模型中，进一步评估了这些ADC的药代动力学和功效。在单剂量ADC- 46（0.02μmol / kg）之后，在这些模型中观察到一致的药代动力学特征，高靶标特异性和强大的抗肿瘤活性。
• Structure-reactivity relations for thiol-disulfide interchange
  作者：Janette Houk、George M. Whitesides

  DOI：10.1021/ja00256a040

  日期：1987.10

  di- and trithiols and the disulfides derived from either 2-mercaptoethanol or dithiothreitol. Reactions were conducted in methanol-d,/aqueous buffer (pH 7) or methanold, at 25 "C, using NMR spectroscopy to follow the reactions. These data were used to rank the dithiols in terms of reduction potential and to infer the structure of the disulfides formed from them on oxidation. There is a general correlation

  平衡常数由 36 个二硫醇和三硫醇与衍生自 2-巯基乙醇或二硫苏糖醇的二硫化物之间的硫醇-二硫化物交换确定。反应在甲醇-d/水性缓冲液 (pH 7) 或甲醇中进行，在 25°C 下，使用 NMR 光谱跟踪反应。这些数据用于根据还原电位对二硫醇进行排序并推断其结构氧化时由它们形成的二硫化物。二硫醇的还原能力与氧化时形成的含二硫化物环的大小之间存在普遍的相关性：形成六元环的二硫醇还原性最强（K = 103-105 M 相对于氧化的 2-巯基乙醇）；五元和七元环的还原性降低约 1 个数量级。类似于 1 的化合物，2-乙二硫醇在相对稀释的溶液 (- 1 mM) 中形成环状双（二硫化物）二聚体，但在较高浓度下聚合。其他类别的二硫醇在氧化时形成聚合物。
• D-proline derivatives
  申请人：Hoffmann-La Roche Inc.

  公开号：US06103910A1

  公开（公告）日：2000-08-15

  New compounds have the formula: ##STR1## wherein R, R.sup.1, X and Y have the meanings described herein. Methods are set forth for synthesizing these compounds and using these compounds to treat diseases associated with amyloidosis, such as Alzheimer's disease, maturity onset diabetes mellitus, familial amyloid polyneuropathy, scrapie, and Kreuzfeld-Jacob disease.

  新化合物的化学式为：##STR1## 其中R、R.sup.1、X和Y的含义如本文所述。本文提供了合成这些化合物和使用这些化合物治疗与淀粉样变性相关的疾病的方法，如阿尔茨海默病、成人起病糖尿病、家族性淀粉样多发性神经病、痱子病和克雅氏病。
• Linked cyclic polyamines with activity against hiv.
  申请人：AnorMED Inc.

  公开号：EP1223166A1

  公开（公告）日：2002-07-17

  There is disclosed a pharmaceutical composition comprising as active ingredient a linked cyclic compound of general formula I,         Z - R - A - R' - Y     (I) in which Z and Y are independently cyclic polyamine moieties having from 9 to 32 ring members and from 3 to 8 amine nitrogens in the ring spaced by 2 or more carbon atoms from each other,    A is an aromatic or heteroaromatic moiety,    R and R' are each a substituted or unsubstituted alkylene chain or heteroatom containing chain. or an acid addition salt or metal complex thereof, in admixture or association with a pharmaceutically acceptable diluent or carrier.

  揭示了一种药物组合物，其包含一种作为活性成分的一般式I的环链化合物，其中Z和Y分别是具有9至32个环成员和3至8个胺氮的环状多胺基团，这些胺氮在环中相距至少2个或更多个碳原子，A是芳香或杂芳基团，R和R'分别是取代或未取代的烷基链或含有杂原子的链，或其酸盐或金属络合物，与药用可接受的稀释剂或载体混合或结合。
• Synthesis and multinuclear NMR characterizations of some [3.3]diselena- and [4.4]tetraselenacyclophanes.
  作者：Massoud Hojjatie、Subramaniam Muralidharan、Henry Freiser

  DOI：10.1016/s0040-4020(01)80024-7

  日期：1989.1

  and unsymmetrical bis-selenacyclophanes were prepared and characterized by multinuclear (1H, 13C1H} and 77Se1H}) NMR. The symmetrical cyclophanes of phenyl, furyl, pyridyl and thiophenyl appear to exist in predominantly syn conformation in solution at room temperature. VT-1H NMR of some cyclophanes indicate that the equilibrium between the syn conformers which differ in the disposition of the bridge

  制备了几个对称和不对称的双硒代硒环，并通过多核（1 H，13 C 1 H}和77 Se 1 H}）NMR进行了表征。苯基，呋喃基，吡啶基和噻吩基的对称环烷似乎在室温下主要以顺式构象存在。一些环烷的VT- 1 H NMR表明，在低温下，桥硒分布不同的顺式构象异构体之间的平衡（相对于镜面对称，不对称于反转中心）是可以减慢的。有趣的13 C 1在含有2，2′-联苯，吡啶和呋喃的不对称环烷中观察到H}位移。的77硒 1 H}化学位移似乎与对环芳的腔的尺寸。