1,3-dichlorothianaphthene | 136132-54-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并噻吩类
• 英文名称: 1,3-dichlorothianaphthene
• 英文别名: 1,3-dichloro-2-benzothiophene；1,3-dichlorobenzo[c]thiophene
• CAS: 136132-54-2
• 化学式: C₈H₄Cl₂S
• mdl: MFCD18451522
• 分子量: 203.092
• InChiKey: WLWOLJZSKYXOOQ-UHFFFAOYSA-N

物化性质

• 沸点：
  286.6±20.0 °C(Predicted)
• 密度：
  1.483±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  11
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 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：

  1,3-dichlorothianaphthene 在 正丁基锂 、 四氯化钛 作用下， 以 二氯甲烷 为溶剂， 反应 10.5h， 生成 Tert-butyl-[3-[3-[3-[tert-butyl(dimethyl)silyl]-2-benzothiophen-1-yl]-2-benzothiophen-1-yl]-2-benzothiophen-1-yl]-dimethylsilane
  参考文献：
  名称：

  A new route to 1,3-disubstituted benzo[c]thiophenes

  摘要：

  A facile synthesis of 1,3-dichlorobenzo[c]thiophene 3 is described. Lithium-chlorine exchange of 3, followed by reaction with various electrophiles, provides a route to 1-acyl-3-chlorobenzo[c]thiophenes, as well as to the very stable 1,3-bis(tert-butyldimethylsilyl)benzo[c]thiophene (9). Compound 9 undergoes silyl replacement reactions with acylating agents, as well as an unusual oxidative desilylation by I2 or TiCl4, to give the capped disilylated dimer, trimer, and tetramer (16, 17, and 18) of benzo[c]thiophene.

  DOI：

  10.1021/jo00021a012
• 作为产物：
  描述：

  1,3-二氢-2-苯并噻吩-1,3-二酮 在 五氯化磷 、 sodium iodide 、 三氯氧磷 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 15.0h， 生成 1,3-dichlorothianaphthene
  参考文献：
  名称：

  A new route to 1,3-disubstituted benzo[c]thiophenes

  摘要：

  A facile synthesis of 1,3-dichlorobenzo[c]thiophene 3 is described. Lithium-chlorine exchange of 3, followed by reaction with various electrophiles, provides a route to 1-acyl-3-chlorobenzo[c]thiophenes, as well as to the very stable 1,3-bis(tert-butyldimethylsilyl)benzo[c]thiophene (9). Compound 9 undergoes silyl replacement reactions with acylating agents, as well as an unusual oxidative desilylation by I2 or TiCl4, to give the capped disilylated dimer, trimer, and tetramer (16, 17, and 18) of benzo[c]thiophene.

  DOI：

  10.1021/jo00021a012

文献信息

• [EN] THIOPHENE PRODRUGS OF NALTROXENE FOR LONG-ACTING INJECTABLE COMPOSITIONS AND RELATED METHODS<br/>[FR] PROMÉDICAMENTS DE THIOPHÈNE DE NALTROXÈNE POUR COMPOSITIONS INJECTABLES À ACTION PROLONGÉE ET PROCÉDÉS ASSOCIÉS
  申请人：ALKERMES PHARMA IRELAND LTD

  公开号：WO2020094634A1

  公开（公告）日：2020-05-14

  The present invention provides compounds useful for the treatment of opioid dependence, alcohol dependence, alcohol use disorder, or the prevention of relapse to opioid dependence in a subject in need thereof. Related pharmaceutical compositions and methods are also provided herein.

  本发明提供了一种用于治疗阿片类依赖、酒精依赖、酒精使用障碍或预防需要该类物质的主体复发至阿片类依赖的化合物。相关的药物组合和方法也在此提供。
• Novel electron acceptors derived from isothianaphthene
  作者：Dominique Lorcy、Kerry D. Robinson、Yoshihiro Okuda、Jerry L. Atwood、Michael P. Cava

  DOI：10.1039/c39930000345

  日期：——

  The synthesis and properties of 1,3-dihydro-1,3-bis(dicyanomethylene)isothianaphthene 1 and its higher homologue 1,3-bis(1,3-dicyanovinylene)isothianaphthene 2 are reported; these compounds, which are the first electron acceptors of the isothianaphthene series, show electrochemical behaviour that contrasts with that of their thiophene analogues; the molecular structure of 1 was determined by X-ray analysis.

  报告了 1,3-二氢-1,3-双（二氰基亚甲基）异噻吩 1 及其高同系物 1,3-双（1,3-二氰基乙烯基）异噻吩 2 的合成和性质；这些化合物是异噻吩系列的第一个电子受体，其电化学行为与其噻吩类似物形成鲜明对比；通过 X 射线分析确定了 1 的分子结构。
• Lonidamine analogs
  申请人：Matteucci Mark

  公开号：US20070015771A1

  公开（公告）日：2007-01-18

  Lonidamine analogs are useful in the treatment and prevention of cancer, benign prostatic hyperplasia, macular degeneration and prostatic intraepithelial neoplasia, or for use as an antispermatigenic agent.

  Lonidamine类似物在治疗和预防癌症、良性前列腺增生、黄斑变性和前列腺上皮内瘤变方面非常有用，或者用作抗精子生成剂。
• (HETERO) ARYLACRYLAMIDES FOR THE CONTROL OF ECTOPARASITES
  申请人：DUPONT Emilie

  公开号：US20150320044A1

  公开（公告）日：2015-11-12

  The present invention relates to new compounds of formula (I) wherein the variables have the meaning as indicated in the claims; in free form and in salt form; and optionally the enantiomers and geometrical isomers thereof. The compounds of formula (I) are useful in the control of parasites, in particular ectoparasites, in and on vertebrates.

  本发明涉及公式（I）的新化合物，其中变量的含义如权利要求所示；以自由形式和盐形式存在；并且可以包括其对映异构体和几何异构体。公式（I）的化合物在控制寄生虫，特别是寄生在脊椎动物体内和体表的外寄生虫方面是有用的。
• Multimodal Imaging‐Guided Photothermal Immunotherapy Based on a Versatile NIR‐II Aggregation‐Induced Emission Luminogen
  作者：Dingyuan Yan、Miao Wang、Qian Wu、Niu Niu、Meng Li、Ruixiang Song、Jie Rao、Miaomiao Kang、Zhijun Zhang、Feifan Zhou、Dong Wang、Ben Zhong Tang

  DOI：10.1002/anie.202202614

  日期：2022.7.4

  A versatile NIR-II AIE luminogen displaying fluorescence, photoacoustic, and photothermal imaging functions was designed by using a benzo[c]thiophene moiety as a building block. This luminogen, when applied with an integrated programmed death-ligand 1 (αPD-L1) antibody, exhibits unprecedented performance in multimodal imaging-guided photothermal immunotherapy towards breast tumors.

  通过使用苯并[ c ]噻吩部分作为构建单元，设计了一种具有荧光、光声和光热成像功能的多功能 NIR-II AIE 发光体。这种发光原与集成的程序性死亡配体 1 (αPD-L1) 抗体一起应用时，在多模式成像引导的乳腺肿瘤光热免疫治疗中表现出前所未有的性能。