S-[2-(4-bromophenyl)ethyl]thioacetate | 253443-13-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: S-[2-(4-bromophenyl)ethyl]thioacetate
• 英文别名: S-(4-bromophenethyl) ethanethioate；S-4-bromophenethyl ethanethioate；S-[2-(4-bromophenyl)ethyl] ethanethioate
• CAS: 253443-13-9
• 化学式: C₁₀H₁₁BrOS
• 分子量: 259.167
• InChiKey: FRIMSZKYUTUSRU-UHFFFAOYSA-N

物化性质

• 沸点：
  330.8±25.0 °C(Predicted)
• 密度：
  1.419±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  13
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  42.4
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  S-[2-(4-bromophenyl)ethyl]thioacetate 在 盐酸 、 N-氯代丁二酰亚胺 、 三乙胺 作用下， 以 二氯甲烷 、 乙腈 为溶剂， 反应 12.0h， 生成 2-(4-bromophenyl)-N-methylethanesulfonamide
  参考文献：
  名称：

  走向均匀的碘催化：可见光下芳烃的分子内CH胺化反应

  摘要：

  提出了芳烃的光化学催化胺化。该反应在良性碘催化下在可见光作为引发剂的情况下进行，并提供了一系列不同取代的芳基胺的通道。总共29个实例证明了这种轻度氧化方法的广泛适用性。反应的范围可以进一步扩展到甲硅烷基系的衍生物，这些衍生物在形成七元杂环后会进行分子内胺化。硅系链的裂解提供了进入相应的3-取代苯胺的通道。

  DOI：

  10.1002/chem.201602138
• 作为产物：
  描述：

  4-溴苯乙醇 在 caesium carbonate 、 N,N-二异丙基乙胺 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 3.0h， 生成 S-[2-(4-bromophenyl)ethyl]thioacetate
  参考文献：
  名称：

  Synthesis of radioiodine-labeled 2-phenylethyl 1-thio-β-d-galactopyranoside for imaging of LacZ gene expression

  摘要：

  A potent inhibitor of beta-galactosidase (EC 3.2.1.23), 2-phenylethyl 1-thio-beta-D-galactopyranoside (PETG), was radioiodinated for noninvasive imaging of LacZ gene expression. In order to introduce radioiodine to the phenyl ring of PETG, 2-(4-bromophenyl)ethanethiol was prepared and attached to the C-1 position Of beta-D-galactose pentaacetate under conditions that resulted in the exclusive formation of the beta anomer. The bromo group of PETG was converted to the tributylstannyl group where radioiododemetallation was carried out. Radioiodine-labeled PETG tetraacetate was purified by HPLC, which can be used as a prodrug for biological evaluation or hydrolyzed to 2-(4-[I-123/I-125]iodophenyl)ethyl 1-thio-beta-D-galactopyranoside ([I-123/I-125]7) under basic conditions. The resulting radioiodine-labeled PETG was obtained in overall 62% radiochemical yield (decay-corrected) and with specific activity of 46-74 GBq/mumol. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0008-6215(02)00359-2

文献信息

• METHOD FOR PRODUCING STRUCTURE WHEREIN AROMATIC POLYMER IS BONDED TO BASE, STRUCTURE HAVING AROMATIC POLYMER CHAIN BONDED TO CONDUCTIVE BASE, AND ELECTRONIC DEVICE COMPRISING THE STRUCTURE
  申请人：Tanaka Kenta

  公开号：US20100069603A1

  公开（公告）日：2010-03-18

  Disclosed is a method for efficiently producing a structure wherein an aromatic polymer is bonded to a base. Also disclosed is such a structure wherein the base is electrically conductive. Specifically disclosed is a method for producing a structure, which comprises a step for polycondensing an aromatic compound represented by the formula (I) below in the presence of a polymerization catalyst and a base having a group represented by the formula (II) below. MY n Ar—X  (I) (In the formula (I), Ar represents a divalent group composed of an aromatic ring; X represents a halogen atom or the like; Y represents an oxygen atom, a sulfur atom, an imino group or the like; n represents 0 or 1; and M represents a hydrogen atom, —B(OQ 1 ) 2 (wherein Q 1 represents a hydrogen atom, a hydrocarbon group or the like) or the like.) —Ar a —(X a ) p (II) (In the formula (II), Ar a represents a group having a valence of (p+1) and composed of an aromatic ring; X a represents a halogen atom or a monovalent group expressed as —SO 3 Q a (wherein Q a represents a substituted or unsubstituted hydrocarbon group); p represents an integer not less than 1, and when p is an integer not less than 2, the plurality of X a 's may be the same as or different from each other.)

  公开了一种高效生产芳香族聚合物与基体结合的结构的方法。还公开了这样一种结构，其中基体具有电导性。具体公开了一种生产结构的方法，该方法包括在聚合催化剂和具有以下式子（II）中表示的基团的碱存在下，聚合表示为以下式子（I）的芳香族化合物的步骤。MYnAr—X  (I)（在式（I）中，Ar表示由芳香族环组成的二价基团；X表示卤素原子或类似物；Y表示氧原子、硫原子、亚胺基或类似物；n表示0或1；M表示氢原子，-B（OQ1）2（其中Q1表示氢原子、碳氢基团或类似物）或类似物。）—Ara—（Xa）p（II）（在式（II）中，Ararepresents具有（p+1）价且由芳香族环组成的基团；Xarepresents卤素原子或表示为-SO3Qa的一价基团（其中Qarepresents取代或未取代的碳氢基团）；p表示不小于1的整数，当p为不小于2的整数时，Xa的多个可以相同也可以不同。）
• Discovery of Orally Bioavailable Phthalazinone Analogues as an ENPP1 Inhibitor for STING-Mediated Cancer Immunotherapy
  作者：Yeonguk Cho、Miso Kang、Su Hyun Ji、Hee Jin Jeong、Jae Eun Jung、Do Hee Oh、Sunyoung Park、Yong-Yea Park、Junghwan Choi、Sungjoon Kim、Nam-Jung Kim、Duck-Hyung Lee、Chan Sun Park、Seo-Jung Han、Sanghee Lee、Junwon Choi

  DOI：10.1021/acs.jmedchem.3c01061

  日期：2023.11.23

  of stimulator of interferon genes (STING)-mediated innate immunity has emerged as a novel therapeutic approach in cancer therapy. 2′,3′-Cyclic GMP–AMP (cGAMP) is a natural STING agonist; however, cGAMP is subjected to endogenous degradation by ecto-nucleotide pyrophosphatase phosphodiesterase 1 (ENPP1). To improve the ICI response rate, we developed 29f, a novel ENPP1 inhibitor with phthalazin-1(2H)-one

  T 细胞发炎的肿瘤微环境的缺乏限制了免疫检查点抑制剂 (ICIs) 的功效。激活干扰素基因刺激物（STING）介导的先天免疫已成为癌症治疗中的一种新型治疗方法。 2′,3′-Cyclic GMP–AMP (cGAMP) 是一种天然的 STING 激动剂；然而，cGAMP 会被外核苷酸焦磷酸酶磷酸二酯酶 1 (ENPP1) 内源性降解。为了提高ICI缓解率，我们开发了29f ，一种以酞嗪-1(2 H )-one为核心支架的新型ENPP1抑制剂。 29f在体外抑制 ENPP1 引起的 cGAMP 水解 (IC 50 = 68 nM)，并增强免疫细胞和肿瘤细胞中 STING 介导的 I 型干扰素反应。 29f表现出优异的代谢稳定性和生物利用度（ F = 65%）。口服29f在 CT26 同基因模型中促进肿瘤生长抑制，并增加抗 PD-L1 反应。此外， 29f诱导的免疫记忆可防止肿瘤再攻击时复发，表明29f具有良好的治疗潜力。
• Aryldifluoromethylphosphonic acids with sulfur-containing substituents as PTP-1B inhibitors
  申请人：——

  公开号：US20020091104A1

  公开（公告）日：2002-07-11

  The invention encompasses the novel class of compounds represented by the formula below, which are inhibitors of the PTP-1B enzyme. 1 The invention also encompasses pharmaceutical compositions and methods of treating or preventing PTP-1B mediated diseases, including diabetes.

  本发明包括下式所代表的一类新型化合物，它们是 PTP-1B 酶的抑制剂。 1 本发明还包括治疗或预防 PTP-1B 介导的疾病（包括糖尿病）的药物组合物和方法。
• Visible-Light-Driven Photocatalytic Initiation of Radical Thiol–Ene Reactions Using Bismuth Oxide
  作者：Olugbeminiyi O. Fadeyi、James J. Mousseau、Yiqing Feng、Christophe Allais、Philippe Nuhant、Ming Z. Chen、Betsy Pierce、Ralph Robinson

  DOI：10.1021/acs.orglett.5b03184

  日期：2015.12.4

  A nontoxic and inexpensive photocatalytic initiation of anti-Markovnikov hydrothiolation of olefins using visible light is reported. This method is characterized by low catalyst loading, thereby enabling a mild and selective method for radical initiation in thiol-ene reactions between a wide scope of olefins and thiols.
• SULFUR SUBSTITUTED ARYLDIFLUOROMETHYLPHOSPHONIC ACIDS AS PTP-1B INHIBITORS
  申请人：Merck Frosst Canada & Co.

  公开号：EP1268494A1

  公开（公告）日：2003-01-02