10-(4-甲基苯基)磺酰氧基癸基-4-甲基苯磺酸盐 | 36247-33-3

• 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: 10-(4-甲基苯基)磺酰氧基癸基-4-甲基苯磺酸盐
• 英文名称: decane-1,10-diyl bis(4-methylbenzenesulfonate)
• 英文别名: 10-(4-Methylphenyl)sulfonyloxydecyl 4-methylbenzenesulfonate
• CAS: 36247-33-3
• 化学式: C₂₄H₃₄O₆S₂
• 分子量: 482.662
• InChiKey: LQCKJOZNCYWHPX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.5
• 重原子数：
  32
• 可旋转键数：
  15
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  104
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  10-(4-甲基苯基)磺酰氧基癸基-4-甲基苯磺酸盐 在 potassium carbonate 作用下， 以 乙醇 、 乙腈 、 苯 为溶剂， 反应 120.0h， 生成 Methyl-(10-thiazolidin-3-yl-decyl)-amine
  参考文献：
  名称：

  Synthesis and α1-antagonist activity of new prazosin- and benextramine-related tetraamine disulfides

  摘要：

  Tetraamine disulfides 1-10 were designed by combining the structural features of benextramine, an irreversible alpha(1)/alpha(2)-adrenoceptor antagonist, and prazosin, a selective competitive alpha(1)-antagonist. Their biological profile was assessed by functional and binding assays. In rat vas deferens functional experiments, tetraamine disulfides 1-10 displayed a marked selectivity at alpha(1)-adrenoceptors. Furthermore, they acted as competitive antagonists at alpha(1)-adrenoceptors and weak noncompetitive (irreversible) antagonists at alpha(2)-adrenoceptors. In binding assays, performed at alpha(1)-adrenoceptors of rat liver (alpha 1B) and submaxillary gland (alpha(1A), compound 5 showed an 11-fold selectivity for alpha(1B)-adrenoceptors in contrast to both prazosin and benextramine, which were not selective or selective for the alpha(1A)-subtype respectively.

  DOI：

  10.1016/s0223-5234(97)84357-7
• 作为产物：
  描述：

  1,10-癸二醇 、 对甲苯磺酰氯 在 4-二甲氨基吡啶 、 三乙胺 作用下， 以 乙腈 为溶剂， 以74 %的产率得到10-(4-甲基苯基)磺酰氧基癸基-4-甲基苯磺酸盐
  参考文献：
  名称：

  苯并 [d] 异恶唑衍生物作为潜在治疗前列腺癌的有效 BET 双价抑制剂的合理设计、合成和生物学评价

  摘要：

  多价是有效结合靶蛋白的一种有吸引力的策略。Bromodomain and extra-terminal (BET) 家族具有两个串联溴结构域（BD1、BD2），被认为是前列腺癌的潜在新靶点。在此，我们报告了基于我们的单价 BET 抑制剂7 (Y06037) 的一类新型 BET 双价抑制剂的合理设计、优化和评估。代表性的二价抑制剂17b可有效抑制 LNCaP 的细胞生长，其效力比单价抑制剂7高 32 倍。此外， 2 μM 的17b可诱导 LNCaP 细胞中 95.1% 的 PSA 消退。进一步进行对接研究以揭示17b的潜在结合模式有两个 BET 溴结构域。我们的研究表明，17b (Y13021) 是一种很有前途的 BET 双价抑制剂，可用于治疗前列腺癌。

  DOI：

  10.1016/j.bioorg.2023.106495

文献信息

• Tethered PProDOTs: conformationally restricted 3,4-propylenedioxythiophene based electroactive polymers
  作者：Ryan M. Walczak、John S. Cowart、John R. Reynolds

  DOI：10.1039/b610232h

  日期：——

  Herein we report a complete family of conformationally restricted PProDOT derivatives with varying alkylene tether lengths. It was found that variation of the tether length and structure of the electropolymerizable monomer was successful in the fine-tuning of the electrochemical and optical properties of the subsequent material. It was found that the band gap of the materials could be varied between 1.94 and 2.26 eV, with the “sweet spot” for obtaining the maximum electronic band gap existing at the n = 6 tether length, while maintaining low redox potentials. It was also found that these polymers exhibited stable electrochromic behavior with colors varying from blue–purple to orange in their neutral states and transmissive in their doped states.

  本文报道了一组构象受限的PProDOT衍生物家族，其烷撑链长度各异。研究发现，通过改变链长及电聚合单体的结构，能够成功微调后续材料的电化学和光学性质。材料的带隙可在1.94至2.26电子伏特之间变化，其中最佳链长n=6时可获得最大电子带隙，同时保持较低的氧化还原电位。这些聚合物还表现出稳定的电致变色行为，它们在中性状态下的颜色从蓝紫色到橙色不等，而在掺杂状态下则呈透明态。
• [EN] BROMODOMAIN TARGETING DEGRONIMERS FOR TARGET PROTEIN DEGRADATION<br/>[FR] DÉGRONIMÈRES CIBLANT UN BROMODOMAINE POUR LA DÉGRADATION DE PROTÉINES CIBLES
  申请人：C4 THERAPEUTICS INC

  公开号：WO2017197056A1

  公开（公告）日：2017-11-16

  This invention provides a Degronimer that has an E3 Ubiquitin Ligase targeting moiety (Degron) that can be linked to a Targeting Ligand for a bromodomain protein selected for in vivo degradation to achieve a therapeutic effect, and methods of use and compositions thereof as well as methods for their preparation.

  这项发明提供了一种Degronimer，它具有可与靶向配体连接的E3泛素连接酶靶向部位（Degron），该靶向配体选择用于体内降解溴结构域蛋白以实现治疗效果，并提供了使用方法、组合物以及它们的制备方法。
• Synthesis of alkylene linked bis-THA and alkylene linked benzyl-THA as highly potent and selective inhibitors and molecular probes of acetylcholinesterase
  作者：Yuan-Ping Pang、Feng Hong、Polly Quiram、Tanya Jelacic、Stephen Brimijoin

  DOI：10.1039/a601642a

  日期：——

  An efficient and economical synthesis of a series of rationally designed novel 9,9′-(alkane-1,ω-diyldiimino)-1,2,3,4-tetrahydroacridines (ω = 7–10) and a second series of new analogues, 9-(ω-phenylalkylamino)-1,2,3,4-tetrahydroacridines (ω = 4–10), is reported. Compounds in the first series are found to be up to 10 000-fold more selective and 1000-fold more potent in reversibly inhibiting rat acetylcholinesterase (AChE) than the monomer, 9-amino-1,2,3,4-tetrahydroacridine (THA). Some members in the latter series (ω = 7–8) are slightly more potent than THA in inhibiting AChE but still more selective. These compounds can serve as (i) important chemical tools to evaluate the role of AChE inhibition by THA, a clinical drug, in treating Alzheimer’s disease, (ii) effective, safer and low-cost insecticides and parasiticides, (iii) potential blockers of the K+ channel and the N-methyl-D-aspartate receptor channel, and perhaps (iv) improved therapeutics for Alzheimer’s disease.

  报道了一种高效经济的合成一系列合理设计的新型9,9′-(烷-1,ω-二亚氨基)-1,2,3,4-四氢吖啶（ω=7-10）及其第二系列新类似物，9-(ω-苯基烷基氨基)-1,2,3,4-四氢吖啶（ω=4-10）的方法。第一系列化合物对大鼠乙酰胆碱酯酶（AChE）的可逆抑制作用比单体9-氨基-1,2,3,4-四氢吖啶（THA）的选择性高10000倍，效力高1000倍。在后一系列化合物中，某些成员（ω=7-8）抑制AChE的效力略高于THA，但仍更具选择性。这些化合物可作为（i）重要的化学工具，评估临床药物THA在治疗阿尔茨海默病中抑制AChE的作用，（ii）有效、更安全、低成本的杀虫剂和驱虫剂，（iii）潜在的钾通道和N-甲基-D-天冬氨酸受体通道阻滞剂，以及（iv）改进的阿尔茨海默病治疗药物。
• Ultrathin monolayer lipid membranes from a new family of crown ether-based bola-amphiphiles
  作者：Servando Munoz、Jesus Mallen、Akio Nakano、Zhihong Chen、Isabelle Gay、Luis Echegoyen、George W. Gokel

  DOI：10.1021/ja00058a014

  日期：1993.3

  Twelve novel α,Ω-bis(N-azacrown ether) compounds have been prepared, characterized, and converted into a previously unknown type of niosome. Four are bis(15-crown-5) derivatives having the following spacer chains: (CH 2 ) 12 (1), (CH 2 ) 16 (2), CO(CH 2 ) 20 CO (3), and (CH 2 ) 22 (4)

  已经制备、表征了 12 种新型 α,Ω-双（N-氮杂冠醚）化合物，并将其转化为以前未知类型的 niosome。四种是具有以下间隔链的双(15-crown-5)衍生物：(CH 2 ) 12 (1)、(CH 2 ) 16 (2)、CO(CH 2 ) 20 CO (3)和(CH 2 ) 22 (4)
• Translational isomers of <i>N</i>-sulfonylated [3]catenane: synthesis and isomerization
  作者：Hajime Iwamoto、Yuki Ishizu、Eietsu Hasegawa、Ryo Sekiya、Takeharu Haino

  DOI：10.1039/d0cc07720h

  日期：——

  N-Sulfonylated [3]catenanes, which exist as two translational isomers, were synthesized. The X-ray crystal structure of the distal isomer of [3]catenane, which has higher symmetry, revealed hydrogen bonds involving the carboxylic acid moieties on the terminal rings. The thermodynamic parameters of the isomerization revealed that this hydrogen bonding influenced the isomerization process.

  合成了以两个翻译异构体形式存在的N-磺酰化的[3] catenanes。[3]环戊烷的远端异构体的X射线晶体结构具有较高的对称性，揭示了氢键涉及末端环上的羧酸部分。异构化的热力学参数表明该氢键影响了异构化过程。