2-isopentylbenzoic acid | 105337-36-8

• 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: 2-isopentylbenzoic acid
• 英文别名: 2-(3-methylbutyl)benzoic acid
• CAS: 105337-36-8
• 化学式: C₁₂H₁₆O₂
• 分子量: 192.258
• InChiKey: PTPVMOFUJNOPCO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  14
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-isopentylbenzoic acid 在 palladium diacetate 四丁基氟化铵 、 水 、 三甲基乙酸酐 、 三苯基膦 作用下， 以 四氢呋喃 为溶剂， 反应 4.0h， 生成 ((4bS,7S)-7-hydroxy-4b-methyl-4b,5,6,7,8,10-hexahydrophenanthren-2-yl)(2-isopentylphenyl)methanone
  参考文献：
  名称：

  Cholesterol Surrogates Incorporating a Benzophenone as Part of the Sterol Tetracycle

  摘要：

  Photoactivatable analogues 4-6 of cholesterol (1), having their cross-linking site in the ring D sterol region, have been synthesized starting from bromotetralone 14 via enantioselective Robinson annulation to enone 13 and Suzuki carbonylative coupling to the appropriate phenylboronic acid. Each of 4-6 was shown to substitute successfully for 1 in an assay of apo A-I-induced cellular cholesterol efflux, indicating that these analogues equilibrated with 1 in all major cellular pools.

  DOI：

  10.1021/jo060480y
• 作为产物：
  描述：

  2-碘苯甲酸乙酯, 在 (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride 、 sodium hydroxide 作用下， 以 四氢呋喃 、 乙醇 、 水 为溶剂， 生成 2-isopentylbenzoic acid
  参考文献：
  名称：

  Cholesterol Surrogates Incorporating a Benzophenone as Part of the Sterol Tetracycle

  摘要：

  Photoactivatable analogues 4-6 of cholesterol (1), having their cross-linking site in the ring D sterol region, have been synthesized starting from bromotetralone 14 via enantioselective Robinson annulation to enone 13 and Suzuki carbonylative coupling to the appropriate phenylboronic acid. Each of 4-6 was shown to substitute successfully for 1 in an assay of apo A-I-induced cellular cholesterol efflux, indicating that these analogues equilibrated with 1 in all major cellular pools.

  DOI：

  10.1021/jo060480y

文献信息

• [EN] MACROCYCLIC SPIROETHERS AS MCL-1 INHIBITORS<br/>[FR] SPIROÉTHERS MACROCYCLIQUES UTILISÉS EN TANT QU'INHIBITEURS DE MCL-1
  申请人：ASCENTAGE PHARMA SUZHOU CO LTD

  公开号：WO2020147802A1

  公开（公告）日：2020-07-23

  Provided are compounds represented by Formula (I-A) and the pharmaceutically acceptable salts and solvates thereof, wherein R8, R9a, R9b, R9c, R9d, X, Y, Z, Z1, W, and (aa) are as defined as set forth in the specification. Provided are also compounds of Formula (I-A) for use to treat a condition or disorder responsive to Mcl-1 inhibition such as cancer.

  提供的是由公式（I-A）表示的化合物以及其中所述的药物可接受的盐和溶剂化物，其中R8，R9a，R9b，R9c，R9d，X，Y，Z，Z1，W和（aa）如说明书所述定义。还提供了用于治疗对Mcl-1抑制有反应的条件或疾病的公式（I-A）化合物，例如癌症。
• Demonstrating Ligandability of the LC3A and LC3B Adapter Interface
  作者：Markus Hartmann、Jessica Huber、Jan S. Kramer、Jan Heering、Larissa Pietsch、Holger Stark、Dalibor Odadzic、Iris Bischoff、Robert Fürst、Martin Schröder、Masato Akutsu、Apirat Chaikuad、Volker Dötsch、Stefan Knapp、Ricardo M. Biondi、Vladimir V. Rogov、Ewgenij Proschak

  DOI：10.1021/acs.jmedchem.0c01564

  日期：2021.4.8

  lysosomes. In this study, we show that the homologous members of the human Atg8 family proteins, LC3A and LC3B, are druggable by a small molecule inhibitor novobiocin. Structure–activity relationship (SAR) studies of the 4-hydroxy coumarin core scaffold were performed, supported by a crystal structure of the LC3A dihydronovobiocin complex. The study reports the first nonpeptide inhibitors for these protein

  自噬是许多基于溶酶体的胞质货物降解途径的统称。自噬的关键成分是Atg8家族蛋白的成员，几乎参与了该过程的所有步骤，从自噬体形成到与溶酶体的选择性融合。在这项研究中，我们显示人类Atg8家族蛋白LC3A和LC3B的同源成员可通过小分子抑制剂新霉素进行药物治疗。在LC3A二氢新生物素复合物的晶体结构的支持下，进行了4-羟基香豆素核心支架的结构-活性关系（SAR）研究。
• Visible Light-Promoted Magnesium, Iron, and Nickel Catalysis Enabling C(sp³)–H Lactonization of 2-Alkylbenzoic Acids
  作者：Sasa Li、Mincong Su、Jie Sun、Kunjun Hu、Jian Jin

  DOI：10.1021/acs.orglett.1c01984

  日期：2021.8.6

  patterns could be transformed into the corresponding phthalide products. Based on the mechanistic experimentation and reported prior studies, a possible mechanism for the benzylic oxidative lactonization reaction was proposed with the hypothetic photoactive ternary complex formed between the 2-alkylbenzoic acid substrate, magnesium ion, and bromate anion.

  通过合并光催化和镁（铁、镍）催化，实现了温和实用的 C(sp 3 )-H 内酯化方案。具有多种取代模式的多种 2-烷基苯甲酸可以转化为相应的邻苯二甲酸产品。基于机理实验和先前报道的研究，提出了苄基氧化内酯化反应的可能机制，假设光活性三元络合物在 2-烷基苯甲酸底物、镁离子和溴酸盐阴离子之间形成。
• Water-soluble dithioesters and method for polymerization thereof
  申请人：——

  公开号：US20040138492A1

  公开（公告）日：2004-07-15

  Disclosed are water soluble dithioesters capable of acting as chain transfer agents in preparing a vinyl-based polymer to control molecular weight and molecular weight distribution thereof as well as being capable of living polymerization even in an aqueous solution, and a method for polymerization thereof.

  公开了一种水溶性的二硫酯，能够作为链转移剂在制备基于乙烯的聚合物时控制其分子量和分子量分布，并且能够在水溶液中进行活性聚合，以及其聚合方法。
• Electrochemical-induced benzyl C–H amination towards the synthesis of isoindolinones <i>via</i> aroyloxy radical-mediated C–H activation
  作者：Mingming Yu、Yuhan Gao、Lin Zhang、Yingjie Zhang、Yiyan Zhang、Hong Yi、Zhiliang Huang、Aiwen Lei

  DOI：10.1039/d1gc04676d

  日期：——

  The rapid synthesis of valuable isoindolinones with cheap and easily available starting materials under mild conditions is of great importance, but is challenging. We enclose here a novel electrochemical strategy to selectively and sustainably access isoindolinone using simple o-alkyl benzoic acids and nitriles as substrates under metal catalyst and external oxidant-free conditions. The protocol shows

  在温和条件下用廉价且容易获得的起始原料快速合成有价值的异吲哚啉酮非常重要，但也具有挑战性。我们在这里附上了一种新的电化学策略，在金属催化剂和外部无氧化剂条件下，使用简单的邻烷基苯甲酸和腈作为底物，选择性地和可持续地获取异吲哚啉酮。该协议显示出非常好的功能组耐受性。机理研究表明，芳酰氧基自由基参与了这种转变，它通过 1,5-HAT 过程引发了苄基 C-H 胺化事件。同时，腈作为氮源起着至关重要的作用，因为它的衍生中间体促进了产物中酰胺键的构建。