4-甲基苯基氯乙酸酯 | 15150-39-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚酯
• 中文名称: 4-甲基苯基氯乙酸酯
• 英文名称: p-tolyl chloroacetate
• 英文别名: 2-chloroacetic acid 4-methylphenyl ester；p-tolyl-2-chloroacetate；p-Tolyl-chloracetat；p-Kresyl-monochloracetat；chloro-acetic acid, 4-methylphenyl ester；chloro-acetic acid p-tolyl ester；Chlor-essigsaeure-p-tolylester；4-Chloracetoxy-toluol；4-Methylphenyl chloroacetate；(4-methylphenyl) 2-chloroacetate
• CAS: 15150-39-7
• 化学式: C₉H₉ClO₂
• mdl: MFCD06252173
• 分子量: 184.622
• InChiKey: WRHZVNFCHZZJNU-UHFFFAOYSA-N

物化性质

• 熔点：
  32°C
• 沸点：
  263.86°C (rough estimate)
• 密度：
  1.1840

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  12
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.222
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4-甲基苯基氯乙酸酯 在 三氯化铝 作用下， 生成 2-氯-1-(2-羟基-5-甲基苯基)乙酮
  参考文献：
  名称：

  Mameli, Gazzetta Chimica Italiana, 1926, vol. 56, p. 764

  摘要：

  DOI：
• 作为产物：
  描述：

  氯甲酸对甲苯 在 盐酸 作用下， 以 乙醚 、 氯仿 为溶剂， 反应 3.0h， 生成 4-甲基苯基氯乙酸酯
  参考文献：
  名称：

  Zalesov; Kataev, Russian Journal of Organic Chemistry, 1999, vol. 35, # 11, p. 1666 - 1672

  摘要：

  DOI：

文献信息

• [EN] MODULATORS OF HSD17B13 AND METHODS OF USE THEREOF<br/>[FR] MODULATEURS DE HSD17B13 ET LEURS PROCÉDÉS D'UTILISATION
  申请人：REGENERON PHARMA

  公开号：WO2021003295A1

  公开（公告）日：2021-01-07

  The disclosure relates to compounds and pharmaceutical compositions capable of modulating the hydroxysteroid 17-beta dehydrogenase (HSD17B) family member proteins including inhibiting the HSD17B member proteins, e.g. HSD17B13. The disclosure further relates to methods of treating liver diseases, disorders, or conditions with the compounds and pharmaceutical compositions disclosed herein, in which the HSD17B family member protein plays a role.

  本公开涉及能够调节羟基类固醇17-β脱氢酶（HSD17B）家族成员蛋白的化合物和药物组合物，包括抑制HSD17B家族成员蛋白，例如HSD17B13。本公开还涉及使用此处披露的化合物和药物组合物治疗肝脏疾病、障碍或状况的方法，其中HSD17B家族成员蛋白发挥作用。
• Design, synthesis and biological evaluation of uncharged catechol derivatives as selective inhibitors of PTP1B
  作者：Xiang-Qian Li、Qi Xu、Jiao Luo、Li-Jun Wang、Bo Jiang、Ren-Shuai Zhang、Da-Yong Shi

  DOI：10.1016/j.ejmech.2017.05.007

  日期：2017.8

  obesity. However, the development of charged PTP1B inhibitors was restricted due to their low cell permeability and poor bioavailability. Based on active natural products, two series of uncharged catechol derivatives were identified as PTP1B inhibitors by targeting a secondary aryl phosphate-binding site as well as the catalytic site. The most potent inhibitor 22 showed an IC50 of 0.487 μM against PTP1B and

  蛋白质酪氨酸磷酸酶1B（PTP1B）是有效治疗T2DM和肥胖症的有希望且经过验证的治疗靶标。但是，带电的PTP1B抑制剂由于其低的细胞渗透性和较差的生物利用度而受到限制。基于活性天然产物，通过靶向磷酸二芳基酯结合位点和催化位点，鉴定了两个系列的不带电荷的邻苯二酚衍生物为PTP1B抑制剂。最有效的抑制剂22对PTP1B的IC 50为0.487μM，相对于TCPTP具有很强的选择性（27倍）。还进行了动力学研究，发现22种可作为竞争性PTP1B抑制剂。22例C2C12肌管的治疗显着增加了IRβ，Akt和IRS1的磷酸化水平。其作用谱与胰岛素产生的相似，表明其作为一种新的非胰岛素依赖性候选药物的潜力。
• Synthesis and antibacterial activity of 3-benzylamide derivatives as FtsZ inhibitors
  作者：Zhongping Hu、Shasha Zhang、Weicheng Zhou、Xiang Ma、Guangya Xiang

  DOI：10.1016/j.bmcl.2017.02.032

  日期：2017.4

  series of PC190723 derivatives was synthesized and investigated for their antimicrobial activity. The compounds exhibited good activity against several Gram-positive bacteria as determined by comparison of diameters of the zone of inhibition of test compounds and standard antibiotics. Compound 9 with a fluorine substitution on the phenyl ring showed the best antibacterial activity in the series against

  人类病理细菌的多药耐药菌株的出现和传播正在对全世界的公共卫生构成威胁。在当前的研究中，合成了一系列PC190723衍生物并研究了其抗菌活性。通过比较测试化合物和标准抗生素的抑制区域的直径来确定，该化合物对几种革兰氏阳性细菌表现出良好的活性。在苯环上具有氟取代基的化合物9在该系列中对耻垢分枝杆菌具有0.62的区域比，对于金黄色葡萄球菌具有0.44的区域比显示出最佳的抗菌活性。这项研究的结果表明，基于独特的3-甲氧基苯甲酰胺药效基团，
• 3-Azidothieno[2,3-b]pyridine Thermolysis as a Route to Novel peri-Annelated Heterocyclic Derivatives – Benzo(furo)thieno[2,3,4-ij]-2,7-naphthyridines
  作者：Vladimir Vasilin、Eugeniya Kanishcheva、Tatyana Stroganova、Gennady Krapivin

  DOI：10.1055/s-0034-1379983

  日期：——

  Synthesis of novel benzo(furo)thieno[2,3,4-ij]-2,7-naphthyridines based on alkyl(aryl) 3-azido-4-aryl(furyl)thieno[2,3-b]pyridine-2-carboxylate thermolysis is elaborated. The structures of the synthesized materials were assigned by their NMR, IR, and MS analysis. Synthesis of novel benzo(furo)thieno[2,3,4-ij]-2,7-naphthyridines based on alkyl(aryl) 3-azido-4-aryl(furyl)thieno[2,3-b]pyridine-2-carboxylate

  摘要 基于烷基（芳基）3-叠氮基-4-芳基（呋喃基）噻吩并[2,3 - b ]吡啶-2的新型苯并（呋喃）噻吩并[ 2,3,4- ij ] -2,7-萘啶的合成阐述了羧酸盐的热解。合成材料的结构通过其NMR，IR和MS分析确定。 基于烷基（芳基）3-叠氮基-4-芳基（呋喃基）噻吩并[2,3 - b ]吡啶-2的新型苯并（呋喃）噻吩并[ 2,3,4- ij ] -2,7-萘啶的合成阐述了羧酸盐的热解。合成材料的结构通过其NMR，IR和MS分析确定。
• 3-Amino(azido)-4,6-aryl(hetaryl)thieno[2,3-b]pyridines and benzo(furo,thieno)[c]thieno[2,3,4-i,j]-2,7-naphthyridines on their basis: synthesis, spectral properties, and prediction of biological activity
  作者：Vladimir K. Vasilin、Eugeniya A. Kanishcheva、Tat’yana А. Stroganova、Vitaly А. Volynkin、Anzhelika V. Gizhinskaya、Pavel M. Vassiliev、Gennady D. Krapivin

  DOI：10.1007/s10593-020-02777-3

  日期：2020.8

  corresponding 3-amino derivatives are convenient precursors in the synthesis of the peri-annulated heterocyclic system, benzo(furo,thieno)[c]thieno[2,3,4-i,j]-2,7-naphthyridines. The spectral characteristics of the obtained compounds (IR, UV, NMR (1H, 13C, 1H–15N gHMBC) spectra, luminescence spectra, mass spectra) were studied. Computational prediction of potential biological action has been performed.

  从相应的3-氨基衍生物获得的3-Azido-4,6- diarylthienopyridines是合成周环杂环体系苯并（furo，thieno）[ c ] thieno [2,3,4- i的便利前体，j ] -2，7-萘啶。研究了所得化合物的光谱特征（IR，UV，NMR（1 H，13 C，1 H– 15 N gHMBC）光谱，发光光谱，质谱）。已经进行了潜在生物作用的计算预测。