3-(2-methylphenyl)butanoic acid | 72851-31-1

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 苯丙酸
• 英文名称: 3-(2-methylphenyl)butanoic acid
• CAS: 72851-31-1
• 化学式: C₁₁H₁₄O₂
• mdl: MFCD11172880
• 分子量: 178.231
• InChiKey: KDNXCJOQOJLCNJ-UHFFFAOYSA-N

物化性质

• 熔点：
  45-47 °C
• 沸点：
  166-167.5 °C(Press: 12 Torr)
• 密度：
  1.067±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  13
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.363
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  2

安全信息

• 储存条件：
  存储在室温下

反应信息

• 作为反应物：
  描述：

  3-(2-methylphenyl)butanoic acid 生成 4-(2-methylphenyl)pentanoic acid
  参考文献：
  名称：

  氢芳烃的碳 13 磁共振。二、四氢萘和四氢蒽及其甲基衍生物的构象

  摘要：

  已获得 36 种甲基化四氢萘和四氢蒽的碳 13 化学位移数据。对明确构象的化合物的环碳进行了最小二乘回归分析，以确定两个不同脂肪族位置的甲基取代参数，结果已用于估计构象移动化合物的平衡位置。得出的结论是，1-甲基萘满在室温下以基本相同的构象异构体存在，但 2-甲基衍生物主要由具有赤道甲基的构象支配。将取代基参数与先前为甲基化环己烷确定的参数进行比较。对甲基化学位移的类似分析没有成功，部分原因是饱和环的高度柔性。

  DOI：

  10.1021/ja00350a042
• 作为产物：
  描述：

  Methyl 3-(2-methylphenyl)but-2-enoate 在 palladium 10% on activated carbon 、 氢气 、 potassium hydroxide 作用下， 以 甲醇 、 乙醇 、 水 为溶剂， 反应 1.0h， 生成 3-(2-methylphenyl)butanoic acid
  参考文献：
  名称：

  Development of alkyl glycerone phosphate synthase inhibitors: Structure-activity relationship and effects on ether lipids and epithelial-mesenchymal transition in cancer cells

  摘要：

  In aggressive tumors, alkylglyceronephosphate synthase (AGPS) controls cellular ether phospholipid utilization and metabolism to promote cancer cell proliferation and motility. SAR studies on the first-in-class AGPS inhibitor 1, discovered by our group, led to the 2,6-difluoro analog 2i which showed higher binding affinity than 1 in vitro. In 231MFP cancer cells, 2i reduced ether lipids levels and cell migration rate. When tested in PC-3 and MDA-MB-231 cancer cells, 2i specifically impaired epithelial to mesenchymal transition (EMT) by modulating E-cadherin, Snail and MMP2 expression levels. Moreover, the combination of siRNAs against AGPS and 2i provided no additive effect, confirming that the modulation of 2i on EMT specifically relies on AGPS inhibition. Finally, this compound also affected cancer cell proliferation especially in MDA-MB-231 cells expressing higher AGPS level, whereas it provided negligible effects on MeT5A, a non-tumorigenic cell line, thus showing cancer specificity. (C) 2018 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2018.11.050

文献信息

• Amide compounds and pharmaceutical compositions for inhibiting protein kinases, and methods for their use
  申请人：——

  公开号：US20020103203A1

  公开（公告）日：2002-08-01

  Amide compounds that modulate and/or inhibit the activity of certain protein kinases are described. These compounds and pharmaceutical compositions containing them are capable of mediating tyrosine kinase signal transduction in order to modulate and/or inhibit unwanted cell proliferation. The invention is also directed to the therapeutic or prophylactic use of pharmaceutical compositions containing such compounds, and to methods of treating cancer as well as other disease states associated with unwanted angiogenesis and/or cellular proliferation, such as diabetic retinopathy, neovascular glaucoma, rheumatoid arthritis, and psoriasis, by administering effective amounts of such compounds.

  描述了调节和/或抑制特定蛋白激酶活性的酰胺化合物。这些化合物和含有它们的药物组合物能够介导酪氨酸激酶信号传导，以调节和/或抑制不需要的细胞增殖。该发明还涉及含有这些化合物的药物组合物的治疗或预防用途，以及通过给予这些化合物的有效量来治疗癌症以及与不需要的血管生成和/或细胞增殖相关的其他疾病状态，如糖尿病视网膜病变、新生血管性青光眼、类风湿性关节炎和牛皮癣的方法。
• Coumarins. VII. The Acid-catalyzed Reaction of Aromatic Compounds with β-Chlorocarboxylic Acids
  作者：Kikumasa Sato、Yau-Shin Lin、Takeshi Amakasu

  DOI：10.1246/bcsj.42.2600

  日期：1969.9

  The aluminum chloride-catalyzed reaction of aromatic compounds, such as benzene and phenols, with β-chlorocarboxylic acids was investigated. Although the reactions of benzene, toluene, and chlorobenzene with β-chloropropionic acid were found to give the corresponding dihydrocinnamic acids in high yields, attempts to prepare dihydrocoumarin by a similar reaction of phenol were unsuccessful. Similarly

  研究了苯和苯酚等芳香族化合物与 β-氯代羧酸的氯化铝催化反应。尽管发现苯、甲苯和氯苯与 β-氯丙酸反应以高产率得到相应的二氢肉桂酸，但通过苯酚的类似反应制备二氢香豆素的尝试并未成功。类似地，通过氯化铝诱导的芳烃与 β-氯丁酸 (Ib) 的反应，以良好的收率获得了 β-芳基丁酸。相比之下，酚类，如苯酚、邻甲酚和间甲酚，在类似条件下与 Ib 反应，以 22-60% 的产率提供相应的 β-（对羟基苯基）丁酸，
• An atom-economic approach to carboxylic acids via Pd-catalyzed direct addition of formic acid to olefins with acetic anhydride as a co-catalyst
  作者：Yang Wang、Wenlong Ren、Yian Shi

  DOI：10.1039/c5ob01180a

  日期：——

  An effective Pd-catalyzed hydrocarboxylation of olefins using formic acid with acetic anhydride as a co-catalyst is described.

  一种利用甲酸和乙酸酐作为共催化剂，通过Pd催化的烯烃水合羧化方法被描述。
• The Use of Co-crystals for the Determination of Absolute Stereochemistry: An Alternative to Salt Formation
  作者：Kevin S. Eccles、Rebecca E. Deasy、László Fábián、Anita R. Maguire、Simon E. Lawrence

  DOI：10.1021/jo102148p

  日期：2011.2.18

  Absolute stereochemistry of oils and viscous liquids can be difficult to determine. Co-crystallization involves generating a crystalline material consisting of more than one neutral compound. The combination of co-crystallization with both X-ray diffraction and chiral HPLC was particularly powerful in overcoming these difficulties for a series of chiral 3-arylbutanoic acids. Co-crystallization offers

  油和粘性液体的绝对立体化学可能难以确定。共结晶涉及产生由一种以上中性化合物组成的结晶材料。X射线衍射和手性HPLC的共结晶组合在克服一系列手性3-芳基丁酸的这些困难方面特别有效。共结晶提供了优于盐形成的优势，因为共结晶在溶液中会解离，这意味着相同的HPLC条件可用于目标物质及其共结晶。
• Amine Derivatives as Potassium Channel Blockers
  申请人：Harvey Andrew

  公开号：US20140336198A1

  公开（公告）日：2014-11-13

  The present invention relates to compounds useful in the modulation of potassium channel activity in cells, in particular the activity of Kv1.3 channels found in T cells. The invention also relates to the use of these compounds in the treatment or prevention of autoimmune and inflammatory diseases, including multiple sclerosis, pharmaceutical compositions containing these compounds and methods for their preparation.

  本发明涉及用于调节细胞中钾通道活性的化合物，特别是用于调节T细胞中发现的Kv1.3通道活性的化合物。本发明还涉及使用这些化合物治疗或预防自身免疫和炎症性疾病，包括多发性硬化症，含有这些化合物的制药组合物以及它们的制备方法。