3-甲氧基-5-甲基苯甲酰氯 | 96227-40-6

• 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: 3-甲氧基-5-甲基苯甲酰氯
• 英文名称: 5-methoxy-3-methylbenzoic acid chloride
• 英文别名: 3-Methoxy-5-methylbenzoyl chloride；5-Methyl-m-anissaeurechlorid
• CAS: 96227-40-6
• 化学式: C₉H₉ClO₂
• 分子量: 184.622
• InChiKey: UCYXTQNNWZAHTN-UHFFFAOYSA-N

物化性质

• 沸点：
  278.4±20.0 °C(Predicted)
• 密度：
  1.182±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  12
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

安全信息

• 海关编码：
  2918990090

反应信息

• 作为反应物：
  描述：

  3-甲氧基-5-甲基苯甲酰氯 在 palladium on activated charcoal 盐酸 、 正丁基锂 、 氯化亚砜 、 美雄醇 、 氢气 、 potassium carbonate 作用下， 以 四氢呋喃 、 二氯甲烷 、 水 为溶剂， 生成 defucogilvocarcin M
  参考文献：
  名称：

  A new synthesis of defucogilvocarcin M

  摘要：

  DOI：

  10.1016/s0040-4039(01)93455-0
• 作为产物：
  描述：

  3-羟基-5-甲基苯甲酸 在 sodium hydroxide 、 氯化亚砜 、 N,N-二甲基甲酰胺 作用下， 以 二氯甲烷 为溶剂， 反应 27.0h， 生成 3-甲氧基-5-甲基苯甲酰氯
  参考文献：
  名称：

  Synthesis of Antibiotics WS 5995 A and C and Related Compounds by Palladium-Catalyzed Coupling of 2-Bromonaphthoquinones with Organostannanes

  摘要：

  The synthesis of arylnaphthoquinones can be performed simply by using as the key reaction the Pd(0)- and Cu(I)-catalyzed coupling of arylstannanes with 2-bromonaphthoquinones as the electrophiles. The palladium-catalyzed coupling reaction is general and allows for the functionalization of the unprotected quinone nucleus with alkyl, alkenyl, and aryl substituents. The coupling process tolerates the presence of a chelated peri hydroxyl and steric crowding of a 2,6-disubstituted arylstannane, although the preparation of a 2,6,2',6'-tetrasubstituted biaryl by coupling of 2-bromo-3,5-bis(acetyloxy)-1,4-naphthoquinone as the electrophile with 2,6-disubstituted arylstannanes was unsuccessful. The syntheses of quinonoid antibiotics WS 5995 A and C was accomplished by using this method as the key step. Benz[b]phenanthridinone 1, hypothetical intermediate in the biosynthesis of benz[b]phenanthridine alkaloids, was also prepared from antibiotic WS 5995 C or by addition of ammonia to the 2-aryl-1,4-naphthoquinone 41 followed by heterocyclization.

  DOI：

  10.1021/jo00099a045

文献信息

• ANGIOGENIC RESORCINOL DERIVATIVES
  申请人：Makriyannis Alexandros

  公开号：US20120172339A1

  公开（公告）日：2012-07-05

  Novel resorcinol derivatives and methods of preparation and use are presented. These compounds can stimulate angiogenesis as a biological function triggered by the activation of one cannabinoid receptor distinct from CB1 and CB2. Thus, these compounds are specific ligands for one cannabinoid receptor distinct from CB1 and CB2. The invented compounds, when administered in a therapeutically effective amount to an individual or animal, results in a sufficiently high level of that compound in the individual or animal to cause a physiological response. The physiological response may be useful to treat a number of physiological conditions.

  本发明提供了新型间苯二酚衍生物的制备方法和用途。这些化合物可以刺激血管生成，作为一种由激活与CB1和CB2不同的一种大麻素受体而触发的生物学功能。因此，这些化合物是与CB1和CB2不同的一种大麻素受体的特异性配体。当以治疗有效量的方式向个体或动物施用这些发明化合物时，会在个体或动物中产生足够高的该化合物水平，从而引起生理反应。这种生理反应可能有助于治疗许多生理状况。
• THIAZOLE-BASED INHIBITORS OF SCAVENGER RECEPTOR BI
  申请人：Dockendorff Chris

  公开号：US20160060254A1

  公开（公告）日：2016-03-03

  This application describes compounds and methods that can inhibit Scavenger receptor class B, type I (SR-BI) activity, which compounds and methods can used, for example, to mediate high-density lipoprotein (HDL) lipid uptake and treat hepatitis C viral infections.

  这个应用程序描述了可以抑制清道夫受体B类I型（SR-BI）活性的化合物和方法，这些化合物和方法可以用于介导高密度脂蛋白（HDL）脂质摄取和治疗丙型肝炎病毒感染。
• Palladium-catalyzed coupling of 2-bromonaphthoquinones with stannanes: a concise synthesis of antibiotics WS 5995 A and C and related compounds
  作者：Nuria Tamayo、Antonio M. Echavarren、M. Carmen Paredes

  DOI：10.1021/jo00023a004

  日期：1991.11

  The syntheses of antibiotics WS 5995 A and C and a hypothetical intermediate in the biosynthesis of the kinamycin antibiotics have been completed by using as the key step the palladium-catalyzed coupling of 2-bromo-1,4-naphthoquinones with stannanes.
• Slominskii,Yu.L. et al., Journal of Organic Chemistry USSR (English Translation), 1970, vol. 6, p. 1947 - 1951
  作者：Slominskii,Yu.L. et al.

  DOI：——

  日期：——
• Crystal Structures of PI3Kα Complexed with PI103 and Its Derivatives: New Directions for Inhibitors Design
  作者：Yanlong Zhao、Xi Zhang、Yingyi Chen、Shaoyong Lu、Yuefeng Peng、Xiang Wang、Chengliang Guo、Aiwu Zhou、Jingmiao Zhang、Yu Luo、QianCheng Shen、Jian Ding、Linghua Meng、Jian Zhang

  DOI：10.1021/ml400378e

  日期：2014.2.13

  The phosphatidylinositol 3-kinase (PI3K) signaling pathway plays important roles in cell proliferation, growth, and survival. Hyperactivated PI3K is frequently found in a wide variety of human cancers, validating it as a promising target for cancer therapy. We determined the crystal structure of the human PI3K alpha-PI103 complex to unravel molecular interactions. Based on the structure, substitution at the R-1 position of the phenol portion of PI103 was demonstrated to improve binding affinity via forming a new H-bond with Lys802 at the bottom of the ATP catalytic site. Interestingly, the crystal structure of the PI3K alpha-9d complex revealed that the flexibility of Lys802 can also induce additional space at the catalytic site for further modification. Thus, these crystal structures provide a molecular basis for the strong and specific interactions and demonstrate the important role of Lys802 in the design of novel PI3K alpha inhibitors.