3-(Bromomethyl)-2-methylanisole | 70264-73-2

• 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: 3-(Bromomethyl)-2-methylanisole
• 英文别名: 1-(bromomethyl)-3-methoxy-2-methylbenzene
• CAS: 70264-73-2
• 化学式: C₉H₁₁BrO
• 分子量: 215.09
• InChiKey: DDMAAZGSYRZHPK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  11
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  3-(Bromomethyl)-2-methylanisole 以96.2%的产率得到dimethyl 2-(3-methoxy-2-methylbenzyl)malonate
  参考文献：
  名称：

  Bicyclic inhibitors of protein farnesyl transferase

  摘要：

  本发明提供了化合物的结构式(I)。本发明还提供了一种治疗癌症、治疗或预防再狭窄或动脉粥样硬化的方法。本发明还提供了含有结构式(I)化合物的药学上可接受的组合物。

  公开号：

  US06133303A1
• 作为产物：
  描述：

  2,3-二甲基苯甲醚 以10%的产率得到
  参考文献：
  名称：

  Gruter Gert-Jan M., Akkerman Otto S., Bickelhaupt Friedrich, J. Org. Chem, 59 (1994) N 16, S 4473- 4481

  摘要：

  DOI：

文献信息

• [EN] ANTIMICROBIAL AGENTS<br/>[FR] AGENTS ANTIMICROBIENS
  申请人：UNIV RUTGERS

  公开号：WO2010127307A1

  公开（公告）日：2010-11-04

  The invention provides a compound of formula (I): or a salt or prodrug thereof, wherein Y, W, Z, Z1, Z2, Z3, Z4, and R1- R12 have any of the values described in the specification, as well as compositions comprising a compound of formula (I). The compounds are useful as antibacterial agents.

  这项发明提供了一个式(I)的化合物：或其盐或前药，其中Y、W、Z、Z1、Z2、Z3、Z4和R1-R12具有规范中描述的任何值，以及包含式(I)的化合物的组合物。这些化合物可用作抗菌剂。
• Studies on diketopiperazine and dipeptide analogs as opioid receptor ligands
  作者：Siavash Shahbazi Nia、Mohammad Anwar Hossain、Guangchen Ji、Sravan K. Jonnalagadda、Samuel Obeng、Md Ashrafur Rahman、Ali Ehsan Sifat、Saeideh Nozohouri、Collin Blackwell、Dhavalkumar Patel、Jon Thompson、Scott Runyon、Takato Hiranita、Christopher R. McCurdy、Lance McMahon、Thomas J. Abbruscato、Paul C. Trippier、Volker Neugebauer、Nadezhda A. German

  DOI：10.1016/j.ejmech.2023.115309

  日期：2023.3

  prepared two different chemotypes with selective affinity to the kappa opioid receptor (KOR). Using medicinal chemistry approaches and structure-activity relationship (SAR) studies, structural features required for the observed affinity were identified, and advanced molecules with favorable Multiparameter Optimization (MPO) and Ligand Lipophilicity (LLE) profiles were prepared. Using the Thermal Place

  以胶霉毒素的结构为起点，我们制备了两种对 kappa 阿片受体(KOR) 具有选择性亲和力的不同化学型。使用药物化学方法和构效关系（SAR）研究，确定了观察到的亲和力所需的结构特征，并制备了具有有利的多参数优化（MPO）和配体亲脂性（LLE）特征的先进分子。通过热场所偏好测试 (TPPT)，我们发现化合物2可以阻断 U50488（一种已知的 KOR 激动剂）的镇痛作用。多项报告表明，KOR 信号传导的调节是治疗神经性疼痛 (NP) 的一种有前途的治疗策略。作为一项概念验证研究，我们在 NP 大鼠模型中测试了化合物2，并记录了其调节感觉和情绪疼痛相关行为的能力。体外和体内观察结果表明，这些配体可用于开发具有疼痛治疗潜在应用的化合物。
• Discovery of the selective sphingomyelin synthase 2 inhibitors with the novel structure of oxazolopyridine
  作者：Xiang-Yu Qi、Yang Cao、Ya-Li Li、Ming-Guang Mo、Lu Zhou、De-Yong Ye

  DOI：10.1016/j.bmcl.2017.05.074

  日期：2017.8

  Sphingomyelin synthase (SMS) is a key enzyme in sphingomyelin biosynthetic pathway, whose activity is highly related to the atherosclerosis progression. SMS2 could serve as a promising therapeutic target for atherosclerosis. Based on the structure of lead compound D2, a series of oxazolopyridine derivatives were designed, synthesized, and their inhibitory activities against purified SMS1 and SMS2 enzymes were evaluated respectively. The representative molecules QY4 and QY16 possess micromolar inhibitory activities against SMS2 and excellent isoform preferences over SMS1, qualified to be selected as potential molecules in further discovery of specific SMS2 inhibitors. (C) 2017 Elsevier Ltd. All rights reserved.
• Nuclear versus Side-Chain Bromination of Methyl-Substituted Anisoles by N-Bromosuccinimide
  作者：Gert-Jan M. Gruter、Otto S. Akkerman、Friedrich Bickelhaupt

  DOI：10.1021/jo00095a023

  日期：1994.8

  The reactions of methyl-substituted anisoles with N-bromosuccinimide in CCl4 are reported. In the absence of a catalyst and under irradiation, some of these substrates undergo nuclear bromination in competition with the well-known side-chain bromination. With 2-methylanisole and with 2,6-dimethylanisole, nuclear bromination is not observed, whereas with 3,5-dimethylanisole, nuclear bromination at the 4-position is the dominating reaction. Investigation of the reactivity of several other methyl-substituted anisoles revealed the following general trend: methyl-substituted anisoles are attacked at the position para to the methoxy group rather than at the side chain when (at least) two methyl groups are present at positions 3 and 5. When positions 2 and 6 are both occupied, nuclear bromination is retarded; in 2,6-dimethylanisole and in 2,3,6-trimethylanisole, only side-chain bromination is observed. In contrast, in 2,3,5,6-tetramethylanisole, the 4-position is sufficiently reactive to be brominated, because the decrease in reactivity by the presence of two methyl groups at positions 2 and 6 is overruled by the two additional methyl groups at positions 3 and 5; as a result, both nuclear and side-chain bromination occur. The observed chemospecificity can be rationalized by a difference in mechanism: the side-chain bromination is a radical reaction, while the nuclear bromination is an electrophilic aromatic substitution reaction, which is so far contrary to expectation, as irradiation had been expected to favor radical processes.
• 2-Methoxy-6-methylbenzaldehyde and Related Compounds
  作者：Stephen D. Carter、Timothy W. Wallace

  DOI：10.1055/s-1983-30599

  日期：——