1-(溴甲基)-2-氯-3-甲氧基苯 | 354138-68-4

• 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: 1-(溴甲基)-2-氯-3-甲氧基苯
• 英文名称: 1-(bromomethyl)-2-chloro-3-methoxybenzene
• 英文别名: 1-(Bromomethyl)-2-chloro-3-methoxybenzene
• CAS: 354138-68-4
• 化学式: C₈H₈BrClO
• 分子量: 235.508
• InChiKey: FWDCBEXSSVMZBH-UHFFFAOYSA-N

物化性质

• 沸点：
  272.5±25.0 °C(Predicted)
• 密度：
  1.520±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  11
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

安全信息

• 海关编码：
  2909309090
• 包装等级：
  II
• 危险类别：
  8
• 危险性防范说明：
  P264,P270,P271,P280,P303+P361+P353,P304+P340,P305+P351+P338,P310,P330,P331,P363,P403+P233,P501
• 危险品运输编号：
  3261
• 危险性描述：
  H302,H314

反应信息

• 作为反应物：
  描述：

  1-(溴甲基)-2-氯-3-甲氧基苯 在 lithium diisopropyl amide 作用下， 以 四氢呋喃 、 环己烷 、 苯 为溶剂， 反应 23.25h， 生成 2-chloro-3-[(E)-2-(5-methoxy-1H-indol-2-yl)ethenyl]phenol
  参考文献：
  名称：

  4-Phenylpyrrolo[3,4-c]carbazole-1,3(2H,6H)-dione Inhibitors of the Checkpoint Kinase Wee1. Structure−Activity Relationships for Chromophore Modification and Phenyl Ring Substitution

  摘要：

  High-throughput screening has identified a novel class of inhibitors of the checkpoint kinase Wee1, which have potential for use in cancer chemotherapy. These inhibitors are based on a 4-phenylpyrrolo[3,4-c]carbazole- 1,3(2H,6H)-dione template and have been shown by X-ray crystallography to bind at the ATP site of the enzyme. An extensive study of the effects of substitution around this template has been carried out, which has identified substituents which lead to improvements in potency and selectivity for Wee1. While retention of the maleimide ring and pendant 4-phenyl group is necessary for potency, replacement of the carbazole nitrogen by oxygen is well tolerated and results in improved Wee1 selectivity against the related checkpoint kinase Chk1. Wee1 potency and selectivity are also enhanced by the incorporation of lipophilic functionality at the 2'-position of the 4-phenyl ring, and Wee1 selectivity against Chk1 is favored by C3-C5 alkyl substitution of the carbazole nitrogen. These studies provide a basis for the design of active analogues of the pyrrolocarbazole lead with improved physical properties.

  DOI：

  10.1021/jm0512591
• 作为产物：
  描述：

  2-氯-1-甲氧基-3-甲基苯 在 N-溴代丁二酰亚胺(NBS) 、 偶氮二异丁腈 作用下， 以 四氯化碳 为溶剂， 反应 2.0h， 以100%的产率得到1-(溴甲基)-2-氯-3-甲氧基苯
  参考文献：
  名称：

  Synthesis and structure–activity relationships of a series of benzazepine derivatives as 5-HT2C receptor agonists

  摘要：

  To identify potent and selective 5-HT2C receptor agonists, a series of novel benzazepine derivatives were synthesized, and their structure-activity relationships examined. The compounds were evaluated for their 5-HT2C, 5-HT2A, and 5-HT2B receptor binding affinity and intrinsic activity for the 5-HT2C and 5-HT2A receptors. Among these compounds, 6,7-dichloro-2,3,4,5-tetrahydro-1H-3-benzazepine (6) was effective in a rat penile erection model when administered po, which is a symptom of the serotonin syndrome reflecting 5-HT2C receptor activation. Moreover, compound 6 was characterized as a partial agonist of 5-HT2A receptors; therefore, it had little effect on the cardiovascular system. (C) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2007.12.009

文献信息

• 2-Aminopyrimidine Derivatives as New Selective Fibroblast Growth Factor Receptor 4 (FGFR4) Inhibitors
  作者：Cheng Mo、Zhang Zhang、Christopher P. Guise、Xueqiang Li、Jinfeng Luo、Zhengchao Tu、Yong Xu、Adam V. Patterson、Jeff B. Smaill、Xiaomei Ren、Xiaoyun Lu、Ke Ding

  DOI：10.1021/acsmedchemlett.7b00091

  日期：2017.5.11

  A series of 2-aminopyrimidine derivatives were designed and synthesized as highly selective FGFR4 inhibitors. One of the most promising compounds 2n tightly bound FGFR4 with a Kd value of 3.3 nM and potently inhibited its enzymatic activity with an IC50 value of 2.6 nM, but completely spared FGFR1/2/3. The compound selectively suppressed proliferation of breast cancer cells harboring dysregulated FGFR4

  设计并合成了一系列2-氨基嘧啶衍生物，作为高选择性FGFR4抑制剂。最有希望的化合物2n紧密结合FGFR4，其Kd值为3.3 nM，并以2.6 nM的IC50值有效抑制其酶促活性，但完全避免了FGFR1 / 2/3。该化合物选择性抑制带有FGFR4信号传导失调的乳腺癌细胞的增殖，IC50值为0.38μM。此外，2n在针对468个激酶的全基因组筛选中显示出非凡的靶标特异性，在1.0μM时S（35）和S（10）的选择性得分分别为0.01和0.007。
• 1-(2,6-Dichloro-4-hydroxyphenyl)-2-phenylethanes — New Biological Response Modifiers for the Therapy of Breast Cancer. Synthesis and Evaluation of Estrogenic/Antiestrogenic Properties
  作者：Sabine Schertl、Rolf W. Hartmann、Christine Batzl-Hartmann、Richard Schlemmer、Thilo Spruß、Günther Bernhardt、Ronald Gust、Helmut Schönenberger

  DOI：10.1002/1521-4184(200104)334:4<125::aid-ardp125>3.0.co;2-d

  日期：2001.4

  activities are caused by modification of the immune response. The pharmacophor of these compounds, the 1,2‐bis(2,6‐dichloro‐4‐hydroxyphenyl) ethane (23H), was used as the lead structure in a structure‐activity study with the goal of finding new biological response modifiers for the therapy of breast cancer. As intermediates for the synthesis of the 23H derivatives, the CH3O‐substituted stilbenes 12E/12Z—

  [meso-1,2-Bis(2,6-dichloro-4-hydroxyphenyl)ethylenediamine]platinum (II) 络合物（meso-1-PtLĹ; L,Ĺ= Cl or L = H2O and Ĺ = OSO3）非常有效由于其显着的雌激素效力，因此可用于治疗激素敏感的啮齿动物乳腺癌。它们的抗肿瘤活性是由免疫反应的改变引起的。这些化合物的药效基团 1,2-双（2,6-二氯-4-羟基苯基）乙烷（23H）被用作结构-活性研究中的先导结构，目的是寻找新的生物反应调节剂乳腺癌的治疗。作为合成 23H 衍生物的中间体，通过 Wittig/Campbell 和 Donald 的方法，通过相关的苄基三苯基卤化物与 2,6-二氯-4-甲氧基苯甲醛反应制备了 CH3O 取代的芪 12E/12Z-16E/16Z。 ， 分别。E/Z 混合物的分离通过分级结晶和/或柱色谱法进行。根据
• [EN] 6-METHOXY-3,4-DIHYDRO-1H-ISOQUINOLINE COMPOUNDS USEFUL IN THE TREATMENT OF DIABETES<br/>[FR] COMPOSÉS DE 6-MÉTHOXY-3,4-DIHYDRO-1H-ISOQUINOLINE UTILES DANS LE TRAITEMENT DU DIABÈTE
  申请人：LILLY CO ELI

  公开号：WO2022076503A1

  公开（公告）日：2022-04-14

  The present invention provides a compound of the given formula wherein R1-R7 are as defined in the claims, or a pharmaceutically acceptable salt thereof, and methods of using this compound for positive allosteric modulation of a receptor selected from the group consisting of GLP1, GIF and glucagon.

  本发明提供了给定式的化合物，其中R1-R7如权利要求所定义，或其药学上可接受的盐，以及使用该化合物进行选择自GLP1，GIF和胰高血糖素的受体的正向变构调节的方法。