4-bromo-5-iodo-2-methoxybenzaldehyde | 1428963-72-7

• 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: 4-bromo-5-iodo-2-methoxybenzaldehyde
• CAS: 1428963-72-7
• 化学式: C₈H₆BrIO₂
• 分子量: 340.943
• InChiKey: MJOAMIVHACRLKX-UHFFFAOYSA-N

物化性质

• 沸点：
  364.4±42.0 °C(Predicted)
• 密度：
  2.087±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  12
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.12
• 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-bromo-5-iodo-2-methoxybenzaldehyde 在 N-溴代丁二酰亚胺(NBS) 、 1,1'-双(二苯膦基)二茂铁二氯化钯(II)二氯甲烷复合物 、 sodium hydroxide 作用下， 以 1,4-二氧六环 、 二氯甲烷 、 水 、 异丙醇 为溶剂， 反应 7.5h， 生成 tert-butyl 2'-bromo-5'-(diisopropoxymethyl)-4'-methoxybiphenyl-2-ylcarbamate
  参考文献：
  名称：

  Synthesis of Substituted Indoline and Carbazole by Benzyne-Mediated Cyclization–Functionalization

  摘要：

  A benzyne-mediated synthesis of substituted indolines and carbazoles was developed. The reaction includes generation of benzyne using Mg(TMP)(2)center dot 2LiCl as a base, cyclization, and trapping the resulting organomagnesium intermediate with an electrophile to provide a series of substituted indolines and carbazoles in a regiospecific manner. This was applied to a concise five-pot total synthesis of heptaphylline.

  DOI：

  10.1021/ol400597f
• 作为产物：
  描述：

  4-溴-2-甲氧基苯甲醛 在 碘 、 silver sulfate 作用下， 以 甲醇 为溶剂， 反应 0.17h， 以96%的产率得到4-bromo-5-iodo-2-methoxybenzaldehyde
  参考文献：
  名称：

  Synthesis of Substituted Indoline and Carbazole by Benzyne-Mediated Cyclization–Functionalization

  摘要：

  A benzyne-mediated synthesis of substituted indolines and carbazoles was developed. The reaction includes generation of benzyne using Mg(TMP)(2)center dot 2LiCl as a base, cyclization, and trapping the resulting organomagnesium intermediate with an electrophile to provide a series of substituted indolines and carbazoles in a regiospecific manner. This was applied to a concise five-pot total synthesis of heptaphylline.

  DOI：

  10.1021/ol400597f

文献信息

• SUBSTITUTED PHENYLPROPENYL PYRIDINE DERIVATIVES, THEIR PREPARATION AND PHARMACEUTICAL APPLICATIONS
  申请人：SHANGHAI HAIYAN PHARMACEUTICAL TECHNOLOGY CO., LTD.

  公开号：US20210386721A1

  公开（公告）日：2021-12-16

  Disclosed are a substituted phenylpropenylpyridine derivative, a preparation method therefor and the use thereof as a PD-1/PD-L1 inhibitor. In particular, disclosed are a compound of formula (I) or a pharmaceutically acceptable salt, stereoisomer, solvate, or prodrug thereof, a preparation method therefor and the use thereof. The definition of each group in the formula is detailed in the description and claims.

  揭示了一种取代苯丙烯基吡啶衍生物，其制备方法以及其作为PD-1/PD-L1抑制剂的用途。具体地，揭示了一种符合式(I)的化合物或其药用可接受的盐、立体异构体、溶剂合物或前药，以及其制备方法和用途。公式中每个基团的定义在描述和权利要求中详细说明。
• [EN] SUBSTITUTED PHENYLPROPENYLPYRIDINE DERIVATIVE, AND PREPARATION METHOD THEREFOR AND MEDICAL USE THEREOF<br/>[FR] DÉRIVÉ DE PHÉNYLPROPÉNYLPYRIDINE SUBSTITUÉ, SON PROCÉDÉ DE PRÉPARATION ET SON UTILISATION MÉDICALE<br/>[ZH] 取代的苯基丙烯基吡啶类衍生物，其制法与医药上的用途
  申请人：SHANGHAI HAIYAN PHARMACEUTICAL TECH CO LTD

  公开号：WO2020228649A1

  公开（公告）日：2020-11-19

  一种取代的苯基丙烯基吡啶类衍生物及其制法和作为PD-1/PD-L1抑制剂的应用。具体地，公开了式（I）化合物或其药学上可接受的盐、立体异构体、溶剂化物或前药，及其制备方法和应用，式中各基团的定义详见说明书和权利要求书。
• 5-HT_2A/5-HT_2C Receptor Pharmacology and Intrinsic Clearance of <i>N</i>-Benzylphenethylamines Modified at the Primary Site of Metabolism
  作者：Sebastian Leth-Petersen、Ida N. Petersen、Anders A. Jensen、Christoffer Bundgaard、Mathias Bæk、Jan Kehler、Jesper L. Kristensen

  DOI：10.1021/acschemneuro.6b00265

  日期：2016.11.16

  The toxic hallucinogen 25B-NBOMe is very rapidly degraded by human liver microsomes and has low oral bioavailability. Herein we report on the synthesis, microsomal stability, and S-HT2A/5-HT2C receptor profile of novel analogues of 25B-NBOMe modified at the primary site of metabolism. Although microsomal stability could be increased while maintaining potent 5-HT2 receptor agonist properties, all analogues had an intrinsic clearance above 1.3 L/kg/h predictive of high first-pass metabolism.