2-(4-溴-2-氯苯基)乙基碘化物 | 916516-91-1

• 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: 2-(4-溴-2-氯苯基)乙基碘化物
• 英文名称: 4-bromo-2-chloro-1-(2-iodoethyl)benzene
• 英文别名: 2-(4-bromo-2-chlorophenyl)ethyl iodide
• CAS: 916516-91-1
• 化学式: C₈H₇BrClI
• 分子量: 345.405
• InChiKey: FYOIKHJHYDLNJY-UHFFFAOYSA-N

物化性质

• 溶解度：
  溶于二氯甲烷

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  11
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  2-(4-溴-2-氯苯基)乙基碘化物 在 tris-(dibenzylideneacetone)dipalladium(0) 、 锂硼氢 、 正丁基锂 、 乙醇 、 三乙胺 、 N,N-二异丙基乙胺 、 4,5-双二苯基膦-9,9-二甲基氧杂蒽 、 三氟乙酸 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 正己烷 、 水 、 乙腈 为溶剂， 反应 83.0h， 生成 (R)-2-allyl-2-(((tert-butoxy)carbonyl)amino)-4-{2-chloro-4-((2-((tert-butoxy)carbonyl)hydroxy)-5-ethoxyphenylthio)phenyl}butan-1-ol
  参考文献：
  名称：

  DIPHENYL SULFIDE DERIVATIVE AND PHARMACEUTICAL PRODUCT WHICH CONTAINS SAME AS ACTIVE INGREDIENT

  摘要：

  提供一种二苯硫醚衍生物，作为一种具有优异S1P3拮抗活性的药用产品。发明者发现，通过对具有S1P3拮抗活性的化合物的生产进行广泛研究，一种由通式（1）表示的二苯硫醚衍生物（其中R1代表具有1-6个碳原子的烷氧基，R2代表丙基基团或烯丙基团，X代表亚甲基或氧原子，Z代表卤素原子）具有优异的S1P3拮抗活性。

  公开号：

  US20130261089A1
• 作为产物：
  描述：

  在 sodium iodide 作用下， 以 丁酮 为溶剂， 生成 2-(4-溴-2-氯苯基)乙基碘化物
  参考文献：
  名称：

  Removal of Sphingosine 1-Phosphate Receptor-3 (S1P₃) Agonism is Essential, But Inadequate to Obtain Immunomodulating 2-Aminopropane-1,3-diol S1P₁ Agonists with Reduced Effect on Heart Rate

  摘要：

  A series of 2-substituted 2-aminopropane-1,3-diols having a biphenyl moiety and their phosphate esters were synthesized to obtain sphingosine 1-phosphate receptor-1 (S1P(1)) receptor agonists with potent immunomodulatory activity accompanied by little or no effect on heart rate. Many of the synthesized compounds sufficiently decreased the number of peripheral blood lymphocytes. Some of the phosphates had potent agonism at S1P(1) but no agonism at S1P(3), which had been reported to be a receptor responsible for heart rate reduction. Although high S1P(1)/S1P(3) selectivity was considered to be favorable to reduce the effect on heart rate, almost all the phosphates showed a remarkable heart rate lowering effect in vivo. The results suggest that other factors in addition to S1P(3) agonism should be responsible for the heart rate reduction caused by S1P(1) agonists. Only 2-amino-2-[2-[2'-fluoro-4'-(4-methylphenylthio)biphenyl-4-yl]ethyl]propane-1,3-diol (6d) was identified as a desired S1P(1) receptor agonist having both the immunomodulatory activity and an attenuated effect on heart rate by a unique screening flow using in vivo evaluating systems primarily.

  DOI：

  10.1021/jm901776q

文献信息

• [EN] TRYCYCLIC COMPOUNDS AND PBK INHIBITORS CONTAINING THE SAME<br/>[FR] COMPOSÉS TRICYCLIQUES ET INHIBITEURS DE PBK LES CONTENANT
  申请人：ONCOTHERAPY SCIENCE INC

  公开号：WO2011123419A1

  公开（公告）日：2011-10-06

  Trycyclic compounds are provided. These compounds are PBK inhibitors, and are useful for the treatment of PBK related diseases, including cancer.

  提供的是三环化合物。这些化合物是PBK抑制剂，可用于治疗与PBK相关的疾病，包括癌症。
• DIPHENYL SULFIDE DERIVATIVES AND MEDICINES CONTAINING SAME AS ACTIVE INGREDIENT
  申请人：Kohno Yasushi

  公开号：US20120101068A1

  公开（公告）日：2012-04-26

  Provided are diphenyl sulfide derivatives which have excellent S1P3 antagonistic activity and are useful as drugs. Intensive studies have been made for the purpose of creating a compound having S1P3 antagonistic activity. As a result of the intensive studies, it has been found that diphenyl sulfide derivatives represented by general formula (1) have excellent S1P3 antagonistic activity. In general formula (1), R 1 is a hydrogen atom or the like; R 2 is an optionally substituted alkyl group having 1 to 6 carbon atoms, or the like; X is a methylene group which may be substituted with one or two fluorine atoms, or the like; Y is a hydrogen atom or the like; and Z is a halogen atom.

  提供了具有优异S1P3拮抗活性并且可用作药物的二苯基硫醚衍生物。为了创造具有S1P3拮抗活性的化合物，进行了深入研究。经过深入研究，发现由通式（1）表示的二苯基硫醚衍生物具有优异的S1P3拮抗活性。在通式（1）中，R1是氢原子或类似物；R2是具有1至6个碳原子的可选择取代的烷基基团或类似物；X是一个甲基基团，可能被一个或两个氟原子取代，或类似物；Y是氢原子或类似物；Z是卤素原子。
• 2-Aminobutanol Compound and Use Thereof for Medical Purposes
  申请人：Kiuchi Masatoshi

  公开号：US20090082311A1

  公开（公告）日：2009-03-26

  The present invention provides a novel compound having few side effects such as bradycardia and the like and having superior peripheral blood lymphocyte-decreasing effect. The present invention provides a 2-aminobutanol compound represented by the following formula (I) wherein R 1 is a hydrogen atom or P(═O) (OH) 2 , R 2 is an alkyl having 1 to 4 carbon atoms optionally substituted by hydroxyl group(s) or optionally substituted by halogen atom(s), R 3 is a hydrogen atom; a halogen atom; cyano; an alkyl having 1 to 4 carbon atoms optionally substituted by halogen atom(s); or an acyl having 2 to 5 carbon atoms optionally substituted by halogen atom(s), X is an oxygen atom, a sulfur atom, carbonyl or NR 4 wherein R 4 is a hydrogen atom or an alkyl having 1 to 4 carbon atoms, Ar 1 is an optionally substituted arylene or an optionally substituted heteroarylene, and Ar 2 is an optionally substituted aryl or an optionally substituted heteroaryl, provided that when X is an oxygen atom, Ar 1 is phenylene and Ar 2 is phenyl, then the phenyl for Ar 2 should be substituted, or a pharmaceutically acceptable acid addition salt thereof, or a hydrate thereof, or a solvate thereof, as well as a production method of the above-mentioned 2-aminobutanol compound.

  本发明提供了一种新型化合物，具有较少的副作用，如心动过缓等，并具有优越的外周血淋巴细胞降低作用。本发明提供了一种由以下式（I）表示的2-氨基丁醇化合物，其中R1是氢原子或P（═O）（OH）2，R2是1至4个碳原子的烷基，可选地被羟基或卤原子取代，R3是氢原子，卤原子，氰基，1至4个碳原子的烷基，可选地被卤原子取代，或2至5个碳原子的酰基，可选地被卤原子取代，X是氧原子，硫原子，羰基或NR4，其中R4是氢原子或1至4个碳原子的烷基，Ar1是可选取代的芳烃基或可选取代的杂芳烃基，Ar2是可选取代的芳基或可选取代的杂芳基，但当X为氧原子时，Ar1为苯基，Ar2为苯基，则Ar2的苯基应被取代，或其药学上可接受的酸加盐或其水合物或溶剂化物，以及上述2-氨基丁醇化合物的制备方法。
• 2-aminobutanol compound and use thereof for medical purposes
  申请人：Mitsubishi Tanabe Pharma Corporation

  公开号：US08114902B2

  公开（公告）日：2012-02-14

  Disclosed is a 2-aminobutanol compound represented by the following formula (I) or a pharmaceutically acceptable acid addition salt thereof, or a hydrate thereof, or a solvate thereof, as well as a production method of the 2-aminobutanol compound of formula (I). The 2-aminobutanol compounds of formula (I) have few side effects including bradycardia and have superior peripheral blood lymphocyte-decreasing effects.

  本发明公开了一种由以下式（I）表示的2-氨基丁醇化合物，或其药学上可接受的酸加盐或水合物或溶剂化物，以及式（I）的2-氨基丁醇化合物的制备方法。式（I）的2-氨基丁醇化合物具有少量副作用，包括心动过缓，并具有优越的外周血淋巴细胞减少作用。
• Diphenyl sulfide derivative and pharmaceutical product which contains same as active ingredient
  申请人：Ishikawa Kumi

  公开号：US08993543B2

  公开（公告）日：2015-03-31

  [Problem] To provide a diphenyl sulfide derivative which is useful as a pharmaceutical product that has excellent S1P3 antagonist activity. [Solution] The inventors have discovered that a diphenyl sulfide derivative represented by general formula (1) (wherein R1 represents an alkoxy group having 1-6 carbon atoms, R2 represents a propyl group or an allyl group, X represents methylene or an oxygen atom, and Z represents a halogen atom) has excellent S1P3 antagonist activity as a result of extensive researches for the production of a compound that has S1P3 antagonist activity.

  [问题] 提供一种二苯基硫醚衍生物，该衍生物可用作具有优异S1P3拮抗活性的药物产品。[解决方案] 发明人已经发现，一种由通式（1）表示的二苯基硫醚衍生物（其中R1代表具有1-6个碳原子的烷氧基，R2代表丙基基团或烯丙基基团，X代表亚甲基或氧原子，Z代表卤素原子）具有优异的S1P3拮抗活性，这是对具有S1P3拮抗活性的化合物进行广泛研究的结果。