2-(4-chloro-2-iodophenyl)acetonitrile | 882689-31-8

• 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: 2-(4-chloro-2-iodophenyl)acetonitrile
• 英文别名: (4-chloro-2-iodobenzene)acetonitrile；(4-chloro-2-iodo-phenyl)-acetonitrile
• CAS: 882689-31-8
• 化学式: C₈H₅ClIN
• 分子量: 277.492
• InChiKey: QKZCQXLBVZVNFZ-UHFFFAOYSA-N

物化性质

• 沸点：
  334.8±27.0 °C(Predicted)
• 密度：
  1.854±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  11
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  23.8
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  2-(4-chloro-2-iodophenyl)acetonitrile 在 bis-triphenylphosphine-palladium(II) chloride 、 copper(l) iodide sodium hydroxide 、 水 、 三乙胺 、 sodium t-butanolate 作用下， 以 四氢呋喃 为溶剂， 反应 4.34h， 生成 2-(4-chloro-2-ethynylphenyl)propanenitrile
  参考文献：
  名称：

  WO2008/76427

  摘要：

  公开号：
• 作为产物：
  描述：

  4-氯-2-碘苯甲酸 在 氯化亚砜 、 硼烷四氢呋喃络合物 、 N,N-二甲基甲酰胺 作用下， 以 四氢呋喃 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 5.0h， 生成 2-(4-chloro-2-iodophenyl)acetonitrile
  参考文献：
  名称：

  Zwitterionic CRTh2 Antagonists

  摘要：

  A novel series of zwitterions is reported that contains potent, selective antagonists of the chemoattractant receptor-homologous expressed on Th2 lymphocytes receptor (CRTh2 or DP2). A high quality lead compound 2 was discovered from virtual screening based on the pharmacophore features present in a literature compound 1. Lead optimization through side chain modification and preliminary changes around the acid are disclosed. Optimization of physicochemical properties (log D, MWt, and HBA) allowed maintenance of high CRTh2 potency while achieving low rates of metabolism and minimization of other potential concerns such as hERG channel activity and permeability. A step-change increase in potency was achieved through addition of a single methyl group onto the piperazine ring, which gave high quality compounds suitable for progression into in vivo studies.

  DOI：

  10.1021/jm1014549

文献信息

• Palladium(II)-Catalyzed Annulation of Alkynes with 2-(Cyanomethyl)phenylboronates Leading to 3,4-Disubstituted 2-Naphthalenamines
  作者：Hirokazu Tsukamoto、Taishi Ikeda、Takayuki Doi

  DOI：10.1021/acs.joc.5b02378

  日期：2016.3.4

  palladium(II) complexes catalyze the annulation of internal alkynes with 2-(cyanomethyl)phenylboronates to provide 3,4-disubstituted-2-naphthalenamines in good yields. The annulation reaction proceeds under mild and neutral conditions and requires methanol as an essential solvent. In addition to symmetrical alkynes, unsymmetrical alkynes substituted by aryl, alkyl, and alkynyl groups participate in

  1,2-双（二苯基膦基）乙烷（dppe）连接的钯（II）配合物催化内部炔烃与2-（氰基甲基）苯基硼酸酯的环化反应，从而以良好的收率提供3,4-二取代的-2-萘胺。环化反应在温和和中性条件下进行，需要甲醇作为必要溶剂。除对称炔烃外，被芳基，烷基和炔基取代的不对称炔烃也参与环化反应，得到相应的带有吸电子sp 2的2-萘胺。-和sp-carbons优先位于C-3位置。在硼酸酯中包括在氰基甲基部分上的烷基或烷氧基和在苯环上的卤素原子的取代基与反应条件相容。通过用硼酸酯和炔烃插入钯（II）配合物进行金属转移，然后将生成的烯基钯（II）亲核加成到分子内氰基中来进行环化。化学计量反应表明，甲醇溶剂对于重金属化和催化剂再生均有效。
• Modulators of Crth-2 Receptor Activity for the Treatment of Prostaglandin D2 Mediated Diseases
  申请人：Bonnert Victor Roger

  公开号：US20070249686A1

  公开（公告）日：2007-10-25

  The invention relates to substituted acids as useful pharmaceutical compounds for treating respiratory disorders as asthma, pharmaceutical compositions containing them, and processes for their preparation.

  本发明涉及替代酸作为治疗呼吸系统疾病如哮喘的有用药物化合物，含有这些化合物的药物组合物以及其制备方法。
• Naphthalenone compounds exhibiting prolyl hydroxylase inhibitory activity, compositions, and uses thereof
  申请人：Allen Jennifer R.

  公开号：US20090093483A1

  公开（公告）日：2009-04-09

  Compounds of Formula I and Formula II are useful as inhibitors of HIF prolyl hydroxylases. Compounds of Formula I and Formula II have the following structures: where the definitions of the variables are provided herein.

  式I和式II的化合物可作为HIF脯氨酸羟化酶的抑制剂。式I和式II的化合物具有以下结构：其中变量的定义在此提供。
• NAPHTHALENONE COMPOUNDS EXHIBITING PROLYL HYDROXYLASE INHIBITORY ACTIVITY, COMPOSITIONS, AND USES THEREOF
  申请人：Allen Jennifer R.

  公开号：US20100048572A1

  公开（公告）日：2010-02-25

  Compounds of Formula I and Formula II are useful as inhibitors of HIF prolyl hydroxylases. Compounds of Formula I and Formula II have the following structures: where the definitions of the variables are provided herein.

  公式I和公式II的化合物可用作HIF脯氨酸羟化酶的抑制剂。公式I和公式II的化合物具有以下结构：其中变量的定义在此提供。
• HETEROCYCLIC SPIRO-COMPOUNDS
  申请人：Herold Peter

  公开号：US20100144774A1

  公开（公告）日：2010-06-10

  The patent application relates to new heterocyclic compounds of the general formula (I), in which R, R 1 , R 2 , Q, T, n and p have the definitions elucidated in more detail in the description, to a process for preparing them and to the use of these compounds as medicaments, particularly as aldosterone synthase inhibitors.

  该专利申请涉及一种新的杂环化合物，其通式为（I），其中R，R1，R2，Q，T，n和p的定义在描述中有更详细的解释，以及制备它们的方法和将这些化合物用作药物的用途，特别是作为醛固酮合成酶抑制剂。