2-氯-4-甲氧基苯腈 | 127666-99-3

• 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-氯-4-甲氧基苯腈
• 中文别名: 2-氯-4-甲氧基苯甲腈
• 英文名称: 2-chloro-4-methoxybenzonitrile
• CAS: 127666-99-3
• 化学式: C₈H₆ClNO
• 分子量: 167.595
• InChiKey: YLKLNODUMSCTIV-UHFFFAOYSA-N

物化性质

• 熔点：
  71-75°C
• 沸点：
  296.6±20.0 °C(Predicted)
• 密度：
  1.25±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 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：
  33
• 氢给体数：
  0
• 氢受体数：
  2

安全信息

• 危险品标志：
  Xi
• 海关编码：
  2926909090
• 危险性防范说明：
  P261,P305+P351+P338
• 危险性描述：
  H315,H319,H335
• 储存条件：
  室温且干燥环境中保存。

反应信息

• 作为反应物：
  描述：

  2-氯-4-甲氧基苯腈 在 potassium carbonate 、 sodium amide 作用下， 以 氯仿 、 水 、 甲苯 为溶剂， 反应 147.0h， 生成 2-(2-chloro-4-methoxyphenyl)-5-ethyl-1,4-bis(4-methoxyphenyl)-1H-imidazole
  参考文献：
  名称：

  Structure−Activity Relationship Study To Understand the Estrogen Receptor-Dependent Gene Activation of Aryl- and Alkyl-Substituted 1H-Imidazoles

  摘要：

  A series of C5-substituted 1,2,4-triaryl-1H-imidazoles was synthesized. Their gene-activating properties were determined on estrogen receptor alpha positive MCF-7 breast cancer cells, stably transfected with the plasmid ERE(wtc)luc (MCF-7-2a cells). The influence of 4-OH and 2-Cl substituents on the phenyl rings as well as the significance of a methyl, ethyl, or phenyl group at C5 on the estrogen receptor binding and the resulting gene activation in MCF-7-2a cells was studied. The alkyl and aryl groups at C5 of 1,2,4-tris(4-hydroxyphenyl)-1H-imidazole 1 increased the transactivation, while chlorine atoms on the phenyl rings diminished this effect. 5-Ethyl-1,2,4-tris(4-hydroxyphenyl)-1H-imidazole 9 was identified as the most active compound. Its excellent transcriptional activity did not only depend on the C5 ethyl group, but also on the three hydroxyl groups of the phenyl rings. Compounds (11-14) with a reduced number of hydroxyl groups displayed distinctly lower gene activation.

  DOI：

  10.1021/jm061106t
• 作为产物：
  描述：

  4-甲氧基苯甲腈 在 N-氯代丁二酰亚胺 、 palladium diacetate 、 对甲苯磺酸 作用下， 以 1,2-二氯乙烷 为溶剂， 反应 12.0h， 以80%的产率得到2-氯-4-甲氧基苯腈
  参考文献：
  名称：

  Palladium-Catalyzed Highly Selective ortho-Halogenation (I, Br, Cl) of Arylnitriles via sp² C–H Bond Activation Using Cyano as Directing Group

  摘要：

  A palladium-catalyzed ortho-halogenation (I, Br, Cl) of arylnitrile is described. The optimal reaction conditions were identified after examining various factors such as catalyst, additive, solvent, and reaction temperature. Using cyano as the directing group, the halogenation reaction gave good to excellent yields. The method is compatible to the arylnitriles with either electron-withdrawing or electron-donating groups. The reaction is available to the substrate in at least gram scale. The present method was successfully applied to the synthesis of the precursors of paucifloral F and isopaucifloral F.

  DOI：

  10.1021/jo302765g

文献信息

• One step stereoselective synthesis of oxazoline-fused saccharides and their conversion into the corresponding 1,2-<i>cis</i> glycosylamines bearing various protected groups
  作者：Sanfeng Dong、Yitian Zhao、Yulong Shi、Zhijian Xu、Jingshan Shen、Qi Jia、Yiming Li、Kaixian Chen、Bo Li、Weiliang Zhu

  DOI：10.1039/d0ob02477e

  日期：——

  Herein we disclosed a straightforward synthesis of oxazoline-fused saccharides (oxazolinoses) from peracetylated saccharides and benzonitriles under acidic conditions with stoichiometric amounts of water. The density functional theory (DFT) calculations have revealed the origin of the stereoselectivity and the key role of water in promoting the departure of the acetyl group at C-2. The resulting oxazolinoses

  本文中我们公开了在酸性条件下用化学计量的水由过乙酰化的糖和苄腈直接合成恶唑啉融合的糖（恶唑啉糖）的方法。密度泛函理论（DFT）的计算揭示了立体选择性的起源，以及水在促进C-2处乙酰基离去方面的关键作用。可以将所得的恶唑啉糖简明地转化为带有各种保护基团的相应的1，2-顺式糖胺，从而获得五味子素衍生物。
• Rapid access to 3-aminoindazoles from nitriles with hydrazines: a strategy to overcome the basicity barrier imparted by hydrazines
  作者：Chunyan Zhang、Haowen Zhao、Zehua Li、Zuyu Liang、Shuo Qi、Mingyu Cai、Sheng Zhang、Xiaofei Jia、Guoying Zhang、Mao-Lin Hu

  DOI：10.1039/d0cc03789c

  日期：——

  A practical and efficient base mediated synthesis of free 3-aminoindazoles has been developed from the reaction of nitriles with hydrazines, which successfully overcomes the difficulty of using aromatic hydrazines as substrates and allows for the synthesis of a wide range of N-aryl substituted free 3-aminoindazoles in moderate to excellent yields under mild conditions in one-pot. This finding provides

  从腈与肼的反应中开发出了一种实用，有效的碱介导的游离3-氨基吲唑合成方法，该方法成功克服了使用芳香族肼作为底物的困难，并可以合成多种N-芳基取代的游离3 -氨基吲唑在温和条件下一锅即可获得中等至极佳的收率。这一发现为合成各种功能化的3-氨基吲唑衍生物提供了一种快速而有用的策略。
• BICYCLIC HETEROCYCLIC COMPOUND
  申请人：ONO PHARMACEUTICAL CO., LTD.

  公开号：EP1961745A1

  公开（公告）日：2008-08-27

  A compound represented by the formula (I), a salt thereof, an N-oxide thereof, a solvate thereof, or a prodrug thereof: wherein X, Y, and W each independently represent a carbon atom or a nitrogen atom; Z represents CH or a nitrogen atom; R1 represents (1) C3-10 branched alkyl which may be substituted or (2) -(CH2)m-NR4R5; R2 and R3 each independently represent (1) a hydrogen atom, (2) C1-4 alkyl which may be substituted with a halogen atom, hydroxy which may be protected, amino which may be protected, or carboxyl which may be protected, (3) C2-4 alkenyl, (4) C2-4 alkynyl, (5) nitrile, (6) COOR6, (7) CONR7R8, (8) COR101, (9) S(O)nR102, or (10) a halogen atom, in which R6 represents a hydrogen atom or C1-4 alkyl, R7 and R8 each independently represent a hydrogen atom or C1-4 alkyl, R101 represents a hydrogen atom or C1-4 alkyl, R102 represents C1-4 alkyl, n represents 1 or 2; and Ar represents an aromatic ring which may be substituted, is useful as a pharmacologically active ingredient having a CRF antagonist action in preventing and/or treating neuropsychiatric diseases, diseases of peripheral organs or the like.

  公式（I）表示的化合物，其盐，其N-氧化物，其溶剂合物或其前药：其中X，Y和W分别独立表示碳原子或氮原子；Z表示CH或氮原子；R1表示（1）可能被取代的C3-10支链烷基或（2）-(CH2)m-NR4R5；R2和R3分别独立表示（1）氢原子，（2）可能被卤原子取代的C1-4烷基，可能被保护的羟基，可能被保护的氨基，或可能被保护的羧基，（3）C2-4烯基，（4）C2-4炔基，（5）腈基，（6）COOR6，（7）CONR7R8，（8）COR101，（9）S（O）nR102，或（10）卤原子，其中R6表示氢原子或C1-4烷基，R7和R8分别独立表示氢原子或C1-4烷基，R101表示氢原子或C1-4烷基，R102表示C1-4烷基，n表示1或2；Ar表示可能被取代的芳香环，用作在预防和/或治疗神经精神疾病，外周器官疾病等方面具有CRF拮抗作用的药理活性成分。
• [DE] SUBSTITUIERTE CHINOLONE<br/>[EN] SUBSTITUTED QUINOLONES<br/>[FR] QUINOLONES SUBSTITUEES
  申请人：BAYER HEALTHCARE AG

  公开号：WO2006008046A1

  公开（公告）日：2006-01-26

  Die Erfindung betrifft substituierte Chinolone und Verfahren zu ihrer Herstellung sowie ihre Verwendung zur Herstellung von Arzneimitteln zur Behandlung und/oder Prophylaxe von Krankheiten, insbesondere zur Verwendung als antivirale Mittel, insbesondere gegen Cytomegaloviren.

  该发明涉及取代喹啉并其制备方法以及用于制备治疗和/或预防疾病的药物的使用，特别是用作抗病毒药物，特别是用于对抗巨细胞病毒。
• [EN] IMIDAZO [1,2A] PYRIDINE DERIVATIVES, THEIR USE AS S1P1 AGONISTS AND METHODS FOR THEIR PRODUCTION<br/>[FR] DÉRIVÉS D'IMIDAZO[1,2A]PYRIDINE, LEUR EMPLOI EN TANT QU'AGONISTES DE S1P1 ET LEURS MÉTHODES DE PRODUCTION
  申请人：EXELIXIS INC

  公开号：WO2010065760A1

  公开（公告）日：2010-06-10

  The invention is directed to Compounds of Formula (I) as well as methods of making and using the compounds.

  该发明涉及式(I)的化合物，以及制备和使用这些化合物的方法。