2-Chloro-5-(phenoxycarbonylamino)pyridine | 102671-58-9

• 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-Chloro-5-(phenoxycarbonylamino)pyridine
• 英文别名: (6-chloro-pyridin-3-yl)-carbamic acid phenyl ester；phenyl N-(6-chloropyridin-3-yl)carbamate
• CAS: 102671-58-9
• 化学式: C₁₂H₉ClN₂O₂
• mdl: MFCD18260849
• 分子量: 248.669
• InChiKey: YJSRPKREVWUZJM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  51.2
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-Chloro-5-(phenoxycarbonylamino)pyridine 、 4-甲基苯硼酸酐 在 [Rh(OH)(cod)]2 、 三乙胺 作用下， 以 四氢呋喃 为溶剂， 以76%的产率得到N-(6-chloro-3-pyridinyl)-4-methylbenzamide
  参考文献：
  名称：

  铑催化的功能化封端异氰酸酯合成酰胺

  摘要：

  异氰酸酯是酰胺合成的有用组成部分，尽管它们的广泛使用受到其高反应性的限制，这通常导致较差的官能团耐受性和低聚倾向。在本文中，描述了铑催化的酰胺的合成，其将环硼氧烷与封闭的（被掩蔽的）异氰酸酯偶联。反应的成功取决于原位形成异氰酸酯和有机铑中间体的能力。依赖于掩蔽的异氰酸酯前体和有机铑中间体的高反应性，可实现宽泛的官能团耐受性，包括质子亲核基团（如胺，苯胺和醇）。

  DOI：

  10.1021/acscatal.9b02641
• 作为产物：
  描述：

  2-氯-5-氨基吡啶 、 氯甲酸苯酯 在 吡啶 作用下， 生成 2-Chloro-5-(phenoxycarbonylamino)pyridine
  参考文献：
  名称：

  新型口服活性NPY Y5受体拮抗剂：螺吲哚啉类化合物的合成及其构效关系

  摘要：

  合成了设计用作NPY Y5受体拮抗剂的螺吲哚啉脲衍生物，并研究了它们的结构-活性关系。在这些衍生物中，化合物3a显示出良好的Y5结合亲和力和良好的药代动力学性质。化合物3a显着抑制了bPP Y5激动剂诱导的大鼠食物摄取，并抑制了DIO小鼠的体重增加。

  DOI：

  10.1016/j.bmc.2009.05.064

文献信息

• [EN] HETEROARYL-SUBSTITUTED SPIROCYCLIC DIAMINE UREA MODULATORS OF FATTY ACID AMIDE HYDROLASE<br/>[FR] MODULATEURS D'AMIDE D'ACIDE GRAS HYDROLASE DE TYPE DIAMINE URÉE SPIROCYCLIQUE SUBSTITUÉE PAR UN GROUPE HÉTÉROARYLE
  申请人：JANSSEN PHARMACEUTICA NV

  公开号：WO2010141817A1

  公开（公告）日：2010-12-09

  Certain heteroaryl-substituted spirocyclic diamine urea compounds are described, which are useful as FAAH inhibitors. Such compounds may be used in pharmaceutical compositions and methods for the treatment of disease states, disorders, and conditions mediated by fatty acid amide hydrolase (FAAH) activity, such as anxiety, pain, inflammation, sleep disorders, eating disorders, energy metabolism disorders, and movement disorders (e.g., multiple sclerosis).

  描述了某些杂环取代的螺环二胺脲化合物，这些化合物可用作FAAH抑制剂。这些化合物可用于制药组合物和治疗由脂肪酸酰胺水解酶（FAAH）活性介导的疾病状态、紊乱和条件的方法，如焦虑、疼痛、炎症、睡眠紊乱、进食紊乱、能量代谢紊乱和运动紊乱（例如多发性硬化）。
• HETEROARYL-SUBSTITUTED SPIROCYCLIC DIAMINE UREA MODULATORS OF FATTY ACID AMIDE HYDROLASE
  申请人：Breitenbucher J. Guy

  公开号：US20120083476A1

  公开（公告）日：2012-04-05

  Certain heteroaryl-substituted spirocyclic diamine urea compounds are described, which are useful as FAAH inhibitors. Such compounds may be used in pharmaceutical compositions and methods for the treatment of disease states, disorders, and conditions mediated by fatty acid amide hydrolase (FAAH) activity, such as anxiety, pain, inflammation, sleep disorders, eating disorders, energy metabolism disorders, and movement disorders (e.g., multiple sclerosis).

  本文描述了某些杂环取代的螺环二胺尿素化合物，可用作FAAH抑制剂。这些化合物可用于药物组合物和治疗由脂肪酸酰胺水解酶（FAAH）活性介导的疾病状态，失调和情况的方法，例如焦虑，疼痛，炎症，睡眠障碍，进食障碍，能量代谢障碍和运动障碍（例如多发性硬化）。
• 3,4,N-Trisubstituted-4,5-dihydro-1H-pyrazole-1-carboxamides and their use as insecticides
  申请人：DOWELANCO

  公开号：EP0508469A1

  公开（公告）日：1992-10-14

  3,4,N-Triaryl-4,5-dihydro-1H-pyrazole-1-carboxamide compounds having an aryl moiety in the 4-position that is an optionally substituted pyridinyl, pyrimidinyl, pyridazinyl, pyrazinyl, or quinolinyl moiety and aryl moieties in the 3-position and the N-position that are optionally substituted phenyl, pyridinyl, pyrimidinyl, pyridazinyl, pyrazinyl, or quinolinyl moieties, such as N-(4-chlorophenyl)-4,5-dihydro-3-(4-fluorophenyl)-4-(5-trifluoromethyl-2-pyridinyl)-1H-pyrazole-1-carboxamide, were prepared and found to possess insecticidal utility. 1,2-Diarylethanone compounds were converted to 1,2-diaryl-2-propen-1-one compounds by treatment with bis(dimethylamino)methane, the 1,2-diaryl-2-propen-1-one compounds were converted to 3,4-diaryl-4,5-dihydro-1H-pyrazole compounds by treatment with hydrazine, and the 3,4-diaryl-4,5-dihydro-1H-pyrazole compounds were converted to the insecticidal subject compounds by treatment with an aryl isocyanate.

  3,4,N-三芳基-4,5-二氢-1H-吡唑-1-甲酰胺化合物，其 4 位上的芳基是任选取代的吡啶基、嘧啶基、哒嗪基、吡嗪基或喹啉基，3 位和 N 位上的芳基是任选取代的苯基、制备了 N-(4-氯苯基)-4,5-二氢-3-(4-氟苯基)-4-(5-三氟甲基-2-吡啶基)-1H-吡唑-1-甲酰胺等具有杀虫功效的化合物。1,2-Diarylethanone 化合物经双（二甲基氨基）甲烷处理后转化为 1,2-diaryl-2-propen-1-one 化合物，1,2-diaryl-2-propen-1-one 化合物经肼处理后转化为 3,4-diaryl-4,5-dihydro-1H-pyrazole 化合物，3,4-diaryl-4,5-dihydro-1H-pyrazole 化合物经芳基异氰酸酯处理后转化为杀虫主题化合物。
• Benzothiophene piperazine and piperidine urea inhibitors of fatty acid amide hydrolase (FAAH)
  作者：Douglas S. Johnson、Kay Ahn、Suzanne Kesten、Scott E. Lazerwith、Yuntao Song、Mark Morris、Lorraine Fay、Tracy Gregory、Cory Stiff、James B. Dunbar、Marya Liimatta、David Beidler、Sarah Smith、Tyzoon K. Nomanbhoy、Benjamin F. Cravatt

  DOI：10.1016/j.bmcl.2009.03.080

  日期：2009.5

  The synthesis and structure-activity relationships (SAR) of a series of benzothiophene piperazine and piperidine urea FAAH inhibitors is described. These compounds inhibit FAAH by covalently modifying the enzyme's active site serine nucleophile. Activity-based protein pro. ling (ABPP) revealed that these urea inhibitors were completely selective for FAAH relative to other mammalian serine hydrolases. Several compounds showed in vivo activity in a rat complete Freund's adjuvant (CFA) model of inflammatory pain. (C) 2009 Elsevier Ltd. All rights reserved.
• Semicarbazide derivatives, processes for preparation thereof and pharmaceutical composition comprising the same
  申请人：FUJISAWA PHARMACEUTICAL CO., LTD.

  公开号：EP0168005B1

  公开（公告）日：1990-04-18