β-amino-2-chlorocinnamonitrile

• 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: β-amino-2-chlorocinnamonitrile
• 英文别名: (z)-3-Amino-3-(2-chlorophenyl)acrylonitrile；(Z)-3-amino-3-(2-chlorophenyl)prop-2-enenitrile
• 化学式: C₉H₇ClN₂
• 分子量: 178.621
• InChiKey: VUSPONBZPKKSAA-UITAMQMPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  49.8
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  β-amino-2-chlorocinnamonitrile 以77%的产率得到
  参考文献：
  名称：

  HANIFIN J. W.; JOHNSON B. D.; MENSCHIK J.; RIDGE D. N.; SLOBODA A. E., J. PHARM. SCI., 1979, 68, NO 4, 535-536

  摘要：

  DOI：
• 作为产物：
  描述：

  邻氯苯腈 在 氮气 、 三氯化铁 作用下， 以 四氢呋喃 、 水 、 sodium 、 乙腈 为溶剂， 生成 β-amino-2-chlorocinnamonitrile
  参考文献：
  名称：

  Cis-2-benzoyl-3-hydroxy-2-alkenonitriles as anti-inflammatory agents

  摘要：

  本公开描述了作为抗炎剂和抑制关节炎病变进展的新化合物和物质组合，以及用于改善哺乳动物体内炎症和抑制关节病变的方法，所述物质组合的新活性成分为某些取代的顺式-2-苯甲酰-3-羟基-2-烯腈和/或其药理学可接受的阳离子盐。

  公开号：

  US04173650A1

文献信息

• 4-Phenyl and 5-phenyl-1,4,5,6-tetrahydropyrimidine derivatives, pharmaceutical compositions containing said derivatives, and process for preparing said derivatives
  申请人：SYNTEX (U.S.A.) INC.

  公开号：EP0024776A1

  公开（公告）日：1981-03-11

  Compounds represented by the formula wherein A is H, where R is alkyl of one through six carbon atoms; X is hydrogen, fluoro, chloro, bromo, iodo, hydroxy, alkoxy of one through four carbon atoms, benzyloxy, alkyl of one through four carbon atoms, alkylthio of one through four carbon atoms, alkylsulfinyl of one through four carbon atoms, alkylsulfonyl of one through four carbon atoms or trifluoromethyl; and Y is hydrogen or is the same as X; and R' is hydrogen or alkyl of one through four carbon atoms; the phenyl substituent carrying the X and Y is at the 4- or 5-position of the tetrahydropyrimidine ring when R' is hydrogen or is at the 5-position when R' is alkyl; and the pharmaceutically acceptable salts thereof. These compounds are pharmaceutically useful for treating depression, anxiety, convulsions, centrally-induced' skeletal muscle spasm and spasticity.

  由式表示的化合物 式中 A 是 H 其中 R 是一至六个碳原子的烷基； X 是氢、氟、氯、溴、碘、羟基、一至四个碳原子的烷氧基、苄氧基、一至四个碳原子的烷基、一至四个碳原子的烷硫基、一至四个碳原子的烷基亚磺酰基、一至四个碳原子的烷基磺酰基或三氟甲基；和 Y 是氢或与 X 相同；以及 R'为氢或一至四个碳原子的烷基；当 R' 为氢时，携带 X 和 Y 的苯基取代基位于四氢嘧啶环的 4 位或 5 位，当 R' 为烷基时，位于 5 位；及其药学上可接受的盐类。 这些化合物可用于治疗抑郁症、焦虑症、抽搐、中枢诱发的骨骼肌痉挛和痉挛。
• Improvements in and relating to (3-aryl-5-isothiazolyl)ureas
  申请人：ELI LILLY AND COMPANY

  公开号：EP0129407A2

  公开（公告）日：1984-12-27

  Novel (3-aryl-5-isothiazolyl)-ureas, which are useful as aquatic algicides, terrestrial herbicides, and aquatic herbicides, are described herein. These ureas are prepared from the corresponding 5-amino-3-arylisothiazoles with a ureido forming reagent. Further provided are methods of use and formulations comprising these urea products.

  本文介绍了可用作水生杀藻剂、陆生除草剂和水生除草剂的新型（3-芳基-5-异噻唑基）脲。这些脲类由相应的 5-氨基-3-芳基异噻唑与脲基形成试剂制备而成。此外，还提供了包含这些脲产品的使用方法和配方。
• Substituent Effects of <i>N</i>-(1,3-Diphenyl-1<i>H</i>-pyrazol-5-yl)benzamides on Positive Allosteric Modulation of the Metabotropic Glutamate-5 Receptor in Rat Cortical Astrocytes
  作者：Tomas de Paulis、Kamondanai Hemstapat、Yelin Chen、Yongqin Zhang、Samir Saleh、David Alagille、Ronald M. Baldwin、Gilles D. Tamagnan、P. Jeffrey Conn

  DOI：10.1021/jm051252j

  日期：2006.6.1

  CDPPB [3-cyano-N-(1,3-diphenyl-1H-pyrazol-5-yl) benzamide] was recently described as the first centrally active, positive allosteric modulator of rat and human metabotropic glutamate receptor (mGluR) mGluR(5) subtype. We explored the structural requirements for potentiation of glutamate-induced calcium release in naturally expressed mGluR5 in cultured rat astrocytes and increasing affinity for the allosteric antagonist binding site by evaluating 50 analogues of CDPPB. In the fluorometric calcium assay, CDPPB exhibited an EC50 value of 77 +/- 15 nM in potentiating mGluR(5)-mediated responses in cortical astrocytes and a K-i value of 3760 ( 430 nM in displacing [H-3] methoxyPEPy binding in membranes of cultured HEK-293 cells expressing rat mGluR5. The structure-activity relationships showed that electronegative aromatic substituents in the para-position of the benzamide moiety of CDPPB increase potency. Both binding and functional activities were further increased with a halogen atom in the ortho-position of the 1-phenyl ring. These effects of substitution do not match those of either aromatic ring of MPEP [2-methyl-6-(phenylethynyl)-pyridine] for the antagonist allosteric binding site. Combination of the optimal substituents and aromatic positions resulted in 4-nitro-N-(1-(2-fluorophenyl)-3-phenyl-1H-pyrazol-5-yl) benzamide (VU-1545) showing K-i) 156 (29 nM and EC50) 9.6 (1.9 nM in the binding and functional assays, respectively.
• 2-Carbonyl-3-hydroxy-alkenonitriles, their use as anti-arthritic agents and processes for their preparation
  申请人：AMERICAN CYANAMID COMPANY

  公开号：EP0016277B1

  公开（公告）日：1981-12-02
• RIDGE D. N.; HANIFIN J. W.; HARTEN L. A.; JOHNSON B. D.; MENSCHIK J.; NIC+, J. MED. CHEM., 1979, 22, NO 11, 1385-1389
  作者：RIDGE D. N.、 HANIFIN J. W.、 HARTEN L. A.、 JOHNSON B. D.、 MENSCHIK J.、 NIC+

  DOI：——

  日期：——