3-chloro-5-ethoxy-4-pyridinecarbonitrile | 153463-57-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3-chloro-5-ethoxy-4-pyridinecarbonitrile
• 英文别名: 3-Chloro-5-ethoxypyridine-4-carbonitrile
• CAS: 153463-57-1
• 化学式: C₈H₇ClN₂O
• 分子量: 182.609
• InChiKey: KUYZWPHLKDFTRX-UHFFFAOYSA-N

物化性质

• 沸点：
  307.2±37.0 °C(Predicted)
• 密度：
  1.27±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  12
• 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：
  45.9
• 氢给体数：
  0
• 氢受体数：
  3

安全信息

• 危险性防范说明：
  P264,P280,P302+P352,P337+P313,P305+P351+P338,P362+P364,P332+P313
• 危险性描述：
  H315,H319

反应信息

• 作为反应物：
  描述：

  3-chloro-5-ethoxy-4-pyridinecarbonitrile 反应 22.0h， 生成 3-Dimethylamino-5-methylamino-isonicotinonitrile
  参考文献：
  名称：

  Synthesis of Pluriaminated Pyridines

  摘要：

  The key reagent 3,5-dichloro-4-pyridinecarbonitrile (1) was used to synthesize 4-aminomethylpyridine derivatives 3,5-disubstituted with various amino groups, very active as inhibitors of diamine oxidase. The study of the reaction allowed to discover conditions for the gradual substitution in good yields of the two chlorine atoms to give symmetrically and unsymmetrically disubstituted derivatives (3), or the substitution of the cyano group, or the formation of amidines. The reduction of the cyano to aminomethyl group in compounds (3) afforded the target bioactive products.

  DOI：

  10.3987/com-98-8144
• 作为产物：
  描述：

  sodium ethanolate 、 3,5-二氯-4-氰基吡啶 以 N,N-二甲基甲酰胺 为溶剂， 以59%的产率得到3-chloro-5-ethoxy-4-pyridinecarbonitrile
  参考文献：
  名称：

  4-Aminomethyl-5-ethoxy-3-[(4-vinyl) benzyloxy]pyridine 及其作为酶选择性抑制剂的聚合物衍生物的合成

  摘要：

  新单体 4-aminomethyl-5-ethoxy-3-[(4-vinyl)benzyloxy]pyridine 及其盐酸盐衍生物的合成以及它们的自由基均聚和共聚，提供了计划作为选择性抑制剂的大分子系统的第一个例子描述了含铜胺氧化酶。

  DOI：

  10.1246/cl.1993.1643

文献信息

• Synthesis of 4-Aminomethyl-5-ethoxy-3-[(4-vinyl) benzyloxy]pyridine and Its Polymeric Derivatives Planned as Selective Inhibitors of Enzymes
  作者：Vincenzo Bertini、Marco Pocci、Francesco Lucchesini、Angela De Munno、Nevio Picci、Francesca Iemma

  DOI：10.1246/cl.1993.1643

  日期：1993.10

  The synthesis of the new monomer 4-aminomethyl-5-ethoxy-3-[(4-vinyl)benzyloxy]pyridine and its hydrochloride derivative together with their radical homo- and copolymerization to afford the first examples of macromolecular systems planned as selective inhibitors of copper-containing amine oxidases are described.

  新单体 4-aminomethyl-5-ethoxy-3-[(4-vinyl)benzyloxy]pyridine 及其盐酸盐衍生物的合成以及它们的自由基均聚和共聚，提供了计划作为选择性抑制剂的大分子系统的第一个例子描述了含铜胺氧化酶。
• [EN] COMPOUNDS AND COMPOSITIONS FOR TREATING CONDITIONS ASSOCIATED WITH LPA RECEPTOR ACTIVITY<br/>[FR] COMPOSÉS ET COMPOSITIONS POUR LE TRAITEMENT D'ÉTATS ASSOCIÉS À L'ACTIVITÉ DU RÉCEPTEUR DE LPA
  申请人：[en]LHOTSE BIO , INC.

  公开号：WO2023160672A1

  公开（公告）日：2023-08-31

  The present disclosure provides LPA antagonists of formula I, as well as pharmaceutical compositions comprising the compounds disclosed herein. Also provided are methods for treating LPA-associated diseases, disorders, and conditions.
• 3,5-Dichloro-4-pyridinecarbonitrile as a Key Reagent in a Synthesis of Copper Containing Amine Oxidase Inhibitors
  作者：Vincenzo Bertini、Francesco Lucchesini、Marco Pocci、Angela De Munno

  DOI：10.3987/com-94-6945

  日期：——

  Various synthetic approaches to 3,4,5-trifunctionalized pyridine derivatives useful as benzylamine oxidase inhibitors are extensively explored. Fully satisfactory preparations of the inhibitors 3,5-diethoxy-4-aminomethylpyridine (4), 3,5-bis(3-hydroxypropoxy)-4-aminomethylpyridine (11), 3,5-bis(4-hydroxybutoxy)-4- aminomethylpyridine (12) and 3-ethoxy-5-phenylmethoxy-4-aminomethylpyridine (16), all in the form of dihydrochloride salt, using 3,5-dichloro-4-pyridinecarbonitrile as key precursor, are reported.
• Synthesis of Pluriaminated Pyridines
  作者：Angela De Munno、Vincenzo Bertini、Nevio Picci、Francesca Iemma、Marco Pocci

  DOI：10.3987/com-98-8144

  日期：——

  The key reagent 3,5-dichloro-4-pyridinecarbonitrile (1) was used to synthesize 4-aminomethylpyridine derivatives 3,5-disubstituted with various amino groups, very active as inhibitors of diamine oxidase. The study of the reaction allowed to discover conditions for the gradual substitution in good yields of the two chlorine atoms to give symmetrically and unsymmetrically disubstituted derivatives (3), or the substitution of the cyano group, or the formation of amidines. The reduction of the cyano to aminomethyl group in compounds (3) afforded the target bioactive products.