2-Amino-6-(2-phenoxyethoxy)benzamid | 54166-98-2

• 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-Amino-6-(2-phenoxyethoxy)benzamid
• 英文别名: 2-amino-6-(2-phenoxyethoxy)benzamide
• CAS: 54166-98-2
• 化学式: C₁₅H₁₆N₂O₃
• 分子量: 272.304
• InChiKey: UKZLJOODAJZPCA-UHFFFAOYSA-N

物化性质

• 熔点：
  127-130 °C(Solv: ethanol (64-17-5))
• 沸点：
  468.8±40.0 °C(Predicted)
• 密度：
  1.241±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  20
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  87.6
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-Amino-6-(2-phenoxyethoxy)benzamid 以78%的产率得到
  参考文献：
  名称：

  SELLSTEDT, J. H.; GUINOSSO C. J.; BEGANY A. J.; BELL S. C.; ROSENTHALE M., J. MED. CHEM. , 1975, 18, NO 9, 926-933

  摘要：

  DOI：
• 作为产物：
  描述：

  2-nitro-6(2-phenoxyethoxy)-benzonitrile 以50%的产率得到
  参考文献：
  名称：

  SELLSTEDT, J. H.; GUINOSSO C. J.; BEGANY A. J.; BELL S. C.; ROSENTHALE M., J. MED. CHEM. , 1975, 18, NO 9, 926-933

  摘要：

  DOI：

文献信息

• Oxanilic acids, a new series of orally active antiallergic agents
  作者：John H. Sellstedt、Charles J. Guinosso、Albert J. Begany、Stanley C. Bell、Marvin Rosenthale

  DOI：10.1021/jm00243a014

  日期：1975.9

  antiallergic activity using the rat passive cutaneous anaphylaxis (PCA) test. Many of the oxanilic acid esters are active orally, with the most active species having an aryl 2'-carbamoyl group and a 3'-methoxy group. Hydrolysis of the ester from the oxanilic ester moiety causes a loss of oral activity.

  制备了大量的草酸苯甲酸酯和N-杂芳基草酰胺酸酯，并通过大鼠被动皮肤过敏反应（PCA）测试发现具有抗过敏活性。许多草酰苯甲酸酯具有口服活性，最活泼的物种具有芳基2'-氨基甲酰基和3'-甲氧基。酯从草酰胺酯部分水解会导致口服活性下降。
• Oxamic acid derivatives
  申请人：American Home Products Corporation

  公开号：US04160100A1

  公开（公告）日：1979-07-03

  Anti-allergic agents of aromatic and heterocyclic oxamic acid derivation present the following formula: ##STR1## in which A is a member selected from the group consisting of 2-thiazolyl, 2-pyridyl, 2-pyridyl-N-oxide, 6-(lower)alkyl-2-pyridyl, 3-cyano-2-pyridyl, 3-pyridyl, 4-pyridyl, 2-pyrimidinyl, 2-pyrazinyl, .alpha.-naphthyl, .beta.-naphthyl, phenyl, 2,6-di-chlorophenyl, and substituted phenyl moieties containing from one to three substituents in any of the 2,3,4 and 5 positions of the phenyl ring, independently selected from the group consisting of lower alkyl, lower alkylthio, lower alkylsulfinyl, lower alkoxy, hydroxy(lower)alkoxy, 2-(lower alkoxy oxalyloxy) ethoxy, benzyloxy, N-mono-and di-lower alkylamino(lower)alkoxy, halo, sulfamyl, polyhalo(lower)alkyl, carbamyl, N-lower alkylcarbamyl, nitro, mono-and di-lower alkylamino, phenylazo, carboxy, lower alkylcarbonyl, cyano, carb(lower)alkoxy, phenoxy(lower)alkoxy, lower alkoxyoxalamido and lower alkoxyoxalamidophenoxy radicals; B, when taken alone, is a member selected from the group consisting of --OH, lower alkoxy, --NH.sub.2, --NHOH, cyclohexyloxy and phenoxy; and Y is a member selected from the group consisting of oxygen and when taken with B and the carbon atom to which they are attached, forms the moiety ##STR2##

  具有芳香和杂环羟酰胺衍生物的抗过敏剂具有以下公式：##STR1## 其中A是从以下组中选择的成员：2-噻唑基，2-吡啶基，2-吡啶基-N-氧化物，6-(较低)烷基-2-吡啶基，3-氰基-2-吡啶基，3-吡啶基，4-吡啶基，2-嘧啶基，2-吡嗪基，α-萘基，β-萘基，苯基，2，6-二氯苯基和含有1-3个取代基的取代苯基，独立地从以下组中选择：较低的烷基，较低的烷基硫醇，较低的烷基亚磺酰基，较低的烷氧基，羟基(较低)烷氧基，2-(较低烷氧羰基)乙氧基，苄氧基，N-单和双较低烷基氨基(较低)烷氧基，卤素，磺酰基，多卤素(较低)烷基，氨基甲酰基，N-较低烷基氨甲酰基，硝基，单和双较低烷基氨基，苯基偶氮基，羧基，较低烷基羰基，氰基，羰基(较低)烷氧基，苯氧(较低)烷氧基，较低烷氧羰基氨基和较低烷氧羰基苯氧基基团；B，当单独取时，是从以下组中选择的成员：--OH，较低烷氧基，--NH.sub.2，--NHOH，环己氧基和苯氧基；Y是从以下组中选择的成员：氧，当与B和它们附着的碳原子一起取时，形成基团##STR2##
• Oxamic acid derivatives for the prevention of immediate type
  申请人：American Home Products Corporation

  公开号：US03966965A1

  公开（公告）日：1976-06-29

  Anti-allergic agents of ##EQU1## and heterocyclic oxamic acid derivation present the following formula: IN WHICH A is a member selected from the group consisting of 2-thiazolyl, 2-pyridyl, 2-pyridyl-N-oxide, 6-(lower)alkyl-2-pyridyl, 3-cyano-2-pyridyl, 3-pyridyl, 4-pyridyl, 2-pyrimidinyl, 2-pyrazinyl, .alpha.-naphthyl, .beta.-naphthyl, phenyl, 2,6-dichlorophenyl, and substituted phenyl moieties containing from one to three substituents in any of the 2,3,4 and 5 positions of the phenyl ring, independently selected from the group consisting of lower alkyl, lower alkylthio, lower alkylsulfinyl, lower alkoxy, hydroxy(lower)-alkoxy, 2-(lower alkoxy oxalyloxy) ethoxy, benzyloxy, N-mono-and di-lower alkylamino(lower)-alkoxy, halo, sulfamyl, polyhalo(lower)alkyl, carbamyl, N-lower alkylcarbamyl, nitro, mono- and di-lower alkylamino, phenylazo, carboxy, lower alkylcarbonyl, cyano, carb(lower)alkoxy, phenoxy(lower)alkoxy, lower alkoxyoxalamido and lower alkoxyoxalamidophenoxy radicals; B, when taken alone, is a member selected from the group consisting of -OH, lower alkoxy, --NH.sub.2, --NHOH, cyclohexyloxy and phenoxy; and Y is a member selected from the group consisting of oxygen and when taken with B and the carbon atom to which they are attached, forms the moiety ##EQU2##

  以下是含有2-噻唑基，2-吡啶基，2-吡啶基-N-氧化物，6-(较低)烷基-2-吡啶基，3-氰基-2-吡啶基，3-吡啶基，4-吡啶基，2-嘧啶基，2-吡嗪基，α-萘基，β-萘基，苯基，2,6-二氯苯基以及含有1至3个取代基的取代苯基，这些取代基独立地来自于以下组：较低烷基，较低烷基硫醇，较低烷基亚磺酰基，较低烷氧基，羟基(较低)-烷氧基，2-(较低烷氧基草酰氧)乙氧基，苄氧基，N-单和二-较低烷基氨基(较低)-烷氧基，卤素，磺酰胺基，多卤素(较低)烷基，氨基甲酰基，N-较低烷基氨基甲酰基，硝基，单和二-较低烷基氨基，苯基偶氮基，羧基，较低烷基羰基，氰基，羰(较低)烷氧基，苯氧(较低)烷氧基，较低烷氧基草酰胺基和较低烷氧基草酰胺基苯氧自由基; 当单独取B时，它是以下组中的成员之一：-OH，较低烷氧基，-NH2，-NHOH，环己氧基和苯氧基; 当与B和它们所连接的碳原子一起取时，Y是以下组中的成员之一：氧和形成以下基团的时候：##EQU2## 的咪唑类和杂环羟肟酸衍生物的抗过敏剂。
• 2 Alkoxyoxamoyl-pyrazines
  申请人：American Home Products Corporation

  公开号：US04036837A1

  公开（公告）日：1977-07-19

  Anti-allergic agents of aromatic and heterocyclic oxamic acid derivation present the following formula: ##STR1## in which A is a member selected from the group consisting of 2-thiazolyl, 2-pyridyl, 2-pyridyl-N-oxide, 6-(lower)alkyl-2-pyridyl, 3-cyano-2-pyridyl, 3-pyridyl, 4-pyridyl, 2-pyrimidinyl, 2-pyrazinyl, .alpha.-naphthyl, .beta.-naphthyl, phenyl, 2,6-dichlorophenyl, and substituted phenyl moieties containing from one to three substituents in any of the 2,3,4 and 5 positions of the phenyl ring, independently selected from the group consisting of lower alkykl, lower alkylthio, lower alkylsulfinyl, lower alkoxy, hydroxy(lower)alkoxy, 2-(lower alkoxy oxalyloxy) ethoxy, benzyloxy, N-mono- and di-lower alkylamino(lower)alkoxy, halo, sulfamyl, polyhalo(lower)alkyl, carbamyl, N-lower alkylcarbamyl, nitro, mono- and di-lower alkylamino, phenylazo, carboxy, lower alkylcarbonyl, cyano, carb(lower)alkoxy, phenoxy(lower)alkoxy, lower alkoxyoxalamido and lower alkoxyoxalamidophenoxy radicals; B, when taken alone, is a member selected from the group consisting of --OH, lower alkoxy, --NH.sub.2, --NHOH, cyclohexyloxy and phenoxy; and Y is a member selected from the group consisting of oxygen and when taken with B and the carbon atom to which they are attached, forms the moiety ##STR2##

  芳香族和杂环氧酰胺衍生的抗过敏剂具有以下公式：##STR1## 其中A是从2-噻唑基，2-吡啶基，2-吡啶-N-氧化物，6-(较低)烷基-2-吡啶基，3-氰基-2-吡啶基，3-吡啶基，4-吡啶基，2-嘧啶基，2-吡嗪基，α-萘基，β-萘基，苯基，2,6-二氯苯基和含有1-3个取代基的取代苯基中选择的成员，独立地从低烷基，低烷基硫基，低烷基亚磺酰基，低烷氧基，羟基(低)烷氧基，2-(低烷氧羰基)乙氧基，苄氧基，N-单和二-低烷基氨基(低)烷氧基，卤，磺酰基，多卤(低)烷基，氨基甲酰基，N-低烷基氨甲酰基，硝基，单和二-低烷基氨基，苯基偶氮基，羧基，低烷基羰基，氰基，羰(低)烷氧基，苯氧(低)烷氧基，低烷氧乙酰胺和低烷氧乙酰胺苯氧基自由基中独立选择的成员；当单独取B时，B是从--OH，低烷氧基，--NH.sub.2，--NHOH，环己氧基和苯氧基中选择的成员；当与B和它们附着的碳原子一起取时，Y是从氧中选择的成员，并形成以下基团##STR2##
• Pyrimidinyl oxamic acids and esters, and compositions and methods for
  申请人：American Home Products Corporation

  公开号：US04054657A1

  公开（公告）日：1977-10-18

  Anti-allergic agents of aromatic and heterocyclic oxamic acid derivation present the following formula: ##STR1## in which A is a member selected from the group consisting of 2-thiazolyl, 2-pyridyl, 2-pyridyl-N-oxide, 6-(lower)alkyl-2-pyridyl, 3-cyano-2-pyridyl, 3-pyridyl, 4-pyridyl, 2-pyrimidinyl, 2-pyrazinyl, .alpha.-naphthyl, .beta.-naphthyl, phenyl, 2,6-di-chlorophenyl, and substituted phenyl moieties containing from one to three substituents in any of the 2,3,4 and 5 positions of the phenyl ring, independently selected from the group consisting of lower alkyl, lower alkylthio, lower alkylsulfinyl, lower alkoxy, hydroxy(lower)alkoxy, 2-(lower alkoxy oxalyloxy) ethoxy, benzyloxy, N-mono-and di-lower alkylamino(lower)alkoxy, halo, sulfamyl, polyhalo(lower)alkyl, carbamyl, N-lower alkylcarbamyl, nitro, mono-and di-lower alkylamino, phenylazo, carboxy, lower alkylcarbonyl, cyano, carb(lower)alkoxy, phenoxy(lower)alkoxy, lower alkoxyoxalamido and lower alkoxyoxalamidophenoxy radicals; B, when taken alone, is a member selected from the group consisting of --OH, lower alkoxy, --NH.sub.2, --NHOH, cyclohexyloxy and phenoxy; and Y is a member selected from the group consisting of oxygen and when taken with B and the carbon atom to which they are attached, forms the moiety ##STR2##

  芳香族和杂环氧酰胺衍生的抗过敏药物具有以下式子：##STR1## 其中A是从以下组中选出的一种成员：2-噻唑基，2-吡啶基，2-吡啶基-N-氧化物，6-（较低）烷基-2-吡啶基，3-氰基-2-吡啶基，3-吡啶基，4-吡啶基，2-嘧啶基，2-吡嗪基，α-萘基，β-萘基，苯基，2,6-双氯苯基和含有1-3个取代基的取代苯基，这些取代基分别独立地选自以下组：较低烷基，较低硫代烷基，较低磺代烷基，较低烷氧基，羟基（较低）烷氧基，2-（较低烷氧羰基）乙氧基，苄氧基，N-单-和二-较低烷基氨基（较低）烷氧基，卤素，磺酰基，多卤（较低）烷基，氨基甲酰基，N-较低烷基氨基甲酰基，硝基，单-和二-较低烷基氨基，苯基偶氮基，羧基，较低烷基羰基，氰基，羟基苯氧基，较低烷氧基草酰胺基和较低烷氧基草酰胺基苯氧基基团；当单独取B时，B是从以下组中选出的一种成员：--OH，较低烷氧基，--NH.sub.2，--NHOH，环己氧基和苯氧基；当与B和它们所连接的碳原子一起取时，Y是从以下组中选出的一种成员：氧和形成基团##STR2##