3-methoxy-2-vinylaniline | 79909-99-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 3-methoxy-2-vinylaniline
• 英文别名: 2-Ethenyl-m-anisidine；2-ethenyl-3-methoxyaniline
• CAS: 79909-99-2
• 化学式: C₉H₁₁NO
• 分子量: 149.192
• InChiKey: ITDIMBPVNMRHMO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  11
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  35.2
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3-methoxy-2-vinylaniline 在 四氯化硅 、 三溴化硼 、 caesium carbonate 、 三乙胺 作用下， 以 二氯甲烷 、 甲苯 、 乙腈 为溶剂， 反应 16.5h， 生成 2-methyl-5-oxiran-2-ylmethoxy-1,2-dihydro-benzo[e][1,2]-azaborinine
  参考文献：
  名称：

  Benzazaborinines as Novel Bioisosteric Replacements of Naphthalene: Propranolol as an Example

  摘要：

  Two benzazaborinine analogues of propranolol were synthesized and extensively profiled in vitro and in vivo. These analogues showed potency and physicochemical and in vitro ADME-tox profiles comparable to propranolol. In addition, both benzazaborinine analogues showed excellent bioavailability and brain penetration following subcutaneous administration in a pharmacolcinetic study in rats. These studies unveil the potential of aromatic azaborinines as bioisosteric replacements of naphthalene in drug discovery programs.

  DOI：

  10.1021/acs.jmedchem.5b01088
• 作为产物：
  描述：

  2-溴-3-硝基苯甲醚 在 2-双环己基膦-2',6'-二甲氧基联苯 、 potassium phosphate 、 palladium diacetate 、 铁粉 、 氯化铵 作用下， 以 水 、 甲苯 、 乙腈 为溶剂， 反应 6.0h， 生成 3-methoxy-2-vinylaniline
  参考文献：
  名称：

  Benzazaborinines as Novel Bioisosteric Replacements of Naphthalene: Propranolol as an Example

  摘要：

  Two benzazaborinine analogues of propranolol were synthesized and extensively profiled in vitro and in vivo. These analogues showed potency and physicochemical and in vitro ADME-tox profiles comparable to propranolol. In addition, both benzazaborinine analogues showed excellent bioavailability and brain penetration following subcutaneous administration in a pharmacolcinetic study in rats. These studies unveil the potential of aromatic azaborinines as bioisosteric replacements of naphthalene in drug discovery programs.

  DOI：

  10.1021/acs.jmedchem.5b01088

文献信息

• Anovulatory method and chicken feed compositions
  申请人：Merck & Co., Inc.

  公开号：US04287201A1

  公开（公告）日：1981-09-01

  2-(Substituted phenylimino)imidazolidines delay the onset of egg production in young pullets and inerrupt egg production in mature hens and are useful in producing an artificial molt.

  2-(取代苯基亚胺基)咪唑啉可以延迟幼鸡的产蛋时间并打断成熟母鸡的产蛋，因此在人工引发蜕羽期中是有用的。
• Poultry feeds containing and methods of using anovulatory compounds, and novel anovulatory imidazolines
  申请人：Merck & Co., Inc.

  公开号：EP0035393A1

  公开（公告）日：1981-09-09

  2-(Substituted phenylimino)imidazolidines of formula: and their non-toxic salts in which R is C1-4 alkyl, C2-5 alkenyl, or halo, is hydrogen, C1-4 alkyl, or halo, is C1-4 alkanoyl, carboxy, (C1-3 alkoxy)carbonyl, C1-4 alkylthio, phenoxy, (C1-3 alkoxy)-phenoxy, halophenoxy, phenylthio, (C1-3 alkyl)-phenylthio, (C1-3 alkoxy)-phenylthio, halophenylthio, C1-4 hydroxyalkyl, (C1-3 alkoxy)-(C1-4 alkyl, di (C1-3 alkyl)amino-(C1-4 alkyl), C5-5 alkenyl, or di(C1-3 alkyl)amino are novel. Compunds of formula: and their non-toxic salts where R is defined above, each of R1 and R2 is independently a radical as defined for either of and or a nitro, amino, C1-3 alkylamino, di(C1-3 alkyl) amino, hydroxy, trifluormethylthio, C1-4 aminoalkyl or (C1- 3 alkyl)amino-(C1-4 alkyl) radical, are administered to poultry to delay the onset of egg production in young pullets and interrupt egg production in mature hens and are useful in producing an artificial moult. They are included in feeds, feed concentrates and additives for drinking water.

  式中的 2-(取代的苯基亚氨基)咪唑啉： 及其无毒盐，其中 R 是 C1-4 烷基、C2-5 烯基或卤代，是氢、C1-4 烷基或卤代，是 C1-4 烷酰基、羧基、(C1-3 烷氧基)羰基、C1-4 烷硫基、苯氧基、(C1-3 烷氧基)-苯氧基、卤代苯氧基、苯硫基、(C1-3 烷基)-苯硫基、(C1-3 烷氧基)-苯氧基、卤苯氧基、苯硫基、(C1-3 烷基)-苯硫基、(C1-3 烷氧基)-苯硫基、卤苯硫基、C1-4 羟基烷基、(C1-3 烷氧基)-(C1-4 烷基)、二(C1-3 烷基)氨基-(C1-4 烷基)、C5-5 烯基或二(C1-3 烷基)氨基是新型的。 式的化合物： 及其无毒盐 其中 R 定义如上，R1 和 R2 中的每一个独立地是定义为和 或硝基、氨基、C1-3 烷基氨基、二(C1-3 烷基)氨基、羟基、三氟甲硫基、C1-4 氨基烷基或 (C1- 3 烷基)氨基-(C1-4烷基)基的基团。它们可用于饲料、浓缩饲料和饮用水添加剂。
• RING-FUSED THIAZOLINO 2-PYRIDONES, METHODS FOR PREPARATION THEREOF AND THEIR USE IN THE TREATMENT AND/OR PREVENTION OF TUBERCULOSIS
  申请人：QURETECH BIO AB

  公开号：US20200352919A1

  公开（公告）日：2020-11-12

  Described is a composition that includes: (i) a drug against tuberculosis, or a pharmaceutically acceptable salt thereof, and (ii) a compound of Formula II, or a pharmaceutically acceptable salt thereof. The composition is useful in the treatment of tuberculosis.
• US4287201A
  申请人：——

  公开号：US4287201A

  公开（公告）日：1981-09-01
• Benzazaborinines as Novel Bioisosteric Replacements of Naphthalene: Propranolol as an Example
  作者：Frederik J. R. Rombouts、Fulgencio Tovar、Nigel Austin、Gary Tresadern、Andrés A. Trabanco

  DOI：10.1021/acs.jmedchem.5b01088

  日期：2015.12.10

  Two benzazaborinine analogues of propranolol were synthesized and extensively profiled in vitro and in vivo. These analogues showed potency and physicochemical and in vitro ADME-tox profiles comparable to propranolol. In addition, both benzazaborinine analogues showed excellent bioavailability and brain penetration following subcutaneous administration in a pharmacolcinetic study in rats. These studies unveil the potential of aromatic azaborinines as bioisosteric replacements of naphthalene in drug discovery programs.