3-amino-N-(2-pyridyl)but-2-enamide

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 3-amino-N-(2-pyridyl)but-2-enamide
• 英文别名: 3-amino-N-pyridin-2-ylbut-2-enamide
• 化学式: C₉H₁₁N₃O
• 分子量: 177.2
• InChiKey: RWUGEDDMAZQWOC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  13
• 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：
  68
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  ethyl 2-(2-methylimidazo[4,5-c]pyrid-1-yl)pyrid-5-oylacetate 、 3-amino-N-(2-pyridyl)but-2-enamide 、 2-氯苯甲醛 在 氮 、 乙酸乙酯 、 甲醇 、 diethyl ether ethyl acetate 作用下， 以 乙醇 为溶剂， 反应 5.75h， 以to give the title compound, 140 mg (23%), m.p. 242°-3° C.的产率得到4-(2-chlorophenyl)-1,4-dihydro-3-ethoxycarbonyl-6-methyl-2-[2-(2-methylimidazo[4,5-c]pyrid-1-yl)pyrid-5-yl]-5-[N-(2-pyridyl)carbamoyl]pyridine
  参考文献：
  名称：

  Alkyl 2-benzylidene-4-(2-alkylimidazopyrid-1-yl) benzoylacetate esters

  摘要：

  用于合成二氢吡啶血小板活化因子拮抗剂的中间体，其化学式为##STR1##其中R是苯或取代苯; R.sup.3是较低的烷基; Y是1,4-苯撑基，X是2-烷基咪唑吡啶基。

  公开号：

  US05149814A1

文献信息

• Platelet activating factor antagonists
  申请人：Pfizer Inc.

  公开号：US04935430A1

  公开（公告）日：1990-06-19

  Platelet activating factor antagonists of formula (I): ##STR1## wherein R is phenyl or phenyl substituted by one or more substituents selected from nitro, halo, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy, aryl (C.sub.1 -C.sub.4) alkoxy, fluoro (C.sub.1 -C.sub.4) alkoxy, C.sub.1 -C.sub.4 alkylthio, C.sub.1 -C.sub.4 alkylsulphonyl, hydroxy, trifluoromethyl and cyano, or is phenyl fused to a dioxole ring; R.sup.1 and R.sup.2 are each independently H or C.sub.1 -C.sub.6 alkyl, or R.sup.1 and R.sup.2 together complete a pyrrolidinyl, piperidino, morpholino, piperazinyl, N-(C.sub.1 -C.sub.4 alkyl) piperazinyl or N-(C.sub.2 -C.sub.4 alkanoyl)-piperazinyl group; or R.sup.2 is H or C.sub.1 -C.sub.4 alkyl and R.sup.1 is CN, C.sub.3 -C.sub.7 cycloalkyl, aryl, heteroaryl or a C.sub.1 -C.sub.4 alkyl group substituted by one or more substituents selected from C.sub.3 -C.sub.7 cycloalkyl, C.sub.1 -C.sub.4 alkoxycarbonyl, aryl or heteroaryl; Z is selected from C.sub.1 -C.sub.6 alkoxy, aryl (C.sub.1 -C.sub.4) alkoxy, hydroxy, and --NR.sup.4 R.sup.5 wherein each of R.sup.4 and R.sup.5 is independently H or C.sub.1 -C.sub.6 alkyl, or R.sup.4 and R.sup.5 together complete a pyrrolidinyl, piperidino, morpholino, piperazinyl or N-(C.sub.1 -C.sub.4 alkyl) piperazinyl group; Y is 1,4 phenylene or pyridine-2,5-diyl, and X is a 5 or 6 membered aromatic heterocyclic group containing one or more nitrogen atoms in its ring; which ring may be fused to a benzene ring or to a further 5- or 6-membered aromatic heterocyclic ring containing one or more nitrogen atoms, at least one of said heterocyclic rings optionally also containing an oxygen or sulphur atom, and being optionally substituted with one or more substituents selected from C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy, halo, CF.sub.3 and CN; and their pharmaceutically acceptable salts.

  化学式（I）的血小板活化因子拮抗剂：##STR1## 其中R是苯基或苯基上取代一个或多个取代基所选的硝基，卤素，C.sub.1-C.sub.4烷基，C.sub.1-C.sub.4烷氧基，芳基（C.sub.1-C.sub.4）烷氧基，氟（C.sub.1-C.sub.4）烷氧基，C.sub.1-C.sub.4烷硫基，C.sub.1-C.sub.4烷基磺酰基，羟基，三氟甲基和氰基，或是苯基融合到二噁烷环中; R.sup.1和R.sup.2各自独立地为H或C.sub.1-C.sub.6烷基，或R.sup.1和R.sup.2一起形成吡咯烷基，哌啶基，吗啉基，哌嗪基，N-（C.sub.1-C.sub.4烷基）哌嗪基或N-（C.sub.2-C.sub.4酰基）-哌嗪基; 或R.sup.2为H或C.sub.1-C.sub.4烷基，R.sup.1为CN，C.sub.3-C.sub.7环烷基，芳基，杂环芳基或取代一个或多个取代基所选的C.sub.3-C.sub.7环烷基，C.sub.1-C.sub.4烷氧羰基，芳基或杂环芳基的C.sub.1-C.sub.4烷基; Z选择自C.sub.1-C.sub.6烷氧基，芳基（C.sub.1-C.sub.4）烷氧基，羟基和--NR.sup.4R.sup.5，其中R.sup.4和R.sup.5各自独立地为H或C.sub.1-C.sub.6烷基，或R.sup.4和R.sup.5一起形成吡咯烷基，哌啶基，吗啉基，哌嗪基或N-（C.sub.1-C.sub.4烷基）哌嗪基; Y为1,4-苯撑基或吡啶-2,5-二基，并且X是一个含有一个或多个氮原子的5或6成员芳香杂环基，其环可以与苯环或进一步的含有一个或多个氮原子的5-或6成员芳香杂环环融合，至少其中一个杂环环还可以取代一个或多个取代基，所选的取代基包括C.sub.1-C.sub.4烷基，C.sub.1-C.sub.4烷氧基，卤素，CF.sub.3和CN;以及其药学上可接受的盐。
• 1,4-dihydro-2-(4-[benzimidazol-l-yl]phenyl)-pyridines as platelet
  申请人：Pfizer Inc.

  公开号：US05063237A1

  公开（公告）日：1991-11-05

  Platelet activating factor antagonists of formula (I): ##STR1## wherein R is phenyl or phenyl substituted by one or more substituents selected from nitro, halo, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy, aryl(C.sub.1 -C.sub.4)alkoxy, fluoro(C.sub.1 -C.sub.4)alkoxy, C.sub.1 -C.sub.4 alkylthio, C.sub.1 -C.sub.4 alkylsulphonyl, hydroxy, trifluoromethyl and cyano, or is phenyl fused to a dioxole ring; R.sup.1 and R.sup.2 are each independently H or C.sub.1 -C.sub.6 alkyl, or R.sup.1 and R.sup.2 together complete a pyrrolidinyl, piperidino, morpholino, piperazinyl, N-(C.sub.1 -C.sub.4 alkyl)piperazinyl or N-(C.sub.2 -C.sub.4 alkanoyl)-piperazinyl group; R.sup.2 is H or C.sub.1 -C.sub.4 alkyl and R.sup.1 is CN, C.sub.3 -C.sub.7 cycloalkyl, aryl, heteroaryl or a C.sub.1 -C.sub.4 alkyl group substituted by one or more substituents selected from C.sub.3 -C.sub.7 cycloalkyl, C.sub.1 -C.sub.4 alkoxycarbonyl, aryl or heteroaryl; Z is selected from C.sub.1 -C.sub.6 alkoxy, aryl(C.sub.1 -C.sub.4)alkoxy, hydroxy, and --NR.sup.4 R.sup.5 wherein each of R.sup.4 and R.sup.5 is independently H or C.sub.1 -C.sub.6 alkyl, or R.sup.4 and R.sup.5 together complete a pyrrolidinyl, piperidino, morpholino, piperazinyl or N-(C.sub.1 -C.sub.4 alkyl)piperazinyl group; Y is 1,4 phenylene or pyridine-2,5-diyl, X is a 5 or 6 membered aromatic heterocyclic group containing one or more nitrogen atoms in its ring; which ring may be fused to a benzene ring or to a further 5- or 6-membered aromatic heterocyclic ring containing one or more nitrogen atoms, at least one of said heterocyclic rings optionally also containing an oxygen or sulphur atom, and being optionally substituted with one or more substituents selected from C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy, halo, CF.sub.3 and CN; and their pharmaceutically acceptable salts.

  公式（I）的血小板活化因子拮抗剂：其中R为苯基或苯基取代物，所述取代物从硝基，卤素，C.sub.1-C.sub.4烷基，C.sub.1-C.sub.4烷氧基，芳基（C.sub.1-C.sub.4）烷氧基，氟代（C.sub.1-C.sub.4）烷氧基，C.sub.1-C.sub.4烷硫基，C.sub.1-C.sub.4烷基磺酰基，羟基，三氟甲基和氰基中选择一个或多个取代；或为融合到二噁英环上的苯基；R.sup.1和R.sup.2各自独立为H或C.sub.1-C.sub.6烷基，或R.sup.1和R.sup.2一起形成吡咯烷基，哌啶基，吗啉基，哌嗪基，N-（C.sub.1-C.sub.4烷基）哌嗪基或N-（C.sub.2-C.sub.4烷酰基）-哌嗪基；其中R.sup.2为H或C.sub.1-C.sub.4烷基，R.sup.1为CN，C.sub.3-C.sub.7环烷基，芳基，杂环芳基或取代一个或多个取代物的C.sub.1-C.sub.4烷基，所述取代物从C.sub.3-C.sub.7环烷基，C.sub.1-C.sub.4烷氧羰基，芳基或杂环芳基中选择一个或多个；Z从C.sub.1-C.sub.6烷氧基，芳基（C.sub.1-C.sub.4）烷氧基，羟基和--NR.sup.4R.sup.5中选择，其中R.sup.4和R.sup.5各自独立为H或C.sub.1-C.sub.6烷基，或R.sup.4和R.sup.5一起形成吡咯烷基，哌啶基，吗啉基，哌嗪基或N-（C.sub.1-C.sub.4烷基）哌嗪基；Y为1,4-苯基或吡啶-2,5-二基，X为含有一个或多个氮原子的5或6元芳香杂环基，其环可以与苯环或另一个含有一个或多个氮原子的5-或6元芳香杂环环融合，所述杂环环中至少有一个可以选择性地含有氧原子或硫原子，并且可以取代一个或多个取代物，所述取代物从C.sub.1-C.sub.4烷基，C.sub.1-C.sub.4烷氧基，卤素，CF.sub.3和CN中选择一个或多个；以及其医药上可接受的盐。
• Alkyl 2-benzylidene-4-(benzimidazol-1-yl) benzoylacetate esters as
  申请人：Pfizer Inc.

  公开号：US05070205A1

  公开（公告）日：1991-12-03

  Intermediates useful in the synthesis of dihydropyridine platelet activating factor antagonists of the formula ##STR1## where R is phenyl or substituted phenyl; R.sup.3 is lower alkyl; Y is 1,4-phenylene and X is a benzimidazol-1-yl.

  在合成二氢吡啶血小板活化因子拮抗剂的中间体中有用的化合物的化学式如下：##STR1## 其中R为苯基或取代苯基；R.sup.3为低碳基；Y为1,4-苯基；X为苯并咪唑-1-基。
• Dihydropyridines, their preparation and their use as PAF-antagonists
  申请人：Pfizer Limited

  公开号：EP0330327A2

  公开（公告）日：1989-08-30

  Dihydropyridine PAF antagonists useful in the treatment of allergic and inflammatory conditions and having the formula:- where Ar is an optionally substituted phenyl group; R and R¹ and each C₁-C₄ alkyl or aryl; R² and R³ are each H or C₁-C₆ alkyl or may be joined together to form with the N atom to which they are attached certain heterocyclic groups, or R² is H or C₁-C₄ alkyl and R³ is either (a) C₃-C₇ cycloalkyl, aryl, indanyl or heteroaryl, or (b) a C₁-C₄ alkyl group substituted by one or two substituents each selected from C₃-C₇ cycloalkyl, C₁-C₄ alkoxycarbonyl, aryl and heteroaryl; X is O or NH; Y is -(CH₂)m- where m is 4 or 5 or where n is 1 or 2 and p is 0 or 1; and Z is 5- or 6-membered nitrogen-containing heterocyclic group optionally benzo-fused or fused to a further heterocyclic group.

  二氢吡啶类 PAF 拮抗剂，可用于治疗过敏性和炎症性病症，其式如下： - 其中 Ar 为任选取代的苯基 其中 Ar 是任选取代的苯基； R 和 R¹ 分别是 C₁-C₄ 烷基或芳基； R²和R³各自为H或C₁-C₆烷基，或可连接在一起，与所连接的N原子形成某些杂环基团、 或 R² 是 H 或 C₁-C₄ 烷基，R³ 是 (a) C₃-C₇ 环烷基、芳基、茚满基或杂芳基、或 (b) 被一个或两个各自选自 C₃-C₇ 环烷基、C₁-C₄ 烷氧基羰基、芳基和杂芳基的取代基取代的 C₁-C₄ 烷基； X 是 O 或 NH Y 是-(CH₂)m-，其中 m 是 4 或 5，或 其中 n 为 1 或 2，p 为 0 或 1； Z 是 5 或 6 元含氮杂环基团，可选择与苯并合或与另一个杂环基团并合。
• 4-Aryl-5-carbamoyl-1,4-dihydropyridines
  申请人：Pfizer Limited

  公开号：EP0310386B1

  公开（公告）日：1991-11-06