4-[(5-Bromo-4-{(1Z)-3-[(4-chlorophenyl)amino]-2-cyano-3-oxo-1-propen-1-yl}-2-methoxyphenoxy)methyl]benzoic acid | 5911-45-5

• 分子结构分类: 有机化合物 - 生物碱及其衍生物 - 托烷生物碱
• 英文名称: 4-[(5-Bromo-4-{(1Z)-3-[(4-chlorophenyl)amino]-2-cyano-3-oxo-1-propen-1-yl}-2-methoxyphenoxy)methyl]benzoic acid
• 英文别名: tropane-3exo-carbonitrile；Tropan-3exo-carbonitril；Exo-8-methyl-8-azabicyclo[3.2.1]octane-3-carbonitrile；exo-3-cyano-8-methyl-8-azabicyclo[3.2.1]octane
• CAS: 5911-45-5
• 化学式: C₉H₁₄N₂
• 分子量: 150.224
• InChiKey: DOUCIMIQXTWTDF-PSVAKVPMSA-N

物化性质

• 沸点：
  253.0±33.0 °C(Predicted)
• 密度：
  1.05±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.38
• 重原子数：
  11.0
• 可旋转键数：
  0.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.89
• 拓扑面积：
  27.03
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  4-[(5-Bromo-4-{(1Z)-3-[(4-chlorophenyl)amino]-2-cyano-3-oxo-1-propen-1-yl}-2-methoxyphenoxy)methyl]benzoic acid 在 吡啶 、 硫化氢 作用下， 反应 24.0h， 以69%的产率得到
  参考文献：
  名称：

  氮杂双环衍生物及其制备和应用

  摘要：

  本发明公开了一种氮杂双环衍生物及其制备和应用，本发明的氮杂双环衍生物具有式I所示的结构，其中各取代基的定义如说明书和权利要求书所述。本发明的化合物对线虫具有优异的杀灭作用。

  公开号：

  CN109593088B
• 作为产物：
  描述：

  pseudotropine 在 氯化亚砜 、 乙醇 、 氯仿 、 sodium methylate 作用下， 生成 4-[(5-Bromo-4-{(1Z)-3-[(4-chlorophenyl)amino]-2-cyano-3-oxo-1-propen-1-yl}-2-methoxyphenoxy)methyl]benzoic acid
  参考文献：
  名称：

  The Action of Nucleophilic Agents on 3α-Chlorotropane¹

  摘要：

  DOI：

  10.1021/ja01550a064

文献信息

• Bicyclic amines
  申请人：Zeneca Limited

  公开号：US05922732A1

  公开（公告）日：1999-07-13

  A compound of formula (I): ##STR1## wherein R.sup.1 represents a group of formula (A) where each of W, X, Y and Z and Z represents either a group CR or the nitrogen atom, provided that not more than two of W, X, Y and Z represent the nitrogen atom and where each R present is independently selected from hydrogen and halogen atoms and cyano, amino, hydrazino, acylamino, hydroxy, alkyl, hydroxyalkyl, alkoxy, haloalkyl, haloalkoxy, alkenyl, alkenyloxy, alkoxyalkenyl, alkynyl, carboxylic acyl, alkoxycarbonyl, aryl and heterocyclyl groups, said groups comprising up to 6 carbon atoms, and wherein R.sup.2 represents hydrogen or cyano or a group selected from alkyl, aryl, heteroaryl, aralkyl, heteroarylalkyl, alkenyl, aralkenyl, alkynyl, alkoxycarbonyl, alkanesulfonyl, arenesulfonyl, alkanyloxycarbonyl, aralkyloxycarbonyl, aryloxycarbonyl, heterocyclylalkyl, carbamyl or dithiocarboxyl groups, said groups comprising from 1 to 15 carbon atoms, said groups being optionally substituted with one or more substituents selected from, halogen, cyano, carboxyl, carboxylic acyl, carbamyl, alkoxycarbonyl, alkoxy, alkylenedioxy, hydroxy, nitro, haloalkyl, alkyl, amino, acylamino, imidate and phosphonato groups; and acid addition salts and quaternary ammonium salts and N-oxides derived therefrom. The compounds are useful as insecticides.

  公式（I）的化合物：其中R.sup.1代表公式（A）的一个基团，其中W、X、Y和Z和Z分别表示CR基团或氮原子，但W、X、Y和Z中不超过两个表示氮原子，每个R分别选自氢原子和卤素原子以及氰基、氨基、双氮基、酰胺基、羟基、烷基、羟基烷基、烷氧基、卤代烷基、卤代烷氧基、烯基、烯氧基、烷氧基烯基、炔基、羧酰基、烷氧羰基、芳基和杂环基团，所述基团含有最多6个碳原子，R.sup.2代表氢或氰基或选自烷基、芳基、杂芳基、芳基烷基、杂芳基烷基、烯基、芳基烯基、炔基、烷氧基羰基、烷烷基磺酰基、芳烷基磺酰基、烷氧羰基、芳基烷氧羰基、芳氧羰基、杂环基烷基、氨基甲酰基或二硫代羧基团中的一个基团，所述基团含有1至15个碳原子，所述基团可选地被一个或多个卤素、氰基、羧基、羧酰基、氨基甲酰基、烷氧羰基、烷氧基、烷基二氧基、羟基、硝基、卤代烷基、烷基、氨基、酰胺基、亚胺基和膦酸基团的一个或多个取代基取代；以及由此衍生的酸加盐、季铵盐和N-氧化物。这些化合物可用作杀虫剂。
• Bicyclic amine derivatives
  申请人：Zeneca Limited

  公开号：US05849754A1

  公开（公告）日：1998-12-15

  The present invention concerns bicyclic amine derivatives of formula (I): ##STR1## wherein R.sup.1 is an optionally substituted 5-membered heterocyclic ring system containing from 1 to 3 heteroatoms individually selected from nitrogen, oxygen and sulfur atoms, and at least one unsaturation (double bond) between adjacent atoms in the ring, wherein the substutuents, if present, are selected from halogen atoms, alkyl, alkenyl, alkynyl, alkoxy, haloalkyl, haloalkenyl, alkylthio and alkyl amino groups, any of which groups contain up to eight carbon atoms, and wherein two substituents may join to form a fused ring; R.sup.2 represents hydrogen or cyano or a group selected from alkyl, aryl, heteroaryl, aralkyl, heteroarylalkyl, alkenyl, aralkenyl, alkynyl, alkoxycarbonyl, alkanesulfonyl, arenesulfonyl, alkenyloxycarbonyl, aralkyloxycarbonyl, aryloxycarbonyl, heterocyclylalkyl, carbamyl, dithiocarboxyl or XR.sup.3 (where X represents oxygen or a group NR.sup.4), provided that when R.sup.2 is alkenyl, aralkenyl or alkynyl said group does not have an unsaturated carbon atom bonding directly to the ring nitrogen of formula (I); R.sup.3 and R.sup.4 are, independently, hydrogen, alkyl, aryl, heteroaryl, aralkyl, heteroarylalkyl, alkenyl, aralkenyl, alkynyl, heterocyclylalkyl, alkoxycarbonyl or carboxylic acyl; alkyl moieties of R.sup.2, R.sup.3 and R.sup.4 comprise from 1 to 15 carbon atoms, and are optionally substituted with one or more substituents selected from, halogen, cyano, carboxyl, carboxylic acyl, carbamyl, alkoxycarbonyl, alkoxy, alkylenedioxy, hydroxy, nitro, haloalkyl, alkyl, amino, acylamino, imidate and phosphonato groups; or an acid addition salt, quaternary ammonium salt or N-oxide derived therefrom; to processes for preparing them, to insecticidal compositions comprising them and to methods of using them to combat and control insect pests.

  本发明涉及公式（I）的双环胺衍生物：##STR1## 其中R.sup.1是一个可选取的5-成员杂环环系统，其中包含从1到3个杂原子，分别选自氮、氧和硫原子，并且在环中相邻原子之间至少有一个不饱和（双键），其中，如果存在取代基，则可选自卤素原子，烷基，烯基，炔基，烷氧基，卤代烷基，卤代烯基，烷硫基和烷基氨基，其中任何一种基团含有最多八个碳原子，其中两个取代基可以结合形成融合环；R.sup.2表示氢或氰或选自烷基，芳基，杂环芳基，芳基烷基，杂环芳基烷基，烯基，芳基烯基，炔基，烷氧羰基，烷基磺酰基，芳基磺酰基，烯氧羰基，芳基烷氧羰基，芳氧羰基，杂环芳基烷基，氨基甲酰，二硫代羧酸或XR.sup.3（其中X表示氧或一个NR.sup.4基团），但是当R.sup.2为烯基，芳基烯基或炔基时，所述基团不具有直接与公式（I）中的环氮原子相结合的不饱和碳原子；R.sup.3和R.sup.4是独立的氢，烷基，芳基，杂环芳基，芳基烷基，杂环芳基烷基，烯基，芳基烯基，炔基，杂环芳基烷基，烷氧羰基或羧酸酰基；R.sup.2，R.sup.3和R.sup.4的烷基部分包含1到15个碳原子，并且可选地被一个或多个取代基取代，所述取代基选自卤素，氰基，羧基，羧酸酰基，氨基甲酰，烷氧羰基，烷氧基，烷基二氧杂环氧基，羟基，硝基，卤代烷基，烷基，氨基，酰胺基，亚胺酯基和膦酸酯基；或其酸加成盐，季铵盐或N-氧化物。本发明还涉及制备它们的方法，包含它们的杀虫剂组合物以及使用它们来对抗和控制昆虫害的方法。
• 5-HT 3 RECEPTOR AGONIST, NOVEL THIAZOLE DERIVATIVE, AND INTERMEDIATE THEREFOR
  申请人：YAMANOUCHI PHARMACEUTICAL CO. LTD.

  公开号：EP0749966A1

  公开（公告）日：1996-12-27

  A 5-HT3 receptor agonist containing a thiazole derivative represented by general formula (I) as the effective ingredient; a specified compound useful as a 5-HT3 receptor agonist; and a specified thioamide derivative useful as an intermediate therefor. wherein each symbol represents the following meaning: Ring A: the following ring which may be substituted by one or more substituents selected from the group consisting of a halogen atom, a lower alkyl group and a lower alkoxyl group: 1) a benzene ring, or 2) a 5-membered or 6-membered unsaturated heterocyclic ring having one or two hetero atoms selected from the group consisting of a nitrogen atom, an oxygen atom and a sulfur atom, L1 and L2: one of them represents a single bond, and the other one represents non-existence, or an alkylene group having 1 to 4 carbon atoms or an alkenylene group having 2 to 5 carbon atoms, R: a group represented by one of the following formulae: L3: a lower alkylene group, L4: a single bond or a lower alkylene group, R1 and R2: the same or different and individually a hydrogen atom, a lower alkyl group or an amino-protecting group, R3: a hydrogen atom, a lower alkyl group, an oxo group or a protected or unprotected amino group, R4: non-existence or a hydrogen atom, a lower alkyl group, an aralkyl group or an amino-protecting group, Ring B: the following monocyclic or bicyclic ring which may contain an oxygen atom: 1) a nitrogen-containing saturated heterocyclic ring having 4 to 16 ring-forming atoms, or 2) a nitrogen-containing heterocyclic ring having one unsaturated bond and 4 to 16 ring-forming atoms, and Ring D: a saturated carbon ring having 4 to 8 ring-forming atoms,

  一种 5-HT3 受体激动剂，含有作为有效成分的通式(I)代表的噻唑衍生物；一种用作 5-HT3 受体激动剂的特定化合物；以及一种用作其中间体的特定硫酰胺衍生物。 其中各符号代表以下含义： 环 A：可被选自卤素原子、低级烷基和低级烷氧基的一个或多个取代基取代的下环： 1) 苯环，或 2) 5 元或 6 元不饱和杂环，其中有一个或两个杂原子，选自由氮原子、氧原子和硫原子组成的组、 L1 和 L2：其中一个代表单键，另一个代表不存在的键，或代表具有 1 至 4 个碳原子的亚烷基或具有 2 至 5 个碳原子的烯基、 R：由下式之一代表的基团： L3：低级亚烷基、 L4：单键或低级亚烷基、 R1和R2：相同或不同，各自为氢原子、低级烷基或氨基保护基团、 R3：一个氢原子、一个低级烷基、一个氧代基团或一个受保护或不受保护的氨基、 R4：不存在或为氢原子、低级烷基、芳烷基或氨基保护基团、 环 B：可含有一个氧原子的单环或双环： 1) 具有 4 至 16 个成环原子的含氮饱和杂环，或 2) 具有一个不饱和键和 4 至 16 个成环原子的含氮杂环，以及 环 D：具有 4 至 8 个成环原子的饱和碳环、
• BICYCLIC AMINES AS INSECTICIDES
  申请人：Syngenta Limited

  公开号：EP0828739B1

  公开（公告）日：2002-09-11
• BICYCLIC AMINE DERIVATIVES
  申请人：Syngenta Limited

  公开号：EP0942909B1

  公开（公告）日：2002-06-12