(E)-N-<3-(4-methoxyphenyl)-2-propenyl>-N-methyl-1-naphthalenemethanamine | 79416-72-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: (E)-N-<3-(4-methoxyphenyl)-2-propenyl>-N-methyl-1-naphthalenemethanamine
• 英文别名: (E)-3-(4-methoxyphenyl)-N-methyl-N-(naphthalen-1-ylmethyl)prop-2-en-1-amine；(E)-N-[3-(4-methoxyphenyl)-2-propenyl]-N-methyl-1-naphthalenemethanamine
• CAS: 79416-72-1
• 化学式: C₂₂H₂₃NO
• 分子量: 317.431
• InChiKey: PQHCATKXQGGEBT-VOTSOKGWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  24
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  12.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  3--1-(4-methoxyphenyl)-1-propanone 在 盐酸 、 sodium tetrahydroborate 作用下， 以 甲醇 为溶剂， 反应 2.25h， 生成 (E)-N-<3-(4-methoxyphenyl)-2-propenyl>-N-methyl-1-naphthalenemethanamine
  参考文献：
  名称：

  Synthesis and structure-activity relationships of naftifine-related allylamine antimycotics

  摘要：

  Naftifine (1) is the first representative of the new antifungal allylamine derivatives. Its biological activity is strictly bound to specific structural requirements that are unrelated to those of known antifungals. A tertiary allylamine function seems to be a prerequisite for activity against fungi. By systematic variation of the individual structural elements in 1, detailed structure-activity relationships are defined in which the phenyl ring is the structural feature permitting the widest variations. Versatile synthetic routes to allylamine derivatives and comparative biological data are presented.

  DOI：

  10.1021/jm00151a019

文献信息

• Direct use of allylic alcohols and allylic amines in palladium-catalyzed allylic amination
  作者：Jiangyan Jing、Xiaohong Huo、Jiefeng Shen、Jingke Fu、Qinghua Meng、Wanbin Zhang

  DOI：10.1039/c7cc01069a

  日期：——

  Allylic alcohols and allylic amines were directly utilized in a Pd-catalyzed hydrogen-bond-activated allylic amination under mild reaction conditions in the absence of any additives. The cooperative action of a Pd-catalyst and a hydrogen-bonding solvent is most likely responsible for its high reactivity. The catalytic system is compatible with a variety of functional groups and can be used to prepare

  在没有任何添加剂的情况下，在温和的反应条件下，将烯丙醇和烯丙基胺直接用于钯催化的氢键活化的烯丙基胺化反应中。Pd催化剂和氢键溶剂的协同作用很可能是其高反应活性的原因。该催化体系与多种官能团相容，可用于以良好或优异的收率制备各种线性烯丙基胺。此外，该方法可以轻松地以克为单位，用于两种药物的肉桂醛和萘替芬的一步合成。
• Palladium-Catalyzed Regio- and Stereoselective γ-Arylation of Tertiary Allylic Amines: Identification of Potent Adenylyl Cyclase Inhibitors
  作者：Zhishi Ye、Tarsis F. Brust、Val J. Watts、Mingji Dai

  DOI：10.1021/ol503748t

  日期：2015.2.20

  Substituted allylic amines and their derivatives are key structural motifs of many drug molecules and natural products. A general, mild, and practical palladium-catalyzed γ-arylation of tertiary allylic amines, one of the most challenging Heck arylation substrates, has been developed. The γ-arylation products were obtained in excellent regio- and stereoselectivity. Moreover, novel and potent adenylyl

  取代的烯丙基胺及其衍生物是许多药物分子和天然产物的关键结构图案。已开发出一般，温和且实用的叔烯丙基胺的钯催化γ-芳基化反应，这是最具挑战性的Heck芳基化底物之一。γ-芳基化产物以优异的区域选择性和立体选择性获得。此外，已经从γ-芳基化产物中鉴定出了新型和有效的腺苷酸环化酶抑制剂，其具有治疗神经性和炎性疼痛的潜力。
• ADENYLYL CYCLASE INHIBITORS FOR NEUROPATHIC AND INFLAMMATORY PAIN
  申请人：Purdue Research Foundation

  公开号：US20160272572A1

  公开（公告）日：2016-09-22

  The invention generally relates to adenylyl cyclase inhibitor compounds and methods for treating neuropathic or inflammatory pain by using those compounds.

  这项发明通常涉及腺苷酸环化酶抑制剂化合物及利用这些化合物治疗神经病理性或炎症性疼痛的方法。
• Adenylyl cyclase inhibitors for neuropathic and inflammatory pain
  申请人：Purdue Research Foundation

  公开号：US10144700B2

  公开（公告）日：2018-12-04

  The invention generally relates to adenylyl cyclase inhibitor compounds and methods for treating neuropathic or inflammatory pain by using those compounds.

  本发明一般涉及腺苷酸环化酶抑制剂化合物以及使用这些化合物治疗神经性或炎症性疼痛的方法。
• Synthesis and structure-activity relationships of naftifine-related allylamine antimycotics
  作者：Anton Stuetz、Apostolos Georgopoulos、Waltraud Granitzer、Gabor Petranyi、Daniel Berney

  DOI：10.1021/jm00151a019

  日期：1986.1

  Naftifine (1) is the first representative of the new antifungal allylamine derivatives. Its biological activity is strictly bound to specific structural requirements that are unrelated to those of known antifungals. A tertiary allylamine function seems to be a prerequisite for activity against fungi. By systematic variation of the individual structural elements in 1, detailed structure-activity relationships are defined in which the phenyl ring is the structural feature permitting the widest variations. Versatile synthetic routes to allylamine derivatives and comparative biological data are presented.