N-甲基-2-萘-2-基-乙酰胺 | 2086-65-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 中文名称: N-甲基-2-萘-2-基-乙酰胺
• 英文名称: N-methyl-2-(naphthalen-2-yl)acetamide
• 英文别名: N-Methyl-2-naphthalin-acetamid；N-methyl-2-naphthalen-2-ylacetamide
• CAS: 2086-65-9
• 化学式: C₁₃H₁₃NO
• mdl: MFCD11726148
• 分子量: 199.252
• InChiKey: NARDJKYNODCAIJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.153
• 拓扑面积：
  29.1
• 氢给体数：
  1
• 氢受体数：
  1

安全信息

• 海关编码：
  2924299090

反应信息

• 作为反应物：
  描述：

  N-甲基-2-萘-2-基-乙酰胺 在 硼烷四氢呋喃络合物 作用下， 以 四氢呋喃 为溶剂， 反应 4.0h， 生成 N-Methyl-2-(2)-naphthyl-ethylamin
  参考文献：
  名称：

  铁催化的N-苯甲酰氧基脲分子内CH-酰胺化反应

  摘要：

  描述了N-苯甲酰氧基脲的氧化还原中性铁催化的分子内CH酰胺化。该方法采用的是由Fe（OTf）2和联吡啶作为催化剂而原位生成的简单铁络合物，而作为氮烯前体的N-苯甲酰氧基脲则不使用外源氧化剂。通过脂族C（sp 3）-H酰胺化以优异的产率合成了一系列环状脲。另外，该催化体系也适合芳基C（sp 2）-H亚硝基插入，以中等产率提供苯并咪唑酮。

  DOI：

  10.1002/cjoc.202100005
• 作为产物：
  描述：

  2-萘乙酸 在 氯化亚砜 、 N,N-二甲基甲酰胺 作用下， 以 水 、 甲苯 为溶剂， 反应 1.0h， 生成 N-甲基-2-萘-2-基-乙酰胺
  参考文献：
  名称：

  α-Diazo-β-ketonitriles: Uniquely Reactive Substrates for Arene and Alkene Cyclopropanation

  摘要：

  An investigation of the intramolecular cyclopropanation reactions of alpha-diazo-beta-ketonitriles is reported. These studies reveal that alpha-diazo-beta-ketonitriles exhibit unique reactivity in their ability to undergo arene cyclopropanation reactions; other similar acceptor acceptor-substituted diazo substrates instead produce mixtures of C-H insertion and dimerization products. alpha-Diazo-beta-ketonitriles also undergo highly efficient intramolecular cyclopropanation of tri- and tetrasubstituted alkenes. In addition, the alpha-cyano-alpha-ketocyclopropane products are demonstrated to serve as substrates for S(N)2, S(N)2', and aldehyde cycloaddition reactions.

  DOI：

  10.1021/ja401610p

文献信息

• Synthesis, Cytotoxicity and Protein Kinase C Inhibition of Arylpyrrolylmaleimides
  作者：Gui-Qing Xu、Chong Zhang、Lei Zhang、Xing-Lu Zhou、Bo Yang、Qiao-Jun He、Yong-Zhou Hu

  DOI：10.1002/ardp.200700190

  日期：2008.5

  novel arylpyrrolylmaleimides was synthesized and evaluated for their in‐vitro cytotoxicity against various human cancer cell lines and their protein‐kinase C inhibitory activity. Some of the compounds showed high or moderate cytotoxic activity against the tested cell lines. Compound 6b is the most promising compound against the tested cancer cell lines; 6d and 6e showed moderate protein‐kinase C inhibition

  合成了一系列新型芳基吡咯基马来酰亚胺，并评估了它们对各种人类癌细胞系的体外细胞毒性及其蛋白激酶 C 抑制活性。一些化合物对测试的细胞系显示出高或中度的细胞毒活性。化合物 6b 是最有前途的抗癌细胞系化合物；6d和6e显示出中度蛋白激酶C抑制。根据获得的实验数据讨论结构 - 活性关系。
• CONFORMATIONALLY CONSTRAINED, FULLY SYNTHETIC MACROCYCLIC COMPOUNDS
  申请人：POLYPHOR AG

  公开号：US20150051183A1

  公开（公告）日：2015-02-19

  The conformationally restricted, spatially defined macrocyclic ring system of formula (I) is constituted by three distinct molecular parts: Template A, conformation Modulator B and Bridge C. Macrocycles described by this ring system I are readily manufactured by parallel synthesis or combinatorial chemistry in solution or on solid phase. They are designed to interact with a variety of specific biological target classes, examples being agonistic or antagonistic activity on G-protein coupled receptors (GPCRs), inhibitory activity on enzymes or antimicrobial activity. In particular, these macrocycles show inhibitory activity on endothelin converting enzyme of subtype 1 (ECE-1) and/or the cysteine protease cathepsin S (CatS), and/or act as antagonists of the oxytocin (OT) receptor, thyrotropin-releasing hormone (TRH) receptor and/or leukotriene B4 (LTB4) receptor, and/or as agonists of the bombesin 3 (BB3) receptor, and/or show antimicrobial activity against at least one bacterial strain. Thus they are showing great potential as medicaments for a variety of diseases.

  公式（I）的构象受限、空间定义的大环环系统由三个不同的分子部分组成：模板A、构象调节剂B和桥C。由这种环系统I描述的大环可通过并行合成或溶液中或固相上的组合化学轻松制造。它们被设计用于与各种特定生物靶标类相互作用，例如在G蛋白偶联受体（GPCR）上的激动或拮抗活性，酶的抑制活性或抗菌活性。特别是，这些大环显示对亚型1的内皮素转化酶（ECE-1）和/或半胱氨酸蛋白酶卡特普辛S（CatS）的抑制活性，和/或作为催产素（OT）受体、促甲状腺释放激素（TRH）受体和/或白三烯B4（LTB4）受体的拮抗剂，和/或作为瘤胃素3（BB3）受体的激动剂，和/或对至少一种细菌菌株显示抗菌活性。因此，它们显示出作为各种疾病药物的巨大潜力。
• New bicyclic antidepressant agent. Synthesis and activity of napactadine and related compounds
  作者：James R. McCarthy、Donald L. Wright、Albert J. Schuster、Abdul H. Abdallah、Philip J. Shea、Randy Eyster

  DOI：10.1021/jm00149a031

  日期：1985.11

  A number of N,N'-dialkylarylamidines were synthesized and evaluated for antidepressant activity. Several of these compounds were synthesized from the corresponding nitriles by a new method. Slight structural modification in the series caused a marked change in biological activity and led to compounds as active as imipramine. The arylacetamidine, N,N'-dimethyl-2-naphthaleneethanimidamide hydrochloride

  合成了许多N，N′-二烷基芳基idine胺并评估了其抗抑郁活性。这些化合物中的几种是通过新方法由相应的腈合成的。系列中的轻微结构修饰导致生物学活性发生显着变化，并导致化合物的活性与丙咪嗪一样。选择芳基乙am，N，N'-二甲基-2-萘乙酰胺酰胺盐酸盐（33）（那帕他定）进行临床研究。制备了48种33的其他类似物，包括许多N-烷基am。
• Substituted heterocyclic compounds and methods of use
  申请人：Cao Guo-Qiang

  公开号：US20050038010A1

  公开（公告）日：2005-02-17

  The present invention relates to compounds having the general formula or a pharmaceutically acceptable salt thereof, wherein R 1 is a saturated or unsaturated 5-, 6- or 7-membered, ring containing 0, 1, 2 or 3 atoms selected from N, O and S, wherein the ring may be fused with a benzo group, and is substituted by 0, 1 or 2 oxo groups, and wherein R 1 is additionally substituted; and R 2 is a substituted C 1-6 alkyl. Also included is a method of prophylaxis or treatment of inflammation, rheumatoid arthritis, Pagets disease, osteoporosis, multiple myeloma, uveititis, acute or chronic myelogenous leukemia, pancreatic β cell destruction, osteoarthritis, rheumatoid spondylitis, gouty arthritis, inflammatory bowel disease, adult respiratory distress syndrome (ARDS), psoriasis, Crohn's disease, allergic rhinitis, ulcerative colitis, anaphylaxis, contact dermatitis, asthma, muscle degeneration, cachexia, Reiter's syndrome, type I diabetes, type II diabetes, bone resorption diseases, graft vs. host reaction, Alzheimer's disease, stroke, myocardial infarction, ischemia reperfusion injury, atherosclerosis, brain trauma, multiple sclerosis, cerebral malaria, sepsis, septic shock, toxic shock syndrome, fever, myalgias due to HIV-1, HIV-2, HIV-3, cytomegalovirus (CMV), influenza, adenovirus, the herpes viruses or herpes zoster infection in a mammal comprising administering an effective amount a compound as described above.

  本发明涉及具有一般式的化合物或其药学上可接受的盐，其中R1是饱和或不饱和的5、6或7元环，包含0、1、2或3个选自N、O和S的原子，环可以与苯并环融合，并且被0、1或2个氧代基取代，其中R1还被取代；而R2是取代的C1-6烷基。还包括一种预防或治疗炎症、类风湿性关节炎、帕吉特病、骨质疏松症、多发性骨髓瘤、葡萄膜炎、急性或慢性髓性白血病、胰岛素β细胞破坏、骨关节炎、类风湿脊柱炎、痛风性关节炎、炎症性肠病、成人呼吸窘迫综合症（ARDS）、牛皮癣、克罗恩病、过敏性鼻炎、溃疡性结肠炎、过敏性休克、接触性皮炎、哮喘、肌肉退化、消瘦症、Reiter综合症、1型糖尿病、2型糖尿病、骨吸收性疾病、移植物抗宿主反应、阿尔茨海默病、中风、心肌梗死、缺血再灌注损伤、动脉硬化、脑外伤、多发性硬化、脑疟疾、败血症、感染性休克、毒性休克综合征、发热、因HIV-1、HIV-2、HIV-3、巨细胞病毒（CMV）、流感、腺病毒、疱疹病毒或带状疱疹感染而导致的肌痛的哺乳动物中，通过给予上述化合物的有效量来实现。
• Catalytic <i>N</i>-methyl amidation of carboxylic acids under cooperative conditions
  作者：Li Yingxian、Chen Wei、Zhao Linchun、Zhang Ji-Quan、Zhao Yonglong、Li Chun、Guo Bing、Tang Lei、Yang Yuan-Yong

  DOI：10.1039/d2ra03255d

  日期：——

  chemistry and the construction of this motif with high atom economy is the focus of the current research. Specifically, N-methyl amides are valuable building blocks in natural products and pharmaceutical science. Due to the volatile nature of methyl amine, the generation of N-methyl amides using simple acids with high atom economy is rare. Herein, we disclose an atom economic protocol to prepare this

  酰胺是存在于有机化学各个领域分子结构中的基本基团，构建具有高原子经济性的这一基序是当前研究的重点。具体来说，N-甲基酰胺是天然产物和药物科学中有价值的组成部分。由于甲胺的挥发性，使用具有高原子经济性的简单酸生成N-甲基酰胺的情况很少见。在此，我们公开了一种原子经济方案，用于在 DABCO/Fe 3 O 4协同催化下制备这种有价值的基序。该协议操作简单，与一系列脂肪族和（杂）芳族酸兼容，产率非常高（60-99%）。此外，Fe 3 O4可以很容易地回收并保持高效率长达十个周期。