benzyl(decyl)methylamine

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: benzyl(decyl)methylamine
• 英文别名: BMDA；N-benzyl-N-methyldecan-1-amine
• 化学式: C₁₈H₃₁N
• 分子量: 261.451
• InChiKey: YYWIIBCNNNOJQP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.3
• 重原子数：
  19
• 可旋转键数：
  11
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  3.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  benzyl(decyl)methylamine 在 potassium carbonate 、 N,N'-二环己基碳二亚胺 作用下， 以 氯仿 为溶剂， 反应 2.0h， 生成 hapten-NHS ester
  参考文献：
  名称：

  Development of an immunoassay for a quaternary ammonium compound, benzyldimethyldodecylammonium chloride

  摘要：

  A competitive enzyme-linked immunosorbent assay (CELISA), based on polyclonal antibodies, was developed to measure benzyldimethyldodecylammonium chloride (BDD(12)AC), a component of benzalkonium chloride (BAK). The polyclonal antibodies recognized free benzyldimethyldodecylammonium bromide (BDD(12)AB) in an indirect competitive ELISA with a 50% inhibition (IC50) of 0.66 +/- 0.20 mu g/ml and a detection limit of 0.043 +/- 0.033 mu g/ml. The two other components of BAK, benzyldimethyltetradecylammonium chloride (BDT(14)AC) and benzyldimethylhexadecylammonium chloride (BDH(16)AC), were recognized to varying degrees by the antibodies. The antibodies did not cross-react with other compounds such as fatty acids and alcohols, amino acids, amines, and short-chain quaternary ammonium compounds. Cross-reactivity was observed with other alkyldimethylbenzylammonium compounds (ADBACs). The CELISA and HPLC were used to measure the amount of pure BDD(12)AB spikes in milk and BDD(12)AC in five commercial products. HPLC analysis correlated well with CELISA analysis for spiked samples. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0043-1354(98)00127-4
• 作为产物：
  描述：

  1-氟癸 、 N-甲基苄胺 在 tris(bis(trimethylsilyl)amido)lanthanum(III) 作用下， 以 二氯甲烷 为溶剂， 反应 7.0h， 以86%的产率得到benzyl(decyl)methylamine
  参考文献：
  名称：

  强脂肪族C的轻度和选择性活化和取代。F债券

  摘要：

  报道了在温和条件下化学选择性处理强脂族CF键并直接转化为CN键的方法。La [N（SiMe 3）2 ] 3介导伯烷基氟化物的活化和随后的取代，从而导致叔胺的产率高至优异。该方法显示出对C（sp 3）F键的高度选择性，并且各种仲胺都可以用作亲核试剂。机理研究表明，相对于[La [N（SiMe 3）2 ] 3 ]，[R 1 R2 NH]和[烷基氟化物]，并提出了六元环状过渡态。另外，1 H NMR光谱显示La [N（SiMe 3）2 ] 3是参与取代的活性物质，并且胺的质子分解产生La [NR 1 R 2 ] 3降低了反应性。

  DOI：

  10.1002/chem.201406097

文献信息

• High-Throughput Screening of Reductive Amination Reactions Using Desorption Electrospray Ionization Mass Spectrometry
  作者：David L. Logsdon、Yangjie Li、Tiago Jose Paschoal Sobreira、Christina R. Ferreira、David H. Thompson、R. Graham Cooks

  DOI：10.1021/acs.oprd.0c00230

  日期：2020.9.18

  screening system that is capable of screening thousands of organic reactions in a single day. This system combines a liquid handling robot with desorption electrospray ionization (DESI) mass spectrometry (MS) for a rapid reaction mixture preparation, accelerated synthesis, and automated MS analysis. A total of 3840 unique reductive amination reactions were screened to demonstrate the throughputs that are

  这项研究描述了最新一代的高通量筛选系统，该系统能够在一天内筛选成千上万的有机反应。该系统将液体处理机器人与解吸电喷雾电离（DESI）质谱（MS）相结合，可快速制备反应混合物，加快合成速度并自动进行MS分析。总共筛选了3840个独特的还原胺化反应，以证明该系统具备的通量。产物，副产物和中间体均在全扫描质谱图中进行监控，从而生成反应进程的完整视图。进行串联质谱实验以验证所形成产物的身份。数据中显示的胺和亲电子反应性趋势符合理论预期，表示系统可以准确地对反应性能进行建模。DESI结果与使用更传统的质谱技术（例如液相色谱-质谱）生成的数据相关性很好，从而验证了系统生成的数据。
• 암모니아보레인과 외부 자력으로 고정된 자성 나노촉매를 이용한 연속 니트로 환원 반응과 환원적 아민화 반응
  申请人：Pusan National University Industry-University Cooperation Foundation 부산대학교 산학협력단(220040044843) BRN ▼621-82-06530

  公开号：KR20190040415A

  公开（公告）日：2019-04-18

  본 발명은 자성 촉매와 니트로 화합물 및 환원제를 연속적으로 접촉시켜 니트로 화합물을 환원시키고, 여기에 알데히드 화합물을 연속적으로 공급하여 환원적 아민화 반응시켜 2차 아민 화합물을 연속적으로 생성시키는 것을 포함하는, 니트로 화합물의 연속 환원 방법, 및 이를 위한 장치를 제공하는 것이다.

  本发明涉及一种连续还原方法，其中将磁性催化剂与硝基化合物和还原剂连续接触以还原硝基化合物，并连续供应醛化合物以进行还原性胺化反应，从而连续生成二级胺化合物，并提供用于此目的的装置。
• COMPOSITION FOR FORMING RESIST UNDERLAYER FILM AND PATTERNING PROCESS
  申请人：SHIN-ETSU CHEMICAL CO., LTD.

  公开号：US20140235796A1

  公开（公告）日：2014-08-21

  The invention provides a composition for forming a resist underlayer film including: as a component (A), a silicon-containing compound obtained by hydrolysis and/or condensation of one or more kinds of silicon compounds represented by the following general formula (A-1). There can be provided a composition for forming a resist underlayer film having etching selectivity relative to a conventional organic film and a silicon-containing film and favorable pattern adhesiveness relative to fine pattern even in a complicated patterning process. R 1A a1 R 2A a2 R 3A a3 Si(OR 0A ) (4-a1-a2-a3) (A-1)

  本发明提供了一种用于形成抗蚀底层膜的组合物，包括：作为组分（A）的硅含量化合物，所述硅含量化合物是由以下一种或多种硅化合物的水解和/或缩合得到的，所述硅化合物由以下一般式（A-1）表示。可以提供一种用于形成抗蚀底层膜的组合物，其相对于传统有机膜和硅含量膜具有蚀刻选择性，并且相对于细微图案即使在复杂的图案制作过程中也具有良好的图案附着性。 R1Aa1R2Aa2R3Aa3Si（OR0A）（4-a1-a2-a3）（A-1）
• N-Benzyl-N-methyl-dodecan-1-amine, a novel compound from garlic, exerts anti-cancer effects on human A549 lung cancer cells overexpressing cancer upregulated gene (CUG)2
  作者：Sirichat Kaowinn、Chutima Kaewpiboon、Ji Eun Kim、Mi Rim Lee、Dae Youn Hwang、Young Whan Choi、Hong Won Kim、Jin Kyoon Park、Kyung-Mo Song、Nam Hyouck Lee、Jin-Soo Maeng、Young-Hwa Chung

  DOI：10.1016/j.ejphar.2018.09.035

  日期：2018.12

  Dietary garlic has been suggested to possess anticancer properties, and several attempts have been made to isolate the anticancer compounds. In this study, we efficiently synthesized N-benzyl-N-methyl-dodecan-1-amine (BMDA) by the reductive amination method. We evaluated the potential anticancer activities of BMDA against A549 lung cancer cells with cancer stem cell-like phenotypes due to the overexpression of cancer upregulated gene (CUG)2. N-Benzyl-N-methyl-dodecan-1-amine treatment sensitized A549 cells overexpressing CUG2 (A549-CUG2) to apoptosis and autophagy compared with those of the control cells. The treatment with BMDA also reduced tumor development in xenografted nude mice. Furthermore, BMDA inhibited cell migration, invasion, and sphere formation in A549-CUG2 cells, in which TGF-beta signaling is involved. Further analysis showed that BMDA hindered TGF-beta promoter activity, protein synthesis, and phosphorylation of Smad2, thus decreasing the expression of TGF-5-targeted proteins, including Snail and Twist. N-Benzyl-N-methyl-dodecan-1-amine also decreased Twist expression in vivo. In addition, BMDA inhibited Akt-ERK activities, beta-catenin expression, and its transcriptional activity. These results suggest that BMDA can be a promising anticancer agent against cancer cells overexpressing CUG2.
• HAYASHI, YOSHIYUKI;FUJIWARA, TSUYOSHI;SHIMIZU, TOMIO;NAGANO, YOSHIO;TERAM+, J. JAP. OIL CHEM. SOC., 36,(1987) N 6, 409-412
  作者：HAYASHI, YOSHIYUKI、FUJIWARA, TSUYOSHI、SHIMIZU, TOMIO、NAGANO, YOSHIO、TERAM+

  DOI：——

  日期：——