乙基(2-萘基)胺 | 2437-03-8

• 物质功能分类: 化学试剂 - 有机试剂 - 多环化合物
• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 中文名称: 乙基(2-萘基)胺
• 中文别名: N-乙基-2-萘胺
• 英文名称: 2-ethylaminonaphthalene
• 英文别名: N-ethylnaphthalen-2-amine；N-ethyl-β-naphthylamine；N-ethyl-2-naphthylamine；2-N-ethylaminonaphthalene；Ethyl(2-naphthyl)amine
• CAS: 2437-03-8
• 化学式: C₁₂H₁₃N
• mdl: MFCD00021600
• 分子量: 171.242
• InChiKey: AHEJURHRYJPYST-UHFFFAOYSA-N

物化性质

• 熔点：
  236°C
• 沸点：
  291.23°C (rough estimate)
• 密度：
  1.0545

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.166
• 拓扑面积：
  12
• 氢给体数：
  1
• 氢受体数：
  1

安全信息

• 海关编码：
  2921450090
• WGK Germany：
  3

反应信息

• 作为反应物：
  描述：

  乙基(2-萘基)胺 在 N-甲基吗啉 、 palladium 10% on activated carbon 、 氢气 、 1-羟基苯并三唑 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 18.0h， 生成 N-ethyl-2,4-dihydroxy-5-isopropyl-N-naphthalen-2-yl-benzamide
  参考文献：
  名称：

  Amide-tethered quinoline-resorcinol conjugates as a new class of HSP90 inhibitors suppressing the growth of prostate cancer cells

  摘要：

  The study is focused on the design and synthesis of amide tethered quinoline-resorcinol hybrid constructs as a new class of HSP90 inhibitor. In-vitro studies of the synthetic compounds led to the identification of compound 11, which possesses potent cell growth inhibitory effects against HCT116, Hep3B and PC-3 cell lines, exerted through HSP90 inhibition. Compound 11 triggers degradation of HSP90 client proteins along with concomitant induction of HSP70, demonstrates apoptosis inducing ability and causes G2M phase cell cycle arrest in PC-3 cells. Molecular modeling was used to dock compound 11 into the HSP90 active site and key interactions with the amino acid residues of the HSP90 chaperone protein were determined.

  DOI：

  10.1016/j.bioorg.2019.103119
• 作为产物：
  描述：

  N-(2-naphthyl)alanine 生成 乙基(2-萘基)胺
  参考文献：
  名称：

  Bischoff; Hausdoerfer, Chemische Berichte, 1892, vol. 25, p. 2288

  摘要：

  DOI：

文献信息

• [EN] UREA DERIVATIVES OF AMPHOTERICIN B DERIVED FROM SECONDARY AMINES<br/>[FR] DÉRIVÉS D'URÉE DE L'AMPHOTÉRICINE B DÉRIVÉE D'AMINES SECONDAIRES
  申请人：UNIV ILLINOIS

  公开号：WO2016112243A1

  公开（公告）日：2016-07-14

  Provided are certain urea derivatives of amphotericin B (AmB) having improved therapeutic index compared to AmB. The compounds of the invention are less toxic than AmB and are useful to treat fungal infections. In certain embodiments the urea derivative of AmB is a compound represented by formula (I) or a pharmaceutically acceptable salt thereof: wherein, independently for each occurrence: R represents methyl, ethyl, propyl, or isopropyl; R' represents methyl, ethyl, propyl, or isopropyl; or R and R', taken together with the nitrogen atom to which they are attached, represent a radical of a cyclic secondary amine. Also provided are methods for making the urea derivatives of AmB.

  提供了与两性霉素B（AmB）相比具有改善的治疗指数的某些尿素衍生物。本发明的化合物比AmB毒性更小，并且可用于治疗真菌感染。在某些实施例中，AmB的尿素衍生物是由以下式（I）表示的化合物或其药用可接受的盐：其中，对于每次出现独立地：R代表甲基、乙基、丙基或异丙基；R'代表甲基、乙基、丙基或异丙基；或R和R'与它们连接的氮原子一起表示环状二级胺的基团。还提供了制备AmB的尿素衍生物的方法。
• [EN] METHODS AND COMPOSITIONS OF NOVEL TRIAZINE COMPOUNDS<br/>[FR] METHODES ET COMPOSITIONS A BASE DE NOUVEAUX COMPOSES DE TRIAZINE
  申请人：REDDY US THERAPEUTICS INC

  公开号：WO2004026844A1

  公开（公告）日：2004-04-01

  The present invention relates to methods and compositions comprising compounds that treat pathophysiological conditions arising from inflammatory responses. In particular, the present invention is directed to compounds that inhibit or block glycated protein produced induction of the signaling-associated inflammatory response in endothelial cells. The present invention relates to compounds that inhibit smooth muscle proliferation. In particular, the present invention is directed to compounds that inhibit smooth muscle cell proliferation by modulating HSPGs such as Perlecan. The present invention further relates to the use of compounds to treat vascular occlusive conditions characterized by smooth muscle proliferation such as restenosis and atherosclerosis.

  本发明涉及包含治疗由炎症反应引起的病理生理状况的化合物的方法和组合物。特别是，本发明涉及抑制或阻断在内皮细胞中由糖化蛋白产生的与信号传递相关的炎症反应的化合物。本发明还涉及抑制平滑肌细胞增殖的化合物。特别是，本发明涉及通过调节诸如Perlecan的HSPGs来抑制平滑肌细胞增殖的化合物。本发明进一步涉及使用化合物来治疗由平滑肌增殖特征的心血管闭塞性状况，如再狭窄和动脉粥样硬化。
• Reductive and Catalytic Monoalkylation of Primary Amines Using Nitriles as an Alkylating Reagent
  作者：Hironao Sajiki、Takashi Ikawa、Kosaku Hirota

  DOI：10.1021/ol047871o

  日期：2004.12.1

  and catalytic mono-N-alkylation method of both aromatic and aliphatic amines using nitriles as an alkylating agent with Pd/C or Rh/C as a catalyst is described. This method is particularly attractive to provide an environmentally benign and applicable alkylation method of amines without using toxic and corrosive alkylating agents such as alkyl halides and carbonyl compounds.

  [反应：参见正文]描述了使用腈作为烷基化剂，以Pd / C或Rh / C为催化剂的芳香族和脂肪族胺的选择性催化单N-烷基化方法。该方法对于提供一种环境友好的胺的烷基化方法而不使用有毒和腐蚀性的烷基化剂（例如卤代烷和羰基化合物）特别有吸引力。
• Selective N-alkylation of amines using nitriles under hydrogenation conditions: facile synthesis of secondary and tertiary amines
  作者：Takashi Ikawa、Yuki Fujita、Tomoteru Mizusaki、Sae Betsuin、Haruki Takamatsu、Tomohiro Maegawa、Yasunari Monguchi、Hironao Sajiki

  DOI：10.1039/c1ob06303k

  日期：——

  the one-pot hydrogenation of the nitro group and the reductive alkylation of the amines. While aliphatic amines were effectively converted to the corresponding tertiary amines under Pd/C-catalyzed conditions, Rh/C was a highly effective catalyst for the N-monoalkylation of aliphatic primary amines without over-alkylation to the tertiary amines. Furthermore, the combination of the Rh/C-catalyzed N-monoalkylation

  发现腈是在催化氢化条件下用于胺的选择性N-烷基化的高效烷基化试剂。对于芳族伯胺，相应的仲胺是在以下条件下有选择地获得的：钯/ C催化的氢化条件。尽管使用电子贫乏的芳族胺或庞大的腈显示出对还原烷基化反应的较低反应性，但添加NH 4 OAc增强了反应活性，从而以优异的产率获得了芳族仲胺。在相同的反应条件下，芳族硝基化合物代替芳族伯胺可以通过多胺反应直接转化为仲胺，该反应涉及硝基的一锅加氢和胺的还原烷基化。脂族胺在以下条件下有效地转化为相应的叔胺钯/ C催化的条件， 铑/ C是用于脂族伯胺的N-单烷基化而不会过度烷基化成叔胺的高效催化剂。此外，铑/ C催化的脂肪族伯胺的N-单烷基化反应及其他钯所得仲脂族胺的/ C催化烷基化可以选择性地制备具有三个不同烷基的脂族叔胺。根据机理研究，似乎可以合理地得出以下结论：在反应的第一步中，在胺发生亲核攻击之前，腈被还原为醛亚胺。
• [EN] PROCESSES FOR THE PREPARATION OF (S)-2-(2-(BENZOFURAN-6-CARBONYL)-5,7-DICHLORO-1,2,3,4-TETRAHYDROISOQUINOLINE-6-CARBOXAMIDO)-3-(3-(METHYLSULFONYL)PHENYL) PROPANOIC ACID AND POLYMORPHS THEREOF<br/>[FR] PROCÉDÉS POUR LA PRÉPARATION DE L'ACIDE (S)-2-(2-(BENZOFURAN-6-CARBONYL)-5,7-DICHLORO-1,2,3,4-TÉTRAHYDROISOQUINOLÉINE-6-CARBOXAMIDO)-3-(3-(MÉTHYLSULFONYL)PHÉNYL)PROPANOÏQUE ET DE POLYMORPHES DE CELUI-CI
  申请人：MSN LABORATORIES PRIVATE LTD R&D CENTER

  公开号：WO2019043724A1

  公开（公告）日：2019-03-07

  The present invention relates to various processes for the preparation of (S)-2-(2- (benzofuran-6-carbonyl)-5,7-dichloro-1,2,3,4-tetrahydroisoquinoline-6-carboxamido)-3-(3- (methylsulfonyl)phenyl)propanoic acid represented by the following structural formula-1. The said processes for the preparation of compound of formula-1 proceed through various novel intermediate compounds. The present invention also relates to novel crystalline polymorphs of compound of formula-1 and processes for preparation thereof.

  本发明涉及各种制备(S)-2-(2-(苯并呋喃-6-甲酰)-5,7-二氯-1,2,3,4-四氢异喹啉-6-羧胺基)-3-(3-(甲磺酰基)苯基)丙酸的方法，该化合物由以下结构式-1表示。所述制备化合物的方法通过各种新颖的中间化合物进行。本发明还涉及化合物的新晶型多晶形态及其制备方法。