morpholin-4-yl-naphthalen-1-yl-acetonitrile | 28951-75-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: morpholin-4-yl-naphthalen-1-yl-acetonitrile
• 英文别名: α-(1-naphthyl)-4-morpholineacetonitrile；2-Morpholin-4-yl-2-naphthalen-1-ylacetonitrile
• CAS: 28951-75-9
• 化学式: C₁₆H₁₆N₂O
• 分子量: 252.316
• InChiKey: GCUWYEMSQXEFQL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  36.3
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  morpholin-4-yl-naphthalen-1-yl-acetonitrile 在 lithium aluminium tetrahydride 、 sodium hydride 作用下， 以 乙醚 、 N,N-二甲基甲酰胺 为溶剂， 反应 15.0h， 生成 2-hydroxy-5-(1-naphthyl)tetrahydrofuran
  参考文献：
  名称：

  Selvamurugan; Aidhen, Journal of Chemical Research - Part S, 2000, # 12, p. 590 - 592

  摘要：

  DOI：
• 作为产物：
  描述：

  吗啉 、 1-萘甲醛 在 对甲苯磺酸 作用下， 以 四氢呋喃 、 水 为溶剂， 生成 morpholin-4-yl-naphthalen-1-yl-acetonitrile
  参考文献：
  名称：

  Substituted thio-substituted benzyl-propionyl-L-prolines

  摘要：

  这份披露描述了新型的取代的ω-芳酰基（丙酰基或丁酰基）-L-脯氨酸及其酯和阳离子盐，它们在哺乳动物中作为降血压剂是有用的。

  公开号：

  US04226775A1

文献信息

• Deuteriation and tritiation of aryl aldehydes in the formyl group and the synthesis of (±)-3,4-dihydroxy[β-²H₂]phenylalanine
  作者：D. J. Bennett、G. W. Kirby、V. A. Moss

  DOI：10.1039/j39700002049

  日期：——

  Aryl aldehydes have been converted into the corresponding α-aryl-α-morpholinoacetonitriles and thence, by treatment with base, into the derived benzylic anions. Quenching of these anions with deuterium oxide or tritiated water, followed by hydrolysis with mineral acid, gave formly-labelled aldehydes. [formyl-2H]-3,4-Dimethoxy-benzaldehyde gave, when heated with alkali, [methylene-2H2]-3,4-dimethoxybenzyl

  芳醛已被转化为相应的α-芳基-α-吗啉代乙腈，并因此通过用碱处理而转化为衍生的苄基阴离子。将这些阴离子用氧化氘或ti化水淬灭，然后用无机酸水解，得到形式标记的醛。[甲酰基- 2 H] -3,4-二甲氧基-苯甲醛，得到，当与碱，[加热亚甲基- 2 ħ 2 ] -3,4-二甲氧基苄醇，合成的方便的起始原料（±）-3， 1,4-二羟基[β- 2 ħ 2 ]苯丙氨酸。
• Novel substituted omega-aroyl(propionyl or butyryl)-L-prolines, pharmaceutical compositions containing them and processes for their preparation
  申请人：AMERICAN CYANAMID COMPANY

  公开号：EP0010347A1

  公开（公告）日：1980-04-30

  The present invention provides novel substituted ω-aroyl(propionyl or butyryl) -L-prolines, pharmaceuticat compositions containing them useful for reducing blood pressure by inhibiting the conversion of angiotensin I to angiotensin II, and processes for preparing the novel compounds. The novel compounds are those of the formulae: wherein n is zero or one; R is hydrogen or alkyl having up to 3 carbon atoms; R2 is hydrogen, phenyl or alkyl having up to 3 carbon atoms; R3 is mercapto, formylthio, benzoylthio, alt noylthio having from 2 to 4 carbon atoms or moieties of the formulae: and wherein R9 is phenyl or substituted phenyl; R4 is hydrogen, phenyl or alkyl having up to 4 carbon atoms; R5 is hydrogen or alkyl having up to 4 carbon atoms; and ARYL is selected from the group consisting of 1-naphthyl, 2-naphthyl, 4-chloro-1-naphthyl, 5, 6,7, 8-tetrahydro -1-naphthyl, 5, 6, 7, 8-tetrahydro -2-naphthyl, 4-methoxy-1 -naphthyl, 5-acenaphthyl, 4-biphenylyl, 5-indanyl, 4-indanyl and moieties of the formula: wherein R6 is selected from the group consisting of hydrogen, fluoro, chloro, bromo, trifluoromethyl, cyano, amino, phenoxy, halophenoxy, phenylthio, halophenylthio, p-cyclohexylphenoxy, alkyl having up to 4 carbon atoms, alkoxy having up to4 carbon atoms, alkylamino having up to 4 carbon atoms, alkanoylamino having from 2 to 4 carbon atoms and alkoxycarbonyl having from 2 to 4 carbon atoms, R- is selected from the group consisting of chloro, fluoro, bromo, alkyl having up to 4 carbon atoms and alkoxy having up to 4 carbon atoms, and m is zero, one or two; and the pharmacologically acceptable cationic salts thereof when R5 is hydrogen.

  本发明提供了新型取代的ω-芳酰基（丙酰基或丁酰基）-L-脯氨酸、含有它们的通过抑制血管紧张素Ⅰ向血管紧张素Ⅱ的转化来降低血压的药物组合物，以及制备这些新型化合物的工艺。新型化合物为以下式中的化合物： 其中 n 为 0 或 1；R 为氢或最多 3 个碳原子的烷基；R2 为氢、苯基或最多 3 个碳原子的烷基；R3 为巯基、甲硫基、苯甲酰硫基、具有 2 至 4 个碳原子的烷基硫基或式中的分子： 其中 R9 是苯基或取代苯基；R4 是氢、苯基或最多 4 个碳原子的烷基；R5 是氢或最多 4 个碳原子的烷基；ARYL 选自由 1-萘基、2-萘基、4-氯-1-萘基、5、6、7、8-四氢-1-萘基、5、6、7、8-四氢-2-萘基、4-甲氧基-1-萘基、5-苊基、4-联苯基、5-茚基、4-茚基和式如下的分子组成的组： 其中 R6 选自由氢、氟、氯、溴、三氟甲基、氰基、氨基、苯氧基、卤代苯氧基、苯硫基、卤代苯硫基、对环己基苯氧基、最多 4 个碳原子的烷基、最多 4 个碳原子的烷氧基、最多 4 个碳原子的烷基氨基组成的组、R-选自由氯、氟、溴、最多 4 个碳原子的烷基和最多 4 个碳原子的烷氧基组成的组，且 m 为 0、1 或 2；及其药理学上可接受的阳离子盐（当 R5 为氢时）。
• Modified Asymmetric Strecker Reaction of Aldehyde with Secondary Amine: A Protocol for the Synthesis of <i>S</i>-Clopidogrel (An Antiplatelet Agent)
  作者：Arghya Sadhukhan、S. Saravanan、Noor-ul H. Khan、Rukhsana I. Kureshy、Sayed H. R. Abdi、Hari C. Bajaj

  DOI：10.1021/jo300642z

  日期：2012.8.17

  A first approach for catalytic asymmetric Strecker reaction of aldehydes with a secondary amine in the presence of sodium fluoride using hydroquinine as chiral catalyst was developed. The catalytic system gave alpha-amino-nitriles in excellent yields (up to 95%) and high enantioselectivities (er up to 94:6). The efficacy of the chiral product was successfully fulfilled in the improved synthesis of (S)-clopidogrel (an antiplatelet agent).
• US4226775A
  申请人：——

  公开号：US4226775A

  公开（公告）日：1980-10-07