2-(N-benzhydryl-N-methylamino)ethyl alcohol | 101286-71-9

• 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: 2-(N-benzhydryl-N-methylamino)ethyl alcohol
• 英文别名: 2-(benzhydryl(methyl)amino)ethanol；2-(Benzhydryl-methyl-amino)-aethanol；2-(N-benzhydryl-N-methylamino)ethanol；2-(Benzhydrylmethylamino)ethanol；2-[benzhydryl(methyl)amino]ethanol
• CAS: 101286-71-9
• 化学式: C₁₆H₁₉NO
• 分子量: 241.333
• InChiKey: GEKHSCVXJBSBJC-UHFFFAOYSA-N

物化性质

• 沸点：
  151.5-165 °C(Press: 1 Torr)
• 密度：
  1.078±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  18
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  23.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-(N-benzhydryl-N-methylamino)ethyl alcohol 在 氯化亚砜 、 氯仿 作用下， 生成 benzhydryl-(2-chloro-ethyl)-methyl-amine
  参考文献：
  名称：

  N-Substituted Benzohydrylamines

  摘要：

  DOI：

  10.1021/ja01181a121
• 作为产物：
  描述：

  二氯二苯甲烷 在 氢化钾 、 potassium carbonate 作用下， 以 四氢呋喃 为溶剂， 反应 48.0h， 生成 2-(N-benzhydryl-N-methylamino)ethyl alcohol
  参考文献：
  名称：

  Reductive cleavage of N-substituted 2-aryl-1,3-oxazolidines: generation of .alpha.-amino-substituted carbanions

  摘要：

  The behavior of several N-substituted 2-aryl-1,3-oxazolidines has been investigated under conditions of electron transfer from alkali metals in aprotic solvents. The reduction led to the regioselective cleavage of the benzylic carbon-oxygen bond, with formation of the corresponding N-substituted benzylamino alcohols in good yields. Investigation of the mechanism of this reductive cleavage, with the aid of labeling experiments, showed the intermediate formation of alpha-tertiary amino-substituted carbanions.

  DOI：

  10.1021/jo00076a033

文献信息

• Synthesis and insulin-sensitizing activity of (<i>S</i>)-2-ethoxy-3-phenylpropanoic acid derivatives
  作者：Xiao-hua Cai、Bing Xie

  DOI：10.1139/v06-145

  日期：2006.9.1

  A series of (S)-2-ethoxy-3-phenylpropanoic acid derivatives were synthesized and their insulin-sensitizing activities were evaluated in 3T3-L1 cells. Compounds 1b (EC₃₀ = 9.43 × 10^–3 µmol/L), 1d (EC₃₀ = 7.45 × 10^–3 µmol/L), 1e (EC₃₀ = 6.22 × 10^–3 µmol/L), and 1f (EC₃₀ = 7.76 × 10^–3 µmol/L) exhibited more potent insulin-sensitizing activity than rosiglitazone (EC₃₀ = 2.06 × 10^–2 µmol/L).Key words: (S)-2-ethoxy-3-phenylpropanoic acid derivatives, type 2 diabetes, insulin-sensitizing agents.

  合成了一系列(S)-2-乙氧基-3-苯基丙酸衍生物，并在 3T3-L1 细胞中评估了它们的胰岛素增敏活性。化合物 1b（EC30 = 9.43 × 10-3 µmol/L）、1d（EC30 = 7.45 × 10-3 µmol/L）、1e（EC30 = 6.22 × 10-3 µmol/L）和 1f（EC30 = 7.76 × 10-3 µmol/L）比罗格列酮（EC30 = 2.06 × 10-2 µmol/L）表现出更强的胰岛素增敏活性。 关键词：(S)-2-乙氧基-3-苯基丙酸衍生物；2 型糖尿病；胰岛素增敏剂。
• Synthesis and evaluation of methyl 2-methoxycarbonyl-3-phenylpropionate derivatives as a new type of angiotensin converting enzyme inhibitors
  作者：Xiao-hua Cai、Bing Xie、Hui Guo

  DOI：10.1139/v06-146

  日期：2006.9.1

  Methyl 2-methoxycarbonyl-3-phenylpropionate derivatives were prepared, and their inhibitory activities for angiotensin converting enzyme (ACE) were evaluated. Compounds 5b (IC₅₀ = 0.0039 µmol/L), 5d (IC₅₀ = 0.0027 µmol/L), 5e (IC₅₀ = 0.0021 µmol/L), and5f (IC₅₀ = 0.0052 µmol/L) exhibited more potent ACE inhibitiory activity than the control drug Captopril^® (IC₅₀ = 0.0075 µmol/L).Key words: hypertension, 2-methoxycarbonyl-3-phenyl propionate derivative, ACE inhibitor.

  制备了 2-甲氧羰基-3-苯基丙酸甲酯衍生物，并评估了它们对血管紧张素转换酶（ACE）的抑制活性。与对照药物卡托普利®（IC50 = 0.0075 µmol/L）相比，化合物 5b（IC50 = 0.0039 µmol/L）、5d（IC50 = 0.0027 µmol/L）、5e（IC50 = 0.0021 µmol/L）和 5f（IC50 = 0.0052 µmol/L）表现出更强的 ACE 抑制活性。
• Novel 1,4-dihydropyridine calcium antagonists. II. Synthesis and antihypertensive activity of 3-(4-(substituted amino)phenylalkyl)ester derivatives.
  作者：Atsuyuki ASHIMORI、Taizo ONO、Yoshihisa INOUE、Satoshi MORIMOTO、Masahiro EDA、Takeshi UCHIDA、Yutaka OHTAKI、Yoshiyuki FUJINO、Hideaki KIDO、Yasushi OGURA、Chikara FUKAYA、Masahiro WATANABE、Kazumasa YOKOYAMA

  DOI：10.1248/cpb.39.91

  日期：——

  distinctive. 2-[4-(4-Benzhydryl-1-piperazinyl)phenyl]ethyl methyl 1,4-dihydro-2,6-dimethyl-4-(3-nitrophenyl)-3,5-pyridinedicarboxylate (4e), its 4-(4-cyano-2-pyridyl) analogue (4f), its 3-[4-(4-benzhydryl-1-piperazinyl)phenyl]propyl ester analogue (4h), its 2-[4-(4-benzhydryl-1-piperidinyl)phenyl]ethyl ester analogue (4j), and its 2-[4-(1-benzhydryl-4-piperidinyl)phenyl]ethyl ester analogue (4k) were selected

  制备带有3- [4-（取代的氨基）苯基烷基]酯侧链的新型1，4-二氢吡啶衍生物，并测试其在自发性高血压大鼠中的抗高血压活性。与尼卡地平相比，大多数化合物显示出更有效的降压作用和更长的作用持续时间。具有二苯甲基哌嗪基和二苯甲基哌啶基的衍生物是独特的。2- [4-（4-苯甲基-1-哌嗪基）苯基]乙基1,4-二氢-2,6-二甲基-4-（3-硝基苯基）-3,5-吡啶二甲酸（4e），其4- （4-氰基-2-吡啶基）类似物（4f），其3- [4-（4-苯甲酰基-1-哌嗪基）苯基]丙基酯类似物（4h），其2- [4-（4-苯甲酰基-1） -哌啶基）苯基]乙酯类似物（4j），
• Atom-efficient transition-metal-free arylation of <i>N</i>,<i>O</i>-acetals using diarylzinc reagents through Zn/Zn cooperativity
  作者：Andryj M. Borys、Jose M. Gil-Negrete、Eva Hevia

  DOI：10.1039/d1cc04137a

  日期：——

  Exploiting the cooperative action of Lewis acid Zn(C6F5)2 with diarylzinc reagents, the efficient arylation of N,O-acetals to access diarylmethylamines is reported. Reactions take place under mild reaction conditions without the need for transtion-metal catalysis. Mechanistic investigations have revealed that Zn(C6F5)2 not only acts as a Lewis acid activator, but also enables the regeneration of nucleophilic

  利用路易斯酸 Zn(C 6 F 5 ) 2与二芳基锌试剂的协同作用，报道了N , O -缩醛的有效芳基化以获得二芳基甲胺。反应在温和的反应条件下进行，不需要过渡金属催化。机理研究表明，Zn(C 6 F 5 ) 2不仅可以作为路易斯酸活化剂，而且可以使亲核 ZnAr 2物质再生，允许使用限制为 50 mol%。
• 3-PIPERIDYL-4-OXOQUINAZOLINE DERIVATIVES AND MEDICINCAL COMPOSITIONS CONTAINING THE SAME
  申请人：Japan Tobacco Inc.

  公开号：EP0970954A1

  公开（公告）日：2000-01-12

  3-piperidyl-4-oxoquinazoline derivatives are provided, which is represented by the formula (I): wherein R represents an amino group or a cyclic amino group such as dibenzoazepine, each of which is substituted with a substituted or unsubstituted aryl group, a substituted or unsubstituted heteroaryl group, or the like, n is an integer of 1 to 4, R3 and R4 independently represents a hydrogen atom, a lower alkyl group, or the like, or a pharmaceutically acceptable salt thereof. Compounds (I) of the present invention have excellent MTP-inhibitory activity. Thus, these compounds not only inhibit formation of LDL that is a cause of arteriosclerotic diseases but also regulate TG, cholesterol, and lipoproteins such as LDL in the blood and regulate cellular lipids through regulation of MTP activity. They can also be used as a new type of preventive or therapeutic agents for hyperlipemia or arteriosclerotic diseases. Furthermore, they can be used as therapeutic or preventive agents for pancreatitis, obesity, hypercholesterolemia, and hypertriglyceridemia.

  提供了3-哌啶基-4-氧代喹唑啉衍生物，由式(I)表示： 其中 R 代表氨基或环状氨基，如二苯并氮杂卓，它们各自被取代或未被取代的芳基、取代或未被取代的杂芳基或类似基团取代，n 是 1 至 4 的整数，R3 和 R4 独立地代表氢原子、低级烷基或类似基团，或其药学上可接受的盐。本发明的化合物（I）具有优异的 MTP 抑制活性。因此，这些化合物不仅能抑制导致动脉硬化疾病的低密度脂蛋白的形成，还能调节血液中的总胆固醇、胆固醇和脂蛋白（如低密度脂蛋白），并通过调节 MTP 活性来调节细胞脂质。它们还可用作高脂血症或动脉硬化疾病的新型预防或治疗药物。此外，它们还可用作胰腺炎、肥胖症、高胆固醇血症和高甘油三酯血症的治疗或预防药物。