N-triphenylmethyl-4-hydroxypiperidine | 227100-23-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 三苯基化合物
• 英文名称: N-triphenylmethyl-4-hydroxypiperidine
• 英文别名: 1-(triphenylmethyl)piperidin-4-ol；4-hydroxy-N-tritylpiperidine；1-Tritylpiperidin-4-OL
• CAS: 227100-23-4
• 化学式: C₂₄H₂₅NO
• 分子量: 343.469
• InChiKey: YVTSVEWVWPRKMB-UHFFFAOYSA-N

物化性质

• 沸点：
  479.0±40.0 °C(Predicted)
• 密度：
  1.145±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  26
• 可旋转键数：
  4
• 环数：
  4.0
• 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：

  N-triphenylmethyl-4-hydroxypiperidine 在 lithium aluminium tetrahydride 、 偶氮二甲酸二异丙酯 、 三苯基膦 、 N-Boc-4-羟基哌啶 、 三氟乙酸 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 12.0h， 生成 4-{[3-methyl-2-(phenoxymethyl)-1-benzofuran-4-yl]oxy}piperidine
  参考文献：
  名称：

  Design and Synthesis of Inhibitors of Plasmodium falciparumN-Myristoyltransferase, A Promising Target for Antimalarial Drug Discovery

  摘要：

  Design of inhibitors for N-myristoyltransferase (NMT), an enzyme responsible for protein trafficking in Plasmodium falciparum, the most lethal species of parasites that cause malaria, is described. Chemistry-driven optimization of compound 1 from a focused NMT inhibitor library led to the identification of two early lead compounds 4 and 25, which showed good enzyme and cellular potency and excellent selectivity over human NMT. These molecules provide a valuable starting point for further development.

  DOI：

  10.1021/jm301160h
• 作为产物：
  描述：

  4-羟基哌啶 、 三苯基氯甲烷 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 14.0h， 以82%的产率得到N-triphenylmethyl-4-hydroxypiperidine
  参考文献：
  名称：

  ñ -叔-Butylbenzenesulfenamide催化醇氧化为与相应的羰基化合物Ñ氯琥珀酰亚胺

  摘要：

  ñ -叔-Butylbenzenesulfenamide（1）催化各种伯醇和仲醇的成相应的醛和酮的氧化被有效利用进行Ñ氯琥珀酰亚胺（NCS）在碳酸钾和分子筛共存4埃在易于-控制温度范围从0°C到室温。进行本发明的催化氧化而不会损害醇中的官能团，并且由于其温和的反应条件，在形成不稳定醛的醇的氧化中特别有效。此外，伯羟基选择性氧化发生在1-催化的几种二醇的氧化。机理调查建议的次磺酰胺的氯化1通过NCS导致形成一个键的物种，ñ -叔-butylbenzenesulfinimidoyl酰氯（2），其又被氧化的醇中，有碳酸钾的存在下，通过伴随的再生，得到羰基产品催化剂1。

  DOI：

  10.1016/s0040-4020(03)00479-4

文献信息

• [EN] NOVEL COMPOUNDS AND THEIR USE IN THERAPY<br/>[FR] NOUVEAUX COMPOSÉS ET LEUR UTILISATION EN THÉRAPIE
  申请人：IMP INNOVATIONS LTD

  公开号：WO2013083991A1

  公开（公告）日：2013-06-13

  The invention provides compounds which inhibit N-myristoyltransferase and are selective for protozoal N-myristoyltransferase and, consequently suitable to treat microbial infections, including viral and fungal infections, and protozoan infections such as malaria, leishmaniasis and sleeping sickness.

  这项发明提供了抑制N-肉豆蔻酰基转移酶并且对原生动物N-肉豆蔻酰基转移酶具有选择性的化合物，因此适用于治疗微生物感染，包括病毒和真菌感染，以及疟疾、利什曼病和睡眠病等原生动物感染。
• PROCESS FOR THE PRODUCTION OF SULFONIC ESTERS
  申请人：——

  公开号：US20030162966A1

  公开（公告）日：2003-08-28

  Sulfonic acid ester derivatives represented by the general formula (4) or (5) are produced by reacting an amino alcohol derivative represented by the general formula (1) or (2) with an organic sulfonyl halide represented by the general formula (3), in a mixed solvent composed of an aprotic organic solvent and water in the presence of a non-water-prohibiting inorganic base. This procedure can be carried out in a simple, easy, safe and economical manner while reducing the load on the environment. 1 Wherein n represents an integer of 0 to 5, A represents a phenyl group, which may be substituted, R represents a methanesulfonyl, ethanesulfonyl, p-toluenesulfonyl or p-nitrobenzenesulfonyl group and X represents a chloride, bromine or iodine atom.

  通用公式（4）或（5）所代表的磺酸酯衍生物是通过将通用公式（1）或（2）所代表的氨基醇衍生物与通用公式（3）所代表的有机磺酰卤反应，在由无水无机碱存在的无水有机溶剂和水组成的混合溶剂中进行生产的。这种方法可以在简单、容易、安全和经济的情况下进行，同时减少对环境的负荷。 其中n表示0到5的整数，A表示苯基，可以是取代的，R表示甲磺酰基、乙磺酰基、对甲苯磺酰基或对硝基苯磺酰基，X表示氯、溴或碘原子。
• Pyridonecarboxylic acid antibacterial agents. Part XV. Synthesis of 7-thio-substituted 4-oxoquinoline-3-carboxylic acids with antibacterial activity.
  作者：Yoshiro NISHIMURA、Tohru HIROSE、Hidetsugu OKADA、Koh-ichiro SHIBAMORI、Junji NAKANO、Jun-ichi MATSUMOTO

  DOI：10.1248/cpb.38.2190

  日期：——

  A series of C-7 thio-substituted 1-cyclopropyl-1, 4-dihydro-4-oxoquinoline-3-carboxylic acids were prepared and tested for their antibacterial activity. Structure-activity relationships associated with the C-5 and C-7 substituents were discussed. Among the C-7 substituents including alkylthio, arylthio, heteroarylthio, and cyclic aminothio groups, a 2-aminoethylthio group was the best for enhancing in vitro antibacterial activity. The C-5 variants increased activity in the order OH

  制备并测试了一系列 C-7 硫代 1-环丙基-1，4-二氢-4-氧代喹啉-3-羧酸的抗菌活性。讨论了与 C-5 和 C-7 取代基相关的结构-活性关系。在 C-7 取代基（包括烷基硫代、芳基硫代、杂芳基硫代和环状硫代氨基）中，2-氨基乙基硫代最能提高体外抗菌活性。C-5 变体提高活性的顺序为 OH喹啉-3-羧酸（18）的活性最高。
• Urethanes derived from azacycloalkanes, the thio and dithio analogues thereof and their use as cholesterol biosynthesis inhibitors
  申请人：Boehringer Ingelheim Pharma KG

  公开号：US06339096B1

  公开（公告）日：2002-01-15

  The present invention relates to urethanes derived from azacycloalkanes and the thio and dithio analogues thereof of general formula wherein m, n, A, X, Y, E and R1 to R8 are defined as in claim 1, the enantiomers, diastereomers and the salts thereof, particularly the physiologically acceptable acid addition salts thereof which have valuable properties, particularly an inhibitory effect on cholesterol biosynthesis, pharmaceutical compositions containing these compounds, their use and processes for preparing them.

  本发明涉及从氮杂环烷基和其硫和二硫类似物制得的脲衍生物，其一般式如下：其中m、n、A、X、Y、E和R1至R8如权利要求书中所定义，其对映体、非对映体和盐，特别是具有有价值特性的生理可接受的酸加合物盐，特别是对胆固醇生物合成具有抑制作用的物质，包含这些化合物的药物组合物，它们的用途和制备它们的方法。
• Process for the production of sulfonic esters
  申请人：——

  公开号：US20030176711A1

  公开（公告）日：2003-09-18

  Sulfonic acid ester derivatives represented by the general formula (4) or (5) are produced by reacting an amino alcohol derivative represented by the general formula (1) or (2) with an organic sulfonyl halide represented by the general formula (3), in a mixed solvent composed of an aprotic organic solvent and water in the presence of a non-water-prohibiting inorganic base. This procedure can be carried out in a simple, easy, safe and economical manner while reducing the load on the environment. 1 Wherein n represents an integer of 0 to 5, A represents a phenyl group, which may be substituted, R represents a methanesulfonyl, ethanesulfonyl, p-toluenesulfonyl or p-nitrobenzenesulfonyl group and X represents a chloride, bromine or iodine atom.

  通式（4）或（5）所代表的磺酸酯衍生物是通过在无水有机溶剂和水的混合溶剂中，使用不会禁止水的无机碱，将通式（1）或（2）所代表的氨基醇衍生物与通式（3）所代表的有机磺酰卤反应而制备而成。该过程可以简单、容易、安全、经济地进行，同时减轻环境负担。其中，n表示0至5的整数，A表示苯基，可以是取代基，R表示甲磺酰基、乙磺酰基、对甲苯磺酰基或对硝基苯磺酰基，X表示氯、溴或碘原子。