2-aminohexadecanol | 142656-73-3

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 2-aminohexadecanol
• 英文别名: 2-Aminohexadecan-1-ol
• CAS: 142656-73-3
• 化学式: C₁₆H₃₅NO
• 分子量: 257.46
• InChiKey: MNGRWBQCRJBGSJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.9
• 重原子数：
  18
• 可旋转键数：
  14
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  46.2
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-aminohexadecanol 在 吡啶 、 三甲基氯硅烷 、 4 A molecular sieve 、 silver perchlorate 、 tin(ll) chloride 作用下， 以 乙醚 、 水 为溶剂， 生成 N-[1-((2R,3S,4S,5R,6R)-3,4,5-Tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxymethyl)-pentadecyl]-acetamide
  参考文献：
  名称：

  Induction of promotive rather than suppressive immune responses from a novel NKT cell repertoire Vα19 NKT cell with α-mannosyl ceramide analogues consisting of the immunosuppressant ISP-I as the sphingosine unit

  摘要：

  A 2-substituted 2-aminopropane-1,3-diol or 2-aminoethanol is the minimum structure required for the immunosuppressive activity of ISP-I, an antibiotic isolated from the culture broth of Isaria sinclairil. A series of alpha-mannosyl ceramide (alpha-ManCer) analogues was derived from 2-substituted 2-aminopropane-1,3-diols or 2-aminoethanols in place of sphingosine. The newly synthesized glycosides were evaluated for their effects on immune responses. In contrast to the immunosuppressive activity of the precursors, the a-ManCer analogues induced immunopromotive responses from invariant V alpha N-J alpha 26 transgenic mouse lymphocytes more effectively than the original a-ManCer. Collectively, it is strongly suggested that the 2-substituted 2-aminopropane-1,3-diols and 2-aminoethanols mimic sphingosine in the alpha-ManCer analogues so that they potentially acquire specific antigenicity toward V alpha 19 NKT cell, a novel NKT cell subset. (c) 2006 Elsevier SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2005.11.013
• 作为产物：
  描述：

  2-[(tert-butoxycarbonyl)amino]hexadecanol 在 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 反应 4.0h， 以93%的产率得到2-aminohexadecanol
  参考文献：
  名称：

  Trypanocidal Activity of Long Chain Diamines and Aminoalcohols

  摘要：

  获得了十三种氨基醇和八种二胺，并对其进行抗克鲁兹锥虫的上位体株MG、JEM和CL-B5克隆进行了测试。其中一些的活性与参考化合物尼夫替莫司相等或更强（1.0–6.6倍）。从中选择了三种氨基醇和两种二胺进行阿米巴虫检测试验。化合物5在对CL-B5株的阿米巴虫的活性与参考药物尼夫替莫司相当（IC50 = 0.6 µM），选择性指数为54。

  DOI：

  10.3390/molecules200611554

文献信息

• [EN] NITRATED HYDROCARBONS, DERIVATIVES, AND PROCESSES FOR THEIR MANUFACTURE<br/>[FR] HYDROCARBURES NITRÉS, DÉRIVÉS ET LEURS PROCÉDÉS DE PRODUCTION
  申请人：ANGUS CHEMICAL

  公开号：WO2009129097A1

  公开（公告）日：2009-10-22

  Provided is a process for the formation of nitrated compounds by the nitration of hydrocarbon compounds with dilute nitric acid. Also provided are processes for preparing industrially useful downstream derivatives of the nitrated compounds, as well as novel nitrated compounds and derivatives, and methods of using the derivatives in various applications.

  提供了一种通过稀硝酸对碳氢化合物进行硝化形成硝化化合物的过程。还提供了制备工业上有用的硝化化合物下游衍生物的过程，以及新颖的硝化化合物和衍生物，以及在各种应用中使用衍生物的方法。
• Mechanisms of Action of Substituted β-Amino Alkanols on Leishmania donovani
  作者：María Ángeles Abengózar、Luis A. Bustos、Raquel García-Hernández、Pilar Fernández de Palencia、Ricardo Escarcena、Santiago Castanys、Esther del Olmo、Francisco Gamarro、Arturo San Feliciano、Luis Rivas

  DOI：10.1128/aac.04003-14

  日期：2015.2

  N-substituted 2-aminoalkan-1-ol scaffold has been shown to be a versatile scaffold for antiparasitic activity. Knowledge about its mechanism of action is still rather limited. In this work, we endeavored to define the leishmanicidal profile of such β-amino alkanol derivatives using a set of 15 N-mono- and disubstituted surrogates, tested on Leishmania donovani promastigotes and intracellular amastigotes

  利什曼病是原生动物疾病，对人类健康的重要性仅次于疟疾。然而，由于耐药性和毒性，化学疗法的选择越来越受到限制。在这种情况下，迫切需要寻找新的化学化合物。N-取代的2-氨基烷-1-醇支架已被证明是具有抗寄生虫活性的通用支架。关于其作用机理的知识仍然相当有限。在这项工作中，我们努力使用一组15种N-单取代和双取代的替代物来定义此类β-氨基链烷醇衍生物的杀菌作用，并在Leishmania donovani前鞭毛体和胞内变形虫上进行了测试。最好的化合物（化合物5）2-乙基氨基十二烷-1-醇的50％有效浓度（EC50）为0。对感染的THP-1细胞具有3μM的选择性和72的选择性指数，并被选择用于进一步阐明其杀菌作用。在没有重要的染料细胞内进入的情况下，它诱导了前鞭毛体中细胞内ATP含量的快速消耗，从而排除了质膜通透性的起源。共聚焦和透射电子显微镜分析表明，化合物5引起严重的线粒体肿胀和囊泡形成。使用氧
• Compositions and methods for increasing drug efficiency
  申请人：Newman James Michael

  公开号：US20050187147A1

  公开（公告）日：2005-08-25

  In one embodiment, provided herein are compositions and methods for increasing drug efficiency. In certain embodiments, the compositions contain conjugates having the formula: D-L-S wherein D is a drug moiety; L, which may or may not be present, is a non-releasing linker moiety; and S is a substrate for a protein or lipid kinase that is overexpressed, overactive or exhibits undesired activity in a target system.

  在一种实施例中，提供了增加药物效率的组合物和方法。在某些实施例中，该组合物包含具有以下公式的共轭物：D-L-S，其中D是药物基团；L是非释放性连接基团，可以存在也可以不存在；S是一种蛋白激酶或脂质激酶底物，在靶系统中过度表达、过度活跃或表现出不良活性。
• NITRATED HYDROCARBONS, DERIVATIVES, AND PROCESSES FOR THEIR MANUFACTURE
  申请人：ANGUS Chemical Company

  公开号：US20160039843A1

  公开（公告）日：2016-02-11

  Provided is a process for the formation of nitrated compounds by the nitration of hydrocarbon compounds with dilute nitric acid. Also provided are processes for preparing industrially useful downstream derivatives of the nitrated compounds, as well as novel nitrated compounds and derivatives, and methods of using the derivatives in various applications.

  提供了一种通过使用稀硝酸对碳氢化合物进行硝化形成硝基化合物的过程。还提供了制备硝基化合物的工业上有用的下游衍生物的过程，以及新颖的硝基化合物和衍生物，以及在各种应用中使用衍生物的方法。
• ANTISTATIC NON-CROSSLINKED FOAMED POLYETHYLENE RESIN PARTICLES AND MOLDED NON-CROSSLINKED FOAMED POLYETHYLENE RESIN BODY
  申请人：Kaneka Corporation

  公开号：EP2733164A1

  公开（公告）日：2014-05-21

  Provided are non-crosslinked foamed polyethylene resin particles that have a bulk density BD of 10 g/L or more and 100 g/L or less and are obtained by foaming polyethylene resin particles containing an antistatic agent in an amount of 0.1 part by weight or more and 3 parts by weight or less with respect to 100 parts by weight of a polyethylene resin and having a density of 0.920 g/cm3 or more and less than 0.940 g/cm3, and the non-crosslinked foamed polyethylene resin particles have a shrinkage ratio of 3% or more and 30% or less determined in accordance with Formula (1). The non-crosslinked foamed polyethylene resin particles can simply afford an antistatic molded non-crosslinked foamed polyethylene resin body that has a small shrinkage ratio with respect to mold dimension, is deformed in a small degree, and has good surface stretch. Shrinkage ratio = (BD-VBD) x 100/VBD (1) In the formula, BD is a bulk density of the non-crosslinked foamed polyethylene resin particles at 23°C and 0.1 MPa (under standard atmospheric pressure), and VBD is a bulk density of the non-crosslinked foamed polyethylene resin particles at 23°C under a reduced pressure of 0.002 MPa or less.

  所提供的非交联发泡聚乙烯树脂颗粒的体积密度 BD 为 10 g/L 或以上、100 g/L 或以下，是通过发泡含有抗静电剂的聚乙烯树脂颗粒获得的，抗静电剂的用量为 0.该非交联发泡聚乙烯树脂颗粒的收缩率为3%或以上，30%或以下，根据式(1)测定，其密度为0.920克/立方厘米或以上，0.940克/立方厘米以下。非交联发泡聚乙烯树脂颗粒可以简单地提供抗静电模塑非交联发泡聚乙烯树脂体，该体相对于模具尺寸的收缩率小，变形程度小，表面伸展性好。收缩率＝（BD-VBD）×100/VBD (1) 式中，BD 是非交联发泡聚乙烯树脂颗粒在 23℃和 0.1 兆帕（标准大气压下）时的体积密度，VBD 是非交联发泡聚乙烯树脂颗粒在 23℃、减压 0.002 兆帕或以下时的体积密度。