hexan-2-amine hydrochloride | 85231-74-9

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: hexan-2-amine hydrochloride
• 英文别名: 1-Methyl-pentylamine hydrochloride；hexan-2-amine;hydrochloride
• CAS: 85231-74-9
• 化学式: C₆H₁₅N*ClH
• mdl: MFCD17019343
• 分子量: 137.653
• InChiKey: YGEGVJUBNYLFHR-UHFFFAOYSA-N

物化性质

• 熔点：
  104-106 °C

计算性质

• 辛醇/水分配系数(LogP)：
  1.56
• 重原子数：
  8
• 可旋转键数：
  3
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  26
• 氢给体数：
  2
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  hexan-2-amine hydrochloride 在 四(三苯基膦)钯 、 potassium carbonate 、 N,N-二异丙基乙胺 作用下， 以 1,4-二氧六环 、 水 、 异丙醇 为溶剂， 反应 97.0h， 生成
  参考文献：
  名称：

  Highly Selective MERTK Inhibitors Achieved by a Single Methyl Group

  摘要：

  Although all kinases share the same ATP binding pocket, subtle differences in the residues that form the pocket differentiate individual kinases' affinity for ATP competitive inhibitors. We have found that by introducing a single methyl group, the selectivity of our MERTK inhibitors over another target, FLT3, was increased up to 1000-fold (compound 31). Compound 19 was identified as an in vivo tool compound with subnanomolar activity against MERTK and 38-fold selectivity over FLT3 in vitro. The potency and selectivity of 19 for MERTK over FLT3 were confirmed in cell-based assays using human cancer cell lines. Compound 19 had favorable pharmacokinetic properties in mice. Phosphorylation of MERTK was decreased by 75% in bone marrow leukemia cells from mice treated with 19 compared to vehicle-treated mice.

  DOI：

  10.1021/acs.jmedchem.8b01229
• 作为产物：
  描述：

  2-溴己烷 在 苄基三乙基氯化铵 、 potassium carbonate 、 potassium phtalimide 、 肼 、 盐酸 作用下， 以 丙酮 、 乙醇 为溶剂， 反应 6.25h， 生成 hexan-2-amine hydrochloride
  参考文献：
  名称：

  Histamine H3 and H4 receptor affinity of branched 3-(1H-imidazol-4-yl)propyl N-alkylcarbamates

  摘要：

  A series of imidazole-containing (non-)chiral carbamates were tested at human histamine H-3 receptor (H3R). All compounds displayed K-i values below 100 nM. A trend for a stereoselectivity at human H3R was observed for the chiral alpha-branched ligands. Selected compounds were also tested at human histamine H-4 receptor and showed moderate to weak affinities (118-1460 nM). (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.10.005

文献信息

• Cerium-Catalyzed C–H Functionalizations of Alkanes Utilizing Alcohols as Hydrogen Atom Transfer Agents
  作者：Qing An、Ziyu Wang、Yuegang Chen、Xin Wang、Kaining Zhang、Hui Pan、Weimin Liu、Zhiwei Zuo

  DOI：10.1021/jacs.0c00212

  日期：2020.4.1

  the utilization of light energy for the activation of organic substrates. Here, we demonstrate the catalytic application of ligand-to-metal charge-transfer (LMCT) excitation of cerium alkoxide complexes for the facile activation of alkanes utilizing abundant and inexpensive cerium trichloride as the catalyst. As demonstrated by cerium-catalyzed C-H amination and alkylation of hydrocarbons, this reaction

  现代光氧化还原催化传统上依赖于金属多吡啶基配合物的金属到配体电荷转移 (MLCT) 激发，以利用光能来活化有机底物。在这里，我们展示了铈醇盐配合物的配体-金属电荷转移（LMCT）激发的催化应用，以利用丰富且廉价的三氯化铈作为催化剂轻松活化烷烃。正如铈催化的 CH 胺化和烃的烷基化所证明的那样，这种反应歧管可以通过直接访问具有挑战性的烷氧基自由基，轻松地将大量醇用作实用和选择性的氢原子转移 (HAT) 试剂。此外，通过一系列光谱实验研究了 LMCT 激发事件，
• [EN] PYRIMIDINE AND PYRIDINE DERIVATIVES AND USE IN TREATMENT, AMELIORATION OR PREVENTION OF INFLUENZA THEREOF<br/>[FR] DÉRIVÉS DE PYRIMIDINE ET DE PYRIDINE ET LEUR UTILISATION POUR TRAITER OU PRÉVENIR LA GRIPPE, OU POUR ATTÉNUER SES SYMPTÔMES
  申请人：SAVIRA PHARMACEUTICALS GMBH

  公开号：WO2017133667A1

  公开（公告）日：2017-08-10

  Provided herein is a compound of formula (I), optionally in the form of a pharmaceutically acceptable salt, solvate, polymorph, prodrug, codrug, cocrystal, tautomer, racemate, enantiomer, or diastereomer or mixture thereof, which is useful in treating, ameliorating or preventing influenza.

  本文提供的是一种化合物，其化学式为（I），可以是药用盐、溶剂合物、多型体、前药、共药、共晶、互变异构体、消旋体、对映体或二对映体，或它们的混合物形式，该化合物在治疗、改善或预防流感方面具有用处。
• Synthesis of Primary sec-alkylamines via nucleophilic ring-opening of N-phosphorylated aziridines
  作者：Tadeusz Gajda、Anna Napieraj、Krystyna Osowska-Pacewicka、Stefan Zawadzki、Andrzej Zwierzak

  DOI：10.1016/s0040-4020(97)00188-9

  日期：1997.3

  3-Disubstituted N-phosphorylated aziridines except N-phosphorylated cyclohexenimine (4) do not react under the described conditions. Copper-mediated reaction of 2-phenyl-N-(diethoxyphosphoryl)aziridine (7) with Grignard reagents affords a mixture of regioisomers (8) and (9) but still with the preference of ring-opening at the carbon of lesser substitution.

  各种2-烷基和2，2-二甲基-N-（二乙氧基磷酰基）氮丙啶（1）和（10）与铜修饰的格氏试剂的新颖开环反应在受阻较少的碳上进行区域特异性的反应。通过与20％盐酸回流，可以将由此获得的N-仲-烷基膦酰胺酸二乙酯（2）有效地转化为仲仲烷基胺盐酸盐（3）。除了N-磷酸化的环己胺（4）以外，2，3-二取代的N-磷酸化的氮丙啶在所述条件下不反应。铜介导的2-苯基-N-（二乙氧基磷酰基）氮丙啶反应（7）与格氏试剂一起提供区域异构体（8）和（9）的混合物，但仍然优选在较少取代的碳上开环。
• Development of Chiral <i>N</i>-Alkylcarbamates as New Leads for Potent and Selective H₃-Receptor Antagonists:  Synthesis, Capillary Electrophoresis, and in Vitro and Oral in Vivo Activity
  作者：Astrid Sasse、Katarzyna Kiec-Kononowicz、Holger Stark、Malgorzata Motyl、Sibylle Reidemeister、C. Robin Ganellin、Xavier Ligneau、Jean-Charles Schwartz、Walter Schunack

  DOI：10.1021/jm9804376

  日期：1999.2.1

  N-2-heptylcarbamate showed a stereoselective differentiation in their pharmacological effect in vivo (ED50 of 0.39 mg/kg for the (S)-derivative vs 1.5 mg/kg for the (R)-derivative) most probably caused by differences in pharmacokinetic parameters. H1- and H2-receptor activities were determined for some of the novel carbamates, demonstrating that they have a highly selective action at the histamine H3 receptor

  制备具有N-烷基链的作为3-（1H-咪唑-4-基）丙醇的衍生物的新型氨基甲酸酯作为组胺H3-受体拮抗剂。N-烷基侧链与甲基的分支产生手性化合物，其通过Mitsunobu方案改编的Gabriel合成立体定向地合成。通过毛细管电泳（CE）测定某些手性化合物的光学纯度（ee> 95％）。在大鼠大脑皮层突触体上的组胺H3受体功能测试中，所研究的化合物显示出明显的高拮抗剂活性（Ki值为4.1-316 nM）。在豚鼠回肠的外周模型中观察到类似的H3受体拮抗剂活性。通过体外测定未发现手性拮抗剂的H3受体的立体选择性鉴别。口服给药后，还在小鼠体内筛选所有化合物的中心H3受体拮抗剂活性。大多数化合物是H3受体介导的脑Ntau-甲基组胺水平增强的有效剂。N-2-庚基氨基甲酸酯的对映异构体在体内药理作用中表现出立体选择性差异（（S）衍生物的ED50为0.39 mg / kg，而（R）衍生物的ED50为1.5 mg
• Asymmetric Intermolecular Hydroamination of Unactivated Alkenes with Simple Amines
  作者：Alexander L. Reznichenko、Hiep N. Nguyen、Kai C. Hultzsch

  DOI：10.1002/anie.201004570

  日期：2010.11.15

  A hard nut to crack: The asymmetric intermolecular Markovnikov addition of simple amines to unactivated alkenes can be achieved utilizing binaphtholate rare‐earth‐metal catalysts with up to 61 % ee and 73 % de in the case where R2 contains a stereogenic center.

  难以破解的难题：在R 2包含立体中心的情况下，可以使用双萘甲酸酯稀土金属催化剂（ee高达61％ee和de高达73％） 将简单的胺不对称分子间Markovnikov加成到未活化的烯烃上 。