2-(氯甲基)哌啶 | 56098-50-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 中文名称: 2-(氯甲基)哌啶
• 英文名称: 2-chloromethyldihydropyridine
• 英文别名: 2-(chloromethyl)piperidine；2-chloromethylpiperidine；dl-2-Chlormethyl-piperidin；2-Chlormethyl-piperidin
• CAS: 56098-50-1
• 化学式: C₆H₁₂ClN
• 分子量: 133.621
• InChiKey: XSASUXNWKPPGBP-UHFFFAOYSA-N

物化性质

• 沸点：
  190℃
• 密度：
  0.990
• 闪点：
  68℃

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  8
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  12
• 氢给体数：
  1
• 氢受体数：
  1

安全信息

• 海关编码：
  2933399090

反应信息

• 作为反应物：
  描述：

  2-(氯甲基)哌啶 在 氨 、 三乙胺 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 生成
  参考文献：
  名称：

  Evaluation of pyrrolidin-2-imines and 1,3-thiazolidin-2-imines as inhibitors of nitric oxide synthase

  摘要：

  Syntheses and evaluation of pyrrolidin-2-imines and 1,3-thiazolidin-2-imines as inhibitors of nitric oxide synthase (NOS) are discussed. An extensive SAR was established for pyrrolidin-2-imines class of compounds. The amidines came out as the most potent inhibitors in addition to displaying selectivity. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.06.033
• 作为产物：
  描述：

  2-哌啶甲醇 在 氯化亚砜 作用下， 生成 2-(氯甲基)哌啶
  参考文献：
  名称：

  Synthesis of Substituted Piperidines, Indolizidines, Quinolizidines, and Pyrrolizidines via a Cycloaddition Strategy Using Acetylenic Sulfones as Alkene Dipole Equivalents

  摘要：

  The conjugate additions of beta- and gamma-chloroamines to acetylenic sulfones afford enamine sulfones, which then undergo intramolecular alkylation to produce the corresponding cyclic enamines, This provides a convenient route to substituted piperidines, indolizidines, quinolizidines, and pyrrolizidines. The enantioselective total synthesis of the alkaloid (-)-indolizidine 167B (also named gephyrotoxin 167B) was thus achieved by the cycloaddition of (S)-2-(2-chloroethyl)pyrrolidine to 1-(p-toluenesulfonyl)-1-pentyne, followed by stereoselective reduction of the enamine moiety and reductive desulfonylation.

  DOI：

  10.1021/ol990592u

文献信息

• Composition, synthesis and therapeutic applications of polyamines
  申请人：Murphy A Michael

  公开号：US20050085555A1

  公开（公告）日：2005-04-21

  This invention relates to a process of synthesis and composition of open chain (ring), closed ring, linear branched and or substituted polyamines, polyamine derived tyrosine phosphatase inhibitors and PPAR partial agonists/partial antagonists via a series of substitution reactions and optimizing the bioavailability and biological activities of the compounds. Polyamines prevent the toxicty of neutoxins and diabetogenic toxins including paraquat, methyphenyl pyridine radical, rotenone, diazoxide, streptozotocin and alloxan. These polyamines can be to treat neurological, cardiovascular, endocrine acquired and inherited mitochondrial DNA damage diseases and other disorders in mammalian subjects, and more specifically to the therapy of Parkinson's disease, Alzheimer's disease, Lou Gehrig's disease, Binswanger's disease, Olivopontine Cerebellar Degeneration, Lewy Body disease, Diabetes, Stroke, Atherosclerosis, Myocardial Ischemia, Cardiomyopathy, Nephropathy, Ischemia, Glaucoma, Presbycussis, Cancer, Osteoporosis, Rheumatoid Arthritis, Inflammatory Bowel Disease, Multiple Sclerosis and as Antidotes to Toxin Exposure.

  这项发明涉及一种合成和构成开链（环）、闭环、线性分支和/或取代聚胺、聚胺衍生的酪氨酸磷酸酶抑制剂和PPAR部分激动剂/部分拮抗剂的过程，通过一系列的取代反应来优化化合物的生物利用度和生物活性。聚胺可以预防神经毒素和导致糖尿病的毒素的毒性，包括百草枯、甲基苯基吡啶自由基、洛特侬、重组蛋白酶和阿洛克瑞。这些聚胺可以用于治疗哺乳动物主体中的神经系统、心血管系统、内分泌系统获得性和遗传性线粒体DNA损伤疾病以及其他疾病，更具体地用于治疗帕金森病、阿尔茨海默病、路易氏氏病、宾斯旺格氏病、橄榄桥小脑变性、Lewy小体病、糖尿病、中风、动脉粥样硬化、心肌缺血、心肌病、肾病、缺血、青光眼、老年性耳聋、癌症、骨质疏松症、类风湿性关节炎、炎症性肠病、多发性硬化症以及作为毒素暴露的解毒剂。
• 2-[(Phenylthio)methyl]pyridine derivatives: new antiinflammatory agents
  作者：Fortuna Haviv、Robert W. DeNet、Raymond J. Michaels、James D. Ratajczyk、George W. Carter、Patrick R. Young

  DOI：10.1021/jm00356a018

  日期：1983.2

  2-[(Phenylthio)methyl]pyridine derivatives inhibited the dermal reverse passive Arthus reaction (RPAR) in the rat. In the same model, indomethacin was inactive, and hydrocortisone was active. Compounds Ia-d also significantly reduced exudate volume and white blood cell accumulation in the pleural RPAR. This pattern of activity was similar to that of hydrocortisone and different from that of indomethacin

  2-[（（苯硫基）甲基]吡啶衍生物可抑制大鼠皮肤逆向被动Arthus反应（RPAR）。在同一模型中，消炎痛是无活性的，氢化可的松是有活性的。化合物Ia-d还显着减少了胸膜RPAR中的渗出液量和白细胞积聚。这种活性模式与氢化可的松相似，与消炎痛不同。
• A Convenient New Route to Piperidines, Pyrrolizidines, Indolizidines, and Quinolizidines by Cyclization of Acetylenic Sulfones with β- and γ-Chloroamines. Enantioselective Total Synthesis of Indolizidines <b>(</b><b>−</b><b>)-167B</b>, <b>(</b><b>−</b><b>)-209D</b>, <b>(</b><b>−</b><b>)-209B</b>, and <b>(</b><b>−</b><b>)-207A</b>
  作者：Thomas G. Back、Katsumasa Nakajima

  DOI：10.1021/jo000080p

  日期：2000.7.1

  the corresponding 2- or 2,6-disubstituted piperidines, while 2-(chloromethyl)pyrrolidines, 2-(2-chloroethyl)pyrrolidines, 2-(chloromethyl)piperidines, and 2-(2-chloroethyl)piperidines produced the corresponding 3-substituted pyrrolizidines, 5- or 3-substituted indolizidines, and 4-substituted quinolizidines, respectively. 8-Methyl-5-substituted indolizidines were also prepared from the appropriate methyl-substituted

  （L）-苯丙氨酸和（L）-蛋氨酸的甲酯通过其游离氨基与1-（对甲苯磺酰基）己炔进行共轭加成反应，随后将相应的酰胺阴离子进行分子内酰化和互变异构化，得到2-苄基- 5-正丁基-3-羟基-4-（对甲苯磺酰基）吡咯和5-正丁基-3-羟基-2-（2-甲硫基乙基）-4-（对甲苯磺酰基）吡咯。一系列无环和环状仲β-和γ-氯胺在炔属砜上的共轭加成在温和的条件下类似地进行。将所得的加合物在-78℃下用LDA在THF中的去质子化，并将所得的砜稳定的碳负离子进行分子内烷基化，得到环状烯胺砜。因此，无环的γ-氯烷基-苄胺提供了相应的2-或2，6-二取代的哌啶，而2-（氯甲基）吡咯烷，2-（2-氯乙基）吡咯烷，2-（氯甲基）哌啶和2-（2-氯乙基）哌啶产生相应的3-取代的吡咯烷，5-或3 -取代的吲哚嗪和4-取代的喹oli啶。还由适当的甲基取代的氯胺前体制备8-甲基-5-取代的吲哚并核苷。对映选择性合成是通过使用
• Verfahren zur Herstellung monodisperser Chelatharze
  申请人：LANXESS Deutschland GmbH

  公开号：EP2025387A1

  公开（公告）日：2009-02-18

  Gegenstand der vorliegenden Erfindung ist ein Verfahren zur Herstellung neuer monodisperser Chelatharze auf Basis vernetzter Perlpolymerisate mit Aminomethylgruppen und/oder Aminomethylstickstoffheterocyclengruppen, die eine hohe Aufnahmekapazität für Schwermetalle und eine schnelle Kinetik besitzen.

  本发明的目的是一种基于带有氨甲基和/或氨甲基氮杂环基团的交联珠状聚合物的新型单分散螯合树脂的制备工艺，这种树脂对重金属的吸收能力强，动力学速度快。
• Synthesis of Substituted Piperidines, Indolizidines, Quinolizidines, and Pyrrolizidines via a Cycloaddition Strategy Using Acetylenic Sulfones as Alkene Dipole Equivalents
  作者：Thomas G. Back、Katsumasa Nakajima

  DOI：10.1021/ol990592u

  日期：1999.7.1

  The conjugate additions of beta- and gamma-chloroamines to acetylenic sulfones afford enamine sulfones, which then undergo intramolecular alkylation to produce the corresponding cyclic enamines, This provides a convenient route to substituted piperidines, indolizidines, quinolizidines, and pyrrolizidines. The enantioselective total synthesis of the alkaloid (-)-indolizidine 167B (also named gephyrotoxin 167B) was thus achieved by the cycloaddition of (S)-2-(2-chloroethyl)pyrrolidine to 1-(p-toluenesulfonyl)-1-pentyne, followed by stereoselective reduction of the enamine moiety and reductive desulfonylation.