(2-pyridyl)CCLi | 155148-76-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: (2-pyridyl)CCLi
• 英文别名: LiCCC5H4N-2；lithium-(2-pyridyl)-acetylide；1-lithio-2-(2-pyridyl)acetylene
• CAS: 155148-76-8
• 化学式: C₇H₄N*Li
• 分子量: 109.056
• InChiKey: JOFGOACIEFUINF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.64
• 重原子数：
  9
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  12.9
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  (2-pyridyl)CCLi 在 silver(I) acetate 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 12.5h， 生成
  参考文献：
  名称：

  Synthesis of 1,2,5- and 1,2,3,5-substituted pyrroles from substituted aziridines via Ag(I)-catalyzed intramolecular cyclization

  摘要：

  An efficient synthesis of 1,2,5- and 1,2,3,5-substituted pyrroles has been achieved from the sequential reactions including a ring-opening of 1-(aziridin-2-yl)propargylic alcohols by various nucleophiles under mild condition followed by an intramolecular cyclization using Ag(I) catalyst. (C) 2011 Published by Elsevier Ltd.

  DOI：

  10.1016/j.tet.2011.02.072

文献信息

• Modulation of the metal recognition properties of a new type of azaferrocenophane-based chemosensors: co-ordination chemistry towards Mg²⁺, Ca²⁺, Zn²⁺and Ni²⁺
  作者：Alberto Tárraga、Pedro Molina、Juan L. López、María D. Velasco

  DOI：10.1039/b400953c

  日期：——

  The structure–redox chemistry relationship of a new type of azaferrocenophane-based chemosensors, 3 and 4, in the presence of protons and several kinds of metal ions, has been studied. Electrochemical studies, carried out in CH2Cl2, in the presence of increasing amounts of Mg2+, Ca2+, Zn2+ and Ni2+ showed that the wave corresponding to the Fc/Fc+ couple of the uncomplexed ligands is gradually replaced by a new reversible wave at more positive potentials corresponding to the Fc/Fc+ couple of the complexed ligands. The maximum shift of the ferrocene oxidation wave was found for 4b in the presence of Mg2+, whereas for 3f a selective sensing response for Mg2+ in the presence of hydrated Ca2+ cations was observed, with a concomitant highly visual output response consisting of a deep purple colour.

  新型氮桥亚铁心烷类化学传感器3和4在质子和多种金属离子存在下的结构-氧化还原化学关系已被研究。在CH2Cl2中进行的电化学研究表明，随着Mg2+、Ca2+、Zn2+和Ni2+含量的增加，未络合配体的Fc/Fc+电对的波逐渐被一个在更正电位处的新可逆波所取代，该波对应于络合配体的Fc/Fc+电对。在Mg2+存在下，4b的二茂铁氧化波的最大偏移被发现，而在水合Ca2+阳离子存在下，3f对Mg2+具有选择性感应响应，并伴随有深紫色的高度视觉输出响应。
• Rhodium-Catalyzed Synthesis and Optical Properties of Silicon-Bridged Arylpyridines
  作者：Ryo Shintani、Nana Misawa、Ryo Takano、Kyoko Nozaki

  DOI：10.1002/chem.201605000

  日期：2017.2.21

  on the benzene ring, as well as through the protonation or alkylation of the nitrogen atom on the pyridine ring. A catalytic asymmetric synthesis of silicon‐centered axially chiral spirocyclic derivatives has also been achieved with high enantioselectivity by using a newly modified MeO‐MOP (MeO‐MOP=2‐(diphenylphosphino)‐2′‐methoxy‐1,1′‐binaphthyl) derivative as the chiral ligand. These spirocyclic compounds

  通过含硅的二炔与腈的铑催化的[2 + 2 + 2]环加成反应，已开发了桥连的4-芳基吡啶的会聚和区域选择性合成方法。已经检查了这些化合物的吸收和发射性质，可以通过改变苯环上的取代基以及通过吡啶环上氮原子的质子化或烷基化来对其进行调节。通过使用新改性的MeO-MOP（MeO-MOP = 2-（二苯基膦基）-2'-甲氧基-1,1'-联萘基），还以高对映选择性实现了以硅为中心的轴向手性螺环衍生物的催化不对称合成。衍生物作为手性配体。发现这些螺环化合物具有CPL活性（CPL =圆偏振发光），
• Double Addition of Alkynyllithium Reagents to Amides/Lactams: A Direct and Flexible Synthesis of 3-Amino-1,4-diynes Bearing an Aza-Quaternary Carbon Center
  作者：Hang Chen、Ying-Hong Huang、Jian-Liang Ye、Pei-Qiang Huang

  DOI：10.1021/acs.joc.9b01416

  日期：2019.7.19

  in situ activation of amides with trifluoromethanesulfonic anhydride, followed by double addition of alkynyllithium reagents at a concentration of 0.5 mol·L–1 in dichloromethane. This constitutes an extension of the method of direct reductive bisalkylation of amides that allows both employing alkynyllithium reagents as the first-addition nucleophiles and incorporating an alkynyl group as the first-introduced

  已经建立了从叔酰胺和内酰胺直接和灵活地合成带有氮杂-季碳的3-氨基-1,4-二炔的有效而温和的方案。一锅法包括用三氟甲磺酸酐原位活化酰胺，然后在二氯甲烷中两次添加浓度为0.5mol·L –1的炔基锂试剂。这构成了酰胺直接还原性双烷基化方法的扩展，该方法允许既使用炔基锂试剂作为第一加成亲核试剂，又引入炔基作为第一引入的亲核基团。
• Expanded-Spectrum Nonnucleoside Reverse Transcriptase Inhibitors Inhibit Clinically Relevant Mutant Variants of Human Immunodeficiency Virus Type 1
  作者：Jeffrey W. Corbett、Soo S. Ko、James D. Rodgers、Susan Jeffrey、Lee T. Bacheler、Ronald M. Klabe、Sharon Diamond、Chii-Ming Lai、Shelley R. Rabel、Jo Anne Saye、Stephen P. Adams、George L. Trainor、Paul S. Anderson、Susan K. Erickson-Viitanen

  DOI：10.1128/aac.43.12.2893

  日期：1999.12

  A research program targeted toward the identification of expanded-spectrum nonnucleoside reverse transcriptase inhibitors which possess increased potency toward K103N-containing mutant human immunodeficiency virus (HIV) and which maintain pharmacokinetics consistent with once-a-day dosing has resulted in the identification of the 4-cyclopropylalkynyl-4-trifluoromethyl-3,4-dihydro-2(1 H )quinazolinones DPC 961 and DPC 963 and the 4-cyclopropylalkenyl-4-trifluoromethyl-3,4-dihydro-2(1 H )quinazolinones DPC 082 and DPC 083 for clinical development. DPC 961, DPC 963, DPC 082, and DPC 083 all exhibit low-nanomolar potency toward wild-type virus, K103N and L100I single-mutation variants, and many multiply amino acid-substituted HIV type 1 mutants. This high degree of potency is combined with a high degree of oral bioavailability, as demonstrated in rhesus monkeys and chimpanzees, and with plasma serum protein binding that can result in significant free levels of drug.

  摘要：针对鉴定对K103N突变型人类免疫缺陷病毒（HIV）具有增强效力且保持一日一次剂量的药代动力学一致性的扩展谱非核苷类逆转录酶抑制剂的研究项目已经取得成果，发现了4-环丙炔基-4-三氟甲基-3,4-二氢-2(1H)喹唑啉酮DPC 961和DPC 963，以及4-环丙烯基-4-三氟甲基-3,4-二氢-2(1H)喹唑啉酮DPC 082和DPC 083用于临床开发。DPC 961、DPC 963、DPC 082和DPC 083均对野生型病毒、K103N和L100I单突变变种以及许多多种氨基酸替换的HIV-1突变体表现出低纳摩尔级别的效力。这种高度的效力与口服生物利用度高度结合，如在恒河猴和黑猩猩中展示的那样，并且具有可以导致显著药物自由水平的血浆血清蛋白结合。
• New quinazolines as inhibitors of HIV reverse transcriptase
  申请人：MERCK & CO. INC.

  公开号：EP0569083A1

  公开（公告）日：1993-11-10

  Compounds having a quinazolin-2-one nucleus with a substituted alkynyl or substituted alkenyl at the 4-position are described. These compounds are useful in the inhibition of HIV reverse transcriptase (including its resistant varieties), the prevention or treatment of infection by HIV and the treatment of AIDS, either as compounds, pharmaceutically acceptable salts, pharmaceutical composition ingredients, whether or not in combination with other antivirals, immunomodulators, antibiotics or vaccines. Methods of treating AIDS and methods of preventing or treating infection by HIV are also described.

  描述了在喹唑啉-2-酮核上具有取代炔基或取代烯基的化合物。这些化合物在抑制HIV逆转录酶（包括其耐药品种）、预防或治疗HIV感染以及治疗艾滋病方面具有用途，无论是作为化合物、药学上可接受的盐、药用组分成分，还是与其他抗病毒药物、免疫调节剂、抗生素或疫苗组合使用。还描述了治疗艾滋病的方法以及预防或治疗HIV感染的方法。