N-(2-(pyridin-2-yl)ethyl)benzenesulfonamide | 84119-86-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: N-(2-(pyridin-2-yl)ethyl)benzenesulfonamide
• 英文别名: N-(2-pyridin-2-ylethyl)benzenesulfonamide
• CAS: 84119-86-8
• 化学式: C₁₃H₁₄N₂O₂S
• mdl: MFCD06277901
• 分子量: 262.332
• InChiKey: FKCTXCRJNUGOBK-UHFFFAOYSA-N

物化性质

• 沸点：
  433.7±47.0 °C(Predicted)
• 密度：
  1.246±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  18
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.153
• 拓扑面积：
  67.4
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  bis[dichloro(pentamethylcyclopentadienyl)iridium(III)] 、 N-(2-(pyridin-2-yl)ethyl)benzenesulfonamide 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 2.0h， 以90%的产率得到pentamethylcyclopentadienyl(iridium(N-(2-(pyridin-2-yl)ethyl)benzenesulfonamide))chloride
  参考文献：
  名称：

  使用Cp * Ir（吡啶磺酰胺）Cl预催化剂对酮进行无碱转移加氢

  摘要：

  N-(2-(Pyridin-2-yl)ethyl)benzenesulfonamide derivatives and 1,1,1-trifluoro-N-(2-(pyridin-2-yl)ethyl)methanesulfonamide (1-4), along cat. with three-legged piano stool Cp*(IrCl)-Cl-III complexes (5-11) (Cp* = pentamethylcyclopentadienyl) bearing pyridinesulfonamide ligands with varying electronic parameters, were synthesized. These ligands and air-stable complexes were characterized by H-1 and C-13{H-1} NMR spectroscopy, elemental analysis, and single-crystal X-ray diffraction. Precatalysts, 5-11, were assessed for transfer hydrogenation of aryl, diaryl, dialkyl, linear, cycloaliphatic, and alpha,beta-unsaturated ketones, diones, beta-ketoesters, and a biomass-derived substrate with 2-propanol, using 1 mol % precatalyst. Catalysis was also efficient using a 0.1 mol % loading. Remarkably, all catalysis experiments can be conducted in air without dried and degassed substrates, and basic additives and halide abstractors are not required for high activity in transfer hydrogenation. Control experiments and a mercury poisoning experiment support a homogeneous catalyzed pathway. Overall, the fastest reactions are observed using electron-poor substrates and precatalysts bearing electron-rich ligands.

  DOI：

  10.1021/acs.organomet.5b00864
• 作为产物：
  描述：

  2-乙烯基吡啶 、 苯磺酰胺 以 neat (no solvent) 为溶剂， 以63%的产率得到N-(2-(pyridin-2-yl)ethyl)benzenesulfonamide
  参考文献：
  名称：

  Solvent-Free Microwave-Assisted Preparation ofN-(2-(Pyridin-2-yl)-ethyl)sulfonamides

  摘要：

  Although nitrogen-containing heterocycles and sulfonamides both play crucial roles in the chemical and pharmaceutical industries, surprisingly little research exists that examines the bifunctional N-(2-(pyridin-2-yl)ethyl)sulfonamide scaffold for any potential applications. Retrosynthetic analysis indicates that this skeleton would be well suited for a conjugate addition reaction. However, the ability of 2-vinylpyridine to behave as an acceptor, and of sulfonamides to behave as donors, has very limited literature precedent, and thus required some preliminary investigations into their mutual reactivity. Herein outlines our laboratory's discovery of a novel and efficient solvent-free 1,4-aza-conjugate addition reaction between sulfonamides and 2-vinylpyridines that provides expedient access to various N-(2-(pyridin-2-yl)ethyl)sulfonamide derivatives. The products, possessing multiple sites of BrOnsted acidity and basicity in close proximity, could display a wide array of valuable host-guest properties and should thus be investigated for potent pharmaceutical or agrochemical properties. [Supplementary materials are available for this article. Go to the publisher's online edition of Synthetic Communications (R) for the following free supplemental resource(s): Full experimental and spectral details.]

  DOI：

  10.1080/00397911.2013.819437

文献信息

• Cycloauration of pyridyl sulfonamides
  作者：Kelly J. Kilpin、William Henderson、Brian K. Nicholson

  DOI：10.1039/b803835j

  日期：——

  The pyridyl-2-alkylsulfonamides C5H4N(CH2)nNHSO2R (n = 1,2; R = Me, Ph or p-C6H4Me) and 8-(p-tosylamino)quinoline undergo facile cycloauration reactions with H[AuCl4] in water, giving metallacyclic complexes coordinated through the pyridyl (or quinolyl) nitrogen atom and the deprotonated nitrogen of the sulfonamide group. The complexes have been fully characterised by NMR spectroscopy, ESI mass spectrometry and elemental analysis. The X-ray crystal structures of two derivatives reveal the presence of non-planar sulfonamide nitrogen atoms. The complexes show low activity against P388 murine leukaemia cells, possibly as a result of their ease of reduction with mild reducing agents.

  吡啶-2-烷基磺酰胺C5H4N(CH2)nNHSO2R（n=1,2；R=Me，Ph或对甲苯基）和8-（对甲苯磺酰胺基）喹啉在水中与H[AuCl4]发生易行的环金化反应，生成通过吡啶（或喹啉）氮原子和磺酰胺基团的脱质子氮原子配位的金属环状配合物。这些配合物通过NMR光谱、ESI质谱和元素分析得到了充分表征。两个衍生物的X射线晶体结构揭示了非平面硫酰胺氮原子的存在。这些配合物对P388小鼠白血病细胞的活性较低，可能是由于它们易于被温和的还原剂还原的结果。
• [EN] BENZYL SULFONAMIDE DERIVATIVES AS ANDROGEN RECEPTOR ANTAGONISTS<br/>[FR] DERIVES DE BENZYLSULFONAMIDE UTILISES COMME ANTAGONISTES DU RECEPTEUR D'ANDROGENES
  申请人：WARNER LAMBERT CO

  公开号：WO2004101544A1

  公开（公告）日：2004-11-25

  The present invention is directed to 6-benzylsulfonamido-quinoline/chromene derivatives of formula (I) with the definitions of R1, R2, Z, A and B according to the description, to their use as androgen antagonists, and to formulations containing these androgen antagonists.

  本发明涉及具有式（I）的6-苄磺胺基喹啉/色素衍生物，其中R1、R2、Z、A和B的定义根据说明，其用作雄激素拮抗剂，以及含有这些雄激素拮抗剂的配方。
• [EN] NEW-4-(PYRROLOPYRIMIDIN-6-YL)BENZENESULPHONAMIDE DERIVATIVES<br/>[FR] NOUVEAUX DERIVES DE 4-(PYRROLOPYRIMIDIN-6-YL)BENZENESULPHONAMIDE
  申请人：ALMIRALL PRODESFARMA SA

  公开号：WO2003082873A1

  公开（公告）日：2003-10-09

  This invention is directed to new potent and selective antagonists of A2A and/or A2B adenosine receptors having the general formula (I) to process for their preparation; to pharmaceutical compositions comprising them; and to their use in therapy.

  这项发明是针对新型高效选择性A2A和/或A2B腺苷受体拮抗剂的，其具有通用公式（I），用于其制备的过程；包含它们的药物组合物；以及它们在治疗中的应用。
• 5-AMIDINO-2-HYDROXYBENZENESULFONAMIDE DERIVATIVES, MEDICINAL COMPOSITIONS CONTAINING THE SAME, MEDICINAL USE THEREOF AND INTERMEDIATES IN THE PRODUCTION THEREOF
  申请人：Kissei Pharmaceutical Co., Ltd.

  公开号：EP1443041A1

  公开（公告）日：2004-08-04

  The present invention relates to a 5-amidino-2-hydroxybenzenesulfonamide derivative represented by the general formula: wherein R1 is an optionally substituted lower alkyl group, an optionally substituted lower alkoxy group, an optionally substituted lower alkenyl group, a cycloalkyl group or a lower acyl group etc.; Q is a hydrogen atom or an optionally substituted lower alkyl group; and Z is a hydrogen atom or a hydroxy group etc., or a pharmaceutically acceptable salt thereof, which exert a potent and selective activated blood coagulation factor X inhibitory activity and is useful as an agent for the prevention or treatment of a disease occurred associating an activated blood coagulation factor X, a pharmaceutical composition comprising the same and an intermediate thereof. These compounds are useful as preventives or remedies for various diseases such as brain infarction, cerebral thrombosis, cerebral embolism, TIA, cerebral vascular jerk, Alzheimer's diseases, myocardial infarction, heart attack, heart failure, thrombosis, pulmonary infarction and pulmonary embolism.

  本发明涉及由通式表示的 5-脒基-2-羟基苯磺酰胺衍生物： 其中 R1 是任选取代的低级烷基、任选取代的低级烷氧基、任选取代的低级烯基、环烷基或低级酰基等； Q 是氢原子或任选取代的低级烷基；以及 Z 是氢原子或羟基等、 或其药学上可接受的盐，它们具有强效和选择性的活化血液凝固因子 X 抑制活性，可用作预防或治疗与活化血液凝固因子 X 有关的疾病的药物、由其组成的药物组合物及其中间体。这些化合物可用于预防或治疗各种疾病，如脑梗塞、脑血栓、脑栓塞、TIA、脑血管痉挛、老年痴呆症、心肌梗塞、心脏病、心力衰竭、血栓形成、肺梗塞和肺栓塞。
• Uhlig, E.; Doering, M., Zeitschrift fur Anorganische und Allgemeine Chemie
  作者：Uhlig, E.、Doering, M.

  DOI：——

  日期：——