N-(3-Phenylpropyl)benzenesulfonamide | 117824-61-0

• 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-(3-Phenylpropyl)benzenesulfonamide
• CAS: 117824-61-0
• 化学式: C₁₅H₁₇NO₂S
• mdl: MFCD02242761
• 分子量: 275.371
• InChiKey: XRCGAVNTXAUYFZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  19
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  54.6
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  N-(3-Phenylpropyl)benzenesulfonamide 在 4,4’-bis(diacetoxyiodo)biphenyl 、 碘 作用下， 以 1,2-二氯乙烷 为溶剂， 反应 3.0h， 以100%的产率得到苯磺酰胺
  参考文献：
  名称：

  Biphenyl- and terphenyl-based recyclable organic trivalent iodine reagents

  摘要：

  Biphenyl- and terphenyl-based recyclable trivalent iodine reagents, such as 4-bromo-4'-(diacetoxyiodo)biphenyl, 4,4'-bis(diacetoxyiodo)biphenyl, 1,4-bis [4-(diacetoxyiodo)phenyl] benzene, 4-bromo-4'-[(hydroxy)(tosyloxy)iodo]biphenyl, 4,4-bis[(hydroxy)(tosyloxy)iodo]biphenyl, were simply prepared and their reactivities for the oxidative rearrangement of ketones to esters, TEMPO-mediated oxidation of alcohols to aldehydes or ketones, oxidative dealkylation of N-alkylsulfonamides to sulfonamides, and alpha-tosyloxylation of ketones were compared with p-(diacetoxyiodo)toluene and p- [(hydroxy) (tosyloxy)iodo] toluene to show the same reactivities and, moreover, the biphenyl- and terphenyl-based iodoarenes formed were recovered by simple filtration of the reaction mixture in every reaction. Thus, these biphenyl- and terphenyl-based trivalent iodine reagents can be used as the recyclable reagents. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2006.09.112
• 作为产物：
  描述：

  3-苯基-1-丙胺 生成 N-(3-Phenylpropyl)benzenesulfonamide
  参考文献：
  名称：

  JOUITTEAU C.; PERCHEC P. LE; FORESTIERE A.; SILLION B., TETRAHEDRON LETT., 1980, 21, NO 18, 1719-1722

  摘要：

  DOI：

文献信息

• Discovery and Mechanistic Studies of a General Air-Promoted Metal-Catalyzed Aerobic <i>N-</i>Alkylation Reaction of Amides and Amines with Alcohols
  作者：Chuanzhi Liu、Shiheng Liao、Qiang Li、Sunlin Feng、Qing Sun、Xiaochun Yu、Qing Xu

  DOI：10.1021/jo200862p

  日期：2011.7.15

  protection. This aerobic method is quite general in substrate scope and tolerates various amides, amines, and alcohols, revealing its potentially broad utilities and interests in academy and industry. In contrast to the commonly accepted borrowing hydrogen mechanism, based on a thorough mechanistic study and supported by the related literature background, a new mechanism analogous to the relay race game that

  发现热力学上不利的厌氧脱氢醇活化为醛和氢金属物质是金属催化的N-烷基化的瓶颈，这是由于胺/酰胺引起的催化剂的一般失活而未被注意到的。因此，与厌氧脱氢过程的不同之处在于，借用氢或氢的自动转移反应需要贵金属络合物或添加易变的配体来进行催化剂活化，而产水，放热，金属催化的需氧醇氧化在热力学上更有利且最有效。和有利的醛生成方案。这导致了一般且有利的空气促进的金属催化的需氧N-烷基化方法可有效使用许多更简单，更便宜，更易获得的无配体金属催化剂，这些催化剂在典型的厌氧借用氢气条件下是惰性的，避免了使用预先形成的金属络合物和活化配体，以及惰性气体保护的独特要求。这种有氧方法在底物范围内是相当普遍的，并且可以耐受各种酰胺，胺和醇，显示出其潜在的广泛用途和在学术界和工业界的兴趣。与普遍接受的借氢机制相反，在深入的机理研究基础上，在相关文献背景的支持下，提出了一种类似于接力赛的新机制，该机制在金属催化的N-烷基化反应中从未提出过。
• Spirocyclic and Bicyclic Cyclohexadienyl Complexes from Intramolecular Nucleophilic Addition Reactions in Dicationic Arene Complexes
  作者：Hyun Sik Chae、David J. Burkey

  DOI：10.1021/om030020k

  日期：2003.4.1

  The dicationic arene complexes [(p-cymene)Ru(PhCH2CH2[CH2]nOH)][OTf]2 and [Cp*Ir(PhCH2CH2[CH2]nOH)][OTf]2 (n = 1−2) react with K2CO3 to cleanly generate spirocyclic cyclohexadienyl complexes through intramolecular nucleophilic addition of the alkoxide at the ipso carbon of the arene ligand. When the internal nucleophile is the bulkier benzenesulfonamide group, cyclohexadienyl complexes derived from both

  双芳烃络合物[（对-cymene）Ru（PhCH 2 CH 2 [CH 2 ] n OH）] [OTf] 2和[Cp * Ir（PhCH 2 CH 2 [CH 2 ] n OH）] [OTf] 2（n = 1-2）与K 2 CO 3反应，通过在芳烃配体的ipso碳上分子内亲核加成醇盐，干净地生成螺环式环己二烯基络合物。当内部亲核试剂是较大的苯磺酰胺基团时，形成衍生自ipso和邻位分子内亲核加成的环己二烯基络合物。
• Cyclic amination onto aromatic ring of sulfonamides with (diacetoxyiodo)arenes: Effect of sulfonyl group
  作者：Hideo Togo、Yoichiro Hoshina、Masataka Yokoyama

  DOI：10.1016/0040-4039(96)01292-0

  日期：1996.8

  Sulfonamides of primary amine bearing an aromatic ring at γ-position were treated with (diacetoxyiodo)arene and iodine under irradiation conditions with a tungsten lamp to give the corresponding 1,2,3,4-tetrahydroquinoline derivatives in moderate to good yields. The present reaction proceeded under mild and neutral conditions.

  用（二乙酰氧基碘）芳烃和碘在钨丝灯的照射条件下，用γ-二芳氧基碘处理伯胺在γ位带有芳环的磺酰胺，以中等至良好的产率得到相应的1,2,3,4-四氢喹啉衍生物。本反应在温和和中性条件下进行。
• N-substituted benzene sulfonamides
  申请人：Neitzel Martin

  公开号：US20050165003A1

  公开（公告）日：2005-07-28

  Disclosed are N-substituted benzenesulfonamides for use in treating or preventing cognitive disorders, such as Alzheimer's Disease. In Formula (I), R 1 , R 2 , R 3 , R 4 , R 3′ , R 10 and R 11 are as described herein. The invention also encompasses pharmaceutical compositions comprising compounds of Formula (I) as well as methods of treating cognitive disorders using compounds of Formula (I).

  本发明涉及用于治疗或预防认知障碍（例如阿尔茨海默病）的N-取代苯磺酰胺。在式（I）中，R1、R2、R3、R4、R3′、R10和R11如所述。本发明还包括包含式（I）化合物的药物组合物，以及使用式（I）化合物治疗认知障碍的方法。
• c-MET MODULATORS AND METHOD OF USE
  申请人：BANNEN CANNE LYNNE

  公开号：US20070244116A1

  公开（公告）日：2007-10-18

  The present invention provides compounds for modulating protein kinase enzymatic activity for modulating cellular activities such as proliferation, differentiation, programmed cell death, migration and chemoinvasion. More specifically, the invention provides quinazolines and quinolines which inhibit, regulate, and/or modulate kinase receptor, particularly c-Met, KDF, c-Kit, flt-3 and flt-4, signal transduction pathways related to the changes in cellular activities as mentioned above, compositions which contain these compounds, and methods of using them to treat kinase-dependent diseases and conditions. The present invention also provides methods for making compounds as mentioned above, and compositions which contain these compounds.

  本发明提供了用于调节蛋白激酶酶活性，以调节细胞活动，如增殖、分化、程序性细胞死亡、迁移和化学侵袭的化合物。更具体地，本发明提供了喹唑啉和喹啉，这些化合物抑制、调节和/或调节激酶受体，特别是c-Met、KDF、c-Kit、flt-3和flt-4，与上述细胞活动变化相关的信号转导途径，包含这些化合物的组合物，以及使用它们治疗激酶依赖性疾病和病况的方法。本发明还提供制备上述化合物的方法和包含这些化合物的组合物。