4-iodo-N-(prop-2-ynyl)benzenesulfonamide | 669062-18-4

• 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: 4-iodo-N-(prop-2-ynyl)benzenesulfonamide
• 英文别名: 4-iodo-N-(prop-2-yn-1-yl)benzenesulfonamide；4-iodo-N-prop-2-ynylbenzenesulfonamide
• CAS: 669062-18-4
• 化学式: C₉H₈INO₂S
• 分子量: 321.139
• InChiKey: PDKIUFZQQRJPGY-UHFFFAOYSA-N

物化性质

• 沸点：
  381.6±52.0 °C(Predicted)
• 密度：
  1.795±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.11
• 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：

  4-iodo-N-(prop-2-ynyl)benzenesulfonamide 在 tri(cycloxexyl)phosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidene][benzylidene]ruthenium(IV) dichloride 、 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 7.0h， 生成 methyl 18-((4-iodophenyl)sulfonyl)-16-methylidene-2-oxo-12-oxa-3,18-diazatricyclo[18.3.1.0^6,11]tetraeicosa-1(24),6,8,10,14,20,22-heptaene-4-carboxylate
  参考文献：
  名称：

  利用闭环复分解和固相合成合成多种大环肽模拟物

  摘要：

  一系列高度功能化的拟肽大环化合物的合成已使用闭环复分解和烯键串联交叉复分解-闭环复分解反应完成。这种方法可以访问以环状肽的结构为模型并被设计为生物学稳定的刚性大环化合物。使用Diels-Alder反应，钯（0）偶联反应和溶液相中的酰胺形成以及使用聚合物支撑的合成物，已证明了这些模板的周边功能化潜力。

  DOI：

  10.1021/jo0352629
• 作为产物：
  描述：

  4-碘苯磺酰氯 、 炔丙胺 在 TEA 作用下， 以 二氯甲烷 为溶剂， 反应 4.0h， 生成 4-iodo-N-(prop-2-ynyl)benzenesulfonamide
  参考文献：
  名称：

  Diametric calix[6]arene gold(i) catalysts for intramolecular cyclopropanations of 1,6-dienynes

  摘要：

  三种新物种的固态结构测定及其在1,6-二炔基内环丙烷化反应中的普适性应用。

  DOI：

  10.1039/d2ob01074g

文献信息

• COMPOUNDS HAVING A POTENTIATING EFFECT ON THE ACTIVITY OF ETHIONAMIDE AND USES THEREOF
  申请人：Deprez Benôit

  公开号：US20110136823A1

  公开（公告）日：2011-06-09

  The present invention relates to the use of compounds with a potentiating effect on the activity of antibiotics that are activatable via the EthA enzymatic pathway, for the preparation of a medicament for preventing and/or treating mycobacterial infections such as tuberculosis and leprosy, to pharmaceutical compositions comprising them in combination with an antibiotic that is activatable via the EthA pathway, to compounds having a potentiating effect on the activity of antibiotics that are activatable via the EthA enzymatic pathway, to pharmaceutical compositions comprising them and to their use as medicaments, especially medicaments for preventing and/or treating mycobacterial infections such as tuberculosis and leprosy.

  本发明涉及具有增强抗生素活性的化合物，这些抗生素通过EthA酶途径可激活，用于制备预防和/或治疗如结核病和麻风病等分枝杆菌感染的药物；涉及包含这些化合物与通过EthA途径可激活的抗生素组合的药物组合物；涉及具有增强通过EthA酶途径可激活抗生素活性的化合物；涉及包含这些化合物的药物组合物；以及涉及它们作为药物，特别是用于预防和/或治疗如结核病和麻风病等分枝杆菌感染的药物的使用。
• Merging Molecular Recognition and Gold(I) Catalysis with Triphoscalix[6]arene Ligands
  作者：Gianpiero Cera、Gabriele Giovanardi、Andrea Secchi、Arturo Arduini

  DOI：10.1002/chem.202101323

  日期：2021.7.16

  We report the synthesis and characterization of novel triphosphine calix[6]arene ligands. These supramolecular wheels, with recognition features governed by the hydrogen-bonding domain, were employed to synthesize multitasking trinuclear gold(I) complexes as a new platform for the synthesis of interwoven (pseudo)rotaxane species. In parallel, the multivalent, metal-bonded upper rim displayed catalytic

  我们报告了新型三膦杯 [6] 芳烃配体的合成和表征。这些具有由氢键域控制的识别特征的超分子轮被用于合成多任务三核金（I）配合物，作为合成交织（伪）轮烷物种的新平台。同时，多价金属键合上边缘显示出催化特性，促进了 1,6-烯炔的高选择性金催化环异构化反应。
• Ligand Efficiency Driven Design of New Inhibitors of <i>Mycobacterium tuberculosis</i> Transcriptional Repressor EthR Using Fragment Growing, Merging, and Linking Approaches
  作者：Baptiste Villemagne、Marion Flipo、Nicolas Blondiaux、Céline Crauste、Sandra Malaquin、Florence Leroux、Catherine Piveteau、Vincent Villeret、Priscille Brodin、Bruno O. Villoutreix、Olivier Sperandio、Sameh H. Soror、Alexandre Wohlkönig、René Wintjens、Benoit Deprez、Alain R. Baulard、Nicolas Willand

  DOI：10.1021/jm500422b

  日期：2014.6.12

  Tuberculosis remains a major cause of mortality and morbidity, killing each year more than one million people. Although the combined use of first line antibiotics (isoniazid, rifampicin, pyrazinamide, and ethambutol) is efficient to treat most patients, the rapid emergence of multidrug resistant strains of Mycobacterium tuberculosis stresses the need for alternative therapies. Mycobacterial transcriptional repressor EthR is a key player in the control of second-line drugs bioactivation such as ethionamide and has been shown to impair the sensitivity of the human pathogen Mycobacterium tuberculosis to this antibiotic. As a way to identify new potent ligands of this protein, we have developed fragment-based approaches. In the current study, we combined surface plasmon resonance assay, X-ray crystallography, and ligand efficiency driven design for the rapid discovery and optimization of new chemotypes of EthR ligands starting from a fragment. The design, synthesis, and in vitro and ex vivo activities of these compounds will be discussed.
• US8338599B2
  申请人：——

  公开号：US8338599B2

  公开（公告）日：2012-12-25
• [EN] INHIBITORS OF PSEUDOMONAS AERUGINOSA VIRULENCE FACTOR Lasß<br/>[FR] INHIBITEURS DU FACTEUR DE VIRULENCE LASB DE PSEUDOMONAS AERUGINOSA
  申请人：[en]HELMHOLTZ-ZENTRUM FÜR INFEKTIONSFORSCHUNG GMBH

  公开号：WO2023166039A1

  公开（公告）日：2023-09-07

  The present invention relates to compounds of formula (I) and the use thereof as inhibitors of P. aeruginosa virulence factor LasB. These compounds are useful in the treatment of bacterial infections, especially caused by P. aeruginosa.