N-(2,4,6-三甲基苯基)苯磺酰胺 | 16939-28-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: N-(2,4,6-三甲基苯基)苯磺酰胺
• 英文名称: N-(2,4,6-trimethylphenyl)benzenesulfonamide
• 英文别名: benzenesulfonic acid-(2,4,6-trimethyl-anilide)；Benzolsulfonsaeure-(2,4,6-trimethyl-anilid)；Benzolsulfonyl-N-mesitylamid；N-Mesitylbenzenesulfonamide
• CAS: 16939-28-9
• 化学式: C₁₅H₁₇NO₂S
• mdl: MFCD00541882
• 分子量: 275.371
• InChiKey: PNCQDOWVNWILKC-UHFFFAOYSA-N

物化性质

• 沸点：
  405.7±55.0 °C(Predicted)
• 密度：
  1.211±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  19
• 可旋转键数：
  3
• 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

安全信息

• 海关编码：
  2935009090

反应信息

• 作为反应物：
  描述：

  2-(三甲基硅)苯基三氟甲烷磺酸盐 、 N-(2,4,6-三甲基苯基)苯磺酰胺 在 cesium fluoride 作用下， 以 乙腈 为溶剂， 以86 %的产率得到N-mesityl-N-phenylbenzenesulfonamide
  参考文献：
  名称：

  N,N‐Diarysulfonamide reduces proinflammatory cytokine interleukin‐6 levels in cells through nuclear factor‐κB regulation

  摘要：

  The synthesized sulfonamides were evaluated for cytotoxicity followed by the cytokine/inflammatory marker’s inhibition capability and its mechanism of action in RAW‐264.7 cells. Elevated interleukin‐6 (IL‐6) levels have been reported in inflammatory conditions and inflammation‐associated disorders. Hence, reducing the IL‐6 levels in inflammatory conditions can serve as an attractive therapeutic target in dealing the inflammation. Among 42 compounds, seven compounds showed significant inhibition of IL‐6 levels in lipopolysaccharide (LPS) challenged RAW‐264.7 cells at 12.5 µM concentration. Further, investigation revealed that the IC50 value of these compounds for reducing IL‐6 levels was found to be in the range of 9.7 to 2.6 µM. The promising compounds 5y (IC50 of 2.6 µM) and 5n (IC50 of 4.1 µM) along with other derivatives fulfil drug‐likeness parameters laid down by Lipinski’s rule of five. Further, analysis using RTqPCR and Western‐blot analysis revealed that treatment with 5n significantly reduced the expression of pro‐inflammatory, inflammatory and macrophage marker’s expression (IL‐1β, CCL2, COX2 and CD68) compared to LPS control. The mechanistic evaluation showed that RL‐442 exhibited anti‐inflammatory properties by modulating the nuclear factor‐κB (NF‐κB) activation. The identified compound can be a promising candidate for further discovery efforts to generate a preclinical candidate effective in inflammation.

  DOI：

  10.1002/cmdc.202300598
• 作为产物：
  描述：

  苯磺酰氯 在 sodium azide 作用下， 以 水 、 丙酮 为溶剂， 反应 24.0h， 生成 N-(2,4,6-三甲基苯基)苯磺酰胺
  参考文献：
  名称：

  Transition-metal-free direct amination of simple arenes with sulfonyl azides

  摘要：

  A metal-free green protocol has been developed for amination of simple arenes using arylsulfonyl azides via a nitrene transfer process under solvent free conditions at 130 degrees C releasing N-2 gas as the sole by-product. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2015.02.009

文献信息

• Polarizing plate protective film, polarizing plate and liquid crystal display device
  申请人：Murakami Takashi

  公开号：US20080049324A1

  公开（公告）日：2008-02-28

  A polarizing plate protective film comprising a cellulose ester, and a saccharide ester compound in which all or a part of OH groups in Compound (A) or in Compound (B) are esterified, wherein Compound (A) consists of one of a furanose structure and a pyranose structure, and Compound (B) consists of two to twelve of at least one type of a furanose structure and a pyranose structure which are bonded in Compound (B); wherein the polarizing plate protective film exhibits Ro of 0-10 nm and Rt of −30 to +20 nm.

  一种极化片保护膜，包括纤维素酯和一种糖酯化合物，其中化合物（A）或化合物（B）中的全部或部分OH基团被酯化，化合物（A）由呋喃糖或吡喃糖结构中的一种组成，化合物（B）由化合物（B）中至少一种呋喃糖或吡喃糖结构的两到十二个组成，这些结构在化合物（B）中被结合；其中，极化片保护膜的Ro值为0-10 nm，Rt值为-30到+20 nm。
• Cellulose Compound Film, Optical Compensation Sheet, Polarizing Plate, and Liquid Crystal Display Device
  申请人：Nozoe Yutaka

  公开号：US20070259134A1

  公开（公告）日：2007-11-08

  A cellulose compound film containing a cellulose compound having two or more substituents whose polarizability anisotropies Δα calculated by mathematical formula (1) are different from each other, wherein substitution degrees of the following substituents A and B in the cellulose compound satisfy relationship as defined by mathematical formula (A1), in which the substituent A has the lowest Δα and the substituent B has the highest Δα: Δ ⁢ ⁢ α = α ⁢ ⁢ x - α ⁢ ⁢ y + α ⁢ ⁢ z 2 Mathematical ⁢ ⁢ formula ⁢ ⁢ ( 1 ) wherein, in characteristic values obtained after diagonalization of polarizability tensor, αx is the largest component, αy is the second largest component, and αz is the smallest component; DS B 2+ DS B 3− DS B 6≧−0.1   Mathematical formula (A1) wherein DS B 2, DS B 3, and DS B 6 represent a substitution degree of the substituent B at the 2-, 3-, or 6-position of a β-glucose ring constituting unit of cellulose, respectively; and an optical compensation film, a polarizing plate, and a liquid crystal display device, using the cellulose compound film.

  一种纤维素化合物薄膜，其含有具有两个或更多取代基的纤维素化合物，其极化率各向异性Δα通过数学公式（1）计算得出，其中以下取代基A和B的取代度满足数学公式（A1）所定义的关系，其中取代基A具有最低的Δα，而取代基B具有最高的Δα：Δα = αx-αy + αz2数学公式（1）其中，在极化率张量对角化后获得的特征值中，αx是最大分量，αy是第二大分量，αz是最小分量;DSB2 + DSB3-DSB6≥-0.1数学公式（A1）其中DSB2、DSB3和DSB6分别表示取代基B在纤维素构成单位β-葡萄糖环的2-、3-或6-位置的取代度;以及使用该纤维素化合物薄膜的光学补偿膜、偏光板和液晶显示装置。
• Cellulose Acylate Film, Method of Producing the Same, Cellulose Derivative Film, Optically Compensatory Film Using the Same, Optically-Compensatory Film Incorporating Polarizing Plate, Polarizing Plate and Liquid Crystal Display Device
  申请人：Haruta Hiromoto

  公开号：US20090290100A1

  公开（公告）日：2009-11-26

  A method of producing a cellulose derivative film, the method comprising: forming a film with a solvent cast method from a dope including a cellulose derivative satisfying following conditions (a) and (b): (a) at least one among three hydroxyl groups included in a glucose unit of cellulose is substituted by a substituent of which a polarizability anisotropy Δα represented as following Expression (1) is 2.5×10 −24 cm 3 or higher: Expression (1): Δα=αx−(αy+αz)/2, wherein αx, αy and αz is as defined in the specification; and (b) when a substitution degree by a substituent of which Δα is 2.5×10 −24 cm 3 or higher is P A , and a substitution degree by a substituent of which Δα is lower than 2.5×10 −24 cm 3 is P B , the P A and P B satisfy following Expressions (3) and (4): Expression (3): 2P A +P B >3.0; and Expression (4): P A >0.2.

  一种生产纤维素衍生物薄膜的方法，该方法包括：使用包括满足以下条件（a）和（b）的纤维素衍生物的溶胶，通过溶剂浇铸法形成薄膜：（a）纤维素的葡萄糖单元中的三个羟基中的至少一个被取代为极化率各向异性Δα（以下表达式（1）表示）为2.5×10-24cm3或更高的取代基：表达式（1）：Δα=αx-（αy+αz）/ 2，其中αx，αy和αz如规范中定义的；并且（b）当Δα为2.5×10-24cm3或更高的取代基的取代度为PA时，Δα低于2.5×10-24cm3的取代基的取代度为PB，PA和PB满足以下表达式（3）和（4）：表达式（3）：2PA + PB> 3.0；表达式（4）：PA> 0.2。
• Dauphin,G. et al., Bulletin de la Societe Chimique de France, 1967, p. 3404 - 3410
  作者：Dauphin,G. et al.

  DOI：——

  日期：——
• Identification of diarylsulfonamides as agonists of the free fatty acid receptor 4 (FFA4/GPR120)
  作者：Steven M. Sparks、Grace Chen、Jon L. Collins、Dana Danger、Steven T. Dock、Channa Jayawickreme、Stephen Jenkinson、Christopher Laudeman、M. Anthony Leesnitzer、Xi Liang、Patrick Maloney、David C. McCoy、David Moncol、Vincent Rash、Thomas Rimele、Padmaja Vulimiri、James M. Way、Sean Ross

  DOI：10.1016/j.bmcl.2014.05.012

  日期：2014.7

  The exploration of a diarylsulfonamide series of free fatty acid receptor 4 (FFA4/GPR120) agonists is described. This work led to the identification of selective FFA4 agonist 8 (GSK137647A) and selective FFA4 antagonist 39. The in vitro profile of compounds 8 and 39 is presented herein. (C) 2014 Elsevier Ltd. All rights reserved.