4-hydroxymethyl-benzenesulfonic acid anilide

• 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-hydroxymethyl-benzenesulfonic acid anilide
• 英文别名: 4-Hydroxymethyl-benzolsulfonsaeure-anilid；4-(hydroxymethyl)-N-phenylbenzenesulfonamide
• 化学式: C₁₃H₁₃NO₃S
• mdl: MFCD19333276
• 分子量: 263.317
• InChiKey: UFGKWOLDDQNVNX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.076
• 拓扑面积：
  74.8
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4-hydroxymethyl-benzenesulfonic acid anilide 在 silica gel 、 pyridinium chlorochromate 作用下， 以 二氯甲烷 为溶剂， 生成 4-formyl-N-phenylbenzenesulfonamide
  参考文献：
  名称：

  发现反式-3-（吡啶-3-基）丙烯酰胺衍生的磺酰胺作为有效的烟酰胺磷酸核糖基转移酶（NAMPT）抑制剂，可用于潜在的癌症治疗。

  摘要：

  烟酰胺磷酸核糖基转移酶（NAMPT）已成为发现抗癌药物的有希望的靶标。基于已进入II期试验的NAMPT抑制剂FK866，我们确定了与联芳基磺酰胺基结合的反式3-（吡啶-3-基）丙烯酰胺化合物13作为新的NAMPT抑制剂。进一步的结构活性关系（SAR）的探索导致了更多的具有高体外NAMPT抑制能力和抗增殖活性的联芳基磺酰胺衍生物。特别是，最有效的NAMPT抑制剂化合物23（IC50 = 5.08 nM）对DU145，Hela和H1975细胞表现出一位数的纳摩尔抗增殖活性，IC50值分别为2.90 nM，2.34 nM和2.24 nM。甚至针对K562，MCF-7和HUH7细胞的亚纳摩尔水平，IC50值为0.46 nM，0。分别为23 nM和0.53 nM。我们的发现为发现更有效的NAMPT抑制剂作为抗癌药物提供了有希望的先导化合物。

  DOI：

  10.1016/j.bmcl.2019.04.013
• 作为产物：
  描述：

  4-(氨基甲基)-N-苯基-苯磺酰胺 在 盐酸 、 sodium nitrite 作用下， 生成 4-hydroxymethyl-benzenesulfonic acid anilide
  参考文献：
  名称：

  Bar; Boisse, 1955, p. 33,35

  摘要：

  DOI：

文献信息

• Carbamic acid compounds comprising a sulfonamide linkage as HDAC inhibitors
  申请人：Kalvinsh Ivars

  公开号：US20070004806A1

  公开（公告）日：2007-01-04

  This invention pertains to certain active carbamic acid compounds which inhibit HDAC activity and which have the following formula: (I) A is an aryl group; Q 1 is a covalent bond or an aryl leader group; J is a sulfonamide linkage selected from: —S(═O) 2 NR 1 — and —NR 1 S(═O) 2 —; R 1 is a sulfonamido substituent; and, Q 2 is an acid leader group; with the proviso that if J is —S(═O) 2 NR 1 —, then Q 1 is an aryl leader group; and pharmaceutically acceptable salts, solvates, amides, esters, ethers, chemically protected forms, and prodrugs thereof. The present invention also pertains to pharmaceutical compositions comprising such compounds, and the use of such compounds and compositions, both in vitro and in vivo, to inhibit HDAC, and, e.g., to inhibit proliferative conditions, such as cancer and psoriasis.

  本发明涉及抑制HDAC活性的某些活性碳酸酰化合物，其具有以下式子：（I）其中A是芳基；Q1是共价键或芳基引导基团；J是选自磺酰胺连接的以下链：—S（═O）2NR1—和—NR1S（═O）2—；R1是磺酰胺取代基；Q2是酸引导基团；但是，如果J是—S（═O）2NR1—，则Q1是芳基引导基团；以及其药学上可接受的盐，溶剂化物，酰胺，酯，醚，化学保护形式和前药。本发明还涉及包含这种化合物的制药组合物，以及在体内外使用这种化合物和组合物抑制HDAC，例如抑制增殖性疾病，如癌症和银屑病。
• CARBAMIC ACID COMPOUNDS COMPRISING A SULFONAMIDE LINKAGE AS HDAC INHIBITORS
  申请人：Watkins Clare J.

  公开号：US20080161401A1

  公开（公告）日：2008-07-03

  This invention pertains to certain active carbamic acid compounds which inhibit HDAC activity and which have the following formula: (I) A is an aryl group; Q 1 is a covalent bond or an aryl leader group; J is a sulfonamide linkage selected from: —S(═O) 2 NR 1 — and —NR 1 S(═O) 2 —; R 1 is a sulfonamido substituent; and, Q 2 is an acid leader group; with the proviso that if J is —S(═O) 2 NR 1 —, then Q 1 is an aryl leader group; and pharmaceutically acceptable salts, solvates, amides, esters, ethers, chemically protected forms, and prodrugs thereof. The present invention also pertains to pharmaceutical compositions comprising such compounds, and the use of such compounds and compositions, both in vitro and in vivo, to inhibit HDAC, and, e.g., to inhibit proliferative conditions, such as cancer and psoriasis.

  本发明涉及某些活性碳酰胺酸化合物，其抑制HDAC活性，具有以下公式：（I）其中，A是芳基基团；Q1是共价键或芳基引导基团；J是从以下选择的磺酰胺键连接：—S（═O）2NR1—和—NR1S（═O）2—；R1是磺酰胺取代基；Q2是酸引导基团；但是，如果J是—S（═O）2NR1—，则Q1是芳基引导基团；以及其药学上可接受的盐，溶剂化合物，酰胺，酯，醚，化学保护形式和前药。本发明还涉及包含这种化合物的制药组合物，以及在体内外使用这种化合物和组合物来抑制HDAC，例如，抑制增殖性疾病，如癌症和牛皮癣。
• Bar; Boisse, Bulletin de la Societe de Pharmacie de Lille, 1955, p. 33,36
  作者：Bar、Boisse

  DOI：——

  日期：——
• METHOD FOR MANUFACTURING AN OPTICAL FILM HAVING A CONVEXOCONCAVE STRUCTURE, OPTICAL FILM, WIRE GRID POLARIZER AND RETARDATION FILM
  申请人：SATO Akira

  公开号：US20070252293A1

  公开（公告）日：2007-11-01

  A manufacturing method of an optical film provided with a convexoconcave structure, comprises the steps of: coating a resin solution including a first resin solved by a solvent onto an endless or roll-like mold provided with a convexoconcave structure, and forming a resin solution layer on the mold; laminating a film substrate onto the resin solution layer to make a laminated film before the solvent in the resin solution layer is completely dried, the film substrate including a second resin, which is capable of absorving the solution or is soluble by the solvent; and peeling the laminated film from the mold before the solvent in the laminated film is completely dried.
• Cellulose acylate film, production method of cellulose acylate film, optically-compensatory film, polarizing plate and liquid crystal display device
  申请人：Moto Takahiro

  公开号：US20070273815A1

  公开（公告）日：2007-11-29

  A cellulose acylate film has Re (590) and Rth (590) satisfying formulae (I) and (II); and a beam transmittance of 88% or more at a wavelength of 590 nm, wherein the number of foreign matters that have a long axis of 50 to 200 μm is 20 pieces/m 2 or less: 0≦ Re (590) ≦10:   Formula (I) −25≦ Rth (590) ≦25:   Formula (II) wherein Re (590) represents an in-plane retardation value (unit: nm) at a wavelength of 590 nm at 25° C. under 60% RH and Rth (590) represents a retardation value (unit: nm) in a thickness direction at a wavelength of 590 nm at 25° C. under 60% RH.