2-(4-Methoxy-benzenesulfonylamino)-benzoic acid methyl ester | 206546-81-8

• 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: 2-(4-Methoxy-benzenesulfonylamino)-benzoic acid methyl ester
• 英文别名: methyl 2-[(4-methoxyphenyl)sulfonylamino]benzoate
• CAS: 206546-81-8
• 化学式: C₁₅H₁₅NO₅S
• mdl: MFCD01115686
• 分子量: 321.354
• InChiKey: MIOGLIHCCURIHE-UHFFFAOYSA-N

物化性质

• 沸点：
  478.3±55.0 °C(Predicted)
• 密度：
  1.336±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  22
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  90.1
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  2-(4-Methoxy-benzenesulfonylamino)-benzoic acid methyl ester 在 sodium hydride 、 sodium hydroxide 作用下， 以 乙醇 、 水 、 N,N-二甲基甲酰胺 、 mineral oil 为溶剂， 反应 17.5h， 生成
  参考文献：
  名称：

  引入氰基，酰基和氨基烷基的钴催化环化

  摘要：

  描述了在钴催化下利用C C，C O和C N键有效合成碳环和杂环的方法。烯烃上的取代基是控制初始氢原子转移步骤中区域和化学选择性的关键，并且在温和条件下可以有效地构建季碳。环丙烷裂解和串联环化可在一次操作中得到高度官能化的双环骨架。

  DOI：

  10.1039/c9ob00637k
• 作为产物：
  描述：

  邻氨基苯甲酸甲酯 、 对甲氧基苯磺酰氯 在 吡啶 作用下， 以 氯仿 为溶剂， 以3.7g (87%)的产率得到2-(4-Methoxy-benzenesulfonylamino)-benzoic acid methyl ester
  参考文献：
  名称：

  THE PREPARATION AND USE OF ORTHO-SULFONAMIDO ARYL HYDROXAMIC ACIDS AS MATRIX METALLOPROTEINASE AND TACE INHIBITORS

  摘要：

  公开号：

  EP0938471B1

文献信息

• Preparation and use of ortho-sulfonamido aryl hydroxamic acids as matrix
  申请人：American Cyanamid Company

  公开号：US05929097A1

  公开（公告）日：1999-07-27

  The present invention relates to the discovery of novel, low molecular weight, non-peptide inhibitors of matrix metalloproteinases (e.g. gelatinases, stromelysins and collagenases) and TNF-.alpha. converting enzyme (TACE, tumor necrosis factor-.alpha. converting enzyme) which are useful for the treatment of diseases in which these enzymes are implicated such as arthritis, tumor growth and metastasis, angiogenesis, tissue ulceration, abnormal wound healing, periodontal disease, bone disease, proteinuria, aneurysmal aortic disease, degenerative cartilage loss following traumatic joint injury, demyelinating diseases of the nervous system, graft rejection, cachexia, anorexia, inflammation, fever, insulin resistance, septic shock, congestive heart failure, inflammatory disease of the central nervous system, inflammatory bowel disease, HIV infection, age related macular degeneration, diabetic retinopathy, proliferative vitreoretinopathy, retinopathy of prematurity, ocular inflammation, keratoconus, Sjogren's syndrome, myopia, ocular tumors, ocular angiogenesis/neovascularization. The TACE and MMP inhibiting ortho-sulfonamido aryl hydroxamic acids of the present invention are represented by the formula ##STR1## where the hydroxamic acid moiety and the sulfonamido moiety are bonded to adjacent carbons on group A.

  本发明涉及新发现的低分子量、非肽类基质金属蛋白酶（例如明胶酶、溶基质素和胶原酶）和肿瘤坏死因子α转化酶（TACE，肿瘤坏死因子α转化酶）的抑制剂，这些抑制剂用于治疗与这些酶相关的疾病，如关节炎、肿瘤生长和转移、血管生成、组织溃疡、异常伤口愈合、牙周病、骨病、蛋白尿、动脉瘤性主动脉疾病、关节创伤后的退行性软骨损失、神经系统脱髓鞘疾病、移植物排斥、恶病质、厌食、炎症、发热、胰岛素抵抗、感染性休克、充血性心力衰竭、中枢神经系统炎症性疾病、炎症性肠病、HIV感染、与年龄相关的黄斑变性、糖尿病视网膜病变、增生性玻璃体视网膜病变、早产儿视网膜病变、眼内炎症、圆锥角膜、干燥综合症、近视、眼内肿瘤、眼内血管生成/新生血管。本发明的TACE和MMP抑制的邻磺酰胺基芳基羟肟酸由下式表示：##STR1##，其中羟肟酸基团和磺酰胺基团通过相邻的碳原子与A组连接。
• Novel aryloxy-alkyl-dialkylamines
  申请人：Wyeth

  公开号：EP1777214A2

  公开（公告）日：2007-04-25

  The present invention provides compounds useful in the synthesis of biologically active compounds, and processes for their production, the compounds having the formula: wherein: R1 and R2 are, independently, selected from H; C1-C12 alkyl or C1-C6 perfluorinated alkyl; X represents a leaving group; A is O or S; m is an integer from 1 to 3, preferably 2; R3, R4, R5, and R6 are independently selected from H, halogen, - NO2, alkyl; alkoxy, C1-C6 Perfluorinated alkyl, OH or the C1-C4 esters or alkyl ethers thereof, -CN, -O-R1, -O-Ar, -S-R1, -S-Ar, -SO-R1, -SO-Ar, -SO2-R1, -SO2-Ar, -COR1, -CO-Ar, -CO2-R1, or -CO2-Ar; and Y is selected from a) the moiety: wherein R7 and R8 are independently selected from the group of H, C1-C6 alkyl, or phenyl; or b) an optionally substituted five-, six- or seven-membered saturated, unsaturated or partially unsaturated heterocycle or bicyclic heterocycle containing up to two heteroatoms selected from the group consisting of -O-, -NH-, -N(C1C4 alkyl)-, -N=, and -S(O)n-.

  本发明提供了在合成生物活性化合物中有用的化合物以及它们的生产方法，所述化合物的化学式为：其中：R1和R2分别选择为H；C1-C12烷基或C1-C6全氟烷基；X代表离去基团；A为O或S；m为1至3的整数，优选为2；R3、R4、R5和R6分别选择为H、卤素、-NO2、烷基、烷氧基、C1-C6全氟烷基、OH或其C1-C4酯或烷基醚、-CN、-O-R1、-O-Ar、-S-R1、-S-Ar、-SO-R1、-SO-Ar、-SO2-R1、-SO2-Ar、-COR1、-CO-Ar、-CO2-R1或-CO2-Ar；Y选择为a)基团：其中R7和R8分别选择为H、C1-C6烷基或苯基；或b)可选取代的五元、六元或七元饱和、不饱和或部分不饱和杂环或双环杂环，其中含有最多两个来自-O-、-NH-、-N（C1-C4烷基）-、-N=和-S（O）n-的杂原子。
• Aryloxy-alkyl-dialkylamines
  申请人：American Home Products Corporation

  公开号：US06242605B1

  公开（公告）日：2001-06-05

  The present invention provides compounds useful in the synthesis of biologically active compounds, and processes for their production, the compounds having the formula: wherein: R1 and R2 are, independently, selected from H; C1-C12 alkyl or C1-C6 perfluorinated alkyl; X represents a leaving group; A is 0 or S; m is an integer from 1 to 3, preferably 2; R3, R4, R5, and R6 are independently selected from H, halogen, —NO2, alkyl, alkoxy, C1-C6 perfluorinated alkyl, OH or the C1-C4 esters or alkyl ethers thereof, —CN, —O—R1, —O—Ar, —S—R1, —S—Ar, —SO—R1, —SO—Ar, —SO2—R1, —SO2—Ar, —CO—R1, —CO—Ar, —CO2—R1, or —CO2—Ar; and Y is selected from a) the moiety: wherein R7 and R8 are independently selected from the group of H, C1-C6 alkyl, or phenyl; or b) an optionally substituted five-, six- or seven-membered saturated, unsaturated or partially unsaturated heterocycle or bicyclic heterocycle containing up to two heteroatoms selected from the group consisting of —O—, —NH—, —N(C1C4 alkyl)—, —N═, and —S(O)n—.

  本发明提供了在合成生物活性化合物方面有用的化合物以及它们的制备方法，其中化合物的式子为：其中：R1和R2分别选自H；C1-C12烷基或C1-C6全氟烷基；X代表离去基团；A为0或S；m是1到3的整数，优选为2；R3、R4、R5和R6独立地选自H、卤素、—NO2、烷基、烷氧基、C1-C6全氟烷基、OH或其C1-C4酯或烷基醚、—CN、—O—R1、—O—Ar、—S—R1、—S—Ar、—SO—R1、—SO—Ar、—SO2—R1、—SO2—Ar、—CO—R1、—CO—Ar、—CO2—R1或—CO2—Ar；Y选自a)基团：其中R7和R8独立地选自H、C1-C6烷基或苯基；或b)一个可选取代的含有最多两个杂原子（选自—O—、—NH—、—N(C1-C4烷基)—、—N═和—S(O)n—）的五元、六元或七元饱和、不饱和或部分不饱和杂环或双环杂环。
• Catalytic Enantioselective Halocyclizations to Access Benzoxazepinones and Benzoxazecinones
  作者：Xiaojian Jiang、Xi Xu、Wei Xu、Pei Yu、Ying-Yeung Yeung

  DOI：10.1021/acs.orglett.1c02117

  日期：2021.8.20
• NOVEL ARYLOXY-ALKYL-DIALKYLAMINES
  申请人：Wyeth

  公开号：EP1025077B1

  公开（公告）日：2007-02-28