2-(Methanesulfonamido)benzoyl chloride | 66306-50-1

• 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-(Methanesulfonamido)benzoyl chloride
• CAS: 66306-50-1
• 化学式: C₈H₈ClNO₃S
• 分子量: 233.675
• InChiKey: ZJSKYPJQYOFWNK-UHFFFAOYSA-N

物化性质

• 沸点：
  364.2±44.0 °C(Predicted)
• 密度：
  1.494±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  71.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-(Methanesulfonamido)benzoyl chloride 在 4-二甲氨基吡啶 、 sodium hydroxide 、 三乙胺 作用下， 以 乙醇 、 二氯甲烷 、 水 为溶剂， 生成 N-[2-(1-Methyl-7-oxo-3-propyl-6,7-dihydro-1H-pyrazolo[4,3-d]pyrimidin-5-yl)-phenyl]-methanesulfonamide
  参考文献：
  名称：

  Sildenafil (VIAGRATM), a potent and selective inhibitor of type 5 cGMP phosphodiesterase with utility for the treatment of male erectile dysfunction

  摘要：

  5-(2'-Alkoxyphenyl)pyrazolo[4,3-d]pyrimidin-7-ones, and in particular our preferred compound, sildenafil (VIAGRA(TM)), discovered through a rational drug design programme, are potent and selective inhibitors of the type 5 cGMP phosphodiesterase from both rabbit platelets and human corpus cavernosum. Sildenafil is currently in the clinic for the oral treatment of male erectile dysfunction. Copyright (C) 1996 Elsevier Science Ltd

  DOI：

  10.1016/0960-894x(96)00323-x
• 作为产物：
  描述：

  2-甲基磺酰胺基苯甲酸 在 氯化亚砜 作用下， 反应 3.0h， 生成 2-(Methanesulfonamido)benzoyl chloride
  参考文献：
  名称：

  COX-1/COX-2 inhibitors based on the methanone moiety

  摘要：

  This paper focuses on the synthesis and the in vitro testing of dual COX-1/COX-2 inhibitors. Starting from structures of non-steroidal anti-inflammatory drugs (NSAIDs) the diaryl methanone element was chosen as a lead. Modifications were carried out on this scaffold to obtain potent inhibitors of the COX enzymes. The N-(2-aroylphenyl)sulphonamides and -amides were studied in detail, and to consolidate the data evaluated the corresponding 3- and 4-regioisomers were also investigated. The potency and the enzyme selectivity were varied by structural modifications of the lead. (C) 2002 Published by Editions scientifiques et medicales Elsevier SAS.

  DOI：

  10.1016/s0223-5234(01)01330-7

文献信息

• The discovery of potent nonpeptide angiotensin II receptor antagonists: a new class of potent antihypertensives
  作者：John V. Duncia、Andrew T. Chiu、David J. Carini、George B. Gregory、Alexander L. Johnson、William A. Price、Gregory J. Wells、Pancras C. Wong、Joseph C. Calabrese、Pieter B. M. W. M. Timmermans

  DOI：10.1021/jm00167a007

  日期：1990.5

  A new class of potent antihypertensives has been discovered that exert their effect through blockade of the angiotensin II (AII) receptor. Most AII antagonists reported so far are peptide mimics of the endogenous vasoconstrictor octapeptide angiotensin II. The compounds of this paper are nonpeptides and therefore constitute a new class of potent AII receptor antagonists. Based on the overlap of a conformation

  已经发现了一类新型的有效降压药，它们通过阻断血管紧张素II（AII）受体发挥作用。迄今为止，大多数报道的AII拮抗剂都是内源性血管收缩八肽血管紧张素II的肽模拟物。本文的化合物是非肽，因此构成了一类新的有效的AII受体拮抗剂。基于AII构象与文献铅3的重叠，提出了一个假设，提示需要额外的酸性功能以增加铅的效力。通过系统的SAR研究，对另一种羧酸的取代导致对二酸4的观察到的结合亲和力增加了10倍。对于后续化合物的结合亲和力最终比文献上的结果增加了1000倍。因此，例如，对于化合物前导1，AII受体结合亲和力[IC50（microM）]为15 microM，对于化合物33和53，增加到0.018和0.012 microM。已经发现结构亲和关系需要存在四个关键具有良好活性的元素：（1）在苄基咪唑核的N-苄基对位上有一个额外的苯环，（2）在末端芳环的邻位上有一个酸性官能团，（3）在咪唑上有一个亲脂
• Anilide derivatives and antiarrhythmic agents containing the same
  申请人：Mitsui Chemicals, Inc.

  公开号：US06300368B1

  公开（公告）日：2001-10-09

  Preparation of antiarrhythmic agents containing novel anilide derivatives represented by the following formula as active ingredient provides a new type of antiarrhythmic agent of highly safe and effective, without effects on cardiac function.

  含有以下式子代表的新型苯甲酰胺衍生物作为活性成分的抗心律失常制剂的制备，提供了一种高度安全有效、不影响心脏功能的新型抗心律失常制剂。
• US4334011A
  申请人：——

  公开号：US4334011A

  公开（公告）日：1982-06-08
• US4350692A
  申请人：——

  公开号：US4350692A

  公开（公告）日：1982-09-21
• US6300368B1
  申请人：——

  公开号：US6300368B1

  公开（公告）日：2001-10-09