N-isobutyl-4-chlorobenzenesulfonamide | 29024-82-6

• 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: N-isobutyl-4-chlorobenzenesulfonamide
• 英文别名: 4-chloro-N-(2-methylpropyl)benzenesulfonamide
• CAS: 29024-82-6
• 化学式: C₁₀H₁₄ClNO₂S
• mdl: MFCD01212676
• 分子量: 247.746
• InChiKey: NWZKMJXYDJFEBM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  15
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 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：

  N-isobutyl-4-chlorobenzenesulfonamide 在 盐酸羟胺 、 sodium methylate 、 sodium hydride 作用下， 以 甲醇 为溶剂， 反应 0.5h， 生成 N-Hydroxy-2-[[4-chlorobenzenesulfonyl](isobutyl)amino]acetamide
  参考文献：
  名称：

  Discovery of CGS 27023A, a Non-Peptidic, Potent, and Orally Active Stromelysin Inhibitor That Blocks Cartilage Degradation in Rabbits

  摘要：

  Structure-activity relationships of a lead hydroxamic acid inhibitor of recombinant human stromelysin were systematically defined by taking advantage of a concise synthesis that allowed diverse functionality to be explored at each position in a template. An ex vivo rat model and an in vivo rabbit model of stromelysin-induced cartilage degradation were used to further optimize these analogs for oral activity and duration of action. The culmination of these modifications resulted in CGS 27023A, a potent, orally active stromelysin inhibitor that blocks the erosion of cartilage matrix.

  DOI：

  10.1021/jm960871c
• 作为产物：
  描述：

  异丁胺 、 4-氯苯磺酰氯 在 三乙胺 作用下， 以 氯仿 为溶剂， 生成 N-isobutyl-4-chlorobenzenesulfonamide
  参考文献：
  名称：

  Discovery of CGS 27023A, a Non-Peptidic, Potent, and Orally Active Stromelysin Inhibitor That Blocks Cartilage Degradation in Rabbits

  摘要：

  Structure-activity relationships of a lead hydroxamic acid inhibitor of recombinant human stromelysin were systematically defined by taking advantage of a concise synthesis that allowed diverse functionality to be explored at each position in a template. An ex vivo rat model and an in vivo rabbit model of stromelysin-induced cartilage degradation were used to further optimize these analogs for oral activity and duration of action. The culmination of these modifications resulted in CGS 27023A, a potent, orally active stromelysin inhibitor that blocks the erosion of cartilage matrix.

  DOI：

  10.1021/jm960871c

文献信息

• SUBSTITUTED 4-AMINOCYCLOHEXANE DERIVATIVES
  申请人：NOLTE Bert

  公开号：US20090247530A1

  公开（公告）日：2009-10-01

  The invention relates to compounds that have an affinity to the μ-opioid receptor and the ORL 1-receptor, methods for their production, medications containing these compounds and the use of these compounds for the treatment of pain and other conditions.

  这项发明涉及具有与μ-阿片受体和ORL 1-受体亲和力的化合物，其生产方法，含有这些化合物的药物以及利用这些化合物治疗疼痛和其他疾病的用途。
• N1-alkyl-substituted derivatives of chlorpropamide as inhibitors of aldehyde dehydrogenase
  作者：Herbert T. Nagasawa、James A. Elberling、Eugene G. DeMaster、Frances N. Shirota

  DOI：10.1021/jm00126a032

  日期：1989.6

  On the basis of an earlier observation that the N1-ethyl derivative of the hypoglycemic agent chlorpropamide (CP) inhibited aldehyde dehydrogenase (AlDH) in rats without producing hypoglycemia, we undertook a structure-activity study to assess the effect of altering the alkyl substituents at N1 and N3, as well as substituting O for N at the latter position, and evaluated these analogues for their effect on AlDH in vivo and in vitro. Our results suggest that only those CP analogues that can release alkyl isocyanates nonenzymatically inhibited AlDH. Increasing the steric bulk of the N1-alkyl substituent enhanced isocyanate formation and AlDH inhibition. CP analogues that lacked the NH group at N3 or were otherwise incapable of alkyl isocyanate release were inactive.
• US9403767B2
  申请人：——

  公开号：US9403767B2

  公开（公告）日：2016-08-02
• US9580386B2
  申请人：——

  公开号：US9580386B2

  公开（公告）日：2017-02-28