N-[4-(5-cyano-1-methyl-1H-pyrrol-2-yl)phenyl]methanesulfonamide | 922505-82-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯
• 英文名称: N-[4-(5-cyano-1-methyl-1H-pyrrol-2-yl)phenyl]methanesulfonamide
• 英文别名: N-[4-(5-cyano-1-methylpyrrol-2-yl)phenyl]methanesulfonamide
• CAS: 922505-82-6
• 化学式: C₁₃H₁₃N₃O₂S
• 分子量: 275.331
• InChiKey: GMHRJLKGYBNGKA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  83.3
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  5-氰基-1-甲基-1H-吡咯-2-硼酸 在 吡啶 、 potassium fluoride 、 tris-(dibenzylideneacetone)dipalladium(0) 、 三叔丁基膦 作用下， 以 四氢呋喃 为溶剂， 生成 N-[4-(5-cyano-1-methyl-1H-pyrrol-2-yl)phenyl]methanesulfonamide
  参考文献：
  名称：

  Novel progesterone receptor modulators: 4-Aryl-phenylsulfonamides

  摘要：

  We have developed a new series of progesterone receptor modulators based upon the 4-aryl-phenylsulfonamide. Initial work in the series afforded potent compounds with good properties, however an advanced intermediate proved to be genotoxic in a non-GLP Ames assay following metabolic activation. We subsequently solved this problem and identified advanced leads which demonstrated oral efficacy in rhesus monkey pharmacodynamic and kinetics models. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.09.077

文献信息

• Use of progesterone receptor modulators
  申请人：McComas Cameron Casey

  公开号：US20070027201A1

  公开（公告）日：2007-02-01

  The use of compounds of formula I, or a pharmaceutically acceptable salt thereof, wherein R 1 , R 2 , R 3 , R 4 , R 5 , R 6 and R 7 , are as defined herein, for contraception, hormone replacement therapy, synchronizing estrus, treating dysmenorrhea, treating dysfunctional uterine bleeding, treating uterine myometrial fibroids, treating endometriosis, treating benign prostatic hypertrophy, treating carcinomas and adenocarcinomas of the endometrium, ovary, breast, colon, prostate, pituitary, and meningioma, inducing amenorrhea, cycle-related symptoms, or treating symptoms of premenstrual syndrome and premenstrual dysphoric disorder are described. Also provided are products containing these compounds.

  使用I式化合物，或其药学上可接受的盐，其中R1、R2、R3、R4、R5、R6和R7如本文所定义，用于避孕、激素替代疗法、同步发情、治疗痛经、治疗功能性子宫出血、治疗子宫肌瘤、治疗子宫内膜异位症、治疗良性前列腺增生、治疗子宫内膜、卵巢、乳腺、结肠、前列腺、垂体和脑膜瘤的癌症和腺癌，诱导闭经、与周期相关症状，或治疗经前期综合征和经前期失调症状的描述。还提供了含有这些化合物的产品。
• Cyanopyrrole-sulfonamide progesterone receptor modulators and uses thereof
  申请人：McComas Cameron Casey

  公开号：US20070027126A1

  公开（公告）日：2007-02-01

  Progesterone receptor modulators of formula I, or a pharmaceutically acceptable salt thereof, wherein R 1 , R 2 , R 3 , R 4 , R 5 , R 6 and R 7 are as defined herein, are useful for contraception and hormone replacement therapy are described. Also provided are products containing these compounds.

  公式I的孕酮受体调节剂，或其药用盐，其中R1、R2、R3、R4、R5、R6和R7如本文所定义，可用于避孕和激素替代疗法。还提供了含有这些化合物的产品。
• USE OF PROGESTERONE RECEPTOR MODULATORS
  申请人：Wyeth

  公开号：EP1909785A2

  公开（公告）日：2008-04-16
• CYANOPYRROLE-SULFONAMIDE PROGESTERONE RECEPTOR MODULATORS AND USES THEREOF
  申请人：Wyeth

  公开号：EP1910285A1

  公开（公告）日：2008-04-16
• US7291643B2
  申请人：——

  公开号：US7291643B2

  公开（公告）日：2007-11-06