rac-4-(2-methylphenyl)-4,5,6,7-tetrahydrothieno[3,2-c]pyridine | 1171728-79-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 噻吩并吡啶类
• 英文名称: rac-4-(2-methylphenyl)-4,5,6,7-tetrahydrothieno[3,2-c]pyridine
• 英文别名: 4-o-tolyl-4,5,6,7-tetrahydrothieno[3,2-c]pyridine；4-(2-methyl-phenyl)-4,5,6,7-tetrahydrothieno[3,2-c]pyridine；4-(2-Methylphenyl)-4H,5H,6H,7H-thieno[3,2-c]pyridine；4-(2-methylphenyl)-4,5,6,7-tetrahydrothieno[3,2-c]pyridine
• CAS: 1171728-79-2
• 化学式: C₁₄H₁₅NS
• 分子量: 229.346
• InChiKey: IHXJPLDDGSHDKN-UHFFFAOYSA-N

物化性质

• 沸点：
  363.4±37.0 °C(Predicted)
• 密度：
  1.134±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  16
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  40.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  rac-4-(2-methylphenyl)-4,5,6,7-tetrahydrothieno[3,2-c]pyridine 、 3,5-二氯苯异氰酸酯 在 三乙胺 作用下， 以 二甲基亚砜 为溶剂， 以31%的产率得到rac-N-(3,5-dichlorophenyl)-4-(2-methylphenyl)-6,7-dihydrothieno[3,2-c]pyridine-5(4H)-carboxamide
  参考文献：
  名称：

  Discovery of BAY-298 and BAY-899: Tetrahydro-1,6-naphthyridine-Based, Potent, and Selective Antagonists of the Luteinizing Hormone Receptor Which Reduce Sex Hormone Levels in Vivo

  摘要：

  The human luteinizing hormone receptor (hLH-R) is a member of the glycoprotein hormone family of G-protein-coupled receptors (GPCRs), activated by luteinizing hormone (hLH) and essentially involved in the regulation of sex hormone production. Thus, hLH-R represents a valid target for the treatment of sex hormone-dependent cancers and diseases (polycystic ovary syndrome, uterine fibroids, endometriosis) as well as contraception. Screening of the Bayer compound library led to the discovery of tetrahydrothienopyridine derivatives as novel, small-molecule (SMOL) hLH-R inhibitors and to the development of BAY-298, the first nanomolar hLH-R antagonist reducing sex hormone levels in vivo. Further optimization of physicochemical, pharmacokinetic, and safety parameters led to the identification of BAY-899 with an improved in vitro profile and proven efficacy in vivo. BAY-298 and BAY-899 serve as valuable tool compounds to study hLH-R signaling in vitro and to interfere with the production of sex hormones in vivo.

  DOI：

  10.1021/acs.jmedchem.9b01382
• 作为产物：
  描述：

  噻吩乙胺 、 2-甲基苯甲醛 在 三氟乙酸 、 sodium hydroxide 作用下， 以 甲苯 、 乙醚 为溶剂， 反应 144.0h， 生成 rac-4-(2-methylphenyl)-4,5,6,7-tetrahydrothieno[3,2-c]pyridine
  参考文献：
  名称：

  [EN] SUBSTITUTED SULFONAMIDE DERIVATIVES
  [FR] DÉRIVÉS SUBSTITUÉS DE SULFONAMIDE

  摘要：

  这项发明涉及替代磺胺基衍生物，其制备方法，含有这些化合物的药物以及利用替代磺胺基衍生物制备药物。

  公开号：

  WO2009124746A1

文献信息

• SUBSTITUTED SULFONAMIDE COMPOUNDS
  申请人：Reich Melanie

  公开号：US20090275558A1

  公开（公告）日：2009-11-05

  Substituted sulfonamide compounds corresponding to formula I processes for the preparation thereof, pharmaceutical compositions containing such compounds, and the use of such compounds for treating and/or inhibiting pain or other conditions at least partly mediated by the bradykinin 1 receptor.

  本发明涉及与公式I相对应的取代磺酰胺化合物，其制备方法，包含这种化合物的药物组合物以及使用这种化合物治疗和/或抑制至少部分由缓激肽1受体介导的疼痛或其他病症的方法。
• WO2021/212010
  申请人：——

  公开号：——

  公开（公告）日：——
• SUBSTITUIERTE 4,5,6,7-TETRAHYDROTHIENOPYRIDINE ALS KCNQ2/3 MODULATOREN ZUR BEHANDLUNG VON SCHMERZ, EPILEPSIE UND HARNINKONTINENZ
  申请人：Grünenthal GmbH

  公开号：EP2350093B1

  公开（公告）日：2012-10-03
• SMALL MOLECULE ANTIVIRAL DRUG TREATMENT FOR HUMAN PAPILLOMAVIRUS INFECTIONS
  申请人：THE TRUSTEES OF INDIANA UNIVERSITY

  公开号：US20220142973A1

  公开（公告）日：2022-05-12

  Compositions and methods are provided for treating HPV infections including pre-malignant and cancers. Compounds that specifically bind to the HPV E6 protein and inactivate the protein are disclosed.
• US8268814B2
  申请人：——

  公开号：US8268814B2

  公开（公告）日：2012-09-18