2-硝基-4,5,6,7-四氢噻吩并[3,2-c]吡啶 | 792159-56-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 噻吩并吡啶类
• 中文名称: 2-硝基-4,5,6,7-四氢噻吩并[3,2-c]吡啶
• 中文别名: 苯甲胺,3-(4,4,5,5-四甲基-1,3,2-二噁硼戊环-2-基)-
• 英文名称: 2-nitro-4,5,6,7-tetrahydrothieno[3,2-c]pyridine
• CAS: 792159-56-9
• 化学式: C₇H₈N₂O₂S
• 分子量: 184.219
• InChiKey: CLHBISBWDXAVKT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  12
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  86.1
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-硝基-4,5,6,7-四氢噻吩并[3,2-c]吡啶 在 铁粉 、 溶剂黄146 、 三乙胺 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 9.0h， 生成 N-(4,5,6,7-tetrahydrothieno[3,2-c]pyridin-2-yl)acetamide trifluoroacetate
  参考文献：
  名称：

  [EN] P38 MAP KINASE INHIBITING INDANYL UREA COMPOUNDS
  [FR] COMPOSÉS À BASE D'URÉE D'INDANYLE INHIBANT LA P38 MAP KINASE

  摘要：

  本申请涉及p38 MAPK抑制剂indanyl尿素衍生物及其制备方法、制药组合物和用于制备治疗炎症性疾病如呼吸道疾病的药物的用途。

  公开号：

  WO2016030852A1
• 作为产物：
  描述：

  N-(benzothiazole-2-sulfonyl)-2-nitro-4,5,6,7-tetrahydrothieno[3.2-c]pyridine 在 potassium carbonate 、 苯硫酚 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 1.0h， 生成 2-硝基-4,5,6,7-四氢噻吩并[3,2-c]吡啶
  参考文献：
  名称：

  Synthesis of 4,5,6,7-tetrahydrothieno[3,2-c]pyridines and comparison with their isosteric 1,2,3,4-tetrahydroisoquinolines as inhibitors of phenylethanolamine N-methyltransferase

  摘要：

  A series of substituted 4,5,6,7-tetrahydrothieno[3,2-c]pyridines (THTPs) was synthesized and evaluated for their human phenylethanolamine N-methyltransferase (hPNMT) inhibitory potency and affinity for the alpha(2)-adrenoceptor. The THTP nucleus was suggested as an isosteric replacement for the 1,2,3,4-tetrahydroisoquinoline (THIQ) ring system on the basis that 3-thienylmethylamine (18) was more potent as an inhibitor of hPNMT and more selective toward the alpha(2)-adrenoceptor than benzylamine (15). Although the isosterism was confirmed, with similar influence of functional groups and chirality in both systems on hPNMT inhibitory potency and selectivity, the THTP compounds proved, in general, to be less potent as inhibitors of hPNMT than their THIQ counterparts, with the drop in potency being primarily attributed to the electronic properties of the thiophene ring. A hypothesis for the reduced hPNMT inhibitory potency of these compounds has been formed on the basis of molecular modeling and docking studies using the X-ray crystal structures of hPNMT co-crystallized with THIQ-type inhibitors and S-adenosyl-L-homocysteine as a template. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2007.08.066

文献信息

• Synthesis and antibacterial activity of 4,5,6,7-tetrahydro-thieno[3,2-c]pyridine quinolones
  作者：Brijesh Kumar Srivastava、Manish Solanki、Bhupendra Mishra、Rina Soni、Sanjaya Jayadev、Darshan Valani、Mukul Jain、Pankaj R. Patel

  DOI：10.1016/j.bmcl.2007.01.038

  日期：2007.4

  Synthesis and antibacterial activity of a number of substituted 4,5,6,7-tetrahydro-thieno[3,2-c]pyridine quinolones is reported. The antibacterial activities were evaluated in standard in vitro MIC assay method. Some of the compounds showed in vitro (MIC) antibacterial activity comparable to those of Gatifloxacin, Ciprofloxacin, and Sparfloxacin.

  报道了许多取代的4,5,6,7-四氢噻吩并[3,2-c]吡啶基喹诺酮类化合物的合成和抗菌活性。用标准的体外MIC测定方法评价抗菌活性。一些化合物显示出与加替沙星，环丙沙星和司帕沙星相当的体外（MIC）抗菌活性。
• P38 MAP KINASE INHIBITING INDANYL UREA COMPOUNDS
  申请人：Torrent Pharmaceuticals Limited

  公开号：EP3186232A1

  公开（公告）日：2017-07-05
• US9963463B2
  申请人：——

  公开号：US9963463B2

  公开（公告）日：2018-05-08
• Synthesis of 4,5,6,7-tetrahydrothieno[3,2-c]pyridines and comparison with their isosteric 1,2,3,4-tetrahydroisoquinolines as inhibitors of phenylethanolamine N-methyltransferase
  作者：Gary L. Grunewald、Mitchell R. Seim、Seema R. Bhat、Marc E. Wilson、Kevin R. Criscione

  DOI：10.1016/j.bmc.2007.08.066

  日期：2008.1

  A series of substituted 4,5,6,7-tetrahydrothieno[3,2-c]pyridines (THTPs) was synthesized and evaluated for their human phenylethanolamine N-methyltransferase (hPNMT) inhibitory potency and affinity for the alpha(2)-adrenoceptor. The THTP nucleus was suggested as an isosteric replacement for the 1,2,3,4-tetrahydroisoquinoline (THIQ) ring system on the basis that 3-thienylmethylamine (18) was more potent as an inhibitor of hPNMT and more selective toward the alpha(2)-adrenoceptor than benzylamine (15). Although the isosterism was confirmed, with similar influence of functional groups and chirality in both systems on hPNMT inhibitory potency and selectivity, the THTP compounds proved, in general, to be less potent as inhibitors of hPNMT than their THIQ counterparts, with the drop in potency being primarily attributed to the electronic properties of the thiophene ring. A hypothesis for the reduced hPNMT inhibitory potency of these compounds has been formed on the basis of molecular modeling and docking studies using the X-ray crystal structures of hPNMT co-crystallized with THIQ-type inhibitors and S-adenosyl-L-homocysteine as a template. (c) 2007 Elsevier Ltd. All rights reserved.
• [EN] P38 MAP KINASE INHIBITING INDANYL UREA COMPOUNDS<br/>[FR] COMPOSÉS À BASE D'URÉE D'INDANYLE INHIBANT LA P38 MAP KINASE
  申请人：TORRENT PHARMACEUTICALS LTD

  公开号：WO2016030852A1

  公开（公告）日：2016-03-03

  The present application relates to p38 MAPK inhibiting indanyl urea derivatives and its process of preparation, pharmaceutical composition and use for the preparation of medicament for treatment of inflammatory diseases such as airway diseases.

  本申请涉及p38 MAPK抑制剂indanyl尿素衍生物及其制备方法、制药组合物和用于制备治疗炎症性疾病如呼吸道疾病的药物的用途。