2-(3,4-Diamino-benzoyl)-pyridin | 62946-36-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-(3,4-Diamino-benzoyl)-pyridin
• 英文别名: (3,4-diamino-phenyl)-pyridin-2-yl-methanone；2-(3,4-diaminobenzoyl)pyridine；(3,4-diaminophenyl)-pyridin-2-ylmethanone
• CAS: 62946-36-5
• 化学式: C₁₂H₁₁N₃O
• 分子量: 213.239
• InChiKey: GKSULZNSMXKBOB-UHFFFAOYSA-N

物化性质

• 沸点：
  470.5±40.0 °C(Predicted)
• 密度：
  1.289±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  82
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-(3,4-Diamino-benzoyl)-pyridin 、 N-甲氧羰基-O-甲基异脲 在 盐酸 作用下， 以 氯仿 为溶剂， 生成 methyl N-(5-picolinoyl-1H-benzo[d]imidazol-2-yl)carbamate
  参考文献：
  名称：

  Design and synthesis of a novel candidate compound NTI-007 targeting sodium taurocholate cotransporting polypeptide [NTCP]–APOA1–HBx–Beclin1-mediated autophagic pathway in HBV therapy

  摘要：

  Sodium taurocholate cotransporting polypeptide (NTCP) is a multiple transmembrane transporter predominantly expressed in the liver, functioning as a functional receptor for HBV. Through our continuous efforts to identify NTCP as a novel HBV target, we designed and synthesized a series of new compounds based on the structure of our previous compound NT-5. Molecular docking and MD simulation validated that a new compound named NTI-007 can tightly bind to NTCP, whose efficacy was also measured in vitro virological examination and cytotoxicity studies. Furthermore, autophagy was observed in NTI-007 incubated HepG2.2.15 cells, and results of q-PCR and Western blotting revealed that NTI-007 induced autophagy through NTCP-APOA1-HBx-Beclin1-mediated pathway. Taken together, considering crucial role of NTCP in HBV infection, NTCP-mediated autophagic pathway may provide a promising strategy of HBV therapy and given efficacy of NTI-007 triggering autophagy. Our study suggests pre-clinical potential of this compound as a novel anti-HBV drug candidate. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2015.01.020
• 作为产物：
  描述：

  3,4-二硝基苯甲酰氯 在 aluminum (III) chloride 、 palladium 10% on activated carbon 、 氢气 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 27.0h， 生成 2-(3,4-Diamino-benzoyl)-pyridin
  参考文献：
  名称：

  Design and synthesis of a novel candidate compound NTI-007 targeting sodium taurocholate cotransporting polypeptide [NTCP]–APOA1–HBx–Beclin1-mediated autophagic pathway in HBV therapy

  摘要：

  Sodium taurocholate cotransporting polypeptide (NTCP) is a multiple transmembrane transporter predominantly expressed in the liver, functioning as a functional receptor for HBV. Through our continuous efforts to identify NTCP as a novel HBV target, we designed and synthesized a series of new compounds based on the structure of our previous compound NT-5. Molecular docking and MD simulation validated that a new compound named NTI-007 can tightly bind to NTCP, whose efficacy was also measured in vitro virological examination and cytotoxicity studies. Furthermore, autophagy was observed in NTI-007 incubated HepG2.2.15 cells, and results of q-PCR and Western blotting revealed that NTI-007 induced autophagy through NTCP-APOA1-HBx-Beclin1-mediated pathway. Taken together, considering crucial role of NTCP in HBV infection, NTCP-mediated autophagic pathway may provide a promising strategy of HBV therapy and given efficacy of NTI-007 triggering autophagy. Our study suggests pre-clinical potential of this compound as a novel anti-HBV drug candidate. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2015.01.020

文献信息

• Anthelmintic pyridine and thiazole substituted benzimidazole carbamates
  申请人：Hoffmann-La Roche Inc.

  公开号：US04026936A1

  公开（公告）日：1977-05-31

  Compounds represented by the formula ##STR1## wherein R is ##STR2## R.sup.1 is 2-pyridyl, 3-pyridyl, 4-pyridyl or 2-thiazyl, R.sup.2 is lower alkyl and n is 1 or 2, And acid addition salts of the compounds wherein R.sup.1 is 2-pyridyl, 3-pyridyl or 4-pyridyl are disclosed as useful as anthelmintics against a broad spectrum of helminths. Processes for making the active compounds and novel intermediates useful therein are also disclosed.

  由公式##STR1##表示的化合物，其中R是##STR2##，R.sup.1是2-吡啶基，3-吡啶基，4-吡啶基或2-噻唑基，R.sup.2是较低的烷基，n为1或2，以及所述化合物的酸盐，其中R.sup.1是2-吡啶基，3-吡啶基或4-吡啶基，被披露为对广谱蠕虫有用的驱虫剂。还披露了制备活性化合物和其中有用的新颖中间体的方法。
• US4026936A
  申请人：——

  公开号：US4026936A

  公开（公告）日：1977-05-31
• Design and synthesis of a novel candidate compound NTI-007 targeting sodium taurocholate cotransporting polypeptide [NTCP]–APOA1–HBx–Beclin1-mediated autophagic pathway in HBV therapy
  作者：Jin Zhang、Lei-lei Fu、Mao Tian、Hao-qiu Liu、Jing-jing Li、Yan Li、Jun He、Jian Huang、Liang Ouyang、Hui-yuan Gao、Jin-hui Wang

  DOI：10.1016/j.bmc.2015.01.020

  日期：2015.3

  Sodium taurocholate cotransporting polypeptide (NTCP) is a multiple transmembrane transporter predominantly expressed in the liver, functioning as a functional receptor for HBV. Through our continuous efforts to identify NTCP as a novel HBV target, we designed and synthesized a series of new compounds based on the structure of our previous compound NT-5. Molecular docking and MD simulation validated that a new compound named NTI-007 can tightly bind to NTCP, whose efficacy was also measured in vitro virological examination and cytotoxicity studies. Furthermore, autophagy was observed in NTI-007 incubated HepG2.2.15 cells, and results of q-PCR and Western blotting revealed that NTI-007 induced autophagy through NTCP-APOA1-HBx-Beclin1-mediated pathway. Taken together, considering crucial role of NTCP in HBV infection, NTCP-mediated autophagic pathway may provide a promising strategy of HBV therapy and given efficacy of NTI-007 triggering autophagy. Our study suggests pre-clinical potential of this compound as a novel anti-HBV drug candidate. (C) 2015 Elsevier Ltd. All rights reserved.