4-甲酰基-3-硝基苯甲酸(9ci) | 604000-99-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 4-甲酰基-3-硝基苯甲酸(9ci)
• 英文名称: 4-formyl-3-nitrobenzoic acid
• CAS: 604000-99-9
• 化学式: C₈H₅NO₅
• 分子量: 195.131
• InChiKey: NGLYFQZZXYWIRA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  100
• 氢给体数：
  1
• 氢受体数：
  5

安全信息

• 危险性防范说明：
  P261,P264,P271,P280,P302+P352,P304+P340,P305+P351+P338,P312,P332+P313,P337+P313,P362,P403+P233,P405,P501
• 危险性描述：
  H315,H319,H335
• 储存条件：
  2-8°C，惰性气体

反应信息

• 作为反应物：
  描述：

  4-甲酰基-3-硝基苯甲酸(9ci) 在 六甲基磷酰三胺 、 4-二甲氨基吡啶 、 indium 、 sodium azide 、 N,N'-二环己基碳二亚胺 、 lithium iodide 作用下， 以 乙二醇二甲醚 、 二氯甲烷 为溶剂， 反应 46.0h， 生成
  参考文献：
  名称：

  铟介导的 2-叠氮芳基醛与炔丙基溴形成 [1,2,3] 三唑并 [1,5-a] 喹啉

  摘要：

  报道了一种有效的铟介导的 2-叠氮芳基醛与炔丙基溴的级联环化反应。芳香族 5/6/6-稠合杂环，[1,2,3]三唑并[1,5- a ]喹啉衍生物，可以在一锅中以中等产率和广泛的底物范围构建。机理研究表明，该反应通过丙二烯醇形成、叠氮-丙二烯[3 + 2]环加成和脱水进行。还探索了产品的合成潜力，包括脱氮功能化和 Pd 催化的偶联反应。

  DOI：

  10.1039/d1ob01183a
• 作为产物：
  描述：

  对醛基苯甲酸 在 硫酸 、 硝酸 作用下， 反应 0.5h， 以80%的产率得到4-甲酰基-3-硝基苯甲酸(9ci)
  参考文献：
  名称：

  Structure–activity relationship study of 4EGI-1, small molecule eIF4E/eIF4G protein–protein interaction inhibitors

  摘要：

  Protein-protein interactions are critical for regulating the activity of translation initiation factors and multitude of other cellular process, and form the largest block of untapped albeit most challenging targets for drug development. 4EGI-1, (E/Z)-2-(2-(4-(3,4-dichlorophenyl)thiazol-2-yl)hydrazono)-3-(2-nitrophenyl)propanoic acid, is a hit compound discovered in a screening campaign of small molecule libraries as an inhibitor of translation initiation factors elF4E and eIF4G protein protein interaction; it inhibits translation initiation in vitro and in vivo. A series of 4EGI-1-derived thiazol-2-yl hydrazones have been designed and synthesized in order to delineate the structural latitude and improve its binding affinity to eIF4E, and increase its potency in inhibiting the eIF4E/eIF4G interaction. Probing a wide range of substituents on both phenyl rings comprising the 3-phenylpropionic acid and 4-phenylthiazolidine moieties in the context of both E- and Z-isomers of 4EGI-1 led to analogs with enhanced binding affinity and translation initiation inhibitory activities. (C) 2014 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2014.03.034

文献信息

• [EN] COMBINATION OF HEPATITIS B VIRUS (HBV) VACCINES AND PYRIDOPYRIMIDINE DERIVATIVES<br/>[FR] ASSOCIATION DE VACCINS CONTRE LE VIRUS DE L'HÉPATITE B (VHB) ET DE DÉRIVÉS DE PYRIDOPYRIMIDINE
  申请人：JANSSEN SCIENCES IRELAND UNLIMITED CO

  公开号：WO2020255038A1

  公开（公告）日：2020-12-24

  Therapeutic combinations of hepatitis B virus (HBV) vaccines and a pyridopyrimidine derivative are described. Methods of inducing an immune response against HBV or treating an HBV-induced disease, particularly in individuals having chronic HBV infection, using the disclosed therapeutic combinations are also described. The invention provides therapeutic combinations or compositions and methods for inducing an immune response against hepatitis B viruses (HBV) infection.

  本发明描述了乙型肝炎病毒（HBV）疫苗和吡啶吡嘧啶衍生物的治疗组合。还描述了利用所述治疗组合诱导免疫应答对抗HBV或治疗HBV引起的疾病的方法，特别是在患有慢性HBV感染的个体中。该发明提供了用于诱导免疫应答对抗乙型肝炎病毒（HBV）感染的治疗组合或组成物和方法。
• Dammaranes from Gynostemma pentaphyllum and synthesis of their derivatives as inhibitors of protein tyrosine phosphatase 1B
  作者：Ji-Qing Xu、Qiang Shen、Jia Li、Li-Hong Hu

  DOI：10.1016/j.bmc.2010.04.073

  日期：2010.6.1

  (PTP1B) is a key factor in the negative regulation of insulin pathway and a promising target for treatment of diabetes and obesity. Herein, the sapogenin 2b, prepared from the natural triterpene saponin 1b, was modified at 3-position to establish the dammarane derivatives library via esterification, oxidation and reductive amination reaction and evaluated as PTP1B inhibitors. 3-O-para-Carboxylphenyl

  蛋白酪氨酸磷酸酶1B（PTP1B）是胰岛素通路负调控的关键因素，也是治疗糖尿病和肥胖症的有希望的靶标。在此，将由天然三萜皂苷1b制得的皂甙元2b在3位上进行修饰，以通过酯化，氧化和还原胺化反应建立达玛烷衍生物库，并作为PTP1B抑制剂进行评价。3- ø -对位-Carboxylphenyl取代的衍生物5b中被发现在体外抑制活性的最佳蛋白质酪氨酸磷酸酶1B（IC 50  = 0.27μM），其中3- ö -元-carboxylphenyl取代5A 在PTP1B和T细胞蛋白酪氨酸磷酸酶之间表现出最佳的选择性（接近五倍）。
• [EN] BENZAZEPINE DICARBOXAMIDE COMPOUNDS WITH SECONDARY AMIDE FUNCTION<br/>[FR] COMPOSÉS DE BENZAZÉPINE DICARBOXAMIDE À FONCTION AMIDE SECONDAIRE
  申请人：HOFFMANN LA ROCHE

  公开号：WO2017202703A1

  公开（公告）日：2017-11-30

  This invention relates to new benzazepine dicarboxamide compounds of the formula (I) wherein R1 to R4 are as defined in the description and in the claims, as well as pharmaceutically acceptable salts thereof. These compounds are TLR agonists and may therefore be useful as medicaments for the treatment of diseases such as cancer, autoimmune diseases, inflammation, sepsis, allergy, asthma, graft rejection, graft-versus-host disease, immunodeficiencies, and infectious diseases.

  这项发明涉及新的苯并氮杂环二羧酰胺化合物，其化学式为（I），其中R1至R4如描述和索赔中所定义，并且其药学上可接受的盐。这些化合物是Toll样受体激动剂，因此可能作为治疗癌症、自身免疫疾病、炎症、败血症、过敏、哮喘、移植排斥、移植物抗宿主病、免疫缺陷和传染病等疾病的药物而有用。
• [EN] CONDENSED HETEROCYCLIC COMPOUNDS AS CALCITONIN AGONISTS<br/>[FR] COMPOSES HETEROCYCLIQUES CONDENSES UTILISES COMME AGONISTES DE LA CALCITONINE
  申请人：SMITHKLINE BEECHAM CORP

  公开号：WO2003076440A1

  公开（公告）日：2003-09-18

  The present invention relates to novel fused heterocyclic ring system compounds and methods for their use in the treatment and prevention of diseases or conditions which are related to irregular calcification.

  本发明涉及新型融合杂环环系统化合物及其在治疗和预防与不规则钙化相关的疾病或症状中的应用方法。
• [EN] ISOXAZOLINE DERIVATIVES AS INSECTICIDAL COMPOUNDS<br/>[FR] DÉRIVÉS D'ISOXAZOLINE EN TANT QUE COMPOSÉS INSECTICIDES
  申请人：SYNGENTA PARTICIPATIONS AG

  公开号：WO2013026695A1

  公开（公告）日：2013-02-28

  The present invention provides compounds of formula (I) wherein G1 is oxygen; R1 is hydrogen; R2 is group P, L is a bond, methylene or ethylene; one of A1 and A2 is S, SO or SO2 and the other is -C(R4)R4-; R3 is hydrogen or methyl; each R4 is independently hydrogen or methyl; Y1, Y2 and Y3 are independently CH or nitrogen; wherein no more than two of Y1, Y2 and Y3 are nitrogen and wherein Y2 and Y3 are not both nitrogen; R5 is chloro, bromo, fluoro; X2 is C-X6 or nitrogen; Χ1, Χ3 and X6 are independently hydrogen, halogen or trihalomethyl, wherein at least two of X1, X3 and X6 are not hydrogen; X4 is trifluoromethyl, difluoromethyl or chlorodifluoromethyl. The invention also relates to methods of using the compounds to control insects, acarines, nematodes or molluscs, as well as intermediates usefor the the sysnthesis of the compounds.

  本发明提供了以下式（I）的化合物，其中G1为氧；R1为氢；R2为P基团；L为键合，亚甲基或乙烯基；A1和A2中的一个为S、SO或SO2，另一个为-C(R4)R4-；R3为氢或甲基；每个R4独立地为氢或甲基；Y1、Y2和Y3独立地为CH或氮；其中Y1、Y2和Y3中不超过两个为氮，且Y2和Y3不同时为氮；R5为氯、溴或氟；X2为C-X6或氮；Χ1、Χ3和X6独立地为氢、卤素或三卤甲基，其中至少两个X1、X3和X6不为氢；X4为三氟甲基、二氟甲基或氯二氟甲基。该发明还涉及使用这些化合物来控制昆虫、蜱、线虫或软体动物的方法，以及用于合成这些化合物的中间体。