2-氨基苯-1,4-二羧酸二乙酯 | 27210-70-4

• 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: 2-氨基苯-1,4-二羧酸二乙酯
• 英文名称: 2-aminoterephthalic acid diethyl ester
• 英文别名: diethyl 2-aminoterephthalate；o-Amino-p-ethyloxycarbonyl-ethylbenzoat；2-Aminoterephthalsaeurediethylester；diethyl 2-aminobenzene-1,4-dicarboxylate
• CAS: 27210-70-4
• 化学式: C₁₂H₁₅NO₄
• mdl: MFCD00272347
• 分子量: 237.255
• InChiKey: BDFDXMSSBFNAQG-UHFFFAOYSA-N

物化性质

• 熔点：
  56-57 °C
• 沸点：
  370.5±22.0 °C(Predicted)
• 密度：
  1.183±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  17
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  78.6
• 氢给体数：
  1
• 氢受体数：
  5

安全信息

• 危险等级：
  IRRITANT
• 海关编码：
  2922499990

反应信息

• 作为反应物：
  描述：

  2-氨基苯-1,4-二羧酸二乙酯 在 palladium on activated charcoal 吡啶 、 氢气 、 硝酸 、 一水合肼 作用下， 以 甲醇 、 乙醇 、 苯 为溶剂， 20.0 ℃ 、344.74 kPa 条件下， 反应 6.0h， 生成 2,7-bis(methoxymethyl)-3,8-diaminopyrimido-[4,5-g]quinaloline-4,9-(3H,8H)-dione
  参考文献：
  名称：

  Pyrimidoquinazoline-Based Antitumor Agents. Design of Topoisomerase II to DNA Cross-linkers with Activity against Protein Kinases

  摘要：

  A series of pyrimidoquinazoline analogues, possessing either 4,5-g or 5,4-g fusion, were studied with respect to cytotoxicity, topoisomerase II inhibitory activity, in vivo activity, and DNA cleavage and DNA-protein cross-linking properties. These analogues were designed as electron-deficient anthraquinones with dual alkylating centers to cross-link DNA with topoisomerase II. Our studies verified the presence of DNA-protein cross-linking in vitro as well as topoisomerase II poisoning by pyrimidoquinazoline analogues. In addition, COMPARE analysis revealed that the pyrimidoquinazolines possess inhibitory activity against both topoisomerase II and protein kinases, such as the paullones, a dual property observed in other antineoplastic agents influencing phosphoester transfer.

  DOI：

  10.1021/jm020285l
• 作为产物：
  描述：

  2-硝基对苯二甲酸二甲酯 在 sodium tetrahydroborate 作用下， 以 乙醇 、 水 为溶剂， 以89 %的产率得到2-氨基苯-1,4-二羧酸二乙酯
  参考文献：
  名称：

  AuNP/MIL‐88B‐NH₂ Nanocomposite for the Valorization of Nitroarene by Green Catalytic Hydrogenation

  摘要：

  The efficiency of a catalytic process is assessed based on conversion, yield, and time effectiveness. However, these parameters are insufficient for evaluating environmentally sustainable research. As the world is urged to shift towards green catalysis, additional factors such as reaction media, raw material availability, sustainability, waste minimization and catalyst biosafety, need to be considered to accurately determine the efficacy and sustainability of the process. By combining the high porosity and versatility of metal organic frameworks (MOFs) and the activity of gold nanoparticles (AuNPs), efficient, cyclable and biosafe composite catalysts can be achieved. Thus, a composite based on AuNPs and the nanometric flexible porous iron(III) aminoterephthalate MIL‐88B‐NH₂ was successfully synthesized and fully characterized. This nanocomposite was tested as catalyst in the reduction of nitroarenes, which were identified as anthropogenic water pollutants, reaching cyclable high conversion rates at short times for different nitroarenes. Both synthesis and catalytic reactions were performed using green conditions, and even further tested in a time‐optimizing one‐pot synthesis and catalysis experiment. The sustainability and environmental impact of the catalytic conditions were assessed by green metrics. Thus, this study provides an easily implementable synthesis, and efficient catalysis, while minimizing the environmental and health impact of the process.

  DOI：

  10.1002/chem.202400442

文献信息

• Potential antiatherosclerotic agents. 2. (Aralkylamino)- and (alkylamino)benzoic acid analogs of cetaben
  作者：J. Donald Albright、Vern G. DeVries、Elwood E. Largis、Thomas G. Miner、Marvin F. Reich、Sheldon A. Schaffer、Robert G. Shepherd、Janis Upeslacis

  DOI：10.1021/jm00364a009

  日期：1983.10

  the corresponding esters and sodium salts, are described. The compounds were evaluated in vivo in rats for serum sterol and triglyceride lowering activity and in vitro for activity in inhibiting the principle cholesterol-esterifying enzyme of the arterial wall, fatty acyl-CoA:cholesterol acyltransferase (ACAT). Based on a combination of these two activities, cataben sodium (150) was selected for development

  描述了一系列（芳烷基氨基）-和（烷基氨基）苯甲酸的合成，以及相应的酯和钠盐。在大鼠体内评估了该化合物的血清甾醇和甘油三酸酯降低活性，并且在体外评估了该化合物在抑制动脉壁的主要胆固醇酯化酶，脂肪酰基-CoA：胆固醇酰基转移酶（ACAT）中的活性。基于这两种活性的结合，选择了卡本苯甲酸钠（150）作为降血脂药和潜在的抗动脉粥样硬化药物开发。
• Biphenyl-4-yl-sulfonic acid arylamides and their use as therapeutic agents
  申请人：Greig Iain Robert

  公开号：US20100286266A1

  公开（公告）日：2010-11-11

  The present invention pertains generally to the field of therapeutic compounds, and more specifically to certain aryl sulfonamides and related compounds (collectively referred to herein as ‘BPSAAA compounds’), as described herein, and including, for example, biphenyl-4-sulfonic acid (hydroxyalkyl-phenyl)-amides and related compounds. The present invention also pertains to pharmaceutical compositions comprising such compounds, and the use of such compounds and compositions, both in vitro and in vivo, in treatment and/or prevention, for example, of inflammation and/or joint destruction and/or bone loss; of disorders mediated by excessive and/or inappropriate and/or prolonged activation of the immune system; of, inflammatory and autoimmune disorders, for example, rheumatoid arthritis, psoriasis, psoriatic arthritis, chronic obstructive pulmonary disease (COPD), atherosclerosis, inflammatory bowel disease, ankylosing spondylitis, and the like; of disorders associated with bone loss, such as bone loss associated with excessive osteoclast activation in rheumatoid arthritis, osteoporosis, cancer associated bone disease, Paget's disease and the like.

  本发明涉及治疗化合物领域，更具体地涉及某些芳基磺酰胺和相关化合物（统称为“BPSAAA化合物”），如本文所述，包括例如联苯基-4-磺酸（羟基烷基-苯基）-酰胺和相关化合物。本发明还涉及包含这些化合物的制药组合物，以及这些化合物和组合物在体内外治疗和/或预防炎症、关节破坏和/或骨质流失等方面的使用，包括过度和/或不适当和/或持续激活免疫系统介导的疾病，炎症和自身免疫性疾病，例如类风湿性关节炎、银屑病、银屑病性关节炎、慢性阻塞性肺疾病（COPD）、动脉粥样硬化、炎症性肠病、强直性脊柱炎等，以及与骨质流失相关的疾病，例如类风湿性关节炎中过度成骨破骨细胞激活、骨质疏松症、癌症相关骨病、帕吉特病等。
• Chinoxalin-monoazo-aceterylid-Pigment
  申请人：Clariant GmbH

  公开号：EP0894831A1

  公开（公告）日：1999-02-03

  Verbindungen der Formel (I) worin R1 und R2gleich oder verschieden sind und Cl, COO(C1-C4)-alkyl, CONH2, CONCH3, CON(CH3)2, oder SO2NRR', wobei R und R' gleich oder verschieden sind und Wasserstoff, C1-C4-Alkyl oder Phenyl, wobei Phenyl durch Methyl, Ethyl, Methoxy, Ethoxy oder Halogen substituiert sein kann, bedeuten, R3Wasserstoff, Methyl, Methoxy, Ethoxy, Chlor oder Brom und R4Wasserstoff, C1-C3-Alkyl, Chlor oder Brom bedeuten, sind wertvolle Gelbpigmente mit hohen Licht- und Wetterechtheiten.

  式 (I) 的化合物 其中 R1 和 R2 相同或不同，是 Cl、COO(C1-C4)-烷基、CONH2、CONCH3、CON(CH3)2 或 SO2NRR'，其中 R 和 R' 相同或不同，是氢、C1-C4-烷基或苯基，苯基可被甲基、乙基、甲氧基、乙氧基或卤素取代、 R3 是氢、甲基、甲氧基、乙氧基、氯或溴，以及 R4 是氢、C1-C3 烷基、氯或溴、 是具有高耐光性和耐候性的珍贵黄色颜料。
• Reactions of 4-chloro-3-formyl-coumarin with primary amines
  作者：I. Strakova、M. Petrova、S. Belyakov、A. Strakovs

  DOI：10.1007/s10593-006-0129-8

  日期：2006.5
• MAHAFFY, CH. A. L., SYNTH. AND REACT. INORG. AND METAL-ORG. CHEM., 1984, 14, N 6, 895-903
  作者：MAHAFFY, CH. A. L.

  DOI：——

  日期：——