3,5-dibromoaspirin | 54223-76-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 3,5-dibromoaspirin
• 英文别名: 2-acetoxy-3,5-dibromo-benzoic acid；2-Acetoxy-3,5-dibrom-benzoesaeure；Acetyl-3.5-dibrom-salicylsaeure；3,5-Dibrom-aspirin；2-Acetoxy-3,5-dibromobenzoic acid；2-acetyloxy-3,5-dibromobenzoic acid
• CAS: 54223-76-6
• 化学式: C₉H₆Br₂O₄
• 分子量: 337.952
• InChiKey: OKEGUKCJJVGTKL-UHFFFAOYSA-N

物化性质

• 熔点：
  156 °C
• 沸点：
  410.6±45.0 °C(Predicted)
• 密度：
  1.965±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  63.6
• 氢给体数：
  1
• 氢受体数：
  4

安全信息

• 海关编码：
  2918990090

反应信息

• 作为反应物：
  描述：

  3,5-dibromoaspirin 在 氯化亚砜 、 水 、 sodium hydroxide 作用下， 反应 2.0h， 生成 2-amino-6,8-dibromo-4-oxo-4H-1-benzopyran-3-carbonitrile
  参考文献：
  名称：

  Synthesis of novel thiopyrimidines: an investigation of anti-tubercular and antimicrobial activity

  摘要：

  A variety of novel sulfur-containing tricyclic pyrimidine derivatives have been synthesized via the reaction of 2-amino-4-oxo-4H-chromene-3-carbonitriles 3(a-f) with different reagents and characterized by IR, H-1 NMR, C-13 NMR, mass spectrometry and elemental analysis. The anti-tubercular and antimicrobial activities of the synthesized compounds were investigated.[GRAPHICS].

  DOI：

  10.1080/17415993.2010.523894
• 作为产物：
  描述：

  3,5-二溴-2-羟基苯甲酸 生成 3,5-dibromoaspirin
  参考文献：
  名称：

  Robertson, Journal of the Chemical Society, 1902, vol. 81, p. 1480

  摘要：

  DOI：

文献信息

• Esterase-like activity of human serum albumin. IV. Reactions with substituted aspirins and 5-nitrosalicyl esters.
  作者：YUKIHISA KURONO、HIDETO YAMADA、HIROKO HATA、YUKIE OKADA、TOSHIMASA TAKEUCHI、KEN IKEDA

  DOI：10.1248/cpb.32.3715

  日期：——

  To elucidate the reactivity of the lysine-199 residue of human serum albumin (HSA) with ester-type drugs and to characterize the region near the lysine, the reactions of substituted aspirins and 5-nitrosalicyl esters with HSA were investigated kinetically at 25°C. The Michaelis constant (Ks in M) and the catalytic rate constant (k2 in s-1) were determined, and the relationship between these constants and the structure of the substrates was explored. For the reactions with substituted aspirins at pH 9.9, the logarithm of k2 is correlated with the pKa value of the hydroxyl group in the parent salicylic acid. The regression line is as follows : log k2=-0.843pKa+6.75 (r=-0.988). The Ks value is influenced by the number of substituents on the phenyl ring rather than the nature of the substituents. For the reactions with 5-nitrosalicyl esters at pH 7.4 the k2/Ks values were correlated with Hansch's hydrophobic substituent constant π and Taft's steric constant Es as follows : log (k2/Ks)=0.423π+0.386Es+1.35 (r=0.908).

  为了阐明人血清白蛋白 (HSA) 赖氨酸 199 残基与酯类药物的反应性并表征赖氨酸附近的区域，在 25°C 下对取代阿司匹林和 5-硝基水杨酯与 HSA 的反应进行了动力学研究。测定了米氏常数（M 中的 Ks）和催化速率常数（s-1 中的 k2），并探讨了这些常数与底物结构之间的关系。对于在 pH 9.9 下与取代阿司匹林的反应，k2 的对数与母体水杨酸中羟基的 pKa 值相关。回归线如下：log k2=-0.843pKa+6.75 (r=-0.988)。 Ks值受苯环上取代基数量的影响，而不是受取代基性质的影响。对于在 pH 7.4 下与 5-硝基水杨酯的反应，k2/Ks 值与 Hansch 疏水取代基常数 π 和 Taft 空间常数 Es 相关，如下所示：log (k2/Ks)=0.423π+0.386Es+1.35 (r=0.908) ）。
• Efficient formation of hemoglobin bis-tetramers <i>via</i> selective acetylation of α-subunit amino groups by methyl acetyl phosphate
  作者：Yuju Kim、Ronald Kluger

  DOI：10.1039/d2ob01372j

  日期：——

  azide-functionalized xlHbs to each end of a bis-alkyne to form bis-tetramers. The process critically depends on formation of a cross-link between lysyl amino groups of the β-subunits while avoiding reactions with amino groups in the α-subunits. Highly selective acetylation of α-subunit amino groups with methyl acetyl phosphate (MAP) effectively directs subsequent cross-linking to the β-subunits. This outcome leads

  人成人血红蛋白 (Hb) 的化学交联可防止存在于红细胞外的四聚体 (αβ) 2蛋白解离成其组成的非功能性 αβ 二聚体，从而提供成为循环中无细胞氧载体的可能性。然而，对循环中交联 Hb (xlHb) 的研究确定了与清除内源性一氧化氮一致的效果，从而导致高血压。由偶联的 Hb 四聚体组成的双四聚体足够大，可以避免穿透内皮细胞，从而阻止进入内源性一氧化氮。铜（一)-催化的叠氮化物-炔烃环加成 (CuAAC) 将两个叠氮化物官能化的 xlHb 连接到双炔烃的每一端形成双四聚体。该过程主要取决于在 β-亚基的赖氨酰氨基之间形成交联，同时避免与 α-亚基中的氨基反应。α-亚基氨基与甲基乙酰磷酸 (MAP) 的高选择性乙酰化有效地指导随后交联到 β-亚基。该结果导致通过 CuAAC 有效生产血红蛋白双四聚体。
• Compounds and methods for the inhibition of protein-protein interactions
  申请人：——

  公开号：US20030003513A1

  公开（公告）日：2003-01-02

  Compounds having molecular weights of less than 1500 daltons that non-covalently interact with target proteins and covalently bond to target proteins at amino acid side chains that are not part of enzyme active sites, in which covalently bound portions of the compounds sterically block the binding of the target proteins to other proteins, are disclosed. The compounds react with forward reaction rates at least 100 times faster than the forward reaction rates at which the compounds bond to the side chains of the corresponding free amino acids under physiological conditions. Compositions including these compounds and methods for preparing these compounds are also disclosed.

  本发明公开了分子量小于 1500 道尔顿的化合物，这些化合物能与目标蛋白质发生非共价作用，并在不属于酶活性位点的氨基酸侧链上与目标蛋白质共价结合，其中化合物的共价结合部分能立体地阻断目标蛋白质与其他蛋白质的结合。这些化合物的正向反应速度比生理条件下化合物与相应游离氨基酸侧链结合的正向反应速度至少快 100 倍。还公开了包括这些化合物的组合物和制备这些化合物的方法。
• Compounds and therapies for the prevention of vascular and non-vascular pathologies
  申请人：NeoRx Corporation

  公开号：US20030064970A1

  公开（公告）日：2003-04-03

  The invention provides a method of treating a mammal having, or at risk of, an indication associated with a TGF-beta deficiency comprising administering one or more agents that is effective to elevate the level of TGF-beta. The invention also provides novel compounds that elevate TGF-beta levels, as well as pharmaceutical compositions comprising compounds that elevate TGF-beta levels, and methods for detecting diseases associated with endothelial cell activation.

  本发明提供了一种治疗哺乳动物的方法，该哺乳动物具有或有可能具有与 TGF-beta 缺乏有关的适应症，该方法包括施用一种或多种能有效提高 TGF-beta 水平的制剂。本发明还提供了能提高TGF-beta水平的新型化合物、包含能提高TGF-beta水平的化合物的药物组合物，以及检测与内皮细胞活化相关的疾病的方法。
• Lindemann; Schultheis, Justus Liebigs Annalen der Chemie, 1927, vol. 451, p. 253
  作者：Lindemann、Schultheis

  DOI：——

  日期：——