2-甲酰基苯甲酰氯 | 117886-88-1

• 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-甲酰基苯甲酰氯
• 英文名称: 2-formylbenzoyl chloride
• CAS: 117886-88-1
• 化学式: C₈H₅ClO₂
• 分子量: 168.579
• InChiKey: QPOPOGXCFMHHLZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  11
• 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：
  34.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-甲酰基苯甲酰氯 在 sodium tetrahydroborate 、 三乙胺 作用下， 以 1,4-二氧六环 、 乙醇 为溶剂， 反应 27.0h， 生成 N-<6-<(4-amino-6,7-dimethoxyquinazolin-2-yl)methylamino>hexyl>-2-hydroxymethyl-N-methylbenzamide
  参考文献：
  名称：

  Design, Synthesis, and Biological Activity of Prazosin-Related Antagonists. Role of the Piperazine and Furan Units of Prazosin on the Selectivity for α₁-Adrenoreceptor Subtypes

  摘要：

  Prazosin-related quinazolines 4-20 were synthesized, and their biological profiles at alpha(1)-adrenoreceptor subtypes were assessed by functional experiments in isolated rat vas deferens (alpha(1A)), spleen (alpha(1B)), and aorta (alpha(1D)) and by binding assays in CHO cells expressing human cloned alpha(1)-adrenoreceptor subtypes. The replacement of piperazine and furan units of prazosin (1) by 1,6-hexanediamine and phenyl moieties, respectively, affording 3-20, markedly affected both affinity and selectivity for alpha(1D)-adrenoreceptor subtypes in functional experiments. Cystazosin (3), bearing a cystamine moiety, was a selective alpha(1D)-adrenoreceptor antagonist being 1 order of magnitude more potent at alpha(1D)-adrenoreceptors (pA(2), 8.54 +/- 0.02) than at the alpha(1A)- (pA(2), 7.53 +/- 0.01) and alpha(1B)-subtypes (pA(2), 7.49 +/- 0.01). The insertion of substituents on the furan ring of 3, as in compounds 4 and 5, did not improve the selectivity profile. The simultaneous replacement of both piperazine and furan rings of 1 gave 8 which resulted in a potent, selective alpha(1B)-adrenoreceptor antagonist (85- and 15-fold more potent than at alpha(1A)- and alpha(1D)-subtypes, respectively). The insertion of substituents on the benzene ring of 8 affected, according to the type and the position of the substituent, affinity and selectivity for alpha(1)-adrenoreceptors. Consequently, the insertion of appropriate substituents in the phenyl ring of 8 may represent the basis of designing new selective Ligands for a1-adrenoreceptor subtypes. Interestingly, the finding that polyamines 11, 16, and 20, bearing a 1,6-hexanediamine moiety, retained high affinity for alpha(1)-adrenoreceptor subtypes suggests that the substituent did not give rise to negative interactions with the receptor. Finally, binding assays performed with selected quinazolines (2, 3, and 14) produced affinity results, which were not in agreement with the selectivity profiles obtained from functional experiments. This rather surprising and unexpected finding may be explained by considering neutral and negative antagonism.

  DOI：

  10.1021/jm9810654
• 作为产物：
  描述：

  邻羧基苯甲醛 在 草酰氯 作用下， 以 二氯甲烷 为溶剂， 反应 4.0h， 生成 2-甲酰基苯甲酰氯
  参考文献：
  名称：

  硫化氢触发的自消灭性荧光探针，用于活细胞中的溶酶体标记†

  摘要：

  我们开发了一种基于萘二甲酰亚胺的，针对溶酶体的，自消灭性的荧光探针，用于H 2 S检测。探针LS-1包含1，8-萘二甲酰亚胺荧光团的2-甲酰基苯甲酸酯衍生物。H 2 S通过与2-甲酰基苯甲酸酯衍生物的甲酰基反应形成硫代半缩醛中间体，随后其与酯部分进行分子内环化，生成游离的萘二甲酰亚胺荧光团（FL-1）。的紫外-可见吸光度（λ ABS）探针的值LS-1在450nm处的H的存在下增加2同样S.，随着ħ 2硫的浓度，发射带（λ EM中心在560 nm处的）逐渐增加。与其他生物分析物相比，该探针对H 2 S具有高度敏感性和化学选择性。探针LS-1在整个生理pH范围内均无毒且非常稳定。探针LS-1能够检测溶酶体中HT29细胞中细胞内源性H 2 S的形成。

  DOI：

  10.1039/c7nj04119e

文献信息

• [EN] AZADECALIN DERIVATIVES AS INHIBITORS OF HUMAN IMMUNODEFICIENCY VIRUS REPLICATION<br/>[FR] DÉRIVÉS D'AZADÉCALINE EN TANT QU'INHIBITEURS DE LA RÉPLICATION DU VIRUS DE L'IMMUNODÉFICIENCE HUMAINE
  申请人：VIIV HEALTHCARE UK (NO 5) LTD

  公开号：WO2018002848A1

  公开（公告）日：2018-01-04

  Compounds having drug and bio-affecting properties, their pharmaceutical compositions and methods of use are set forth. In particular, azadecaline derivatives that possess unique antiviral activity are provided as HIV maturation inhibitors, as represented by compounds of Formula (I). These compounds are useful for the treatment of HIV and AIDS.

  具有药物和生物影响特性的化合物，其药物组合物和使用方法已列出。具体来说，提供了具有独特抗病毒活性的阿扎德卡林衍生物，作为HIV成熟抑制剂，如化合物(I)的公式所代表的那样。这些化合物对于治疗HIV和艾滋病是有用的。
• 2-Substituted and 4-substituted aryl nitrone compounds
  申请人：Kelly G. Michael

  公开号：US20050182060A1

  公开（公告）日：2005-08-18

  The present invention provides aryl nitrones, compositions comprising the same and methods of their use for the treatment or prevention of oxidative, ischemic, ischemia/reperfusion-related and chemokine mediated conditions.

  本发明提供芳基亚硝基酮，包括其在内的组合物以及它们用于治疗或预防氧化性、缺血性、缺血/再灌注相关和趋化因子介导的疾病的方法。
• A near-infrared ratiometric fluorescent probe for rapid and highly sensitive imaging of endogenous hydrogen sulfide in living cells
  作者：Xu Wang、Juan Sun、Weihong Zhang、Xiaoxu Ma、Jianzheng Lv、Bo Tang

  DOI：10.1039/c3sc50369k

  日期：——

  was observed, constructing a ratiometric signal for H2S with a detection limit of 5.0–10 nM, which is the most sensitive among the reported H2S-sensing fluorescent probes. HS–Cy was proven to selectively locate into mitochondria with faster trapping kinetics towards H2S. Based on this, the endogenously generated H2S in human A549 cells was ratiometrically detected and imaged by HS–Cy.

  我们描述了用于H 2 S检测的基于花青的近红外比率荧光探针HS–Cy的设计和合成，该探针具有快速响应，高灵敏度和线粒体靶向的特点。通过在醛基上进行亲核加成，在780 nm处快速淬灭后，HS-Cy经历了酯的第二次亲核加成触发的多甲氨酸π电子共轭调节，释放出花青荧光团，其经历了从烯醇型到酮型的互变异构现象。 。因此，观察到在625 nm处逐渐出现一个新峰，从而为H 2 S构造了一个比例信号，检测限为5.0-10 nM，这是所报道的H 2中最敏感的S感测荧光探针。事实证明，HS-Cy可以选择性地定位于线粒体中，并具有更快的向H 2 S的俘获动力学。基于此，HS-Cy可以按比例检测并内生在人类A549细胞中生成的H 2 S并对其成像。
• Cascade reaction and FRET-based fluorescent probe for the colorimetric and ratiometric signaling of hydrogen sulfide
  作者：Kunzhu Huang、Meihui Liu、Xiaobo Wang、Dongsheng Cao、Feng Gao、Kechao Zhou、Wei Wang、Wenbin Zeng

  DOI：10.1016/j.tetlet.2015.04.054

  日期：2015.6

  A novel addition–elimination cascade reaction and FRET-based fluorescent probe for the colorimetric and ratiometric signaling of hydrogen sulfide was designed. Employing of 2-formylbenzoic acid as the trapper, the probe was highly selective and sensitive to H2S over other biologically relevant species to give color change from colorless to bright orange for naked eye observation. A linear response

  设计了一种新颖的加消除级联反应和基于FRET的荧光探针，用于硫化氢的比色和比例信号传递。使用2-甲酰基苯甲酸作为捕集剂，该探针具有高选择性，并且对H 2 S的敏感性高于其他生物学相关物种，从而可以从无色变为亮橙色，以进行肉眼观察。对H 2 S的线性响应在0-200μM范围内，表明它可以定量检测H 2 S，检出限低至0.39μM。此外，荧光倒置显微镜成像实验表明该探针可以评估细胞内H 2 S水平的变化。
• Photoreactive Composition, Reaction Product, and Method of Producing Reaction Product
  申请人：Tokyo University of Science Foundation

  公开号：US20210253826A1

  公开（公告）日：2021-08-19

  A photoreactive composition including a base-reactive compound, a photobase generator that is represented by the following Formula (1) and that generates a base when irradiated with light, and at least one compound selected from the group consisting of a polycyclic aromatic compound having a fused ring structure having two or more rings and a polycyclic aromatic compound having three or more aromatic rings and having a conjugated structure including any two or more of the three or more aromatic rings, in which the base-reactive compound is a compound having two or more groups that will have their polarity converted by the action of a base and that exhibit reactivity, in one molecule, or a compound having two or more groups that will react under the action of a base, in one molecule.

  一种光反应性组合物，包括一种基反应性化合物，一种由以下化学式（1）表示的光碱发生剂，在受光照射时生成碱，并且从以下组中选择的至少一种化合物：具有具有两个或两个以上环的融合环结构的多环芳香化合物，以及具有三个或三个以上芳香环并具有包括三个或三个以上芳香环中的任意两个或两个以上的共轭结构的多环芳香化合物，其中基反应性化合物是一种具有两个或两个以上基团的化合物，这些基团将通过碱的作用转变极性并表现出反应性，在一个分子中，或者是一种具有两个或两个以上基团的化合物，在一个分子中在碱的作用下发生反应。