4-(3,5-二苯基-4,5-二氢-1-吡咯)-苯甲醛 | 34114-09-5

• 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-(3,5-二苯基-4,5-二氢-1-吡咯)-苯甲醛
• 英文名称: 1-(4-formylphenyl)-3,5-diphenyl-2-pyrazoline
• 英文别名: 1-(p-formylphenyl)-3,5-diphenyl-2-pyrazoline；4-(3,5-diphenyl-4,5-dihydro-1H-pyrazol-1-yl)benzaldehyde；4-(3,5-diphenyl-3,4-dihydropyrazol-2-yl)benzaldehyde
• CAS: 34114-09-5
• 化学式: C₂₂H₁₈N₂O
• 分子量: 326.398
• InChiKey: SQIBVJCFMCUNGG-UHFFFAOYSA-N

物化性质

• 熔点：
  125-126 °C
• 沸点：
  521.3±60.0 °C(Predicted)
• 密度：
  1.14±0.1 g/cm3(Predicted)
• 溶解度：
  5.7 [ug/mL]

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  25
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  32.7
• 氢给体数：
  0
• 氢受体数：
  3

安全信息

• 海关编码：
  2933199090

反应信息

• 作为反应物：
  描述：

  4-(3,5-二苯基-4,5-二氢-1-吡咯)-苯甲醛 在 sodium hydroxide 作用下， 以 乙醇 、 溶剂黄146 为溶剂， 反应 8.0h， 生成 1-(3,5-diphenyl-2-pyrazolin-1-yl)-4-<1-phenyl-3-(1,3-dioxo-2-phenyl-2,3-dihydro-1H-benzisoquinolin-6-yl)pyrazolin-2-yl>benzene
  参考文献：
  名称：

  Organic luminophores of the pyrazoline series with two unconjugated fluorophores

  摘要：

  DOI：

  10.1007/bf00513443
• 作为产物：
  描述：

  苯亚甲基苯乙酮 在 sodium acetate 、 溶剂黄146 、 三氯氧磷 作用下， 以 水 为溶剂， 反应 4.0h， 生成 4-(3,5-二苯基-4,5-二氢-1-吡咯)-苯甲醛
  参考文献：
  名称：

  基于吡唑啉的比色和荧光探针，用于检测亚硫酸盐†

  摘要：

  合成了两种基于吡唑啉的荧光探针和比色探针，并通过电子吸收和发射光谱研究了它们的光物理性质。这些化合物彼此不同之处在于存在与α，β-不饱和酮相连的苯基或噻吩端基。探针以高选择性和良好的灵敏度（对苯基为7.56μM，对噻吩为4.87μM）检测到与α，β-不饱和酮的迈克尔加成反应中的亚硫酸根阴离子。在此，光学响应基于三苯基吡唑啉荧光的恢复，与传感器的弱电荷转移发射相比，三苯基吡唑啉荧光发生了蓝移。发射最大值的这种大的变色位移以及强烈的荧光增强（高达I就准确评估荧光强度比而言，亚硫酸盐/ I 0 = 43）可能是一个优势。用噻吩修饰的基于吡唑啉的传感器能​​够以良好的选择性和灵敏度检测河流水溶液中的亚硫酸盐物种。

  DOI：

  10.1039/c8nj05017a

文献信息

• LUMINESCENT COMPOUNDS
  申请人：Patsenker D. Leonid

  公开号：US20070281363A1

  公开（公告）日：2007-12-06

  Reporter compounds based on cyanine dyes, among others, including reactive intermediates used to synthesize the reporter compounds, and methods of synthesizing and using the reporter compounds, among others, where the reporter compounds relate generally to the following structure:

  基于青菁染料的报告化合物，其中包括用于合成报告化合物的反应中间体，以及合成和使用报告化合物的方法，其中报告化合物通常与以下结构相关：
• Red organic ligh-emitting compound and organic light-emitting device comprising the same
  申请人：Hwang Ha-Geun

  公开号：US20060022584A1

  公开（公告）日：2006-02-02

  A red organic light-emitting compound which has a superior heat-resistance and is capable of adjusting the color of the emitted light, and an organic light-emitting device including the same are disclosed. The organic light-emitting compound has the structure of the following chemical formula, and the organic light-emitting device includes the first electrode having a high work function; the second electrode having a low work function; and at least one organic layer formed between the first electrode and the second electrode, which includes the red organic light-emitting compound, wherein, X is C, O, S, SO 2 or N; Y is S or —CR 11 ═CR 12 —; R 1 , R 2 , R 3 , R 11 and R 12 can be the same or different, and are hydrogen, alkyl group of 1 to 20 carbon atoms, alkoxy group of 1 to 5 carbon atoms, aryl or heteroaryl group of 4 to 24 carbon atoms, heterocyclic group of 4 to 6 carbon atoms, or fused ring group of 4 to 24 carbon atoms; R 4 and R 5 can be the same or different, and are the functional group defined for R 1 or O; when R 4 and R 5 are O. R 4 and R 5 can be connected to form a heterocyclic ring; is the functional group defined for R 1 or amine group; and n is 1, 2 or 3.

  揭示了一种具有优越耐热性并能够调节发射光的颜色的红色有机发光化合物，以及包括该化合物的有机发光器件。该有机发光化合物具有以下化学式的结构，有机发光器件包括具有高功函数的第一电极；具有低功函数的第二电极；以及形成在第一电极和第二电极之间的至少一个有机层，其中包括红色有机发光化合物，其中，X为C、O、S、SO2或N；Y为S或—CR11═CR12—；R1、R2、R3、R11和R12可以相同也可以不同，为氢、1至20个碳原子的烷基、1至5个碳原子的烷氧基、4至24个碳原子的芳基或杂芳基、4至6个碳原子的杂环基，或4至24个碳原子的融合环基；R4和R5可以相同也可以不同，为R1或O定义的官能团；当R4和R5为O时，R4和R5可以连接形成杂环；为R1或胺基定义的官能团；n为1、2或3。
• Synthesis and Evaluation of Anticancer Activity of 5-Ylidene-4- Aminothiazol-2(5H)-one Derivatives
  作者：Danylo Kaminskyy、Ivanna Subtel’na、Borys Zimenkovsky、Olexandr Karpenko、Andrzej Gzella、Roman Lesyk

  DOI：10.2174/1573406411666150211112049

  日期：2015.7.24

  The synthesis and antitumor activity screening of 4-aminothiazol-2(5H)-one derivatives were performed. The absence of possible 4-amino-imino tautomerism of thiazolidinones-2 has been confirmed based on the study of the molecule structures. The existence of the alone amino-form was confirmed. An anticancer activity screening was performed within the Developmental Therapeutics Program (National Cancer Institute/NIH, USA). Tested compounds possess low to moderate anticancer activity (average values - 60 cancer cell lines assay) with significant selective action on certain cancer cell lines (CCRF-CEM and RPMI-8226/leukemia, U251/CNS cancer, RFX 393/renal cancer, OVCAR/ovarian cancer etc.). The advantage of 5-ylidene-4-R-amino derivatives in comparison with compounds with free amino group was shown. Some structure-activity findings, the comparison of target compounds with isomeric 5-ylidene-2-imino(amino)thiazol-4(5H)-ones, as well as COMPARE analysis were described. Among the tested compounds (Z)-5-(furan-2-ylmethylidene)-4-(4-chlorophenylamino)thiazol-2(5H)-one (IIIk) and (Z)-5-(4-diethylaminophenylmethylidene)-4-(4-hydroxy-5-isopropyl-2-methylphenylamino)thiazol-2(5H)-one (IIIp) possessed the highest levels of activity.

  对4-氨基噻唑-2(5H)-酮衍生物的合成及抗肿瘤活性筛选进行了研究。基于对分子结构的研究，确认了噻唑啉酮-2中不存在可能的4-氨基-亚氨基互变异构体，确认了独立氨基型的存在。在国家癌症研究所/国家卫生研究院（美国）的开发疗法项目中进行了抗癌活性筛选。测试的化合物具有低到中等的抗癌活性（平均值 - 60个癌细胞系检测），对某些癌细胞系（如CCRF-CEM和RPMI-8226/白血病、U251/CNS癌、RFX 393/肾癌、OVCAR/卵巢癌等）表现出显著的选择性作用。相比于自由氨基团的化合物，5-烯基-4-R-氨基衍生物的优势得到了证明。文中还描述了一些结构-活性发现、目标化合物与异构体5-烯基-2-亚氨基（氨基）噻唑-4(5H)-酮的比较，以及COMPARE分析。在测试的化合物中，(Z)-5-(呋喃-2-基甲烯)-4-(4-氯苯基氨基)噻唑-2(5H)-酮 (IIIk) 和 (Z)-5-(4-二乙氨基苯基甲烯)-4-(4-羟基-5-异丙基-2-甲基苯基氨基)噻唑-2(5H)-酮 (IIIp) 展现了最高的活性水平。
• Red organic light-emitting compound and organic light-emitting device comprising the same
  申请人：Neoviewkolon Co., Ltd.

  公开号：US07211335B2

  公开（公告）日：2007-05-01

  A red organic light-emitting compound which has a superior heat-resistance and is capable of adjusting the color of the emitted light, and an organic light-emitting device including the same are disclosed. The organic light-emitting compound has the structure of the following chemical formula, and the organic light-emitting device includes the first electrode having a high work function; the second electrode having a low work function; and at least one organic layer formed between the first electrode and the second electrode, which includes the red organic light-emitting compound, wherein, X is C, O, S, SO2 or N; Y is S or —CR11═CR12—; R1, R2, R3, R11 and R12 can be the same or different, and are hydrogen, alkyl group of 1 to 20 carbon atoms, alkoxy group of 1 to 5 carbon atoms, aryl or heteroaryl group of 4 to 24 carbon atoms, heterocyclic group of 4 to 6 carbon atoms, or fused ring group of 4 to 24 carbon atoms; R4 and R5 can be the same or different, and are the functional group defined for R1 or O; when R4 and R5 are O. R4 and R5 can be connected to form a heterociclyc ring; is the functional group defined for R1 or amine group; and n is 1, 2 or 3.

  本文披露了一种具有优良耐热性和能够调节发射光颜色的红色有机发光化合物以及包括该化合物的有机发光装置。该有机发光化合物具有以下化学式的结构，有机发光装置包括具有高功函数的第一电极，具有低功函数的第二电极以及形成在第一电极和第二电极之间的至少一个有机层，其中包括红色有机发光化合物，其中，X为C，O，S，SO2或N；Y为S或—CR11═CR12—；R1、R2、R3、R11和R12可以相同也可以不同，并且是氢，1至20个碳原子的烷基，1至5个碳原子的烷氧基，4至24个碳原子的芳基或杂环芳基，4至6个碳原子的杂环基或4至24个碳原子的融合环基；R4和R5可以相同也可以不同，并且是为R1或O定义的功能基团；当R4和R5为O时，R4和R5可以连接形成杂环环；为R1或胺基团定义的功能基团；n为1、2或3。
• Orlov, V. D.; Vakula, V. N.; Gella, I. M., Journal of Organic Chemistry USSR (English Translation), 1987, vol. 23, # 8, p. 1570 - 1575
  作者：Orlov, V. D.、Vakula, V. N.、Gella, I. M.

  DOI：——

  日期：——