7-diethylamino-2-oxo-2H-chromene-3-carbothioic acid amide | 72410-22-1

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 香豆素及其衍生物
• 英文名称: 7-diethylamino-2-oxo-2H-chromene-3-carbothioic acid amide
• 英文别名: 7-diethylamino-2-oxo-2H-chromene-3-thiocarboamide；7-diethylamino-2-oxo-2H-chromene-3-carbothioamide；7-diethylamino-3-thiocarbamoyl-2H-benzopyr-2-one；7-diethylaminocoumarin-3-carbothioamide；7-diethylamino-3-thiocarbamoylcoumarin；7-(diethylamino)-2-oxochromene-3-carbothioamide
• CAS: 72410-22-1
• 化学式: C₁₄H₁₆N₂O₂S
• 分子量: 276.359
• InChiKey: CMEIEUPMCQIKOK-UHFFFAOYSA-N

物化性质

• 沸点：
  492.5±55.0 °C(Predicted)
• 密度：
  1.301±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  19
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  87.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  7-diethylamino-2-oxo-2H-chromene-3-carbothioic acid amide 在 盐酸 、 偶氮二甲酸二异丙酯 、 potassium carbonate 、 三苯基膦 作用下， 以 四氢呋喃 、 水 、 溶剂黄146 、 N,N-二甲基甲酰胺 为溶剂， 反应 45.0h， 生成 4-tert-butyloxycarbonylaminooxybutyl [2-(7-diethylamino-2-oxo-2H-chromen-3-yl)thiazol-4-yl]acetate
  参考文献：
  名称：

  Synthesis of 3-Aryl-7-diethylaminocoumarin Derivatives: Reaction with Isatin and Their Fluorescent Properties

  摘要：

  Fluorescent derivatization reagent, 3-aryl-7-diethylaminocoumarin derivative was synthesized and reacted with isatin. The fluorescent properties were described.

  DOI：

  10.3987/com-01-9316
• 作为产物：
  描述：

  7-(二乙胺基)香豆素-3-甲酸乙酯 在 劳森试剂 、 ammonium hydroxide 作用下， 以 1,4-二氧六环 、 N,N-二甲基甲酰胺 为溶剂， 反应 34.0h， 生成 7-diethylamino-2-oxo-2H-chromene-3-carbothioic acid amide
  参考文献：
  名称：

  Fluorescent Labeling Reagents. Part 3. Screening Search for Organic Fluorophores: Syntheses and Fluorescence Properties of 3-Azolyl-7-diethylaminocoumarin Derivatives.

  摘要：

  为了寻找高度敏感的荧光探针，合成了3-杂唑基-7-二乙氨基香豆素衍生物。这些香豆素-噻唑化合物的吸收和荧光最大值均表现出红移，相比于相应的香豆素-噁唑化合物，其摩尔吸光度和荧光强度均有所增加。其中，3-(5-乙氧基羧基-1, 3-噻唑-2-基)-7-二乙氨基-2H-香豆素-2-酮（3e）是作为分析用途的荧光探针中最有前途的候选者之一，适用于分析化学和生物化学领域。

  DOI：

  10.1248/cpb.48.1702

文献信息

• PONy Dyes: Direct Addition of P(III) Nucleophiles to Organic Fluorophores
  作者：Alexey N. Butkevich、Maksim V. Sednev、Heydar Shojaei、Vladimir N. Belov、Stefan W. Hell

  DOI：10.1021/acs.orglett.8b00270

  日期：2018.2.16

  phosphites, sodium dialkyl phosphites, phosphoramidites, phosphinites, and phosphonites to highly polarized or cationic fluorophores, followed by oxidation, results in new “PONy” dyes with auxochromic phosphinate, phosphonate, or phosphonamidate groups. The reaction was applied to a wide variety of coumarins, (thio)pyronins, and N-alkylacridinium and 5,6-dihydrobenzo[c]xanthen-12-ium salts as well as a meso-chlorinated

  次膦酸，亚磷酸酯，亚磷酸二烷基酯亚磷酸酯，亚磷酰胺，亚膦酸酯和亚膦酸酯的亲核加成反应到高偏振或阳离子荧光团上，然后进行氧化，产生具有无色亚膦酸酯，亚膦酸酯或膦酰胺基团的新型“ PONy”染料。该反应可用于多种香豆素，（硫代）pyronins，N-烷基ac啶鎓和5,6-二氢苯并[ c ]黄嘌呤-12-盐以及内消旋氯化的BODIPY，以提供致密的染料，并带有红色的改变了吸收带和发射带，斯托克斯位移高达8200 cm –1。
• [EN] DERIVATIVES OF CHROMEN-2-ONE AS INHIBITORS OF VEGF PRODUCTION IN MAMMALIAN CELLS<br/>[FR] DERIVES DE CHROMEN-2-ONE UTILISES COMME INHIBITEURS DE LA PRODUCTION DES VEGF DANS LES CELLULES MAMMALIENNES
  申请人：NOVUSPHARMA SPA

  公开号：WO2003105842A1

  公开（公告）日：2003-12-24

  The compounds of formula (I) wherein A and R1-R5 are as defined in the description, are inhibitors of Vascular Endothelial Growth Factor and are useful as angiogenesis inhibitors and antiproliferative agents.

  式（I）中A和R1-R5如描述中定义的化合物，是血管内皮生长因子的抑制剂，可用作抑制血管生成和抗增殖剂。
• [EN] SUBSTITUTED COUMARIN DYES AND USES AS FLUORESCENT LABELS<br/>[FR] COLORANTS À BASE DE COUMARINE SUBSTITUÉS ET LEURS UTILISATIONS EN TANT QUE MARQUEURS FLUORESCENTS
  申请人：ILLUMINA CAMBRIDGE LTD

  公开号：WO2022023353A1

  公开（公告）日：2022-02-03

  The present application relates to substituted coumarin derivatives and their uses as fluorescent labels. These compounds may be used as fluorescent labels for nucleotides in nucleic acid sequencing applications.

  本申请涉及取代香豆素衍生物及其作为荧光标记物的用途。这些化合物可用作核酸测序应用中核苷酸的荧光标记物。
• Thiazole containing coumarin compounds
  申请人：BASF Aktiengesellschaft

  公开号：US04404389A1

  公开（公告）日：1983-09-13

  Compounds of the general formula I ##STR1## where B.sup.2 and B.sup.2 independently of one another are hydrogen, C.sub.1 -C.sub.6 -alkyl which may or may not be interrupted by oxygen or sulfur and is unsubstituted by hydroxyl, C.sub.1 -C.sub.4 -alkoxy, C.sub.1 -C.sub.4 -alkylmercapto, cyano, phenylmercapto (which is unsubstituted by chorine or methyl), unsubstituted or substituted carbamoyl or a carboxylic acid ester group, benzyl or phenylethyl which are unsubstituted or substituted in the ring by chlorine, bromine, methyl, ethyl, methoxy or ethoxy, phenyl which is unsubstituted or substituted by chlorine, bromine, hydroxyl, methoxy, ethoxy, methyl, C.sub.1 -C.sub.4 -alkylmercapto, C.sub.1 -C.sub.4 -alkanoylamino or amino, unsubstituted or substituted carbamoyl or a carboxylic acid ester group, B.sup.2 may in addition be cyano, C.sub.2 -C.sub.4 -alkanoyl, benzoyl which is unsubstituted or substituted by chlorine, methyl, methoxy or ethoxy, C.sub.1 -C.sub.6 -alkylsulfonyl, or phenylsulfonyl, which is unsubstituted or substituted by chlorine, bromine, methyl, methoxy, ethoxy, amino, C.sub.1 -C.sub.4 -alkanoylamino, C.sub.1 -C.sub.4 -alkylsulfonyl or benzoylamino, B.sup.1 and B.sup.2 together may also be a saturated 5-membered or 6-membered ring which may or may not contain oxygen or sulfur, X is oxygen or imino and the ring A may be substituted. Such compounds are outstandingly suitable for dyeing synthetic fibers and plastics.

  通式为I的化合物：其中B.sup.2和B.sup.2各自独立地为氢、C.sub.1-C.sub.6烷基（可能被氧或硫中断）且未被羟基取代、C.sub.1-C.sub.4烷氧基、C.sub.1-C.sub.4烷基硫醇基、氰基、苯基硫醇基（未被氯或甲基取代）、未被取代或取代的氨基甲酰基或羧酸酯基、苄基或苯乙基（环中未被氯、溴、甲基、乙基、甲氧基或乙氧基取代）、未被取代或取代的苯基（环中未被氯、溴、羟基、甲氧基、乙氧基、C.sub.1-C.sub.4烷基硫醇基、C.sub.1-C.sub.4烷基酰胺基或氨基取代）、B.sup.2还可以是氰基、C.sub.2-C.sub.4酰基、未被氯、甲基、甲氧基或乙氧基取代的苯甲酰基、C.sub.1-C.sub.6烷基磺酰基或未被氯、溴、甲基、甲氧基、乙氧基、氨基、C.sub.1-C.sub.4烷基酰胺基、C.sub.1-C.sub.4烷基磺酰基或苯甲酰胺基取代的苯基磺酰基，B.sup.1和B.sup.2还可以是饱和的5元或6元环，可能包含氧或硫，X是氧或亚胺，环A可能被取代。这些化合物非常适用于染色合成纤维和塑料。
• Derivatives of chromen-2-one as inhibitors of vegf production in mammalian cells
  申请人：Menta Ernesto

  公开号：US20060122387A1

  公开（公告）日：2006-06-08

  The compounds of formula (I) wherein A and R1-R5 are as defined in the description, are inhibitors of Vascular Endothelial Growth Factor and are useful as angiogenesis inhibitors and antiproliferative agents.

  式(I)中的化合物，其中A和R1-R5如描述中所定义，是血管内皮生长因子的抑制剂，可用作抗血管生成剂和抗增殖剂。