2-氧代-1H-喹啉-4-甲醛 | 15495-16-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 中文名称: 2-氧代-1H-喹啉-4-甲醛
• 英文名称: 4-formyl-6-chlorocoumarin
• 英文别名: 2-oxo-1,2-dihydro-quinoline-4-carbaldehyde；2-oxo-1,2-dihydroquinoline-4-carboxaldehyde；4-formylcarbostyril；2-oxo-1H-quinoline-4-carbaldehyde
• CAS: 15495-16-6
• 化学式: C₁₀H₇NO₂
• 分子量: 173.171
• InChiKey: VSYXGFNDDQVELE-UHFFFAOYSA-N

物化性质

• 熔点：
  267 °C
• 沸点：
  424.2±45.0 °C(Predicted)
• 密度：
  1.367±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  46.2
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-氧代-1H-喹啉-4-甲醛 在 N-甲基咪唑 、 titanium(IV) isopropylate 、 氨 、 N,N,N',N'-tetramethylchloroformamidinium hexafluorophosphate 作用下， 以 甲醇 、 乙腈 为溶剂， 反应 17.0h， 生成 (1R,2S,5S)-N-[cyano-(2-oxo-1H-quinolin-4-yl)methyl]-3-[(2S)-3,3-dimethyl-2-[(2,2,2-trifluoroacetyl)amino]butanoyl]-6,6-dimethyl-3-azabicyclo[3.1.0]hexane-2-carboxamide
  参考文献：
  名称：

  [EN] INHIBITORS OF CYSTEINE PROTEASES AND METHODS OF USE THEREOF
  [FR] INHIBITEURS DE CYSTÉINE PROTÉASES ET LEURS MÉTHODES D'UTILISATION

  摘要：

  The disclosure provides compounds with nitrile warheads and their use in treating medical diseases or disorders, such as viral infections. Pharmaceutical compositions and methods of making various compounds with nitrile warheads are provided. The compounds are contemplated to inhibit proteases, such as the 3C, CL- or 3CL-like protease.

  公开号：

  WO2023044171A1
• 作为产物：
  描述：

  溴甲基喹啉酮 在 sodium carbonate 、 戴斯-马丁氧化剂 作用下， 以 二甲基亚砜 为溶剂， 反应 32.0h， 生成 2-氧代-1H-喹啉-4-甲醛
  参考文献：
  名称：

  [EN] INHIBITORS OF CYSTEINE PROTEASES AND METHODS OF USE THEREOF
  [FR] INHIBITEURS DE CYSTÉINE PROTÉASES ET LEURS MÉTHODES D'UTILISATION

  摘要：

  The disclosure provides compounds with nitrile warheads and their use in treating medical diseases or disorders, such as viral infections. Pharmaceutical compositions and methods of making various compounds with nitrile warheads are provided. The compounds are contemplated to inhibit proteases, such as the 3C, CL- or 3CL-like protease.

  公开号：

  WO2023044171A1

文献信息

• [EN] CARBOSTYRIL COMPOUND<br/>[FR] DÉRIVÉ DE CARBOSTYRILE
  申请人：OTSUKA PHARMA CO LTD

  公开号：WO2006035954A1

  公开（公告）日：2006-04-06

  The present invention provides a carbostyril compound represented by General Formula (1) or a salt thereof, wherein A is a direct bond, a lower alkylene group, or a lower alkylidene group; X is an oxygen atom or a sulfur atom; R4 and R5 each represent a hydrogen atom; the bond between the 3 and 4 positions of the carbostyril skeleton is a single bond or a double bond; R1 is a hydrogen atom, etc; R2 is a hydrogen atom, etc; and R3 is a hydrogen atom, etc. The carbostyril compound or salt thereof of the present invention induces the production of TFF, and thus is usable for the treatment and/or prevention of disorders such as alimentary tract diseases, oral diseases, upper respiratory tract diseases, respiratory tract diseases, eye diseases, cancers, and wounds.

  本发明提供了一种由通式（1）表示的羧基吲哚化合物或其盐，其中A是直链键、较低的烷基烯基或较低的烷基亚烯基；X是氧原子或硫原子；R4和R5分别表示氢原子；羧基吲哚骨架的3和4位置之间的键是单键或双键；R1是氢原子，等等；R2是氢原子，等等；R3是氢原子，等等。本发明的羧基吲哚化合物或其盐诱导TFF的产生，因此可用于治疗和/或预防消化道疾病、口腔疾病、上呼吸道疾病、呼吸道疾病、眼部疾病、癌症和伤口等疾病。
• Synthesis and Calcium Antagonist Activity of Dialkyl 1,4-Dihydro-2,6-dimethyl-4-(nitrogenous heteroaryl)-3,5-pyridine Dicarboxylates
  作者：Pier G. Baraldi、Roberta Budriesi、Barbara Cacciari、Alberto Chiarini、Laura Garuti、Giuseppe Giovanninetti、Alberto Leoni、Marinella Roberti

  DOI：10.1135/cccc19920169

  日期：——

  A new series of 4-(nitrogenous heteroaryl)-1,4-dihydropyridine antagonists II - XVI were synthesized and screened for inotropic, chronotropic and calcium antagonist properties, in order to evaluate the effect on pharmacological activity of replacement of the 4-aryl group of nifedipine-like drugs by heterocyclic moieties, such as quinoline, indole, carbazole and pyrazole. The most potent bradycardic compounds of the series (VIII - X, XII and XIII) elicited weak calcium antagonist activity and were stronger negative inotropic.

  一系列新的4-(含氮杂环芳基)-1,4-二氢吡啶拮抗剂II至XVI被合成并进行筛选，以评估通过用吲哚啉、吲哚、咔唑和吡唑等杂环基团替换类似尼群地平药物的4-芳基基团对药理活性的影响，包括正性肌力作用、正性心率作用和钙拮抗作用。该系列中最有效的缓慢心跳化合物(VIII至X、XII和XIII)具有较弱的钙拮抗活性和更强的负性肌力作用。
• FACILE ECOFRIENDLY ONE POT SYNTHESIS OF HETEROCYCLIC PRIVILEDGED MEDICINAL SCAFFOLDS VIA BIGINELLI REACTION USING RETRIEVABLE NICKEL NANOPARTICLES AS CATALYST
  作者：Dhivya Paul、Ramanjaneya Gontu Reddy、Subramanian Parameswaran Rajendran

  DOI：10.4067/s0717-97072018000203974

  日期：——

  Microscopy (FESEM) and Transmission Electron Microscopy (TEM). After the course of the reaction, the NiNPs were recovered and reused without any apparent loss of activity. The newly synthesized compounds were screened for antimicrobial activity against two human bacterial pathogens, the Gram-positive Methicillin resistant Staphylococcus aureus (MRSA) and the Gram-negative Pseudomonas aeruginosa (MTCC

  通过喹啉醛（2-羟基-4-甲酰基喹啉/ 2-甲酰基-4-甲氧基喹啉）之间的三组分一锅缩合反应，可以有效，绿色地合成一系列二氢嘧啶酮（DHPMs）/二氢嘧啶酮（DHPMTs）衍生物。使用镍（II）交换的沸石[Ni（II）Y]（NiNPs）制成的β-酮酸酯（乙酰乙酸乙酯/乙酰乙酸甲酯）和尿素/硫脲。通过红外光谱，粉末X射线衍射图，电子显微镜研究-扫描电子显微镜（FESEM）和透射电子显微镜（TEM）表征NiNP。在反应过程之后，NiNP被回收并重新使用而没有任何明显的活性损失。筛选了新合成的化合物对两种人类细菌病原体的抗菌活性，革兰氏阳性耐甲氧西林金黄色葡萄球菌（MRSA）和革兰氏阴性铜绿假单胞菌（MTCC 201）和人类酵母菌病菌，耐氟康唑的白色念珠菌（FRCA）。还评估了合成的化合物的抗氧化活性，并且与天冬氨酸相比，该化合物显示出显着的清除活性。
• Grapevine plant named ‘GENSEL 1’
  申请人：Special New Fruit Licensing Mediterráneo S.L. (SNFL Mediterráneo S.L.)

  公开号：USPP034722P2

  公开（公告）日：2022-11-08

  ‘GENSEL 1’ is a new and distinct grapevine plant with novel characteristics that include good fertility and naturally loose bunches, nice and well-structured. The berries produced by ‘GENSEL 1’ are white and seedless with a crisp texture and neutral flavor and no detectable seed traces. The berries produced by ‘GENSEL 1’ are large, weighing 6-7 g/berry on average, and harvested in early September in Murcia Region (Spain).

  ‘GENSEL 1’是一种新的、独特的葡萄树，具有新颖的特性，包括良好的生育力和自然松散的果穗，果实美观结构良好。‘GENSEL 1’所产生的葡萄是白色的无籽果，质地酥脆，味道中性，没有可检测到的籽痕迹。‘GENSEL 1’所产生的葡萄颗粒大，平均每颗重6-7克，在西班牙穆尔西亚地区于9月初收获。
• Carbostyril compound
  申请人：Kuroda Takeshi

  公开号：US20070179173A1

  公开（公告）日：2007-08-02

  The present invention provides a carbostyril compound represented by General Formula (1) or a salt thereof, wherein A is a direct bond, a lower alkylene group, or a lower alkylidene group; X is an oxygen atom or a sulfur atom; R 4 and R 5 each represent a hydrogen atom; the bond between the 3 and 4 positions of the carbostyril skeleton is a single bond or a double bond; R 1 is a hydrogen atom, etc; R 2 is a hydrogen atom, etc; and R 3 is a hydrogen atom, etc. The carbostyril compound or salt thereof of the present invention induces the production of TFF, and thus is usable for the treatment and/or prevention of disorders such as alimentary tract diseases, oral diseases, upper respiratory tract diseases, respiratory tract diseases, eye diseases, cancers, and wounds.

  本发明提供了一种由通式（1）表示的碳基噻吩化合物或其盐，其中A是直接键，较低的烷基烷基或较低的烷基亚烷基；X是氧原子或硫原子；R4和R5分别表示氢原子；碳基噻吩骨架的3和4位之间的键是单键或双键；R1是氢原子等；R2是氢原子等；R3是氢原子等。本发明的碳基噻吩化合物或其盐能够诱导TFF的产生，因此可用于治疗和/或预防消化道疾病、口腔疾病、上呼吸道疾病、呼吸道疾病、眼部疾病、癌症和伤口等疾病。

表征谱图