2-(3-甲酰基苯基)烟腈 | 769972-01-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 中文名称: 2-(3-甲酰基苯基)烟腈
• 中文别名: (3S,6S,9S,12S,15S,18S,21S,24S,30S,33R)-30-乙基-1,4,7,10,12,15,19,25,28-九甲基-3,21-二(1-甲基乙基)-33-[(4E)-2-甲基己-4-烯-1-基]-6,9,18,24-四(2-甲基丙基)-1,4,7,10,13,16,19,22,25,28,31-十一氮杂环三三十烷-2,5,8,11,14,17,20,23,2；6-(3-甲酰苯基)氰吡啶
• 英文名称: 6-(3-formylphenyl)nicotinonitrile
• 英文别名: 6-(3-Formylphenyl)nicotinonitrile；6-(3-formylphenyl)pyridine-3-carbonitrile
• CAS: 769972-01-2
• 化学式: C₁₃H₈N₂O
• 分子量: 208.219
• InChiKey: HBIQGGHUKFQTOM-UHFFFAOYSA-N

物化性质

• 熔点：
  182-183 °C
• 沸点：
  407.7±40.0 °C(Predicted)
• 密度：
  1.25±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  53.8
• 氢给体数：
  0
• 氢受体数：
  3

安全信息

• 海关编码：
  2933399090

反应信息

• 作为反应物：
  描述：

  2-(3-甲酰基苯基)烟腈 在 盐酸羟胺 、 potassium tert-butylate 、 对苯醌 作用下， 以 乙醇 、 二甲基亚砜 为溶剂， 生成 2-{3-[5-(N-hydroxyamidino)pyridin-2-yl]phenyl}-1H-benzimidazole-5-N-hydroxyamidine
  参考文献：
  名称：

  Dicationic biphenyl benzimidazole derivatives as antiprotozoal agents

  摘要：

  A series of biphenyl benzimidazoles diamidines 6a-i were synthesized from their respective diamidoximes, through the bis-O-acetoxyamidoxime followed by hydrogenation in glacial acetic acid/ethanol in the presence of Pd-C. The target compounds contain hydroxy and/or methoxy substituted 1,3-phenyl groups as the central spacer between the two amidino bearing aryl groups. All of the diamidines showed strong DNA affinities as judged by high DeltaT(m) values with poly(dA(.)dT)(2), which varied with structure and is discussed. Seven of the nine new diamidines gave in vitro IC50 values of approximately 30nM or less versus Trypanosoma brucei rhodesiense (T.b.r.). Generally the diamidines were less active versus Plasmodium falciparum (P.f), however one compound exhibited excellent activity with an IC50 value of 2.1 nM. Five of the nine diamidines exhibited excellent in vivo activity in the trypanosomal STIB900 mouse model giving 3/4 or 4/4 cures at dosage of 20mg/kg ip and three showed similar efficacy at dosage of 10mg/kg or lower. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2004.07.056
• 作为产物：
  描述：

  6-氯-3-氰基吡啶 、 3-甲酰基苯硼酸 在 四(三苯基膦)钯 sodium carbonate 作用下， 以 甲醇 、 甲苯 为溶剂， 反应 12.0h， 以58%的产率得到2-(3-甲酰基苯基)烟腈
  参考文献：
  名称：

  Dicationic biphenyl benzimidazole derivatives as antiprotozoal agents

  摘要：

  A series of biphenyl benzimidazoles diamidines 6a-i were synthesized from their respective diamidoximes, through the bis-O-acetoxyamidoxime followed by hydrogenation in glacial acetic acid/ethanol in the presence of Pd-C. The target compounds contain hydroxy and/or methoxy substituted 1,3-phenyl groups as the central spacer between the two amidino bearing aryl groups. All of the diamidines showed strong DNA affinities as judged by high DeltaT(m) values with poly(dA(.)dT)(2), which varied with structure and is discussed. Seven of the nine new diamidines gave in vitro IC50 values of approximately 30nM or less versus Trypanosoma brucei rhodesiense (T.b.r.). Generally the diamidines were less active versus Plasmodium falciparum (P.f), however one compound exhibited excellent activity with an IC50 value of 2.1 nM. Five of the nine diamidines exhibited excellent in vivo activity in the trypanosomal STIB900 mouse model giving 3/4 or 4/4 cures at dosage of 20mg/kg ip and three showed similar efficacy at dosage of 10mg/kg or lower. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2004.07.056

文献信息

• [EN] HETEROCYCLIC COMPOUNDS, IN PARTICULAR 2-OXO-4,4,5,5,6,6,7,7-OCTAHYDROBENZOXAZOLE DERIVATIVES, AND THEIR USE AS ANTIBACTERIAL COMPOUNDS<br/>[FR] COMPOSÉS HÉTÉROCYCLIQUES, EN PARTICULIER DÉRIVÉS DE 2-OXO -4,4,5,5,6,6,7,7-OCTAHYDROBENZOXAZOLE, ET LEUR UTILISATION EN TANT QUE COMPOSÉS ANTIBACTÉRIENS
  申请人：REDX PHARMA PLC

  公开号：WO2017137744A1

  公开（公告）日：2017-08-17

  This invention relates to antibacterial drug compounds containing a bicyclic core, typically a bicycle in which one of the rings is an oxazolidinone. It also relates to pharmaceutical formulations of antibacterial drug compounds. It also relates to uses of the compounds in treating bacterial infections and in methods of treating bacterial infections.

  这项发明涉及含有双环核心的抗菌药物化合物，通常是其中一个环是噁唑烷酮的双环。它还涉及抗菌药物化合物的药物配方。它还涉及化合物在治疗细菌感染和治疗细菌感染方法中的用途。
• [EN] DICATIONIC TRIARYL ANALOGS AS ANTI-PROTOZOAN AGENTS<br/>[FR] ANALOGUES TRIARYL DICATIONIQUES UTILISES EN TANT QU'AGENTS ANTIPROTOZOAIRES
  申请人：UNIV NORTH CAROLINA

  公开号：WO2005040132A1

  公开（公告）日：2005-05-06

  Novel dicationic, heterocyclic triaryl compounds are useful in the treatment of microbial infections, such as Trypanosoma brucei rhodesiense infection and Plasmodium falciparum infection. These compounds are accordingly useful in treating second-stage human African trypanosomiasis. Pharmaceutical formulations comprising these compounds can be used in methods of treating microbial infections.

  新颖的二正离子、杂环三芳基化合物在治疗微生物感染方面很有用，例如Trypanosoma brucei rhodesiense感染和Plasmodium falciparum感染。因此，这些化合物在治疗第二阶段的人类非洲锥虫病中很有用。含有这些化合物的药物配方可用于治疗微生物感染的方法。
• Dicationic triaryl analogs as anti-protozoan agents
  申请人：Boykin W. David

  公开号：US20050148646A1

  公开（公告）日：2005-07-07

  Novel dicationic, heterocyclic triaryl compounds are useful in the treatment of microbial infections, such as Trypanosoma brucei rhodesiense infection and Plasmodium falciparum infection. These compounds are accordingly useful in treating second-stage human African trypanosomiasis. Pharmaceutical formulations comprising these compounds can be used in methods of treating microbial infections.

  新型二元离子、杂环三芳基化合物可用于治疗微生物感染，例如Trypanosoma brucei rhodesiense感染和Plasmodium falciparum感染。因此，这些化合物可用于治疗第二阶段的人类非洲锥虫病。包含这些化合物的药物制剂可用于治疗微生物感染的方法中。
• NITROGENATED HETEROCYCLIC AMIDE COMPOUND, AND USE THEREOF FOR MEDICAL PURPOSES
  申请人：Japan Tobacco Inc.

  公开号：EP3747888A1

  公开（公告）日：2020-12-09

  The present invention provides a compound having a PDHK inhibitory activity and useful for the treatment or prophylaxis of diabetes (type 1 diabetes, type 2 diabetes etc.), insulin resistance syndrome, metabolic syndrome, hyperglycemia, hyperlactacidemia, diabetic complications (diabetic neuropathy, diabetic retinopathy, diabetic nephropathy, cataract etc.), cardiac failure (acute cardiac failure, chronic cardiac failure), cardiomyopathy, myocardial ischemia, myocardial infarction, angina pectoris, dyslipidemia, atherosclerosis, peripheral arterial disease, intermittent claudication, chronic obstructive pulmonary disease, brain ischemia, cerebral apoplexy, mitochondrial disease, mitochondrial encephalomyopathy, cancer, pulmonary hypertension or Alzheimer disease. The present invention relates to a compound of the formula [I-a] or the formula [II], or a pharmaceutically acceptable salt thereof: wherein each symbol means the same as that described in the specification.

  本发明提供了一种具有 PDHK 抑制活性的化合物，可用于治疗或预防糖尿病（1 型糖尿病、2 型糖尿病等）、胰岛素抵抗综合征、代谢综合征、高血糖、高乳酸血症、糖尿病并发症（糖尿病神经病变、糖尿病视网膜病变、糖尿病肾病、白内障等）、心力衰竭（急性心力衰竭、慢性心力衰竭、心肌病、心肌缺血、心肌梗死、心绞痛、血脂异常等）。心肌病、心肌缺血、心肌梗塞、心绞痛、血脂异常、动脉粥样硬化、外周动脉疾病、间歇性跛行、慢性阻塞性肺病、脑缺血、脑中风、线粒体疾病、线粒体脑肌病、癌症、肺动脉高压或阿尔茨海默病。本发明涉及式[I-a]或式[II]化合物或其药学上可接受的盐： 其中各符号的含义与说明书中所述的相同。
• DICATIONIC TRIARYL ANALOGS AS ANTI-PROTOZOAN AGENTS
  申请人：UNIVERSITY OF NORTH CAROLINA AT CHAPEL HILL

  公开号：EP1682518A1

  公开（公告）日：2006-07-26