1-甲基-1,4-二氢-3-吡啶甲醛 | 117539-14-7

• 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: 1-甲基-1,4-二氢-3-吡啶甲醛
• 英文名称: 1-methyl-3-formyl-1,4-dihydropyridine
• 英文别名: 1-Methyl-1,4-dihydropyridin-aldehyd-(3)；1-Methyl-3-formyl-1,4-dihydro-pyridin；1-Methyl-1,4-dihydropyridine-3-carbaldehyde；1-methyl-4H-pyridine-3-carbaldehyde
• CAS: 117539-14-7
• 化学式: C₇H₉NO
• 分子量: 123.155
• InChiKey: KKPDDSVRUOLJNP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  9
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  20.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-甲基-1,4-二氢-3-吡啶甲醛 、 tetrabutylammonium p-toluenesulfinate 在 碘 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 以65%的产率得到1-Methyl-5-tosyl-1,4-dihydropyridine-3-carbaldehyde
  参考文献：
  名称：

  Introduction of Heteroatom-Based Substituents into 1,4-Dihydropyridines by Means of a Halogen-Mediated, Oxidative Protocol: Diamination, Sulfonylation, Sulfinylation, Bis-Sulfanylation, and Halo-Phosphonylation Processes

  摘要：

  The natural tendency of 1,4-dihydropyridines to undergo "biomimetic" oxidation to afford pyridinium salts can be switched off and, through the use of reagents that interact electrophilically with the enamine moiety present in the heterocyclic system, it is possible to promote alternative oxidations. In this way, efficient regio- and stereocontrolled synthetic methods have been developed that lead to diversely substituted di- and tetrahydropyridines. These include iodoazidation, diamination, bis-sulfonamidation, sulfonylation, sulfinylation, thiocyanation, sulfanylation, bis-sulfanylation, and halo-phosphonylation processes.

  DOI：

  10.1002/(sici)1521-3765(20000515)6:10<1763::aid-chem1763>3.0.co;2-r
• 作为产物：
  描述：

  1-methyl-3-formylpyridinium chloride 在 sodium dithionite 、 碳酸氢钠 作用下， 生成 1-甲基-1,4-二氢-3-吡啶甲醛
  参考文献：
  名称：

  NADH 模型化合物的氢转移自由基阳离子。1. 自发互变异构

  摘要：

  研究了由三种 NADH 模型化合物产生的自由基阳离子，特别强调了互变异构烯醇自由基阳离子的可能形成。在小范围内，氢转移发生在氩基质中所有三种化合物的电离时。在双环七元环衍生物中，烯醇化在 12 K（具有高度分散动力学）的热反应中或在可见光照射下继续进行。在 77 K 的甲基环己烷玻璃中未观察到这些过程，这表明笼效应阻止了在该介质中获得反应性构象。CASSCF/CASPT2 和 TD-B3LYP 计算支持初级（酮）阳离子及其互变异构（烯醇）形式的电子光谱的分配。

  DOI：

  10.1021/ja990286b

文献信息

• Lincomycin derivatives possessing antibacterial activity
  申请人：VICURON PHARMACEUTICALS INC.

  公开号：US20040230046A1

  公开（公告）日：2004-11-18

  Novel lincomycin derivatives are disclosed. These lincomycin derivatives exhibit antibacterial activity. As the compounds of the subject invention exhibit potent activities against bacteria, including gram positive organisms, they are useful antimicrobial agents. Methods of synthesis and of use of the compounds are also disclosed.

  揭示了新颖的林可霉素衍生物。这些林可霉素衍生物表现出抗菌活性。由于本发明的化合物对细菌，包括革兰氏阳性生物，表现出强大的活性，它们是有用的抗微生物药剂。还公开了这些化合物的合成和使用方法。
• PYRIDYL-2-METHYLAMINO COMPOUNDS, COMPOSITIONS AND USES THEREOF
  申请人：Almassian Bijan

  公开号：US20130079376A1

  公开（公告）日：2013-03-28

  Compounds are provided according to formula I: where R, R′, R 3 , R 4 , R 5 , and R 6 are as defined herein. Provided compounds and pharmaceutical compositions thereof are useful for the prevention and treatment of a variety of conditions in mammals including humans, including by way of non-limiting example, Alzheimer' s Disease, Down's syndrome, Parkinson's Disease, and others.

  根据公式I提供化合物：其中R、R′、R3、R4、R5和R6如本文所定义。提供的化合物及其药物组成物对哺乳动物包括人类的多种疾病的预防和治疗具有用处，包括但不限于阿尔茨海默病、唐氏综合征、帕金森病等。
• Azaspiro compounds, their production and use
  申请人：Takeda Chemical Industries, Ltd.

  公开号：EP0273659A1

  公开（公告）日：1988-07-06

  Azaspiro compounds of the formula: wherein R₁ and R₂ independently represent hydrgen, a hydrocarbon residue which may have a substituent, or an acyl group which may have a substituent; R₃ represents hydrogen or a hydrocarbon residue which may have a substituent; each of X₁ and X₂ is oxygen or sulfur; Y represents oxygen, sulfur or a group of the formula: -N(R₄)-, wherein R₄ represents hydrogen or a lower alkyl group; m represents 0 or 1; n represents 0 or 1, and its salt are novel compounds, possess excellent brain functionimproving action, and are of use as drugs for the prevention and therapy of senile dementia of Alzheimer type, vascular-type dementia and dementia derived from Alzheimer's disease, Pick's disease, Huntington's disease, Creutzfeldt-­Jakob's disease, Parkinson's disease and spinocerebellar degeneration.

  式中的氮杂环化合物： 其中 R₁ 和 R₂ 独立地代表氢、可具有取代基的烃残基或可具有取代基的酰基；R₃ 代表氢或可具有取代基的烃残基；X₁ 和 X₂ 各自为氧或硫；Y 代表氧、硫或式中的基团：-N(R₄)-，其中 R₄ 代表氢或低级烷基；m 代表 0 或 1；n 代表 0 或 1，其盐是新型化合物，具有优异的改善脑功能的作用，可用作预防和治疗阿尔茨海默型老年痴呆症、血管型痴呆症以及由阿尔茨海默病、皮克病、亨廷顿病、克雅氏病、帕金森病和脊髓小脑变性引起的痴呆症的药物。
• Novel cyclobutane derivatives
  申请人：Nippon Kayaku Kabushiki Kaisha

  公开号：EP0458312A1

  公开（公告）日：1991-11-27

  This invention relates to cyclobutane derivatives represented by the following general formula (1) and physiologically acceptable salts thereof: wherein B represents a nucleic acid base derivative, R¹ and R² independently represent hydrogen atom, dialkylaminoacyl group, 1,4-dihydro-1-methylnicotinoyl group or substituted phosphoric acid group, provided that either one of R¹ and R² is a group other than hydrogen atom. The compounds of this invention exhibit a high oral absorbability and are metabolized in vivo into the compounds of formula (1a). Accordingly, the compounds of this invention are expectedly useful as antiviral agent.

  本发明涉及由以下通式（1）代表的环丁烷衍生物及其生理上可接受的盐类： 其中 B 代表核酸碱衍生物，R¹ 和 R² 独立地代表氢原子、二烷基氨基酰基、1,4-二氢-1-甲基烟酰基或取代的磷酸基，条件是 R¹ 和 R² 中的任一个是氢原子以外的基团。 本发明的化合物具有很高的口服吸收性，并可在体内代谢成式（1a）化合物。因此，本发明化合物有望用作抗病毒剂。
• Reactivity of biologically important reduced pyridines. IV. Effect of substitution on ferricyanide-mediated oxidation rates of various 1,4-dihydropyridines
  作者：Marcus E. Brewster、Agnes Simay、Klara Czako、David Winwood、Hassan Farag、Nicholas Bodor

  DOI：10.1021/jo00276a039

  日期：1989.7