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N-甲基4吡啶酮3甲酰胺 | 769-49-3

中文名称
N-甲基4吡啶酮3甲酰胺
中文别名
1-甲基-4-氧代-吡啶-3-甲酰胺
英文名称
N1-methyl-4-pyridone-3-carboxamide
英文别名
N1-methyl-4-pyridone-5-carboxamide;N-methyl-4-pyridone-3-carboxamide;1,4-Dihydro-1-methyl-4-oxo-3-pyridinecarboxamide;1-methyl-4-oxopyridine-3-carboxamide
N-甲基4吡啶酮3甲酰胺化学式
CAS
769-49-3
化学式
C7H8N2O2
mdl
MFCD16883574
分子量
152.153
InChiKey
KTLRWTOPTKGYQY-UHFFFAOYSA-N
BEILSTEIN
——
EINECS
——
  • 物化性质
  • 计算性质
  • ADMET
  • 安全信息
  • SDS
  • 制备方法与用途
  • 上下游信息
  • 反应信息
  • 文献信息
  • 表征谱图
  • 同类化合物
  • 相关功能分类
  • 相关结构分类

物化性质

  • 熔点:
    179-181 °C
  • 沸点:
    350.6±42.0 °C(Predicted)
  • 密度:
    1.300±0.06 g/cm3(Predicted)
  • 溶解度:
    乙醇:微溶,PBS (pH 7.2):5 mg/ml
  • 物理描述:
    Solid

计算性质

  • 辛醇/水分配系数(LogP):
    -0.1
  • 重原子数:
    11
  • 可旋转键数:
    1
  • 环数:
    1.0
  • sp3杂化的碳原子比例:
    0.142
  • 拓扑面积:
    63.4
  • 氢给体数:
    1
  • 氢受体数:
    3

ADMET

代谢
尿素毒素倾向于通过饮食过量或肾脏过滤不良在血液中积聚。大多数尿素毒素是代谢废物,通常通过尿液或粪便排出。
Uremic toxins tend to accumulate in the blood either through dietary excess or through poor filtration by the kidneys. Most uremic toxins are metabolic waste products and are normally excreted in the urine or feces.
来源:Toxin and Toxin Target Database (T3DB)
毒理性
  • 毒性总结
尿毒症毒素,如N-甲基-4-吡啶-3-甲酰胺,通过有机离子转运蛋白(尤其是OAT3)积极运输到肾脏中。尿毒症毒素水平的增加可以刺激活性氧种类的产生。这似乎是通过尿毒症毒素直接结合或抑制NADPH氧化酶(尤其是肾脏和心脏中丰富的NOX4)来介导的(A7868)。活性氧种类可以诱导几种不同的DNA甲基转移酶(DNMTs),这些酶参与沉默一种名为KLOTHO的蛋白质。KLOTHO被确定在抗衰老、矿物质代谢和维生素D代谢中具有重要作用。许多研究表明,在急性或慢性肾脏疾病中,由于局部活性氧种类水平升高,KLOTHO mRNA和蛋白水平会降低(A7869)。
Uremic toxins such as N-methyl-4-pyridone-3-carboxamide are actively transported into the kidneys via organic ion transporters (especially OAT3). Increased levels of uremic toxins can stimulate the production of reactive oxygen species. This seems to be mediated by the direct binding or inhibition by uremic toxins of the enzyme NADPH oxidase (especially NOX4 which is abundant in the kidneys and heart) (A7868). Reactive oxygen species can induce several different DNA methyltransferases (DNMTs) which are involved in the silencing of a protein known as KLOTHO. KLOTHO has been identified as having important roles in anti-aging, mineral metabolism, and vitamin D metabolism. A number of studies have indicated that KLOTHO mRNA and protein levels are reduced during acute or chronic kidney diseases in response to high local levels of reactive oxygen species (A7869).
来源:Toxin and Toxin Target Database (T3DB)
毒理性
  • 致癌物分类
对人类不具有致癌性(未被国际癌症研究机构IARC列名)。
No indication of carcinogenicity to humans (not listed by IARC).
来源:Toxin and Toxin Target Database (T3DB)
毒理性
  • 健康影响
长期暴露于尿毒症毒素可能会导致多种疾病,包括肾脏损伤、慢性肾病和心血管疾病。
Chronic exposure to uremic toxins can lead to a number of conditions including renal damage, chronic kidney disease and cardiovascular disease.
来源:Toxin and Toxin Target Database (T3DB)
毒理性
  • 暴露途径
内源性的,摄入,皮肤(接触)
Endogenous, Ingestion, Dermal (contact)
来源:Toxin and Toxin Target Database (T3DB)
毒理性
  • 症状
作为尿毒症毒素,这种化合物可以导致尿毒症综合征。尿毒症综合征可能影响身体的任何部位,并可能导致恶心、呕吐、食欲丧失和体重减轻。它还可能引起精神状态的变化,如混乱、意识降低、激动、精神疾病、癫痫和昏迷。还可能出现异常出血,例如在非常轻微的损伤后自发或大量出血。心脏问题,如心律不齐、心脏周围囊炎症(心包炎)和心脏压力增加,也可能出现在尿毒症综合征患者中。由于肺部和胸壁之间的空间(胸腔积液)积聚液体导致的呼吸急促也可能出现。
As a uremic toxin, this compound can cause uremic syndrome. Uremic syndrome may affect any part of the body and can cause nausea, vomiting, loss of appetite, and weight loss. It can also cause changes in mental status, such as confusion, reduced awareness, agitation, psychosis, seizures, and coma. Abnormal bleeding, such as bleeding spontaneously or profusely from a very minor injury can also occur. Heart problems, such as an irregular heartbeat, inflammation in the sac that surrounds the heart (pericarditis), and increased pressure on the heart can be seen in patients with uremic syndrome. Shortness of breath from fluid buildup in the space between the lungs and the chest wall (pleural effusion) can also be present.
来源:Toxin and Toxin Target Database (T3DB)

上下游信息

  • 上游原料
    中文名称 英文名称 CAS号 化学式 分子量

反应信息

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文献信息

  • [EN] 3-CARBAMOYL-1 -METHYLPYRIDINIUM NITRITE, PROCESS FOR ITS PREPARATION AND ITS USE<br/>[FR] NITRITE DE 3-CARBAMOYL-1-MÉTHYLPYRIDINIUM, PROCÉDÉ POUR SA PRÉPARATION ET SON UTILISATION
    申请人:UNIV JAGIELLOŃSKI
    公开号:WO2014200373A1
    公开(公告)日:2014-12-18
    The invention relates to a novel pyridinium salt comprising an anion in the form of a nitrite and a cation in the form of a 3-carbamoyl-l -methylpyridinium, the process of its preparation and its use for the manufacture of a vascular protective agent for the treatment or prevention of conditions or diseases associated with the dysfunction of vascular endothelium, failure of endothelial synthesis of nitric oxide (NO) and/or failure of endothelial synthesis of prostacyclin (PGI2).
    该发明涉及一种新型吡啶盐,其中包括以亚硝酸盐形式的阴离子和以3-羰基-1-甲基吡啶盐形式的阳离子,以及其制备方法和用于制造血管保护剂的用途,用于治疗或预防与血管内皮功能障碍、内皮合成一氧化氮(NO)失调和/或内皮合成前列环素(PGI2)失调相关的疾病或症状。
  • Direct Comparison of the Enzymatic Characteristics and Superoxide Production of the Four Aldehyde Oxidase Enzymes Present in Mouse
    作者:Gökhan Kücükgöze、Mineko Terao、Enrico Garattini、Silke Leimkühler
    DOI:10.1124/dmd.117.075937
    日期:2017.8
    Aldehyde oxidases (AOXs) are molybdoflavoenzymes with an important role in the metabolism and detoxification of heterocyclic compounds and aliphatic as well as aromatic aldehydes. The enzymes use oxygen as the terminal electron acceptor and produce reduced oxygen species during turnover. Four different enzymes, mAOX1, mAOX3, mAOX4, and mAOX2, which are the products of distinct genes, are present in the mouse. A direct and simultaneous comparison of the enzymatic properties and characteristics of the four enzymes has never been performed. In this report, the four catalytically active mAOX enzymes were purified after heterologous expression in Escherichia coli . The kinetic parameters of the four mouse AOX enzymes were determined and compared with the use of six predicted substrates of physiologic and toxicological interest, i.e., retinaldehyde, N 1-methylnicotinamide, pyridoxal, vanillin, 4-(dimethylamino)cinnamaldehyde ( p- DMAC), and salicylaldehyde. While retinaldehyde, vanillin, p- DMAC, and salycilaldehyde are efficient substrates for the four mouse AOX enzymes, N 1-methylnicotinamide is not a substrate of mAOX1 or mAOX4, and pyridoxal is not metabolized by any of the purified enzymes. Overall, mAOX1, mAOX2, mAOX3, and mAOX4 are characterized by significantly different KM and kcat values for the active substrates. The four mouse AOXs are also characterized by quantitative differences in their ability to produce superoxide radicals. With respect to this last point, mAOX2 is the enzyme generating the largest rate of superoxide radicals of around 40% in relation to moles of substrate converted, and mAOX1, the homolog to the human enzyme, produces a rate of approximately 30% of superoxide radicals with the same substrate.
    醛氧化酶(AOXs)是一种钼多黄酶类,在杂环化合物、脂肪族和芳香族醛的代谢和解毒过程中发挥着重要作用。这些酶使用氧作为终端电子受体,并在转化过程中产生还原氧。小鼠体内有四种不同的酶,即 mAOX1、mAOX3、mAOX4 和 mAOX2,它们是不同基因的产物。目前还从未对这四种酶的酶学特性和特征进行过直接和同时的比较。本报告在大肠杆菌中异源表达后,纯化了四种具有催化活性的 mAOX 酶。测定了四种小鼠 AOX 酶的动力学参数,并使用六种具有生理和毒理学意义的预测底物(即视黄醛、N 1-甲基烟酰胺、吡哆醛、香兰素、4-(二甲基氨基)肉桂醛(p- DMAC)和水杨醛)进行了比较。虽然视黄醛、香兰素、对二甲基氨基肉桂醛和水杨醛是四种小鼠 AOX 酶的有效底物,但 N 1-甲基烟酰胺不是 mAOX1 或 mAOX4 的底物,任何纯化的酶都不能代谢吡哆醛。总体而言,mAOX1、mAOX2、mAOX3 和 mAOX4 对活性底物的 KM 值和 kcat 值有显著差异。这四种小鼠 AOX 在产生超氧自由基的能力上也存在数量上的差异。关于最后一点,mAOX2 是产生超氧自由基速率最大的酶,与转化的底物摩尔数相比,约为 40%,而与人类酶同源的 mAOX1 在底物相同的情况下产生超氧自由基的速率约为 30%。
  • The use of quaternary pyridinium salts as vasoprotective agents
    申请人:Pharmena SA
    公开号:EP2279738A1
    公开(公告)日:2011-02-02
    The invention relates to the use of quaternary pyridinium salts of formula I, wherein wherein R is NH2, CH3, or N(H)CH2OH, and X- is a pharmaceutically acceptable counterion, for the preparation of vasoprotective agent or a dietary supplement for the treatment or prevention of conditions or diseases associated with dysfunction of vascular endothelium, oxidative stress, and/or insufficient production of endothelial prostacyclin PGI2, in particular but not exclusively if the above coincides with hypercholesterolemia, hypertriglyceridemia or low HDL level.
    本发明涉及式 I 的季铵盐,其中 R 为 NH2、CH3 或 N(H)CH2OH,X- 为药学上可接受的反离子,用于制备血管保护剂或膳食补充剂,以治疗或预防与血管内皮功能障碍相关的病症或疾病、氧化应激和/或血管内皮前列环素 PGI2 生成不足,特别是但不限于上述与高胆固醇血症、高甘油三酯血症或高密度脂蛋白水平低有关的情况或疾病。
  • URINE TEST DEVICE AND URINE TEST METHOD
    申请人:Yukashikado Inc.
    公开号:EP3557249A1
    公开(公告)日:2019-10-23
    There are provided a urine testing apparatus and a urine testing method which can stabilize urine vitamins for several days and improve testing accuracy and convenience of a urine collection test of a subject. According to this urine testing apparatus, the inner wall surface of a urine collection storage container is coated with an aqueous citric acid solution or the like as a urine stabilizer. Alternatively, a dried or freeze-dried aqueous citric acid solution or the like as the urine stabilizer is stored in the urine collection storage container. On the other hand, according to the urine testing method of this invention, the aqueous citric acid solution or the like as the urine stabilizer is added to the collected urine sample, the vitamin concentration of at least 7 days after urine collection is stabilized to stabilize each urine vitamin for several days, thereby improving the convenience of the urine collection test of the subject. In particular, the urine concentrations of vitamins B can be stabilized to accurately test the nutrients lacking in the body of the subject.
    本发明提供了一种尿液检测仪器和尿液检测方法,可使尿液维生素稳定数天,提高检测准确性,方便受试者进行尿液采集检测。根据这种尿液检测装置,尿液收集储存容器的内壁表面涂有柠檬酸水溶液或类似物作为尿液稳定剂。或者,在尿液收集储存容器中储存经干燥或冷冻干燥的柠檬酸水溶液等作为尿液稳定剂。另一方面,根据本发明的尿液检测方法,将柠檬酸水溶液等作为尿液稳定剂加入到采集的尿样中,至少可以稳定尿液采集后7天的维生素浓度,使每种尿液维生素稳定数天,从而提高受试者尿液采集检测的便利性。特别是可以稳定尿液中维生素 B 的浓度,准确检测受试者体内缺乏的营养物质。
  • INFORMATION PROCESSING DEVICE, INFORMATION PROCESSING DEVICE CONTROL METHOD, PROGRAM, CALCULATION DEVICE, AND CALCULATION METHOD
    申请人:CANON KABUSHIKI KAISHA
    公开号:EP3865872A1
    公开(公告)日:2021-08-18
    Hitherto, preprocessing for separating impurities and calculation processing, for example, a peak splitting method, are required in order to acquire information on test substances from spectral information. An information processing apparatus according to the present invention includes information acquisition means for acquiring quantitative information on a test substance estimated by inputting spectral information on a sample containing the test substance and impurities into a learning model.
    迄今为止,为了从光谱信息中获取测试物质的信息,需要进行分离杂质的预处理和计算处理,例如峰值分割方法。根据本发明的信息处理设备包括信息获取装置,用于获取通过将含有测试物质和杂质的样品的光谱信息输入学习模型而估算出的测试物质的定量信息。
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