3-chloro-N-methylpyrazine-2-carboxamide | 1350356-42-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: 3-chloro-N-methylpyrazine-2-carboxamide
• 英文别名: 3-chloro-pyrazine-2-carboxylic acid methylamide
• CAS: 1350356-42-1
• 化学式: C₆H₆ClN₃O
• 分子量: 171.586
• InChiKey: YNXCSBRVQKYVCN-UHFFFAOYSA-N

物化性质

• 沸点：
  330.8±42.0 °C(Predicted)
• 密度：
  1.338±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.4
• 重原子数：
  11
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  54.9
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-chloro-N-methylpyrazine-2-carboxamide 、 甲胺 在 吡啶 作用下， 以 甲醇 为溶剂， 反应 1.0h， 以66.9%的产率得到N-methyl-3-(methylamino)pyrazine-2-carboxamide
  参考文献：
  名称：

  Synthesis and Biological Evaluation of N-Alkyl-3-(alkylamino)-pyrazine-2-carboxamides

  摘要：

  一系列N-烷基-3-(烷基氨基)吡嗪-2-羧酰胺及其N-烷基-3-氯吡嗪-2-羧酰胺前体被制备出来。所有化合物均通过分析方法进行表征，并测试了其抗菌和抗病毒活性。在针对结核分枝杆菌（Mycobacterium tuberculosis H37Rv）的抗分枝杆菌MIC值中，效果最好的化合物3-(己氨基)-、3-(庚氨基)-和3-(辛氨基)-N-甲基吡嗪-2-羧酰胺14-16的MIC值为25微克/毫升。这些化合物抑制了菠菜叶绿体中的光系统II光合作用电子传输（PET）。这种活性与化合物的亲脂性密切相关。为了有效抑制PET，N-烷基-3-(烷基氨基)吡嗪-2-羧酰胺分子中3-(烷基氨基)取代基中的较长烷基链比两条较短的烷基链更有利。

  DOI：

  10.3390/molecules20058687
• 作为产物：
  描述：

  3-氨基吡嗪-2-羧酸 在 吡啶 硫酸 、 三乙胺 、 sodium nitrite 、 三氯氧磷 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 6.0h， 生成 3-chloro-N-methylpyrazine-2-carboxamide
  参考文献：
  名称：

  [EN] NITROGEN- HETEROCYCLIC COMPOUNDS AS PHOSPHODIESTERASE 10 INHIBITORS
  [FR] COMPOSÉS AZOTÉS HÉTÉROCYCLIQUES CONVENANT COMME INHIBITEURS DE LA PHOSPHODIESTÉRASE 10

  摘要：

  芳基和杂环氮杂环化合物，以及含有它们的组合物，以及制备这类化合物的方法。本文还提供了通过抑制PDEIO治疗可治疗的疾病或疾病的方法，如肥胖症，非胰岛素依赖型糖尿病，精神分裂症，亨廷顿病，躁郁症，强迫症等。

  公开号：

  WO2011143129A1

文献信息

• ARYL- AND HETEROARYL- NITROGEN-HETEROCYCLIC COMPOUNDS AS PDE10 INHIBITORS
  申请人：Allen Jennifer R.

  公开号：US20110306590A1

  公开（公告）日：2011-12-15

  Aryl- and heteroaryl-nitrogen heterocyclic compounds, and compositions containing them, and processes for preparing such compounds. Provided herein also are methods of treating disorders or diseases treatable by inhibition of PDE10, such as obesity, non-insulin dependent diabetes, schizophrenia, Huntington's Disease, bipolar disorder, obsessive-compulsive disorder, and the like.

  提供了芳基和杂芳基氮杂环化合物及含有它们的组合物，以及制备这些化合物的方法。本文还提供了治疗可通过抑制PDE10治疗的疾病或疾病的方法，例如肥胖症，非胰岛素依赖性糖尿病，精神分裂症，亨廷顿病，双相障碍，强迫症等。
• Aryl- and heteroaryl- nitrogen-heterocyclic compounds as PDE10 inhibitors
  申请人：Allen Jennifer R.

  公开号：US08946230B2

  公开（公告）日：2015-02-03

  Aryl- and heteroaryl-nitrogen heterocyclic compounds of formula (I): or a pharmaceutically acceptable salt thereof, wherein m, p, q, R1, R2, R3, X1, X2, X3, Y1 and Y2 are defined herein; and compositions containing them, and processes for preparing such compounds. Provided herein also are methods of treating disorders or diseases treatable by inhibition of PDE10, such as obesity, non-insulin dependent diabetes, schizophrenia, Huntington's Disease, bipolar disorder, obsessive-compulsive disorder, and the like.

  公式（I）的芳基和杂芳基氮杂环化合物，或其药学上可接受的盐，其中m、p、q、R1、R2、R3、X1、X2、X3、Y1和Y2在此定义；以及含有它们的组合物和制备这种化合物的方法。此外，还提供了通过抑制PDE10治疗可治疗的疾病或疾病的方法，例如肥胖症、非胰岛素依赖性糖尿病、精神分裂症、亨廷顿病、双相情感障碍、强迫症等。
• NITROGEN- HETEROCYCLIC COMPOUNDS AS PHOSPHODIESTERASE 10 INHIBITORS
  申请人：Amgen Inc.

  公开号：EP2569299A1

  公开（公告）日：2013-03-20
• Fungicidal Mixtures and Novel Triazolopyrimidines
  申请人：Blettner Carsten

  公开号：US20080039319A1

  公开（公告）日：2008-02-14

  The invention relates to fungicidal mixtures containing in the form of active components 1) 5-methyl-7-amino-triazolopyrimidine of formula (I), wherein R 1 is alkyl, halogenalkyl, alkenyl or cyclopentyl, R 2 is hydrogen or alkyl, R 1 and R 2 together with the nitrogen atom to which they are bound may form a piperidinyl cycle substitutable by a methyl group, L 1 is fluorine or chlorine, L 2 , L 3 are independently from each other hydrogen, fluorine or chlorine and 2) at least one type of active substance selected from groups A) azoles, B) strobilurins, C) acyl alanines, D) amine derivatives, E) anilinopyrimidines; F) dicarboximides; G) cinnamic acid amides and analogues thereof, H) antibiotics, K) dithiocarbamates, L) heterocyclic compounds, M) sulphur and copper fungicides, N) nitrophenyl derivatives, O) phenylpyrroles, P) sulfenic acid derivatives, Q) other fungicides and R) growth retardants according to the descriptions, wherein said mixtures contain the compounds in a synergically efficient amount. Novel triazolopyrimidines, methods for controlling pathogenic fungi using the mixtures of the compound (1) with active substances of the groups A) and R), the use the compounds (I) with the active substances of the groups A) and R) for producing said mixtures and agents containing said mixtures are also disclosed.
• Use Of Menadione
  申请人：Kohle Harald

  公开号：US20080039320A1

  公开（公告）日：2008-02-14

  The use of menadione or one of its plant-compatible acid addition salts for enhancing the activity of agrochemicals against phytopathogenic fungi, mixtures of menadione and at least one active compound selected from the following groups: A) azoles, such as cyproconazole, difenoconazole, epoxiconazole, fluquinconazole, flusilazole, hexaconazole, imazalil, metconazole, myclobutanil, penconazole, prochloraz, prothioconazole, tebuconazole, triadimefon, triadimenol, triflumizole; B) strobilurins, such as azoxystrobin, dimoxystrobin, fluoxastrobin, kresoxim-methyl, metominostrobin, orysastrobin, picoxystrobin, pyraclostrobin or trifloxystrobin; C) acylalanines, such as benalaxyl, metalaxyl, mefenoxam, ofurace, oxadixyl; D) amine derivatives, such as spiroxamine; E) anilinopyrimidines, such as pyrimethanil, mepanipyrim or cyprodinil; F) dicarboximides, such as iprodione, procymidone, vinclozolin; G) cinnamides and analogs, such as dimethomorph, flumetover or flumorph; H) dithiocarbamates, such as ferbam, nabam, maneb, metam, metiram, propineb, polycarbamate, thiram, ziram, zineb; I) heterocylic compounds, such as benomyl, boscalid, carbendazim, dithianon, famoxadone, fenamidone, picobenzamid, proquinazid, quinoxyfen, thiophanate-methyl, triforine, 5-chloro-7-(4-methylpiperidin-1-yl)-6-(2,4,6-trifluorophenyl)-[1,2,4]triazolo[1,5-a]pyrimidine, N,N-dimethyl-3-(3-bromo-6-fluoro-2-methylindole-1-sulfonyl)-[1,2,4]triazole-1-sulfonamide or thiophene derivatives of the formula II; K) sulfur and copper fungicides, such as Bordeaux mixture, copper acetate, copper oxychloride, basic copper sulfate; L) nitrophenyl derivatives, such as dinocap; M) phenylpyrroles, such as fenpiclonil or fludioxonil; N) sulfenic acid derivatives, such as captafol, dichlofluanid, tolylfluanid; 0) other fungicides selected from the group consisting of benthiavalicarb, chlorothalonil, cyflufenamid, diclofluanid, diethofencarb, ethaboxam, fenhexamid, fluazinam, iprovalicarb, metrafenone, zoxamide; oxime ether derivatives of the formula III, phenylamidine derivatives of the formula IV, compounds of the formula V, where in the formulae III to V the substituents are defined according to the description; in a synergistically effective amount, methods for controlling harmful fungi using mixtures of menadione with active compounds from groups A) to O) and compositions comprising these mixtures.