1-isonicotinoyl-2-methyl(thiosemicarbazide) | 88317-38-8

• 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
• 英文名称: 1-isonicotinoyl-2-methyl(thiosemicarbazide)
• 英文别名: 1-Methyl-1-(pyridine-4-carbonylamino)thiourea
• CAS: 88317-38-8
• 化学式: C₈H₁₀N₄OS
• 分子量: 210.26
• InChiKey: QUUXAXQPQBTRER-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.2
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  103
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-isonicotinoyl-2-methyl(thiosemicarbazide) 在 sodium hydroxide 作用下， 反应 2.0h， 生成 2-methyl-5-(pyridin-4'-yl)-1,2,4-triazole-3(2H)-thione
  参考文献：
  名称：

  Unfused heterobicycles as amplifiers of phleomycin. VII. Some triazolyl-, thiadiazolyl- and oxadiazolyl-pyridines and related pyrimidines

  摘要：

  介绍了 几种 4-(1',2',4'-三唑-3'-基)吡啶的合成、 3-和 4-(1',3',4'-噻二唑-2'-基)吡啶、 3 和 4-(1',3',4'-噁二唑-2'-基)吡啶、5-(1',3',4'-噻二唑-2'-基)嘧啶 和 5-(1',3',4'-噁二唑-2'-基)嘧啶、 所有这些 在五聚体的 5 位上有一个 β-二甲基氨基乙硫基侧链。 五元环的 5 位。这些化合物作为 对大肠杆菌 B 的体外培养的活性。

  DOI：

  10.1071/ch9831469
• 作为产物：
  描述：

  1-Isonicotinoyl-2-methyl-hydrazin 、 potassium thioacyanate 生成 1-isonicotinoyl-2-methyl(thiosemicarbazide)
  参考文献：
  名称：

  BIELAK, LIDIA;MISIUNA, DIWA;BILINSKI, STANISLAW, ANN. UMCS. D, 42,(1987) C. 5-15

  摘要：

  DOI：

文献信息

• [EN] A NEW PROCESS FOR PREPARING 4- [4-METHYL-5- (CL- 10ALKYLTHIO/C5-10ARYL-CL-6ALKYLTHIO) -4H-1, 2, 4-TRIAZOL-3- YL] PYRIDINES.<br/>[FR] NOUVEAU PROCÉDÉ DE PRÉPARATION DE 4-[4-MÉTHYL-5-(CL- 10ALKYLTHIO/C5-10ARYL-CL-6ALKYLTHIO) -4H-1, 2, 4-TRIAZOL-3- YL] PYRIDINES
  申请人：ASTRAZENECA AB

  公开号：WO2010068172A1

  公开（公告）日：2010-06-17

  The invention relates to a method of manufacturing a compound according to formula (I) wherein R is C1-6alkylor C5-10aryl-C1-6alkyl, comprising the steps of: a) reacting isonicotinohydrazide and methyl isothiocyanate, thereby obtaining 2-isonicotinoyl-N-methylhydrazinecarbothioamide; b) under alkaline conditions allowing said 2-isonicotinoyl-N-methylhydrazinecarbothioamide to undergo a ring-forming reaction, thereby obtaining 4-methyl-5-pyridin-4-yl-2,4-dihydro-3H-1,2,4-triazole-3-thione; and c) under alkaline conditions allowing said 4-methyl-5-pyridin-4-yl-2,4-dihydro-3H-1,2,4-triazole-3-thione to react with R-X, wherein R has the same meaning as in formula I and X is selected from the group of Cl, Br and I, thereby obtaining a compound according to formula I; wherein steps a), b) and c) are carried out in an aqueous environment without intermediate isolations.

  该发明涉及一种制备化合物的方法，该化合物的化学式为（I），其中R为C1-6烷基或C5-10芳基-C1-6烷基，包括以下步骤：a）将异烟肼酰脲和异硫氰酸甲酯反应，从而得到2-异烟酰-N-甲基肼基硫代甲酰；b）在碱性条件下，使得2-异烟酰-N-甲基肼基硫代甲酰发生环形成反应，从而得到4-甲基-5-吡啶-4-基-2,4-二氢-3H-1,2,4-三唑-3-硫酮；c）在碱性条件下，使得4-甲基-5-吡啶-4-基-2,4-二氢-3H-1,2,4-三唑-3-硫酮与R-X反应，其中R的含义与化学式I中相同，X选自Cl、Br和I，从而得到符合化学式I的化合物；其中步骤a）、b）和c）在无中间分离的水性环境中进行。
• New compounds for the treatment of neurological, psychiatric or pain disorders
  申请人：Minidis Alexander

  公开号：US20070129408A1

  公开（公告）日：2007-06-07

  The present invention is directed to novel compounds, their use in therapy and pharmaceutical compositions comprising said novel compounds.

  本发明涉及新型化合物，其在治疗中的应用以及包含该新型化合物的制药组合物。
• 5-(Phenylisoxazolylethoxy) - Triazol- 3 -Yl Substituted Pyridine Compounds for the Treatment of Neurological, Psychiatric or Pain Disorders
  申请人：Minidis Alexander

  公开号：US20080227824A1

  公开（公告）日：2008-09-18

  The present invention is directed to novel compounds of formula (I)/(II)/(III), their use in therapy and pharmaceutical compositions comprising said novel compounds.

  本发明涉及新型化合物的公式(I)/(II)/(III)，它们在治疗中的使用以及包含这些新型化合物的药物组合物。
• NEW COMPOUNDS FOR THE TREATMENT OF NEUROLOGICAL, PSYCHIATRIC OR PAIN DISORDERS
  申请人：MINIDIS Alexander

  公开号：US20070270469A1

  公开（公告）日：2007-11-22

  The present invention is directed to novel compounds, their use in therapy and pharmaceutical compositions comprising said novel compounds.

  本发明涉及新化合物，其在治疗中的应用以及包含所述新化合物的药物组合物。
• A NEW PROCESS FOR PREPARING 4-[4-METHYL-5-(CL-10ALKYLTHIO/C5-10ARYL-CL-6ALKYLTHIO)-4H-1,2,4-TRIAZOL-3-YL]PYRIDINES
  申请人：Åström Hans

  公开号：US20110295016A1

  公开（公告）日：2011-12-01

  The invention relates to a method of manufacturing a compound according to formula (I) wherein R is C 1-6 alkylor C 5-10 aryl-C 1-6 alkyl, comprising the steps of: a) reacting isonicotinohydrazide and methyl isothiocyanate, thereby obtaining 2-isoni-cotinoyl-N-methylhydrazinecarbothioamide; b) under alkaline conditions allowing said 2-isonicotinoyl-N-methylhydrazinecar-bothioamide to undergo a ring-forming reaction, thereby obtaining 4-methyl-5-pyridin-4-yl-2,4-dihydro-3H-1,2,4-triazole-3-thione; and c) under alkaline conditions allowing said 4-methyl-5-pyridin-4-yl-2,4-dihydro-3H-1,2,4-triazole-3-thione to react with R—X, wherein R has the same meaning as in formula I and X is selected from the group of Cl, Br and I, thereby obtaining a compound according to formula I; wherein steps a), b) and c) are carried out in an aqueous environment without intermediate isolations.

  本发明涉及一种制备公式（I）化合物的方法，其中R是C1-6烷基或C5-10芳基-C1-6烷基，包括以下步骤：a）反应异烟肟酰肼和甲基异硫氰酸酯，从而获得2-异烟酰基-N-甲基肼基甲硫氨酸；b）在碱性条件下使所述2-异烟酰基-N-甲基肼基甲硫氨酸发生环形反应，从而获得4-甲基-5-吡啶基-2,4-二氢-3H-1,2,4-三唑-3-硫酮；c）在碱性条件下，使所述4-甲基-5-吡啶基-2,4-二氢-3H-1,2,4-三唑-3-硫酮与R-X反应，其中R与公式I中的含义相同，X选自Cl、Br和I的群组，从而获得公式I的化合物；其中步骤a）、b）和c）在无中间分离的水环境中进行。