3-cyano-5,6-dimethylpyridine-2(1H)-thione | 89977-35-5

• 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: 3-cyano-5,6-dimethylpyridine-2(1H)-thione
• 英文别名: 2-Thioxo-5,6-dimethyl-1,2-dihydro-3-pyridincarbonitril；5,6-dimethyl-2-thioxo-1,2-dihydro-pyridine-3-carbonitrile；Nicotinonitrile, 2-mercapto-5,6-dimethyl-；5,6-dimethyl-2-sulfanylidene-1H-pyridine-3-carbonitrile
• CAS: 89977-35-5
• 化学式: C₈H₈N₂S
• 分子量: 164.231
• InChiKey: ITAKBWJMJMRTOG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  11
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  67.9
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3-cyano-5,6-dimethylpyridine-2(1H)-thione 在 硫酸氢铵 、 四氯化锡 作用下， 以 乙腈 为溶剂， 反应 48.0h， 生成 [(2R,3S,4S,5R,6R)-3,4,5-triacetyloxy-6-(5-cyano-2,3-dimethyl-6-sulfanylidenepyridin-1-yl)oxan-2-yl]methyl acetate
  参考文献：
  名称：

  Synthesis ofN-Glycosylated Pyridiines as New Antimetabolite Agents

  摘要：

  Condensation of cyanoacetamide and cyanothioacetamide with the sodium salts of alpha-(hydroxymethylene)alkanones afforded the pyridine-2(1H)-ones and their corresponding thiones 3. Compounds 3 served as a key intermediates for the synthesis of N-glycosylated pyridines.

  DOI：

  10.1080/07328319908044886
• 作为产物：
  描述：

  2-氰基硫代乙酰胺 、 2-methyl-3-oxo-1-butene 1-oxide sodium salt 在 哌啶乙酸盐 作用下， 以 水 为溶剂， 反应 0.17h， 以70%的产率得到3-cyano-5,6-dimethylpyridine-2(1H)-thione
  参考文献：
  名称：

  Synthesis ofN-Glycosylated Pyridiines as New Antimetabolite Agents

  摘要：

  Condensation of cyanoacetamide and cyanothioacetamide with the sodium salts of alpha-(hydroxymethylene)alkanones afforded the pyridine-2(1H)-ones and their corresponding thiones 3. Compounds 3 served as a key intermediates for the synthesis of N-glycosylated pyridines.

  DOI：

  10.1080/07328319908044886

文献信息

• Aroylfuranes and aroylthiophenes
  申请人：Eberle Martin

  公开号：US20060205739A1

  公开（公告）日：2006-09-14

  The invention relates to novel substituted 2-(phenyl-, pyridyl- or pyrimidyl-carbonyl)-furanes and -thiophenes and related phenoxy/phenylthio-acetophenones and corresponding heterocyclic compounds, processes for the preparation thereof, pharmaceutical compositions containing same, the use thereof optionally in combination with one or more other pharmaceutically active compounds for the therapy of neoplastic diseases and autoimmune diseases, and a method for the treatment of such a diseases.

  本发明涉及新的取代的2-(苯基、吡啶基或嘧啶基-羰基)-呋喃和噻吩以及相关的苯氧基/苯硫基-乙酮苯和相应的杂环化合物，其制备方法，含有它们的制药组合物，可选与一种或多种其他药理活性化合物联合使用的治疗肿瘤疾病和自身免疫疾病的用途，以及治疗这种疾病的方法。
• Aryloxy- and arylthioxyacetophenone-type compounds for the treatment of cancer
  申请人：Basilea Pharmaceutica AG

  公开号：EP1894917A1

  公开（公告）日：2008-03-05

  The invention relates to compounds of formula (II) wherein ring A is a phenyl, pyridine, pyrimidine or pyrazine ring, W and X are carbon or nitrogen, Y is oxygen or sulfur, R0 is different from hydrogen, Rx is -(C=O)R1 or cyano; R1 is hydrogen, optionally substituted hydroxy or optionally substituted amino, and the other substituents are as described in the specification. The invention further relates to methods of synthesis of such compounds, to pharmaceutical compositions containing compounds of formula (II), to the use of a compounds of formula (II) for the preparation of a pharmaceutical composition for the treatment of neoplastic and autoimmune diseases, and to methods of treatment of neoplastic and autoimmune diseases using compounds of formula (II) or pharmaceutical compositions containing same.

  本发明涉及式 (II) 的化合物 其中环 A 是苯基、吡啶、嘧啶或吡嗪环，W 和 X 是碳或氮，Y 是氧或硫，R0 不同于氢，Rx 是-(C=O)R1 或氰基；R1 是氢、任选取代的羟基或任选取代的氨基，其他取代基如说明书所述。本发明进一步涉及合成此类化合物的方法，涉及含有式（II）化合物的药物组合物，涉及使用式（II）化合物制备治疗肿瘤性和自身免疫性疾病的药物组合物，以及涉及使用式（II）化合物或含有式（II）化合物的药物组合物治疗肿瘤性和自身免疫性疾病的方法。
• ?-Ketoaldehydes in the synthesis of 6-alkyl-3-cyano-2(1H)-pyridinethiones
  作者：N. G. Frolova、V. K. Zav'yalova、V. P. Litvinov

  DOI：10.1007/bf00698508

  日期：1995.4

  An efficient synthesis of 6-alkyl-3-cyano-2(1H)-pyridinethiones by the reactions of the sodium salts of beta-ketoaldehydes with cyanothioacetamide was developed. Pyridinethiones undergo selective S-alkylation with haloacetonitriles and haloacetophenones followed by cyclization to the corresponding thieno[2,3-b] pyridines.
• [EN] AROYLFURANES AND AROYLTHIOPHENES<br/>[FR] FURANES D'ARYLE ET THIOPHENES D'ARYLE
  申请人：BASILEA PHARMACEUTICA AG

  公开号：WO2005061476A3

  公开（公告）日：2006-01-26
• US8486996B2
  申请人：——

  公开号：US8486996B2

  公开（公告）日：2013-07-16