3,4-dimethyl-5-methylsulfanyl-4H-[1,2,4]triazole | 41125-69-3

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 3,4-dimethyl-5-methylsulfanyl-4H-[1,2,4]triazole
• 英文别名: 3,4-Dimethyl-5-methylmercapto-4H-[1,2,4]triazol；3,4-Dimethyl-5-methylmercapto-1,2,4-triazol；3,4-Dimethyl-5-methylthio-1,2,4-triazol；3,4-Dimethyl-5-methylsulfanyl-1,2,4-triazole
• CAS: 41125-69-3
• 化学式: C₅H₉N₃S
• mdl: MFCD04207957
• 分子量: 143.213
• InChiKey: AYCWKAFDLXEDFP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  9
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  56
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3,4-dimethyl-5-methylsulfanyl-4H-[1,2,4]triazole 在 sodium hydride 作用下， 以 乙二醇二甲醚 、 N,N-二甲基甲酰胺 为溶剂， 反应 36.0h， 生成 2-(2-Ethyl-4-methyl-5-methylsulfanyl-1,2,4-triazol-3-ylidene)indene-1,3-dione
  参考文献：
  名称：

  Indane-1,3-diones IX, synthèse et activité anti-inflammatoire de 2-polyaza-arylindane-1,3-diones et de leurs dérivés N- ou O-substitués

  摘要：

  A series of 2 polyaza-arylindane-1,3-diones diversely substituted on the heterocycle and the homocycle were synthetized in order to study their anti-inflammatory activity. These enaminodiketones give in alkaline medium polydent anions which can undergo, in presence of electrophilic agents, C, N or O-substitution. The Mitsunobu reaction proved to be the most useful method in attempts to gain regiospecific attack at nitrogen. Pharmacomodulation by the introduction of an ethyl group on the nitrogen of the basic molecule, eventually coupled with 5-methoxylation on the homocycle, proved to be fruitful in the pyridazinyl, pyrimidinyl and tetrazolyl series. Among the 3 most active molecules 31, 43 and 50, the second one was selected for a more detailed pharmacological study.

  DOI：

  10.1016/0223-5234(90)90193-7
• 作为产物：
  描述：

  4-甲基-5-甲基-4H-[1,2,3]三唑-3-硫醇 、 碘甲烷 在 吡啶 作用下， 以 乙醇 为溶剂， 反应 0.5h， 以99%的产率得到3,4-dimethyl-5-methylsulfanyl-4H-[1,2,4]triazole
  参考文献：
  名称：

  Robert-Piessard, Sylvie C.; Leger, Jean-Michel; Kumar, Piush, Journal of Chemical Research, Miniprint, 1989, # 3, p. 511 - 522

  摘要：

  DOI：

文献信息

• 765. The structure and reactivity of pyridazine quaternary salts
  作者：G. F. Duffin、J. D. Kendall

  DOI：10.1039/jr9590003789

  日期：——
• ROBERT-PIESSARD, SYLVIE C.;LEGER, JEAN-MICHEL;KUMAR, PIUSH;LE, BAUT GUILL+
  作者：ROBERT-PIESSARD, SYLVIE C.、LEGER, JEAN-MICHEL、KUMAR, PIUSH、LE, BAUT GUILL+

  DOI：——

  日期：——
• PIESSARD, S. ROBERT;LEBLOIS, D.;KUMAR, P.;ROBERT, J. M.;LE, BAUT G.;SPARF+, EUR. J. MED. CHEM., 25,(1990) N, C. 737-747
  作者：PIESSARD, S. ROBERT、LEBLOIS, D.、KUMAR, P.、ROBERT, J. M.、LE, BAUT G.、SPARF+

  DOI：——

  日期：——
• BARASCUT J.-L.; VIALLEFONT P.; DAUNIS J., BULL. SOC. CHIM. FRANCE <BSCF-AS>, 1975, NO 7-8, PART. 2, 1649-1653
  作者：BARASCUT J.-L.、 VIALLEFONT P.、 DAUNIS J.

  DOI：——

  日期：——
• Indane-1,3-diones IX, synthèse et activité anti-inflammatoire de 2-polyaza-arylindane-1,3-diones et de leurs dérivés N- ou O-substitués
  作者：S Robert-Piessard、D Leblois、P Kumar、JM Robert、G Le Baut、L Sparfel、B Robert、E Khettab、RY Sanchez、JY Petit、L Welin

  DOI：10.1016/0223-5234(90)90193-7

  日期：1990.11

  A series of 2 polyaza-arylindane-1,3-diones diversely substituted on the heterocycle and the homocycle were synthetized in order to study their anti-inflammatory activity. These enaminodiketones give in alkaline medium polydent anions which can undergo, in presence of electrophilic agents, C, N or O-substitution. The Mitsunobu reaction proved to be the most useful method in attempts to gain regiospecific attack at nitrogen. Pharmacomodulation by the introduction of an ethyl group on the nitrogen of the basic molecule, eventually coupled with 5-methoxylation on the homocycle, proved to be fruitful in the pyridazinyl, pyrimidinyl and tetrazolyl series. Among the 3 most active molecules 31, 43 and 50, the second one was selected for a more detailed pharmacological study.