2-(1-methyl-2-[4-t-butylphenyl]ethyl)amino-4,6-dimethylpyrimidine | 140702-96-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2-(1-methyl-2-[4-t-butylphenyl]ethyl)amino-4,6-dimethylpyrimidine
• 英文别名: N-[1-(4-tert-butylphenyl)propan-2-yl]-4,6-dimethylpyrimidin-2-amine
• CAS: 140702-96-1
• 化学式: C₁₉H₂₇N₃
• 分子量: 297.443
• InChiKey: HYWIXNXGVAYVTN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.4
• 重原子数：
  22
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  37.8
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-(1-methyl-2-[4-t-butylphenyl]ethyl)amino-4,6-dimethylpyrimidine 在 palladium on activated charcoal 盐酸 、 氢气 作用下， 以 乙醇 为溶剂， 生成 [2-(4-tert-Butyl-phenyl)-1-methyl-ethyl]-[(4S,6R)-4,6-dimethyl-tetrahydro-pyrimidin-(2Z)-ylidene]-amine; hydrochloride
  参考文献：
  名称：

  Guanidinium and amidinium fungicides: A new class of carbocation mimetic ergosterol biosynthesis inhibitors

  摘要：

  AbstractA novel class of chemical has been designed with the aim of inhibiting the Δ14‐reductase and Δ8‐Δ7‐isomerase enzymes in the ergosterol biosynthesis pathway in fungi. Use was made of knowledge about the mechanisms of both enzymes and the mode of action of known, fungicidal inhibitors of these enzymes. Pioneer examples have been synthesised and have been demonstrated to be potent inhibitors of ergosterol biosynthesis in Ustilago maydis (DC) Corda, acting in the same manner as the commercial fungicide fenpropimorph. They also showed excellent fungicidal activity against Erysiphe graminis DC f. sp. hordei Marchal (powdery mildew of barley) and Puccinia recondita Rob. ex Desm. (wheat leaf rust) in in‐vivo glasshouse tests. Using these compounds as a starting point, systematic structural variation has been carried out. Testing of a wide range of analogues at high volume confirms the potential of this class of compound to control mildew and rust pathogens at levels comparable to those of the standards. Correlation of in‐vivo and enzymatic data is good and the structure‐activity relationship developed for this series of compounds closely parallels that found for the morpholine/piperidine class of fungicides, suggesting a common mode of action.

  DOI：

  10.1002/ps.2780440406
• 作为产物：
  描述：

  2-氯-4,6-二甲基嘧啶 、 1-(4-(tert-butyl)phenyl)propan-2-amine 在 N,N-二异丙基乙胺 作用下， 以 戊醇 为溶剂， 以53%的产率得到2-(1-methyl-2-[4-t-butylphenyl]ethyl)amino-4,6-dimethylpyrimidine
  参考文献：
  名称：

  Guanidinium and amidinium fungicides: A new class of carbocation mimetic ergosterol biosynthesis inhibitors

  摘要：

  AbstractA novel class of chemical has been designed with the aim of inhibiting the Δ14‐reductase and Δ8‐Δ7‐isomerase enzymes in the ergosterol biosynthesis pathway in fungi. Use was made of knowledge about the mechanisms of both enzymes and the mode of action of known, fungicidal inhibitors of these enzymes. Pioneer examples have been synthesised and have been demonstrated to be potent inhibitors of ergosterol biosynthesis in Ustilago maydis (DC) Corda, acting in the same manner as the commercial fungicide fenpropimorph. They also showed excellent fungicidal activity against Erysiphe graminis DC f. sp. hordei Marchal (powdery mildew of barley) and Puccinia recondita Rob. ex Desm. (wheat leaf rust) in in‐vivo glasshouse tests. Using these compounds as a starting point, systematic structural variation has been carried out. Testing of a wide range of analogues at high volume confirms the potential of this class of compound to control mildew and rust pathogens at levels comparable to those of the standards. Correlation of in‐vivo and enzymatic data is good and the structure‐activity relationship developed for this series of compounds closely parallels that found for the morpholine/piperidine class of fungicides, suggesting a common mode of action.

  DOI：

  10.1002/ps.2780440406

文献信息

• Tetrahydropyrimidine derivatives
  申请人：Shell Research Limited

  公开号：US05332745A1

  公开（公告）日：1994-07-26

  The invention provides a fungicidal composition comprising a carrier and, as active ingredient, certain tetrahydropyrimidine derivatives of the general formula ##STR1## or an acid-addition salt or metal salt complex thereof, in which n is 0, 1, 2 or 3; R represents an optionally substituted alkyl, aryl or aralkyl group; R.sup.1 represents a hydrogen atom or an optionally substituted alkyl or aralkyl group; R.sup.2 represents an optionally substituted aryl group; p is 0 or 1; X represents a group --NR.sup.3 -- or --NR.sup.3 --NR.sup.3 -- where each R.sup.3 independently represents a hydrogen atom or an optionally substituted alkyl, aryl or aralkyl group or R.sup.1 and (X).sub.p --A--R.sup.2 together represent a group --(CR.sup.4 R.sup.5).sub.q --N(A--R.sup.2)-- where q is 2 or 3 and each of R.sup.4 and R.sup.5 is independently selected from a group consisting of hydrogen atoms and optionally substituted alkyl groups; and A represents a group --(CR.sup.6 R.sup.7).sub.m -- where m is 0, 1, 2, 3 or 4 and each of R.sup.6 and R.sup.7 is independently selected from a group consisting of hydrogen atoms and optionally substituted alkyl groups.

  本发明提供了一种杀菌组合物，包括载体和作为活性成分的某些四氢嘧啶衍生物，其通式为##STR1##或其酸加成盐或金属盐络合物，其中n为0、1、2或3；R代表可选取代的烷基、芳基或芳基烷基；R.sup.1代表氢原子或可选取代的烷基或芳基烷基；R.sup.2代表可选取代的芳基基团；p为0或1；X代表一个基团--NR.sup.3--或--NR.sup.3--NR.sup.3--，其中每个R.sup.3独立地代表氢原子或可选取代的烷基、芳基或芳基烷基，或R.sup.1和(X).sub.p--A--R.sup.2一起代表一个基团--(CR.sup.4R.sup.5).sub.q--N(A--R.sup.2)--，其中q为2或3，每个R.sup.4和R.sup.5独立地选自由氢原子和可选取代的烷基基团；A代表一个基团--(CR.sup.6R.sup.7).sub.m--，其中m为0、1、2、3或4，每个R.sup.6和R.sup.7独立地选自由氢原子和可选取代的烷基基团。
• US5332745A
  申请人：——

  公开号：US5332745A

  公开（公告）日：1994-07-26
• Guanidinium and amidinium fungicides: A new class of carbocation mimetic ergosterol biosynthesis inhibitors
  作者：Mary L. Arnold、Albert D. Duriatti、Michel Jung、Ruth B. Katz、John W. Liebeschuetz

  DOI：10.1002/ps.2780440406

  日期：1995.8

  AbstractA novel class of chemical has been designed with the aim of inhibiting the Δ14‐reductase and Δ8‐Δ7‐isomerase enzymes in the ergosterol biosynthesis pathway in fungi. Use was made of knowledge about the mechanisms of both enzymes and the mode of action of known, fungicidal inhibitors of these enzymes. Pioneer examples have been synthesised and have been demonstrated to be potent inhibitors of ergosterol biosynthesis in Ustilago maydis (DC) Corda, acting in the same manner as the commercial fungicide fenpropimorph. They also showed excellent fungicidal activity against Erysiphe graminis DC f. sp. hordei Marchal (powdery mildew of barley) and Puccinia recondita Rob. ex Desm. (wheat leaf rust) in in‐vivo glasshouse tests. Using these compounds as a starting point, systematic structural variation has been carried out. Testing of a wide range of analogues at high volume confirms the potential of this class of compound to control mildew and rust pathogens at levels comparable to those of the standards. Correlation of in‐vivo and enzymatic data is good and the structure‐activity relationship developed for this series of compounds closely parallels that found for the morpholine/piperidine class of fungicides, suggesting a common mode of action.