3-methyl-heptanedinitrile | 207980-94-7

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 3-methyl-heptanedinitrile
• 英文别名: 3-Methyl-heptandinitril；3-Methylheptanedinitrile；3-methylheptanedinitrile
• CAS: 207980-94-7
• 化学式: C₈H₁₂N₂
• 分子量: 136.197
• InChiKey: XWKHZCJVMBUPDS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  10
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  47.6
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3-methyl-heptanedinitrile 在 硼烷四氢呋喃络合物 作用下， 以 四氢呋喃 、 水 为溶剂， 生成 N-(7-Guanidino-5-methyl-heptyl)-guanidine; compound with sulfuric acid
  参考文献：
  名称：

  Branched-chain and unsaturated 1,7-Diaminoheptane derivatives as deoxyhypusine synthase inhibitors

  摘要：

  Deoxyhypusine synthase catalyzes the first step in the posttranslational biosynthesis of the unusual amino acid hypusine [N-epsilon-(4-amino-2-hydroxybutyl)lysine] in eukaryotic translation initiation factor 5A (eIF-SA). eIF-SA and its single hypusine residue are essential for cell proliferation. Two series of 1,7-diaminoheptane derivatives were prepared and tested as inhibitors of human deoxyhypusine synthase. These include branched-chain saturated derivatives and both branched- and straight-chain unsaturated derivatives providing size and positional variation in branching and different torsional constraints. Of the branched-chain compounds, 7-amino-1-guanidinooctane (39) proved to be the most potent inhibitor in vitro (IC50, 34 nM), while 1,7-diamino-trans-hept-3-ene (20a) displayed the greatest inhibition (IC50, 0.7 mu M) among the unsaturated compounds. Compound 39 also provided effective inhibition of hypusine production in Chinese hamster ovary cells in culture. Considerations of the in vitro inhibition data reported here, along with earlier findings, allowed some speculation concerning the conformation of the substrate spermidine during its productive interaction at the active site of deoxyhypusine synthase. Published by Elsevier Science Ltd.

  DOI：

  10.1016/s0968-0896(97)10030-x
• 作为产物：
  描述：

  1,5-二溴-2-甲基戊烷 、 氰化钠 在 乙醇 作用下， 生成 3-methyl-heptanedinitrile
  参考文献：
  名称：

  Hanschke, Chemische Berichte, 1955, vol. 88, p. 1053,1059

  摘要：

  DOI：

文献信息

• CYANOARYL-ANILINE COMPOUNDS FOR TREATMENT OF DERMAL DISORDERS
  申请人：NFlection Therapeutics, Inc.

  公开号：US20220009887A1

  公开（公告）日：2022-01-13

  Provided herein are compounds, pharmaceutical compositions comprising the compounds, methods of preparing the compounds, and methods of using the compounds and compositions in treating diseases or disorders in a subject where the subject is in need of an inhibitor of MEK where the compound is according to formula where R 1 , R 2 , R 2a , R 3 , R 3a , and X are as described herein.
• Hanschke, Chemische Berichte, 1955, vol. 88, p. 1053,1059
  作者：Hanschke

  DOI：——

  日期：——
• Branched-chain and unsaturated 1,7-Diaminoheptane derivatives as deoxyhypusine synthase inhibitors
  作者：Young Bok Lee、J.E. Folk

  DOI：10.1016/s0968-0896(97)10030-x

  日期：1998.3

  Deoxyhypusine synthase catalyzes the first step in the posttranslational biosynthesis of the unusual amino acid hypusine [N-epsilon-(4-amino-2-hydroxybutyl)lysine] in eukaryotic translation initiation factor 5A (eIF-SA). eIF-SA and its single hypusine residue are essential for cell proliferation. Two series of 1,7-diaminoheptane derivatives were prepared and tested as inhibitors of human deoxyhypusine synthase. These include branched-chain saturated derivatives and both branched- and straight-chain unsaturated derivatives providing size and positional variation in branching and different torsional constraints. Of the branched-chain compounds, 7-amino-1-guanidinooctane (39) proved to be the most potent inhibitor in vitro (IC50, 34 nM), while 1,7-diamino-trans-hept-3-ene (20a) displayed the greatest inhibition (IC50, 0.7 mu M) among the unsaturated compounds. Compound 39 also provided effective inhibition of hypusine production in Chinese hamster ovary cells in culture. Considerations of the in vitro inhibition data reported here, along with earlier findings, allowed some speculation concerning the conformation of the substrate spermidine during its productive interaction at the active site of deoxyhypusine synthase. Published by Elsevier Science Ltd.