1,7-diaminooct-3-yne | 207980-95-8

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 1,7-diaminooct-3-yne
• 英文别名: Oct-4-yne-1,7-diamine
• CAS: 207980-95-8
• 化学式: C₈H₁₆N₂
• mdl: MFCD19212719
• 分子量: 140.228
• InChiKey: ALRWVDMPEJCSHL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.1
• 重原子数：
  10
• 可旋转键数：
  3
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  52
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1,7-diaminooct-3-yne 在 lithium aluminium tetrahydride 作用下， 以 二乙二醇二甲醚 为溶剂， 反应 18.0h， 生成 (E)-oct-4-ene-1,7-diamine
  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：

  2-(4-戊炔氧基)四氢-2H-吡喃 在 六甲基磷酰三胺 、 正丁基锂 、 sodium azide 、 stones 、 4-甲基苯磺酸吡啶 、 三乙胺 、 三苯基膦 作用下， 以 四氢呋喃 、 乙醇 、 二氯甲烷 、 水 、 二甲基亚砜 为溶剂， 反应 7.25h， 生成 1,7-diaminooct-3-yne
  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

文献信息

• AMPHIPHILIC POLYMER AND PROCESSES OF FORMING THE SAME
  申请人：Janczewski Dominik

  公开号：US20100298504A1

  公开（公告）日：2010-11-25

  Disclosed are an amphiphilic polymer, its synthesis and uses thereof. The polymer has a hydrocarbon backbone with —COOH side groups. It further has first aliphatic moieties with a main chain of about 3 to about 20 carbon atoms and 0 to about 3 heteroatoms, and second aliphatic moieties that have a main chain of about 3 to about 80 carbon atoms and about 2 to about 40 heteroatoms. The second aliphatic moieties have a copolymerisable group. In the synthesis a maleic anhydride polymer of formula (I) where n is an integer from about 10 to about 10000 and R1 is H or methyl, is reacted with a monofunctional compound with an alkyl chain of about 3 to about 20 carbon atoms and 0 to about 2 heteroatoms, and with an at least bifunctional compound with an alkyl chain of about 3 to about 80 carbon atoms and 0 to about 40 heteroatoms. The functional group of the monofunctional compound and one functional group of the at least bifunctional compound can form a linkage with an anhydride. Another functional group of the at least bifunctional compound, which is not allowed to react with the maleic anhydride polymer, is copolymerisable.
• [EN] AMPHIPHILIC POLYMER AND PROCESSES OF FORMING THE SAME<br/>[FR] POLYMÈRE AMPHIPHILE ET SES PROCÉDÉS DE FABRICATION
  申请人：AGENCY SCIENCE TECH & RES

  公开号：WO2009038544A1

  公开（公告）日：2009-03-26

  Disclosed are an amphiphilic polymer, its synthesis and uses thereof. The polymer has a hydrocarbon backbone with -COOH side groups. It further has first aliphatic moieties with a main chain of about 3 to about 20 carbon atoms and 0 to about 3 heteroatoms, and second aliphatic moieties that have a main chain of about 3 to about 80 carbon atoms and about 2 to about 40 heteroatoms. The second aliphatic moieties have a copolymerisable group. In the synthesis a maleic anhydride polymer of formula (I) where n is an integer from about 10 to about 10000 and R1 is H or methyl, is reacted with a monofunctional compound with an alkyl chain of about 3 to about 20 carbon atoms and 0 to about 2 heteroatoms, and with an at least bifunctional compound with an alkyl chain of about 3 to about 80 carbon atoms and 0 to about 40 heteroatoms. The functional group of the monofunctional compound and one functional group of the at least bifunctional compound can form a linkage with an anhydride. Another functional group of the at least bifunctional compound, which is not allowed to react with the maleic anhydride polymer, is copolymerisable.
• 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.