1-(1,5-二环己基-3-戊基)-3-羟基-1,5-二氮杂戊烷 | 65566-86-1

• 分子结构分类: 有机化合物 - 有机氮化合物
• 中文名称: 1-(1,5-二环己基-3-戊基)-3-羟基-1,5-二氮杂戊烷
• 英文名称: 1-amino-3-[(1,5-dicyclohexyl)-3-pentylamino]-2-propanol
• 英文别名: 1-(1,5-dicyclohexyl-3-pentyl)-3-hydroxy-1,5-diazapentane；1-Amino-3-(1,5-dicyclohexylpentan-3-ylamino)propan-2-ol
• CAS: 65566-86-1
• 化学式: C₂₀H₄₀N₂O
• 分子量: 324.55
• InChiKey: NBFBRPMXLQXMQE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  23
• 可旋转键数：
  10
• 环数：
  2.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  58.3
• 氢给体数：
  3
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-(1,5-二环己基-3-戊基)-3-羟基-1,5-二氮杂戊烷 、 丙烯腈 生成 1-(3-Aminopropylamino)-3-(1,5-dicyclohexylpentan-3-ylamino)propan-2-ol
  参考文献：
  名称：

  Antibacterial N-[.omega.,.omega.'-bis(alicyclic and aryl)-sec-alkyl]poly(methylenetriamine and -tetramine) hydrochloride salts

  摘要：

  A series of antibacterial N-(omega, omega'-(cycloalkyl, bicyclo[2.2.1]heptyl, and alkyl-substituted phenyl)-sec-alkyl]poly(methylene)triamine and -tetramine hydrochloride salts were synthesized in an effort to develop efficient, nonsystemic inhibitors, particularly for Pseudomonas aeruginosa. In the 1,5,9-triazanonane group, 3 of 16 compounds were effective at 8--10 micrograms/mL against pseudomonads. Efficiency appeared more dependent upon lipophilicity of the nitrogen substituent than other characteristics represented by the three types of rings. A parabolic relationship was observed for the entire set between the hydrophobic parameter, pi, of the lipoidal moiety and minimal inhibitory concentration. One of 16 tetramines, 1-[1,5-bis(3,3-dimethyl-2-norbornyl)-3-pentyl]-1,5,9,13-tetraazatridecane tetrahydrochloride (26f), ranked similarly. An additional two compounds in each series were superior to several commercial cationic detergents in the control of the Gram-negative bacteria. None was inhibitory at up to 200 micrograms/mL for Proteus vulgaris.

  DOI：

  10.1021/jm00197a024
• 作为产物：
  描述：

  在 platinum(IV) oxide 氢气 作用下， 以 乙醇 为溶剂， 反应 3.0h， 生成 1-(1,5-二环己基-3-戊基)-3-羟基-1,5-二氮杂戊烷
  参考文献：
  名称：

  抗菌N-ω，ω'-双（脂环族和芳基）-仲烷基] -1，3-二氨基-2-丙醇二盐酸盐。

  摘要：

  潜在地合成了一系列14种抗菌N-ω，ω'-双（环烷基，双环[2.2.1]庚基和取代的苯基）-仲烷基] -1,3-二氨基-2-丙醇二盐酸盐外用杀菌剂和消毒剂。对铜绿假单胞菌特别有效的四种衍生物包括三个不同的环型取代基和一个8-n-十五烷基部分。计算出的更有效化合物的N取代基的Hansch疏水参数（pi）在7.0--9.0范围内，并且在测定条件下与作为抛物线的所有产品的最小抑制活性相关。对革兰氏阳性和其他革兰氏阴性细菌的效力与苯扎氯铵和洗必泰相当。

  DOI：

  10.1002/jps.2600710329

文献信息

• US4060639A
  申请人：——

  公开号：US4060639A

  公开（公告）日：1977-11-29
• US4160029A
  申请人：——

  公开号：US4160029A

  公开（公告）日：1979-07-03
• Antibacterial iV-[ω,ώ-Bis(alicyclic and aryl)-sec-alkyl]-l,3-diamino-2-propanol Dihydrochloride Salts
  作者：Nathaniel Grier、Richard A. Dybas、Robert A. Strelitz、Bruce E. Witzel、Eugene L. Dulaney

  DOI：10.1002/jps.2600710329

  日期：1982.3

  A series of 14 antibacterial N-[omega,omega'-bis(cycloalkyl, bicyclo[2.2.1]heptyl, and substituted phenyl)-sec-alkyl]-1,3-diamino-2-propanol dihydrochloride salts were synthesized as potential topical antiseptics and disinfectants. Four derivatives which were particularly effective against Pseudomonas aeruginosa encompassed the three diverse ring-type substituents and an 8-n-pentadecyl moiety. The

  潜在地合成了一系列14种抗菌N-ω，ω'-双（环烷基，双环[2.2.1]庚基和取代的苯基）-仲烷基] -1,3-二氨基-2-丙醇二盐酸盐外用杀菌剂和消毒剂。对铜绿假单胞菌特别有效的四种衍生物包括三个不同的环型取代基和一个8-n-十五烷基部分。计算出的更有效化合物的N取代基的Hansch疏水参数（pi）在7.0--9.0范围内，并且在测定条件下与作为抛物线的所有产品的最小抑制活性相关。对革兰氏阳性和其他革兰氏阴性细菌的效力与苯扎氯铵和洗必泰相当。
• Antibacterial N-[.omega.,.omega.'-bis(alicyclic and aryl)-sec-alkyl]poly(methylenetriamine and -tetramine) hydrochloride salts
  作者：N. Grier、R. A. Dybas、R. A. Strelitz、B. E. Witzel、E. L. Dulaney

  DOI：10.1021/jm00197a024

  日期：1979.11

  A series of antibacterial N-(omega, omega'-(cycloalkyl, bicyclo[2.2.1]heptyl, and alkyl-substituted phenyl)-sec-alkyl]poly(methylene)triamine and -tetramine hydrochloride salts were synthesized in an effort to develop efficient, nonsystemic inhibitors, particularly for Pseudomonas aeruginosa. In the 1,5,9-triazanonane group, 3 of 16 compounds were effective at 8--10 micrograms/mL against pseudomonads. Efficiency appeared more dependent upon lipophilicity of the nitrogen substituent than other characteristics represented by the three types of rings. A parabolic relationship was observed for the entire set between the hydrophobic parameter, pi, of the lipoidal moiety and minimal inhibitory concentration. One of 16 tetramines, 1-[1,5-bis(3,3-dimethyl-2-norbornyl)-3-pentyl]-1,5,9,13-tetraazatridecane tetrahydrochloride (26f), ranked similarly. An additional two compounds in each series were superior to several commercial cationic detergents in the control of the Gram-negative bacteria. None was inhibitory at up to 200 micrograms/mL for Proteus vulgaris.