19-(phenylmethoxy)-2,5,8,17-tetraoxaeicosan-20-ol | 113581-58-1

• 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: 19-(phenylmethoxy)-2,5,8,17-tetraoxaeicosan-20-ol
• 英文别名: 3-[8-[2-(2-methoxyethoxy)ethoxy]octoxy]-2-phenylmethoxypropan-1-ol
• CAS: 113581-58-1
• 化学式: C₂₃H₄₀O₆
• 分子量: 412.567
• InChiKey: DEJLFDVOJODSTB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  29
• 可旋转键数：
  21
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.74
• 拓扑面积：
  66.4
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  19-(phenylmethoxy)-2,5,8,17-tetraoxaeicosan-20-ol 在 sodium acetate 、 三乙胺 作用下， 以 四氢呋喃 、 四氯化碳 为溶剂， 反应 4.5h， 生成 Phosphoric acid 2-benzyloxy-3-{8-[2-(2-methoxy-ethoxy)-ethoxy]-octyloxy}-propyl ester 2-bromo-ethyl ester
  参考文献：
  名称：

  Analogs of platelet activating factor. 5. Multiple oxygen substitution of the alkoxy chain

  摘要：

  Racemic analogues of platelet activating factor (PAF) in which the alkoxy chain (R = -O(CH2)15CH3) has been replaced with a chain containing multiple ether linkages near the end (17, R = -O(CH2)8O(CH2)2O(CH2)2OCH3) or at the beginning (18, R = -O(CH2)2O(CH2)2O(CH2)9CH3) of the chain have been prepared. Both compounds exhibit reduced hypotensive and platelet aggregation responses compared to racemic C16-PAF (1a). This reduction in the biological activities is more apparent when the new oxygen atoms are located near the end of the chain. This substitution of additional oxygen atoms into the alkoxy chain does not result in any dramatic gains in selectivity of the biological responses.

  DOI：

  10.1021/jm00157a038
• 作为产物：
  描述：

  二乙二醇单甲醚 在 吡啶 、 sodium hydroxide 、 2-甲基-2-丁烯 、 Amberlyst-15 ion-exchange resin 、 硼烷 、 双氧水 、 sodium hydride 作用下， 以 四氢呋喃 、 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 7.75h， 生成 19-(phenylmethoxy)-2,5,8,17-tetraoxaeicosan-20-ol
  参考文献：
  名称：

  Analogs of platelet activating factor. 5. Multiple oxygen substitution of the alkoxy chain

  摘要：

  Racemic analogues of platelet activating factor (PAF) in which the alkoxy chain (R = -O(CH2)15CH3) has been replaced with a chain containing multiple ether linkages near the end (17, R = -O(CH2)8O(CH2)2O(CH2)2OCH3) or at the beginning (18, R = -O(CH2)2O(CH2)2O(CH2)9CH3) of the chain have been prepared. Both compounds exhibit reduced hypotensive and platelet aggregation responses compared to racemic C16-PAF (1a). This reduction in the biological activities is more apparent when the new oxygen atoms are located near the end of the chain. This substitution of additional oxygen atoms into the alkoxy chain does not result in any dramatic gains in selectivity of the biological responses.

  DOI：

  10.1021/jm00157a038

文献信息

• Antihypertensive phosphate derivatives
  申请人：American Cyanamid Company

  公开号：US04939127A1

  公开（公告）日：1990-07-03

  Antihypertensive phosphate derivatives having the following formula are described: ##STR1## wherein W is selected from the group consisting of methyl and phenyl optionally substituted with C.sub.1 -C.sub.3 alkyl, C.sub.1 -C.sub.3 alkoxy and phenyl; r, n, m and a are integers such that the expression r+(n+1)m+a is also an integer and has a value of 3 to 20; r is greater than or equal to 2; n is greater than or equal to 2; m is greater than or equal to zero and a is greater than or equal to zero; T is selected from the group consisting of hydrogen and ##STR2## wherein R.sub.1 is selected from the group consisting of hydrogen, C.sub.1 -C.sub.4 branched or straight chain alkyl, C.sub.1 -C.sub.4 branched or straight chain alkoxy and C.sub.1 -C.sub.4 branched or straight chain alkylamino; Q is a bivalent radical selected from --(CH.sub.2).sub.p -- and --(CHR).sub.p --, wherein p is an integer 2-12 and the moiety --(CHR.sub.p -- represents an alkylene chain which is substituted by one or more C.sub.1 -C.sub.10 alkyl groups or phenyl groups; Z is selected from the group consisting of .+-.N(R.sub.2).sub.3 ##STR3## wherein R.sub.2 may be the same or different and is selected fromthe group consisting of hydrogen and C.sub.1 -C.sub.4 branched or straight chain alkyl and q is an integer from 4-7; in either the racemic or optically active forms.

  本文描述了具有以下公式的降压磷酸衍生物： ##STR1## 其中W从甲基和苯基中选择，可选地用C.sub.1-C.sub.3烷基，C.sub.1-C.sub.3烷氧基和苯基取代；r，n，m和a是整数，使得表达式r+(n+1)m+a也是整数，并且值为3到20；r大于或等于2；n大于或等于2；m大于或等于零，a大于或等于零；T从氢和以下组中选择： ##STR2## 其中R.sub.1从氢，C.sub.1-C.sub.4分支或直链烷基，C.sub.1-C.sub.4分支或直链烷氧基和C.sub.1-C.sub.4分支或直链烷基氨基中选择；Q是选择自--(CH.sub.2).sub.p--和--(CHR).sub.p--的双价基团，其中p是2-12的整数，且--(CHR.sub.p--基团表示被一个或多个C.sub.1-C.sub.10烷基或苯基取代的烷基链；Z从以下组中选择： ##STR3## 其中R.sub.2可以相同或不同，选择自氢和C.sub.1-C.sub.4分支或直链烷基，q为4-7；可以是外消旋或光学活性形式。
• US4703130A
  申请人：——

  公开号：US4703130A

  公开（公告）日：1987-10-27
• US4939127A
  申请人：——

  公开号：US4939127A

  公开（公告）日：1990-07-03
• Analogs of platelet activating factor. 5. Multiple oxygen substitution of the alkoxy chain
  作者：A. Wissner、C. A. Kohler、B. M. Goldstein

  DOI：10.1021/jm00157a038

  日期：1986.7

  Racemic analogues of platelet activating factor (PAF) in which the alkoxy chain (R = -O(CH2)15CH3) has been replaced with a chain containing multiple ether linkages near the end (17, R = -O(CH2)8O(CH2)2O(CH2)2OCH3) or at the beginning (18, R = -O(CH2)2O(CH2)2O(CH2)9CH3) of the chain have been prepared. Both compounds exhibit reduced hypotensive and platelet aggregation responses compared to racemic C16-PAF (1a). This reduction in the biological activities is more apparent when the new oxygen atoms are located near the end of the chain. This substitution of additional oxygen atoms into the alkoxy chain does not result in any dramatic gains in selectivity of the biological responses.