3-(hexadecyloxy)-2-(phenylmethoxy)-1-butanol | 115520-41-7

• 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: 3-(hexadecyloxy)-2-(phenylmethoxy)-1-butanol
• 英文别名: 2-benzyloxy-3-hexadecyloxy-1-butanol；3-hexadecoxy-2-phenylmethoxybutan-1-ol
• CAS: 115520-41-7
• 化学式: C₂₇H₄₈O₃
• 分子量: 420.676
• InChiKey: WIDYMTLWTVRKLT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9
• 重原子数：
  30
• 可旋转键数：
  21
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.78
• 拓扑面积：
  38.7
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-(hexadecyloxy)-2-(phenylmethoxy)-1-butanol 在 palladium on activated charcoal 氢气 、 sodium acetate 、 三乙胺 作用下， 以 甲醇 、 氯仿 、 溶剂黄146 为溶剂， 反应 21.0h， 生成 7-(acetyloxy)4-hydroxy-N,N,N,8-tetramethyl-3,5,9-trioxa-4-phosphapentacosan-1-aminium 4-oxide, hydroxide
  参考文献：
  名称：

  Analogs of platelet activating factor (PAF). 2. Some modifications of the glycerine backbone

  摘要：

  Racemic analogues of platelet activating factor (PAF) that contain a methylene group between the C2 and C3 carbon atoms (39) or between the C1 and C2 carbon atoms (40) have been synthesized. These compounds show reduced platelet aggregation and hypotensive activity as measured against racemic C16 PAF. Compounds in which the C1 carbon atom of PAF is substituted with one or two methyl groups (41 and 42, respectively) or the C3 carbon is substituted with a single methyl group (43) have been synthesized. Platelet aggregation and hypotensive responses produced by these compounds are significantly less than those obtained with racemic C16 PAF. None of the above compounds exhibit a separation of the platelet aggregation and hypotensive activities.

  DOI：

  10.1021/jm00147a010
• 作为产物：
  描述：

  对甲苯磺酸十六烷基酯 在 吡啶 、 sodium hydroxide 、 sodium hydride 、 对甲苯磺酸 、 间氯过氧苯甲酸 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 53.0h， 生成 3-(hexadecyloxy)-2-(phenylmethoxy)-1-butanol
  参考文献：
  名称：

  Analogs of platelet activating factor (PAF). 2. Some modifications of the glycerine backbone

  摘要：

  Racemic analogues of platelet activating factor (PAF) that contain a methylene group between the C2 and C3 carbon atoms (39) or between the C1 and C2 carbon atoms (40) have been synthesized. These compounds show reduced platelet aggregation and hypotensive activity as measured against racemic C16 PAF. Compounds in which the C1 carbon atom of PAF is substituted with one or two methyl groups (41 and 42, respectively) or the C3 carbon is substituted with a single methyl group (43) have been synthesized. Platelet aggregation and hypotensive responses produced by these compounds are significantly less than those obtained with racemic C16 PAF. None of the above compounds exhibit a separation of the platelet aggregation and hypotensive activities.

  DOI：

  10.1021/jm00147a010

文献信息

• Heterocyclic glycerol derivatives and their use as anti-hypertensive
  申请人：Nippon Chemiphar Co., Ltd.

  公开号：US04962096A1

  公开（公告）日：1990-10-09

  A novel glycerol derivative which is effective to reduce blood pressure has the formula: ##STR1## wherein R.sup.1 is an alkyl group having 10-22 carbon atoms, R.sup.2 is lower acyl, benzoyl, aryl, mono-, di- or triarylalkyl, alkyl, cycloalkyl, or cycloalkylalkyl; Q is substituted or unsubstituted alkylene containing 1-4 carbon atoms, l is 0 or 1; Y is a nitrogen-containing heterocyclic group or a nitrogen-containing bridged heterocyclic group (--(Q).sub.l -- is attached to a carbon atom contained in a hetero-ring of the heterocyclic group) in which Y is the bridged heterocyclic group where l is 0; and each of R.sup.5, R.sup.6 and R.sup.7 is hydrogen, lower alkyl, aryl or aralkyl.

  一种新型的甘油衍生物，有效降低血压，其化学式为：##STR1## 其中R.sup.1是具有10-22个碳原子的烷基基团，R.sup.2是较低的酰基、苯甲酰基、芳基、单、二或三芳基烷基、烷基、环烷基或环烷基烷基；Q是取代或未取代的含有1-4个碳原子的烷基，l为0或1；Y是含氮杂环基团或含氮桥接的杂环基团（--(Q).sub.l --连接到杂环基团的杂环环中的碳原子）其中Y是杂环基团，l为0；R.sup.5、R.sup.6和R.sup.7中的每一个是氢、较低的烷基、芳基或芳基烷基。
• Antihypertensive phosphate derivatives
  申请人：American Cyanamid Company

  公开号：US04827011A1

  公开（公告）日：1989-05-02

  Antihypertensive phosphate derivatives having the following formula are described: ##STR1## wherein X is a C.sub.1 -C.sub.24 branched or straight chain alkyl group; R is selected from the group consisting of hydrogen and C.sub.1 -C.sub.4 alkyl, with the proviso that at least one R group is not hydrogen; 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 the group consisting of --(CH.sub.2).sub.p -- and --(CHR.sup.1).sub.p --, wherein p is an integer from 2 to 12 and the moiety --(CHR.sup.1).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 ##STR3## wherein R.sub.2 may be chain alkyl and q is an integer from 4 to 7; in either the racemic or in the optically active form.

  描述了具有以下式的抗高血压磷酸酯：##STR1## 其中X是C.sub.1-C.sub.24支链或直链烷基；R选自氢和C.sub.1-C.sub.4烷基组，但至少有一个R基不是氢；T选自氢和##STR2## 其中R.sub.1选自氢、C.sub.1-C.sub.4支链或直链烷基、C.sub.1-C.sub.4支链或直链烷氧基和C.sub.1-C.sub.4支链或直链烷基氨基；Q是选自--(CH.sub.2).sub.p--和--(CHR.sup.1).sub.p--的二价基团，其中p是2到12的整数，--(CHR.sup.1).sub.p--基团代表一个被一个或多个C.sub.1-C.sub.10烷基或苯基取代的烷基链；Z选自##STR3## 其中R.sub.2可以是链烷基，q是4到7的整数；可以是消旋的或光学活性的形式。
• Novel glycerol derivative and anti-hypertensive agent
  申请人：NIPPON CHEMIPHAR CO., LTD.

  公开号：EP0257762A2

  公开（公告）日：1988-03-02

  A glycerol derivative which is effective to reduce blood pressure and has the formula: wherein R¹ is an alkyl group having 10-22 carbon atoms, R² is a lower acyl group or benzoyl, each of R³ and R⁴ independetly is hydrogen or a straight or branched chain alkyl group having 1-6 carbon atoms;each of R⁵, R⁶ and R⁷ independently is hydrogen, a straight or branched chain alkyl group having 1-6 carbon atoms, an aryl group or an aralkyl group; and each of m and n independently is 0 or a positive integer under the condition of m+n = 2 - 8.

  一种可有效降低血压的甘油衍生物，其式如下： 其中 R¹ 是具有 10-22 个碳原子的烷基，R² 是低级酰基或苯甲酰基，R³ 和 R⁴ 各自独立地为氢或具有 1-6 个碳原子的直链或支链烷基；R⁵、R⁶ 和 R⁷ 各自独立地为氢、具有 1-6 个碳原子的直链或支链烷基、芳基或芳烷基；m 和 n 各自独立地为 0 或 m+n = 2 - 8 条件下的正整数。
• WISSNER, ALLAN;SCHAUB, ROBERT E.
  作者：WISSNER, ALLAN、SCHAUB, ROBERT E.

  DOI：——

  日期：——
• US4827011A
  申请人：——

  公开号：US4827011A

  公开（公告）日：1989-05-02