1-(hexadecyloxy)-3-buten-2-one | 97012-58-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-(hexadecyloxy)-3-buten-2-one
• 英文别名: 1-Hexadecoxybut-3-en-2-one
• CAS: 97012-58-3
• 化学式: C₂₀H₃₈O₂
• 分子量: 310.521
• InChiKey: VTDNAWRLQJVRMT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.2
• 重原子数：
  22
• 可旋转键数：
  18
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.85
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-(hexadecyloxy)-3-buten-2-one 在 sodium tetrahydroborate 、 三乙胺 作用下， 以 乙醇 、 氯仿 为溶剂， 反应 37.5h， 生成 4-<<3-(dimethylamino)propyl>thio>-1-(hexadecyloxy)-2-butanol acetate
  参考文献：
  名称：

  Analogs of platelet activating factor. 3. Replacement of the phosphate moiety with a sulfonylbismethylene group

  摘要：

  An analogue of platelet activating factor (PAF) in which the phosphate moiety has been replaced with a sulfonylbismethylene group has been prepared. A key step in the synthetic sequence is the preparation of 4-[[3-(dimethylamino)propyl]thio]-1-(hexadecyloxy)-2-butanol via a one-pot reaction involving a sequential Michael addition and reduction. In comparison to racemic C16-PAF, 8 showed no platelet aggregating activity and substantially reduced hypotensive activity.

  DOI：

  10.1021/jm00147a045
• 作为产物：
  描述：

  1-十六烷醇 在 sodium 作用下， 以 四氢呋喃 、 乙二醇二甲醚 为溶剂， 反应 41.0h， 生成 1-(hexadecyloxy)-3-buten-2-one
  参考文献：
  名称：

  Analogs of platelet activating factor. 3. Replacement of the phosphate moiety with a sulfonylbismethylene group

  摘要：

  An analogue of platelet activating factor (PAF) in which the phosphate moiety has been replaced with a sulfonylbismethylene group has been prepared. A key step in the synthetic sequence is the preparation of 4-[[3-(dimethylamino)propyl]thio]-1-(hexadecyloxy)-2-butanol via a one-pot reaction involving a sequential Michael addition and reduction. In comparison to racemic C16-PAF, 8 showed no platelet aggregating activity and substantially reduced hypotensive activity.

  DOI：

  10.1021/jm00147a045

文献信息

• Antihypertensive phosphate derivatives
  申请人：American Cyanamid Co.

  公开号：US04762942A1

  公开（公告）日：1988-08-09

  Antihypertensive phosphate derivatives having the following formula are described: ##STR1## wherein X is selected from one or more of: (a) C.sub.1 -C.sub.24 branched or straight chain alkyl; (b) C.sub.1 -C.sub.24 branched or straight chain alkoxy; (c) ##STR2## wherein n and m are integers from 0 to 25 and the sum of n and m is less than or equal to 25; phenyl; substituted phenyl wherein the substituents are selected from the group consisting of C.sub.1 -C.sub.20 branched or straight chain alkyl, C.sub.1 -C.sub.20 branched or straight chain alkoxy, halogen, trifluoromethyl, phenyl, and substituted phenyl, phenoxy; and substituted phenoxy, wherein the substituents are selected from the group consisting of C.sub.1 -C.sub.20 branched or straight chain alkyl, halogen, trifluoromethyl, phenyl and substituted phenyl; Q is selected from the group consisting of: ##STR3## 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 and wherein R.sub.3 is C.sub.1 -C.sub.4 alkyl, with the proviso that when Q is ##STR4## then R.sub.1 is C.sub.1 -C.sub.4 branched or straight chain alkyl; T is a bivalent radical selected from the group consisting of --(CHR).sub.p -- and ##STR5## wherein p is an integer from 1 to 15, the moiety --(CHR).sub.p -- represents an alkylene chain substituted at any position with one or more C.sub.1 -C.sub.10 alkyl groups or phenyl groups, and the moiety ##STR6## is bound with the oxygen atom attached directly to the aromatic ring; and Z is ##STR7## wherein R.sub.2 is hydrogen or C.sub.1 -C.sub.4 branched or straight chain alkyl and q is an interger from 4 to 7; in either the racemic or optically active forms.

  描述具有以下公式的抗高血压磷酸盐衍生物：##STR1##其中X从以下一个或多个中选择：(a) C.sub.1 -C.sub.24支链或直链烷基；(b) C.sub.1 -C.sub.24支链或直链烷氧基；(c) ##STR2##其中n和m是从0到25的整数，n和m的和小于或等于25；苯基；取代苯基，其中取代基选择自C.sub.1 -C.sub.20支链或直链烷基、C.sub.1 -C.sub.20支链或直链烷氧基、卤素、三氟甲基、苯基和取代苯基、苯氧基；和取代苯氧基，其中取代基选择自C.sub.1 -C.sub.20支链或直链烷基、卤素、三氟甲基、苯基和取代苯基；Q从以下一组中选择：##STR3##其中R.sub.1选择自氢、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，其中R.sub.3是C.sub.1 -C.sub.4烷基，但要注意当Q为##STR4##时，R.sub.1为C.sub.1 -C.sub.4支链或直链烷基；T是从--(CHR).sub.p --和##STR5##中选择的二价基团，其中p是从1到15的整数，基团--(CHR).sub.p --代表一个在任何位置上用一个或多个C.sub.1 -C.sub.10烷基或苯基取代的烷基链，基团##STR6##与直接连接到芳香环的氧原子结合；Z是##STR7##其中R.sub.2是氢或C.sub.1 -C.sub.4支链或直链烷基，q是从4到7的整数；可以是消旋的或光学活性形式。
• WISSNER, ALLAN;SUM, PHAIK E.;SCHAUB, ROBERT E.
  作者：WISSNER, ALLAN、SUM, PHAIK E.、SCHAUB, ROBERT E.

  DOI：——

  日期：——
• US4762942A
  申请人：——

  公开号：US4762942A

  公开（公告）日：1988-08-09
• US4883816A
  申请人：——

  公开号：US4883816A

  公开（公告）日：1989-11-28
• US4894367A
  申请人：——

  公开号：US4894367A

  公开（公告）日：1990-01-16