4-Methyl-2-(3'-oxo-octyl)-1,2,4-triazolidine-3,5-dione | 68329-01-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑烷类
• 英文名称: 4-Methyl-2-(3'-oxo-octyl)-1,2,4-triazolidine-3,5-dione
• 英文别名: 4-methyl-1-(3-oxo-octyl)-1,2,4-triazolidine-3,5-dione；2-(3-oxo-octyl)-4-methylurazole；4-methyl-1-(3-oxo-octyl)-[1,2,4]triazolidine-3,5-dione；2-(3'-oxo-octyl)-4-methyl-1,2,4-triazolidine-3,5-dione；2-(3-Oxo-octyl)-4-methyl-1,2,4-triazolidin-3,5-dion；4-Methyl-1-(3-oxooctyl)-1,2,4-triazolidine-3,5-dione
• CAS: 68329-01-1
• 化学式: C₁₁H₁₉N₃O₃
• 分子量: 241.29
• InChiKey: ZFAIFXGDBTYQOH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  17
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.73
• 拓扑面积：
  69.7
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-Methyl-2-(3'-oxo-octyl)-1,2,4-triazolidine-3,5-dione 在 sodium tetrahydroborate 、 lithium carbonate 、 sodium carbonate 作用下， 以 甲醇 、 乙醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 64.0h， 生成 1-<(Z)-6-carboxyhex-2-enyl>-2-(3-hydroxyoctyl)-4-methyl-1,2,4-triazolidine-3,5-dione
  参考文献：
  名称：

  Adams, David R.; Barnes, Alan F.; Cassidy, Frederick, Journal of the Chemical Society. Perkin transactions I, 1984, p. 2061 - 2068

  摘要：

  DOI：
• 作为产物：
  描述：

  1-辛烯-3-醇 在 铬酸 、 苄基三甲基氢氧化铵 作用下， 以 1,4-二氧六环 、 丙酮 为溶剂， 反应 24.0h， 生成 4-Methyl-2-(3'-oxo-octyl)-1,2,4-triazolidine-3,5-dione
  参考文献：
  名称：

  Adams, David R.; Barnes, Alan F.; Cassidy, Frederick, Journal of the Chemical Society. Perkin transactions I, 1984, p. 2061 - 2068

  摘要：

  DOI：

文献信息

• Urazole analogs of prostaglandins
  申请人：Beecham Group Limited

  公开号：US04367338A1

  公开（公告）日：1983-01-04

  Compounds of formula (I) ##STR1## wherein: n is 1 to 5 Y is --CH.sub.2 --CH.sub.2 or --CH.dbd.CH--; R.sub.1 is hydrogen or CO.sub.2 R.sub.1 represents an ester group in which the R.sub.1 moiety contains from 1-12 carbon atoms; R.sub.2 is hydrogen, C.sub.1-4 alkyl, or phenyl; R.sub.3 is hydroxy or protected hydroxy; R.sub.4 is hydrogen, C.sub.1-9 alkyl, C.sub.3-8 cycloalkyl, C.sub.3-8 cycloalkyl-C.sub.1-6 alkyl, phenyl, phenyl --C.sub.1-6 alkyl, naphthyl, naphthyl C.sub.1-6 alkyl, any of which phenyl moieties or naphthyl moieties may be substituted by one or more halogen, trifluoromethyl, C.sub.1-6 alkyl, hydroxy, C.sub.1-6 alkoxy, phenyl C.sub.1-6 alkoxy or nitro groups; R.sub.5 is hydrogen, C.sub.1-6 alkyl, C.sub.5-8 cycloalkyl, phenyl, phenyl-C.sub.1-6 alkyl or phenyl C.sub.3-6 cycloalkyl, any of which phenyl moieties may be substituted by one or more halogen, trifluoromethyl, C.sub.1-6 alkyl, C.sub.1-6 alkoxy or nitro groups; or R.sub.2 and R.sub.4 taken with the carbon atom to which they are joined represent a C.sub.5-8 cycloalkyl group; and salts thereof are useful for their prostaglandin-like activity.

  式(I)的化合物##STR1##其中：n为1至5；Y为--CH.sub.2 --CH.sub.2或--CH.dbd.CH--; R.sub.1为氢或CO.sub.2；R.sub.1代表一个酯基，其中R.sub.1基团含有1-12个碳原子；R.sub.2为氢、C.sub.1-4烷基或苯基；R.sub.3为羟基或保护羟基；R.sub.4为氢、C.sub.1-9烷基、C.sub.3-8环烷基、C.sub.3-8环烷基-C.sub.1-6烷基、苯基、苯基--C.sub.1-6烷基、萘基、萘基C.sub.1-6烷基，其中苯基基团或萘基基团可以被一个或多个卤素、三氟甲基、C.sub.1-6烷基、羟基、C.sub.1-6烷氧基、苯基C.sub.1-6烷氧基或硝基取代；R.sub.5为氢、C.sub.1-6烷基、C.sub.5-8环烷基、苯基、苯基-C.sub.1-6烷基或苯基C.sub.3-6环烷基，其中苯基基团可以被一个或多个卤素、三氟甲基、C.sub.1-6烷基、C.sub.1-6烷氧基或硝基取代；或者R.sub.2和R.sub.4与它们连接的碳原子一起代表一个C.sub.5-8环烷基基团；以及其盐对于其前列腺素样活性是有用的。
• 1,2-Disubstituted oxo triazolidine
  申请人：Beecham Group Limited

  公开号：US04294972A1

  公开（公告）日：1981-10-13

  Compounds of the formula (I): ##STR1## wherein n is 3 to 5; Y is --CH.sub.2 --CH.sub.2, --CH.dbd.CH-- or C.tbd.C--; L is O or S; R.sub.1 is C.sub.1-4 alkyl; R.sub.2 is hydrogen, C.sub.1-4 alkyl or phenyl; R.sub.3 is hydroxy or protected hydroxy; R.sub.4 is hydrogen, C.sub.1-9 alkyl, C.sub.3-8 cycloalkyl, phenyl, naphthyl, any of which phenyl moieties or naphthyl moieties may be substituted by one or more halogen, trifluoromethyl, C.sub.1-6 alkyl, hydroxy, C.sub.1-6 alkoxy, phenyl C.sub.1-6 alkoxy or nitro groups; or R.sub.2 and R.sub.4 taken with the carbon atom to which they are joined represent a C.sub.5-8 cycloalkyl group; and R.sub.5 is C.sub.1-6 alkyl, having similar activity to natural prostaglandins, a process for their preparation, intermediates useful in that process and pharmaceutical compositions containing them.

  该公式（I）的化合物：其中n为3至5；Y为--CH.sub.2 --CH.sub.2，--CH.dbd.CH--或C.tbd.C--；L为O或S；R.sub.1为C.sub.1-4烷基；R.sub.2为氢，C.sub.1-4烷基或苯基；R.sub.3为羟基或保护羟基；R.sub.4为氢，C.sub.1-9烷基，C.sub.3-8环烷基，苯基，萘基，其中苯基或萘基可以被一个或多个卤素，三氟甲基，C.sub.1-6烷基，羟基，C.sub.1-6烷氧基，苯基C.sub.1-6烷氧基或硝基取代；或R.sub.2和R.sub.4与它们连接的碳原子一起表示C.sub.5-8环烷基基团；R.sub.5为C.sub.1-6烷基，具有类似于天然前列腺素的活性，用于它们的制备方法，该方法中有用的中间体以及含有它们的药物组合物。
• Using urazole analogs of prostaglandins for bronchodilation
  申请人：Beecham Group Limited

  公开号：US04460595A1

  公开（公告）日：1984-07-17

  Compounds of the formula (I) ##STR1## wherein; n is 1 to 5 Y is --CH.sub.2 --CH.sub.2 or --CH.dbd.CH--; R.sub.1 is hydrogen or CO.sub.2 R.sub.1 represents an ester group in which the R.sub.1 moiety contains from 1-12 carbon atoms; R.sub.2 is hydrogen, C.sub.1-4 alkyl, or phenyl; R.sub.3 is hydroxy or protected hydroxy; R.sub.4 is hydrogen, C.sub.1-9 alkyl, C.sub.3-8 cycloalkyl, C.sub.3-8 cycloalkyl-C.sub.1-6 alkyl, phenyl, phenyl -C.sub.1-6 alkyl, naphthyl, naphthyl C.sub.1-6 alkyl, any of which phenyl moieties or naphthyl moieties may be substituted by one or more halogen trifluoromethyl, C.sub.1-6 alkyl, hydroxy, C.sub.1-6 alkoxy, phenyl C.sub.1-6 alkoxy or nitro groups; R.sub.5 is hydrogen, C.sub.1-6 alkyl, C.sub.5-8 cycloalkyl, phenyl, phenyl-C.sub.1-6 alkyl or phenyl C.sub.3-6 cycloalkyl, any of which phenyl moieties may be substituted by one or more halogen, trifluoromethyl, C.sub.1-6 alkyl, C.sub.1-6 alkoxy or nitro groups; or R.sub.2 and R.sub.4 taken with the carbon atom to which they are joined represent a C.sub.5-8 cycloalkyl group; and salts thereof are useful for their prostaglandin-like activity.

  化合物的公式（I）## STR1 ##其中; n为1到5，Y为--CH.sub.2--CH.sub.2或--CH.dbd.CH--; R.sub.1为氢或CO.sub.2 R.sub.1代表一个酯基，在其中R.sub.1基团含有1-12个碳原子; R.sub.2为氢，C.sub.1-4烷基或苯基; R.sub.3为羟基或保护羟基; R.sub.4为氢，C.sub.1-9烷基，C.sub.3-8环烷基，C.sub.3-8环烷基-C.sub.1-6烷基，苯基，苯基-C.sub.1-6烷基，萘基，萘基C.sub.1-6烷基，其中任何苯基基团或萘基基团均可被一个或多个卤素三氟甲基，C.sub.1-6烷基，羟基，C.sub.1-6烷氧基，苯基C.sub.1-6烷氧基或硝基基团取代; R.sub.5为氢，C.sub.1-6烷基，C.sub.5-8环烷基，苯基，苯基-C.sub.1-6烷基或苯基C.sub.3-6环烷基，其中任何苯基基团均可被一个或多个卤素，三氟甲基，C.sub.1-6烷基，C.sub.1-6烷氧基或硝基基团取代; 或R.sub.2和R.sub.4与它们连接的碳原子一起代表一个C.sub.5-8环烷基; 以及它们的盐对于它们的前列腺素样活性是有用的。
• Prostaglandin analogue triazole derivatives, processes for their preparation and a pharmaceutical composition containing them
  申请人：BEECHAM GROUP PLC

  公开号：EP0007180A1

  公开（公告）日：1980-01-23

  Compounds of the formula (I): wherein n is 3 to 5; Y is -CH2-CH2, -CH =CH- or C≡C; L is O or S; R, is C1-4 alkyl; R: is hydrogen, C1-4alkyl or phenyl; R3 is hydroxy or protected hydroxy; R, is hydrogen, C1-9alkyl, C3-8cycloalkyl, phenyl, naphthyl, any of which phenyl moieties or naphthyl moieties may be substituted by one or more halogen, trifluoromethyl, C1-6alkyl, nyd- roxy, C1-6alkoxy, phenyl C1-6alkoxy or nitro groups; or R2 and R4 taken with the carbon atom to which they are joined represent a C5-ecycloalkyl group; and R. is C1-6alkyl, having similar activity to natural prostaglandins, two processes for their preparation, intermediates useful in said processes and pharmaceutical compositions containing the novel compounds of the formula (I) are disclosed.

  式 (I) 的化合物： 其中 n 为 3 至 5； Y 是-CH2-CH2、-CH =CH- 或 C≡C L 是 O 或 S R是C1-4烷基； R：是氢、C1-4 烷基或苯基； R3 是羟基或受保护的羟基； R：是氢、C1-9烷基、C3-8环烷基、苯基、萘基，其中任何苯基或萘基可被一个或多个卤素、三氟甲基、C1-6烷基、硝基、C1-6烷氧基、苯基 C1-6烷氧基或硝基取代；或 R2 和 R4 与它们连接的碳原子一起代表一个 C5-ecycloalkyl 基团；并且 R. 是 C1-6烷基，具有与天然前列腺素相似的活性，公开了制备它们的两种工艺、在所述工艺中有用的中间体以及含有式 (I) 新型化合物的药物组合物。
• Bermudez; Cassidy; Thompson, European Journal of Medicinal Chemistry, 1983, vol. 18, # 6, p. 545 - 550
  作者：Bermudez、Cassidy、Thompson

  DOI：——

  日期：——