prohexadione | 156217-00-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: prohexadione
• CAS: 156217-00-4
• 化学式: C₁₀H₁₂O₅
• 分子量: 212.202
• InChiKey: XLARNQQPQFWACL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.84
• 重原子数：
  15.0
• 可旋转键数：
  3.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  91.67
• 氢给体数：
  2.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  prohexadione 在 草酰氯 、 三乙胺 、 N,N-二甲基甲酰胺 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 192.0h， 生成 5-Oxo-4-propionyl-3-propylsulfanyl-cyclohex-3-enecarboxylic acid
  参考文献：
  名称：

  新型酰基环己二酮衍生物抑制赤霉素 3β-羟化酶

  摘要：

  摘要 2-酰基-5-羧基环己烷-1,3-二酮是植物生长延缓剂，据信通过与天然共底物 2-酮戊二酸竞争参与植物生长后期的双加氧酶的活性位点而发挥作用。赤霉素 (GA) 植物激素的生物合成。合成了许多 2-酰基-5-羧基环己二酮和相关化合物，并与作为来自葫芦科植物胚乳的 GA 3β-羟化酶抑制剂的吡啶二羧酸和羟基苯甲酸进行了比较。这种酶最有效的抑制剂具有 1,3-二氧-2-酰基环己烷-5-羧酸结构。2-酰基的性质对体外酶抑制效力的影响相对较小。相关的氯代化合物被证明是这种 GA 羟化酶的潜在亲和标记。

  DOI：

  10.1016/s0031-9422(97)00575-x
• 作为产物：
  描述：

  2-propionyl-5-carboxyethyl-cyclohexane-1,3-dione 在 sodium hydroxide 作用下， 反应 21.0h， 生成 prohexadione
  参考文献：
  名称：

  新型酰基环己二酮衍生物抑制赤霉素 3β-羟化酶

  摘要：

  摘要 2-酰基-5-羧基环己烷-1,3-二酮是植物生长延缓剂，据信通过与天然共底物 2-酮戊二酸竞争参与植物生长后期的双加氧酶的活性位点而发挥作用。赤霉素 (GA) 植物激素的生物合成。合成了许多 2-酰基-5-羧基环己二酮和相关化合物，并与作为来自葫芦科植物胚乳的 GA 3β-羟化酶抑制剂的吡啶二羧酸和羟基苯甲酸进行了比较。这种酶最有效的抑制剂具有 1,3-二氧-2-酰基环己烷-5-羧酸结构。2-酰基的性质对体外酶抑制效力的影响相对较小。相关的氯代化合物被证明是这种 GA 羟化酶的潜在亲和标记。

  DOI：

  10.1016/s0031-9422(97)00575-x

文献信息

• [EN] AN IMPROVED PROCESS FOR PREPARATION OF PROHEXADIONE AND ITS CALCIUM SALT<br/>[FR] PROCÉDÉ AMÉLIORÉ DE PRÉPARATION DE PROHÉXADIONE ET DE SON SEL DE CALCIUM
  申请人：HIKAL LTD

  公开号：WO2022097115A1

  公开（公告）日：2022-05-12

  The present invention relates to an improved and efficient process for the preparation of Prohexadione and its calcium salt of formula (I). The present invention further relates to a one step process for preparation of ethyl 3,5-dioxo-4-propionyl-cyclohexanecarboxylate a key intermediate of 3,5-dioxo-4-propionyl-cyclohexanecarboxylic acid by avoiding an O-alkylation.

  本发明涉及一种改进和高效的制备Prohexadione及其钙盐的方法(I)。本发明还涉及一种一步法制备乙酸乙酯3,5-二氧杂-4-丙酰基环己烷羧酸的关键中间体的方法，避免了O-烷基化。
• FUNGIZIDE UND BIOREGULATORISCHE MISCHUNGEN
  申请人：BASF SE

  公开号：EP1937070B1

  公开（公告）日：2009-02-25
• Method of Promoting Enlargement Growth of Agricultural and Horticultural Crops
  申请人：Itai Akihiro

  公开号：US20080280765A1

  公开（公告）日：2008-11-13

  For developing a system of promoting the enlargement growth of agricultural and horticultural crops selected from fruits, fruit vegetables and flowers, an agent of enlarging the enlargement growth of agricultural and horticultural crops is prepared, the agent comprising gibberellin and a cyclohexane derivative of the following general formula (I) [in the formula, R represents hydrogen, C 1 -C 6 alkyl group, C 1 -C 6 haloalkyl group, or phenyl group (which may optionally be substituted); R1 represents hydrogen, C 1 -C 6 alkyl group, C 3 -C 6 cycloalkyl group, or benzyl group (which may optionally be substituted)], or a salt thereof (for example, a calcium salt) as the active ingredients.
• Fungicides and Bioregulatory Mixtures
  申请人：Semar Martin

  公开号：US20090144861A1

  公开（公告）日：2009-06-04

  Fungicidal and bioregulatory mixtures, comprising ( 1 ) epoxiconazole of the formula I or salts or adducts thereof and ( 2 ) prohexadione-calcium of the formula II in a synergistically effective amount, methods for controlling pathogenic harmful fungi and for regulating the growth of plants using mixtures of a compound I and at least one active compound II and the use of a compound I with active compounds II for preparing such mixtures, and also compositions comprising such mixtures.
• METHODS FOR IMPROVING FRUIT PRODUCTION AND FRUIT QUALITY
  申请人：Zhang Caixi

  公开号：US20110281730A1

  公开（公告）日：2011-11-17

  Disclosed herein are methods for improving fruit production or fruit quality in fruit trees, such as decreasing cold damage, increasing fruit size, increasing fruit quality, and/or increasing fruit set. In some embodiments, the disclosed methods include methods of decreasing cold damage to a fruit tree including applying an effective amount of a composition including DL-β-aminobutyric acid to the fruit tree, thereby decreasing cold damage, for example as compared to a control. In other embodiments, the disclosed methods include methods of increasing fruit size or fruit quality of fruit from a fruit tree, including applying an effective amount of a composition including prohexadione-calcium to the fruit tree after anthesis, thereby increasing fruit size or fruit quality, for example as compared to a control. In further embodiments, the disclosed methods include methods of increasing fruit size of fruit from a fruit tree or increasing fruit set of a fruit tree including applying an effective amount of a composition including 4-chlorophenoxyacetic acid to the fruit tree, thereby increasing fruit size or fruit set, for example as compared to a control.