3-benzoyl-4-hydroxy-6-methyl-2H-pyran-2-one | 17965-42-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3-benzoyl-4-hydroxy-6-methyl-2H-pyran-2-one
• 英文别名: 3-Benzoyl-4-hydroxy-6-methyl-pyran-2-on；3-benzoyl-4-hydroxy-6-methyl-pyran-2-one；3-Benzoyl-4-hydroxy-6-methyl-2-pyrone；3-Benzoyl-4-hydroxy-6-methyl-2H-pyran-2-one；3-benzoyl-4-hydroxy-6-methylpyran-2-one
• CAS: 17965-42-3
• 化学式: C₁₃H₁₀O₄
• 分子量: 230.22
• InChiKey: PBDFOPCHJGACKY-UHFFFAOYSA-N

物化性质

• 沸点：
  355.6±42.0 °C(Predicted)
• 密度：
  1.365±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  63.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3-benzoyl-4-hydroxy-6-methyl-2H-pyran-2-one 在 溶剂黄146 作用下， 以 乙醇 为溶剂， 反应 1.0h， 生成 3-phenyl-4-(acetacetyl)-1-phenyl-2-pyrazolin-5-one
  参考文献：
  名称：

  Synthesis of some pyrano[2,3-c]pyrazoles

  摘要：

  AbstractSynthetic methods have been developed to prepare pyrano[2,3‐c]pyrazoles with various substituents at ring positions 1, 3, and 6. The 1H‐ and 13C‐NMR properties of these products and their precursors are presented and discussed. J. Heterocyclic Chem., (2011).

  DOI：

  10.1002/jhet.562
• 作为产物：
  描述：

  2-丁炔酸 、 苯丙炔酸 在 (乙腈)[(2-联苯)二叔丁基膦]六氟锑酸金(I) 作用下， 以 甲苯 为溶剂， 反应 1.0h， 以27%的产率得到3-benzoyl-4-hydroxy-6-methyl-2H-pyran-2-one
  参考文献：
  名称：

  金催化炔基羧酸的同环和交叉环化：轻松获得取代的 4-羟基 2H-吡喃酮和假吡喃碱 A 的全合成

  摘要：

  已经证明了 Au( I ) 催化的炔基羧酸的均环化和交叉环化反应，提供了 3,6-二取代的 4-羟基 2 H-吡喃酮。该反应耐受各种取代的炔基羧酸，并观察到中等至良好产率的α-吡喃酮支架。随后，该酸的克级反应和天然产物假吡咯啉A的全合成已成功进行。

  DOI：

  10.1039/d0ob01700k

文献信息

• A Novel Class of Cyclic .beta.-Dicarbonyl Leaving Groups and Their Use in the Design of Benzisothiazolone Human Leukocyte Elastase Inhibitors
  作者：Dennis J. Hlasta、James H. Ackerman、John J. Court、Robert P. Farrell、Judith A. Johnson、James L. Kofron、David T. Robinson、Timothy G. Talomie、Richard P. Dunlap、Catherine A. Franke

  DOI：10.1021/jm00023a008

  日期：1995.11

  Human leukocyte elastase (HLE) has been proposed to be a primary mediator of pulmonary emphysema, and inhibitors of this enzyme should be effective in the treatment of emphysema and other pulmonary diseases. We have discovered a novel class of alicyclic and heterocyclic leaving groups which share one common structural feature, a cyclic beta-dicarbonyl. This design concept for leaving groups has not

  已经提出人白细胞弹性蛋白酶（HLE）是肺气肿的主要介体，并且该酶的抑制剂在肺气肿和其他肺部疾病的治疗中应该是有效的。我们发现了一类新的脂环族和杂环离去基团，它们具有一个共同的结构特征，即环状β-二羰基。离开小组的这种设计概念以前没有被报道过。已经建立了结构-活性关系，并且该概念扩展到几种类型的脂环族和杂环β-二羰基系统。这项工作导致鉴定出强效（K * i为0.066 nM）和组织稳定（体外：血液t1 / 2 = 160分钟，肝脏t1 / 2> 240分钟）苯并异噻唑酮HLE抑制剂WIN 65936（13b）。
• Certain 2-phenyl-4-oxo-nicotinates and their use for inducing male
  申请人：Rohm and Haas Company

  公开号：US04714492A1

  公开（公告）日：1987-12-22

  This invention relates to compounds of the formula: ##STR1## wherein R.sub.1 is an optionally substituted alkyl or alkenyl group; at least one of R.sub.2, R.sub.5 and R.sub.6 is ##STR2## wherein (1) when R.sub.2 is ##STR3## R.sub.5 is a hydrogen atom, an alkyl group or a halogen atom and R.sub.6 is a hydrogen atom or an alkyl group, (2) when R.sub.5 is ##STR4## R.sub.2 is an alkyl group and R.sub.6 is a hydrogen atom or an alkyl group, (3) when R.sub.6 is ##STR5## R.sub.2 is an optionally substituted (C.sub.1 -C.sub.6) alkyl or a (C.sub.3 -C.sub.6) alkenyl group and R.sub.5 is a hydrogen atom, a (C.sub.1 -C.sub.6) alkyl group or a halogen atom, and (4) when R.sub.2 and R.sub.6 are both independently ##STR6## R.sub.5 is a hydrogen atom or an alkyl group; Y is a hydrogen atom or an alkyl group; X is a hydrogen atom, a halogen atom, a trihalomethyl group and the like; and n is an integer from 1 to 3; or the agronomically acceptable alkali metal or acid addition salts thereof. These compounds are useful as chemical hybridization agents on moncotyledonous crops and are especially effective in wheat, corn, barley, rice, rye, triticale and forage crops.

  本发明涉及公式如下的化合物：##STR1## 其中，R.sub.1是可选择取代的烷基或烯基基团；R.sub.2、R.sub.5和R.sub.6中至少有一个是##STR2## 其中，（1）当R.sub.2是##STR3##时，R.sub.5是氢原子、烷基或卤素原子，R.sub.6是氢原子或烷基；（2）当R.sub.5是##STR4##时，R.sub.2是烷基，R.sub.6是氢原子或烷基；（3）当R.sub.6是##STR5##时，R.sub.2是可选择取代的（C.sub.1-C.sub.6）烷基或（C.sub.3-C.sub.6）烯基基团，R.sub.5是氢原子、（C.sub.1-C.sub.6）烷基或卤素原子；（4）当R.sub.2和R.sub.6都独立地为##STR6##时，R.sub.5是氢原子或烷基；Y是氢原子或烷基；X是氢原子、卤素原子、三卤甲基基团等；n是1到3的整数；或其农学上可接受的碱金属或酸加成盐。这些化合物对单子叶作物具有化学杂交剂的作用，特别是对小麦、玉米、大麦、稻米、黑麦、小黑麦和饲料作物具有很好的效果。
• Aryl-4-oxonicotinates useful for inducing male sterility in cereal grain
  申请人：——

  公开号：US04936904A1

  公开（公告）日：1990-06-26

  The present invention relates to N-alkyl-2-aryl-4-oxonicotinates, N-alkyl-5-aryl-4-oxonicotinates, N-alkyl-6-aryl-4-oxonicotinates and N-alkyl-2,6-diaryl-4-oxonicotinates and their use as plant hybridization agents especially useful in wheat, barley and corn. These compounds are particularly active as chemical gametocides and possess a high degree of male/female selectivity. Moreover, these compounds are relatively noninjurious to both corn and wheat crops. The fact that these chemicals possess a high degree of male sterility without affecting female fertility makes them very useful as chemical gametocides.

  本发明涉及N-烷基-2-芳基-4-羟基吡啶酮酸酯、N-烷基-5-芳基-4-羟基吡啶酮酸酯、N-烷基-6-芳基-4-羟基吡啶酮酸酯和N-烷基-2,6-二芳基-4-羟基吡啶酮酸酯及其作为植物杂交剂的用途，特别适用于小麦、大麦和玉米。这些化合物在化学杂交中具有特别的活性，并具有很高的雄性/雌性选择性。此外，这些化合物对玉米和小麦作物相对无害。这些化学物质具有很高的雄性不育性而不影响雌性育性，使它们非常有用作为化学杂交剂。
• Certain-2,6-diphenyl-1,4-dihydro-4-oxo-nicotinates which are useful for
  申请人：Monsanto Company

  公开号：US04964896A1

  公开（公告）日：1990-10-23

  This invention relates to compounds of the formula: ##STR1## wherein R.sub.1 is an optionally substituted alkyl or alkenyl group; at least one of R.sub.2, R.sub.5 and R.sub.6 is ##STR2## wherein (1) when R.sub.2 is ##STR3## R.sub.5 is a hydrogen atom, an alkyl group or a halogen atom and R.sub.6 is a hydrogen atom or an alkyl group, (2) when R.sub.5 is ##STR4## R.sub.2 is an alkyl group and R.sub.6 is a hydrogen atom or an alkyl group, (3) when R.sub.6 is ##STR5## R.sub.2 is an optionally substituted (C.sub.1 -C.sub.6) alkyl or a (C.sub.3 -C.sub.6) alkenyl group and R.sub.5 is a hydrogen atom, a (C.sub.1 -C.sub.6) alkyl group or a halogen atom, and (4) when R.sub.2 and R.sub.6 are both independently ##STR6## R.sub.5 is hydrogen atom or an alkyl group; Y is a hydrogen atom or an alkyl group; X is a hydrogen atom, a halogen atom, a trihalomethyl group and the like; and n is an integer from 1 to 3; or the agronomically acceptable alkali metal or acid addition salts thereof. These compounds are useful as chemical hybridization agents on monocotyledonous crops and are especially effective in wheat, corn, barley, rice, rye, triticale and forage crops.

  本发明涉及以下式的化合物：## STR1 ## 其中R.sub.1是可选取代的烷基或烯基基团；R.sub.2，R.sub.5和R.sub.6中至少有一个是##STR2## 其中（1）当R.sub.2为##STR3## R.sub.5是氢原子，烷基或卤素原子，R.sub.6是氢原子或烷基基团， （2）当R.sub.5为##STR4## R.sub.2是烷基，R.sub.6是氢原子或烷基基团， （3）当R.sub.6为##STR5## R.sub.2是可选取代的（C.sub.1-C.sub.6）烷基或（C.sub.3-C.sub.6）烯基基团，R.sub.5是氢原子，（C.sub.1-C.sub.6）烷基或卤素原子， （4）当R.sub.2和R.sub.6都独立为##STR6## R.sub.5是氢原子或烷基基团；Y是氢原子或烷基基团；X是氢原子，卤素原子，三卤甲基基团等；n是1到3的整数；或其对农业有益的碱金属或酸加合盐。这些化合物在单子叶作物的化学杂交剂中很有用，特别是在小麦、玉米、大麦、稻米、黑麦、小黑麦和饲料作物中特别有效。
• Synthesis of 4-(acylacetyl)-1-phenyl-2-pyrazolin-5-ones from 3-acyl-2H-pyran-2,4(3H)-diones. Their synthetic applications to functionalized 4-oxopyrano[2,3-c]pyrazole derivatives
  作者：Suzanne Gelin、Bernard Chantegrel、Abdel Ilah Nadi

  DOI：10.1021/jo00170a041

  日期：1983.11