7-(3-methyl-1,4-dioxo-1,4-dihydronaphthalen-2-yl)-7-phenylheptanoic acid | 103186-54-5

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 新黄酮类化合物
• 英文名称: 7-(3-methyl-1,4-dioxo-1,4-dihydronaphthalen-2-yl)-7-phenylheptanoic acid
• 英文别名: 7-(3-Methyl-1,4-naphthoquinon-2-yl)-7-phenyl-heptanoic acid；7-(3-Methyl-1,4-dioxonaphthalen-2-yl)-7-phenylheptanoic acid
• CAS: 103186-54-5
• 化学式: C₂₄H₂₄O₄
• 分子量: 376.452
• InChiKey: PLTMHZQVZGCFGL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  28
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  71.4
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  草酰氯 、 7-(3-methyl-1,4-dioxo-1,4-dihydronaphthalen-2-yl)-7-phenylheptanoic acid 在 盐酸羟胺 作用下， 以 四氢呋喃 、 碳酸氢钠 、 甲苯 为溶剂， 生成 7-(3-Methyl-1,4-naphthoquinon-2-yl)-7-phenylheptanohydroxamic acid
  参考文献：
  名称：

  Aromatic hydroxamic acid compounds, their production and use

  摘要：

  本发明涉及一种具有以下结构的化合物：##STR1## 其中Ar代表一个可选择取代的芳香基团；Q代表一个二价的脂肪烃基团；R.sub.1代表氢、氰基、一个可选择取代的碳氢基团、一个具有以下结构的基团：##STR2## 其中R.sup.3和R.sub.4独立地代表氢、酰基或一个可选择取代的碳氢基团，或者R.sup.3和R.sup.4共同形成一个环，或者酰基；R.sup.2代表酰基；.........代表一个单键或双键；m代表1或2或其盐，以及制备该化合物的方法和一种抗神经退行性组合物。

  公开号：

  US05804601A1
• 作为产物：
  描述：

  6-(氯甲酸基)己炔羧酸乙酯 在 sodium hydroxide 、 sodium tetrahydroborate 、 三氯化铝 、 三氟化硼乙醚 、 三氯化铁 作用下， 以 四氢呋喃 、 甲醇 、 甲苯 为溶剂， 反应 7.5h， 生成 7-(3-methyl-1,4-dioxo-1,4-dihydronaphthalen-2-yl)-7-phenylheptanoic acid
  参考文献：
  名称：

  Quinones. 4. Novel eicosanoid antagonists: synthesis and pharmacological evaluation

  摘要：

  A new series of omega-phenyl-omega-quinonylalkanoic acids and related compounds was synthesized. The compounds were tested for their inhibitory effects on U-44069-induced contraction of the rabbit aorta. (+/- )-7-(3,5,6-Trimethyl-1,4-benzoquinon-2-yl)-7-phenylheptanoic acid (4d) (AA-2414) with pA2 value of 8.28 was one of the most potent compounds. Compound 4d inhibited U-46619-induced contraction of the guinea pig lung (pA2 = 8.29) and U-44069-induced aggregation of the guinea pig platelet (IC50 = 3.5 x 10(-7) M). Compound 4d displaced the binding of [3H]U-46619 to guinea pig platelets (IC50 = 7.4 x 10(-9) M). Compound 4d also showed very potent inhibitory effects with an MED of 0.3 mg/kg (po) on U-46619-, LTD4-, PAF-, or IgG1-induced bronchoconstriction in guinea pigs. The enantiomers of 4d were prepared. The R-(+) isomer 8a was active in both in vitro and in vivo tests, but the S-(-) isomer 8b was much less active. We concluded that the antiasthmatic effects of 4d were based mainly on the TXA2 receptor antagonistic action. In addition, compound 4d showed potent inhibitory effects on PGD2-, PGF2 alpha-, and 11-epi-PGF2 alpha-induced contraction of the guinea pig tracheal strips. The diverse inhibitory effects might be expressed in terms of eicosanoid-antagonistic activity.

  DOI：

  10.1021/jm00129a030

文献信息

• Olefination of Aromatic Carbonyls via Site‐Specific Activation of Cycloalkanone Ketals**
  作者：Tuong Anh To、Thanh Vinh Nguyen

  DOI：10.1002/anie.202317003

  日期：2024.1.2

  A simple substrate design allows site-specific activation of cyclic ketones for olefination reaction of aromatic carbonyl compounds.

  简单的底物设计允许环酮的位点特异性活化，用于芳香族羰基化合物的烯化反应。
• US5804601A
  申请人：——

  公开号：US5804601A

  公开（公告）日：1998-09-08
• Quinones. 4. Novel eicosanoid antagonists: synthesis and pharmacological evaluation
  作者：Mitsuru Shiraishi、Kaneyoshi Kato、Shinji Terao、Yasuko Ashida、Zenichi Terashita、Go Kito

  DOI：10.1021/jm00129a030

  日期：1989.9

  A new series of omega-phenyl-omega-quinonylalkanoic acids and related compounds was synthesized. The compounds were tested for their inhibitory effects on U-44069-induced contraction of the rabbit aorta. (+/- )-7-(3,5,6-Trimethyl-1,4-benzoquinon-2-yl)-7-phenylheptanoic acid (4d) (AA-2414) with pA2 value of 8.28 was one of the most potent compounds. Compound 4d inhibited U-46619-induced contraction of the guinea pig lung (pA2 = 8.29) and U-44069-induced aggregation of the guinea pig platelet (IC50 = 3.5 x 10(-7) M). Compound 4d displaced the binding of [3H]U-46619 to guinea pig platelets (IC50 = 7.4 x 10(-9) M). Compound 4d also showed very potent inhibitory effects with an MED of 0.3 mg/kg (po) on U-46619-, LTD4-, PAF-, or IgG1-induced bronchoconstriction in guinea pigs. The enantiomers of 4d were prepared. The R-(+) isomer 8a was active in both in vitro and in vivo tests, but the S-(-) isomer 8b was much less active. We concluded that the antiasthmatic effects of 4d were based mainly on the TXA2 receptor antagonistic action. In addition, compound 4d showed potent inhibitory effects on PGD2-, PGF2 alpha-, and 11-epi-PGF2 alpha-induced contraction of the guinea pig tracheal strips. The diverse inhibitory effects might be expressed in terms of eicosanoid-antagonistic activity.
• Aromatic hydroxamic acid compounds, their production and use
  申请人：Takeda Chemical Industries, Ltd.

  公开号：US05804601A1

  公开（公告）日：1998-09-08

  The present invention relates to a compound of the formula: ##STR1## wherein Ar represents an optionally substituted aromatic group; Q represents a divalent aliphatic hydrocarbon group; R.sub.1 represents hydrogen, cyano, an optionally substituted hydrocarbon group, a group of the formula: ##STR2## wherein R.sup.3 and R.sub.4 independently represent hydrogen, acyl or an optionally substituted hydrocarbon group, or R.sup.3 and R.sup.4 jointly form a ring, or acyl; R.sup.2 represents acyl; ......... represents a single bond or a double bond; m represents 1 or 2 or a salt, a process of producing thereof and an anti-neurodegenerative composition.

  本发明涉及一种具有以下结构的化合物：##STR1## 其中Ar代表一个可选择取代的芳香基团；Q代表一个二价的脂肪烃基团；R.sub.1代表氢、氰基、一个可选择取代的碳氢基团、一个具有以下结构的基团：##STR2## 其中R.sup.3和R.sub.4独立地代表氢、酰基或一个可选择取代的碳氢基团，或者R.sup.3和R.sup.4共同形成一个环，或者酰基；R.sup.2代表酰基；.........代表一个单键或双键；m代表1或2或其盐，以及制备该化合物的方法和一种抗神经退行性组合物。