7-羟基-7-(4-甲氧基-苯基)-庚酸 | 103187-20-8

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羟基酸及其衍生物
• 中文名称: 7-羟基-7-(4-甲氧基-苯基)-庚酸
• 英文名称: 7-Hydroxy-7-(4-methoxyphenyl)heptanoic acid
• CAS: 103187-20-8
• 化学式: C₁₄H₂₀O₄
• 分子量: 252.31
• InChiKey: BRGHAGDUJIHDJT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  18
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  66.8
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  7-羟基-7-(4-甲氧基-苯基)-庚酸 在 三氟化硼乙醚 、 三氯化铁 作用下， 以 四氢呋喃 、 甲苯 为溶剂， 反应 2.0h， 生成 7-(4-Methoxyphenyl)-7-(3,5,6-trimethyl-1,4-benzoquinon-2-yl)-heptanoic 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
• 作为产物：
  描述：

  庚二酸氢乙酯 、 苯甲醚 生成 7-羟基-7-(4-甲氧基-苯基)-庚酸
  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

• [EN] COMPOSITION AND METHOD FOR COMBATTING PLANT FUNGI, AND PLANT FUNGUS INHIBITING COMPOUNDS<br/>[FR] COMPOSITION ET PROCEDE SERVANT A LUTTER CONTRE DES CHAMPIGNONS DE PLANTES ET COMPOSES INHIBANT CES CHAMPIGNONS
  申请人：GREEN CARE LAB LTD

  公开号：WO2000024251A1

  公开（公告）日：2000-05-04

  A composition for combatting plant fungi, which comprises at least one compound having plant fungus inhibiting activity, said at least one compound being selected from carboxylic acids of the formulae: RX(CHY)nCO2H (I) and RX(CHY)mCONH-Z-CO2H (II) the corresponding lactones and functional derivatives of the carboxylic acid group, where R is an unsubstituted or substituted aromatic nucleus, X is CHOH or CO, n is an integer selected from 1, 2, 3, 4 and 5, m is 1 or 2, each Y is independently H, C1-4 alkyl, C1-4 alkoxy, OH, NH2, halogen, substituted OH or substituted NH2, and Z is the residue of an α-amino carboxylic acid NH2-Z-CO2H, together with at least one compatible diluent, carrier, surface active agent or other adjuvant. The invention includes a method for combatting plant fungi, by applying to the locus thereof at least one compound selected from carboxylic acids of the formulae (I) and (II) and their functional derivatives and lactones, as defined above and some of which are claimed per se.