5,6,7,8-tetrahydro-1-hydroxy-3-naphthoic acid | 91586-32-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 5,6,7,8-tetrahydro-1-hydroxy-3-naphthoic acid
• 英文别名: 4-hydroxy-5,6,7,8-tetrahydro-[2]naphthoic acid；4-Hydroxy-5,6,7,8-tetrahydro-[2]naphthoesaeure；4-Hydroxy-5,6,7,8-tetrahydronaphthalene-2-carboxylic acid
• CAS: 91586-32-2
• 化学式: C₁₁H₁₂O₃
• 分子量: 192.214
• InChiKey: JYXPHWQSADYEPO-UHFFFAOYSA-N

物化性质

• 沸点：
  395.5±42.0 °C(Predicted)
• 密度：
  1.305±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  57.5
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  5,6,7,8-tetrahydro-1-hydroxy-3-naphthoic acid 在 铜 作用下， 以 喹啉 为溶剂， 反应 4.0h， 以88%的产率得到四氢萘酚
  参考文献：
  名称：

  Inverse electron demand Diels-Alder reactions of 3-carbomethoxy-2-pyrones. Controlled introduction of oxygenated aromatics: benzene, phenol, catechol, resorcinol, and pyrogallol annulation. Regiospecific total synthesis of sendaverine and a preparation of 6,7-benzomorphans

  摘要：

  DOI：

  10.1021/jo00195a033
• 作为产物：
  描述：

  2-氧代-5,6,7,8-四氢-2H-色满-3-羧酸乙酯 在 sodium hydroxide 作用下， 以 1,4-二氧六环 、 甲苯 为溶剂， 反应 36.0h， 生成 5,6,7,8-tetrahydro-1-hydroxy-3-naphthoic acid
  参考文献：
  名称：

  AMP Deaminase Inhibitors. 5. Design, Synthesis, and SAR of a Highly Potent Inhibitor Series

  摘要：

  A highly potent AMP deaminase (AMPDA) inhibitor series was discovered by replacing the N3 substitutents of the two lead AMPDA inhibitor series with a conformationally restricted group. The most potent compound, 3-[2-(3-carboxy-4-bromo-5,6,7,8-tetrahydroaphthyl)ethyl]-3,6,7,8-tetrahydroimidazo[4,5-d][1,3]diazepin-8-ol (24b), represents a 10- to 250-fold enhancement in AMPDA inhibitory potency without loss in the enzyme specificity. The potency of the inhibitor 24b (AMPDA K-i = 0.002 muM) is 10(5)-fold lower than the K-m for the substrate AMP. It represents the most potent nonnucleotide AMPDA inhibitor known.

  DOI：

  10.1021/jm000355t

文献信息

• Sergiewskaja; Popowa, Zhurnal Obshchei Khimii, 1955, vol. 25, p. 2154,2158; engl. Ausg. S. 2117, 2120
  作者：Sergiewskaja、Popowa

  DOI：——

  日期：——
• Posterior cruciate ligament reconstruction with the quadriceps tendon in chronic injuries
  作者：Paolo Aglietti、Roberto Buzzi、Daniele Lazzara

  DOI：10.1007/s00167-002-0288-9

  日期：2002.9

  We reviewed 18 patients (knees) operated on because of chronic PCL insufficiency. Preoperatively all the patients were severely disabled and showed a posterior drawer of 10 mm or more. A quadriceps tendon autograft was implanted using an open technique, direct posterior approach, and fixation to the tibia. A free semitendinosus graft was used to reconstruct the lateral collateral ligament in six knees and the medial collateral ligament in two. The patients were reviewed with a mean follow-up of 3.5 years (range 2-5.5) using the IKDC form. Stability was evaluated by stress radiography using the Telos de-ice. The mean side-to-side difference in posterior tibial displacement at 70degrees of knee flexion at follow-up was 4.8 mm; the side-to-side difference was less than 5 mm in 77% of cases. A side-to-side difference less than 2 mm in lateral joint line opening was found in five of six knees with a lateral collateral ligament reconstruction. Posterior tibial translation was similar in the knees with and those without collateral ligament reconstruction. Only one patient complained of significant pain and giving-way at follow-up. Patellofemoral crepitation was present in nine knees at follow-up although it was symptomatic only in one. The results of this series suggest that posterior cruciate ligament reconstruction using an autologous quadriceps tendon is a valuable option to reconstruct these severe injuries.
• US4011326A
  申请人：——

  公开号：US4011326A

  公开（公告）日：1977-03-08
• Inverse electron demand Diels-Alder reactions of 3-carbomethoxy-2-pyrones. Controlled introduction of oxygenated aromatics: benzene, phenol, catechol, resorcinol, and pyrogallol annulation. Regiospecific total synthesis of sendaverine and a preparation of 6,7-benzomorphans
  作者：Dale L. Boger、Michael D. Mullican

  DOI：10.1021/jo00195a033

  日期：1984.10
• AMP Deaminase Inhibitors. 5. Design, Synthesis, and SAR of a Highly Potent Inhibitor Series
  作者：Srinivas Rao Kasibhatla、Brett C. Bookser、Wei Xiao、Mark D. Erion

  DOI：10.1021/jm000355t

  日期：2001.2.1

  A highly potent AMP deaminase (AMPDA) inhibitor series was discovered by replacing the N3 substitutents of the two lead AMPDA inhibitor series with a conformationally restricted group. The most potent compound, 3-[2-(3-carboxy-4-bromo-5,6,7,8-tetrahydroaphthyl)ethyl]-3,6,7,8-tetrahydroimidazo[4,5-d][1,3]diazepin-8-ol (24b), represents a 10- to 250-fold enhancement in AMPDA inhibitory potency without loss in the enzyme specificity. The potency of the inhibitor 24b (AMPDA K-i = 0.002 muM) is 10(5)-fold lower than the K-m for the substrate AMP. It represents the most potent nonnucleotide AMPDA inhibitor known.