β-(3,5-diiodo-4-hydroxyphenyl)-α-methylpropionic acid | 138460-13-6

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 苯丙酸
• 英文名称: β-(3,5-diiodo-4-hydroxyphenyl)-α-methylpropionic acid
• 英文别名: 3-(4-hydroxy-3,5-diiodo-phenyl)-2-methyl-propionic acid；3-(4-Hydroxy-3,5-dijod-phenyl)-2-methyl-propionsaeure；3,5-Diiodo-4-hydroxy-alpha-methylhydrocinnamic acid；3-(4-hydroxy-3,5-diiodophenyl)-2-methylpropanoic acid
• CAS: 138460-13-6
• 化学式: C₁₀H₁₀I₂O₃
• 分子量: 431.997
• InChiKey: GMXACFDIVYPNBG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.3
• 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：

  β-(3,5-diiodo-4-hydroxyphenyl)-α-methylpropionic acid 在 对甲苯磺酸 作用下， 以 甲醇 为溶剂， 反应 24.0h， 生成 3-[3,5-Diiodo-4-(4-methoxy-phenoxy)-phenyl]-2-methyl-propionic acid ethyl ester
  参考文献：
  名称：

  .alpha.-Methylated analogs of triiodothyroalkanoic acids: synthesis and biological activity

  摘要：

  Three novel thyroid hormone analogues: alpha-methyl-3,5,3'-triiodothyroacetic acid, alpha-methyl-3,5,3'-triiodothyropropionic acid, and alpha-methyl-3,5,3',5'-tetraiodothyropropionic acid were synthesized. The hepatic thyroid receptor affinity of these analogues was compared to that other available thyroid analogues. The ability of these compounds to increase the activity of two hepatic enzymes and to lower blood cholesterol was compared to that of L-triiodothyronine. alpha-Methyl-3,5,3'-triiodothyroacetic acid was shown to have less nuclear binding affinity, less enzyme inducing ability, but more blood cholesterol lowering ability than triiodothyroacetic acid. alpha-Methyl-3,5,3',5'-tetraiodothyropropionic acid showed less nuclear binding affinity and less enzyme-inducing activity than alpha-methyl-3,5,3'-triiodothyropropionic acid.

  DOI：

  10.1021/jm00081a017
• 作为产物：
  描述：

  (E)-3-(4-hydroxyphenyl)-2-methylacrylic acid 在 sodium hydroxide 、 aluminum nickel 、 碘 、 potassium iodide 作用下， 生成 β-(3,5-diiodo-4-hydroxyphenyl)-α-methylpropionic acid
  参考文献：
  名称：

  X-Ray Diagnostics. II. Cholecystographic Agents¹

  摘要：

  DOI：

  10.1021/ja01162a077

文献信息

• Flumazenil abolishes midazolam-induced increase in the work of nasal breathing
  作者：Yasuko Kawauchi、Tsutomu Oshima、Yuhji Saitoh、Hidenori Toyooka

  DOI：10.1007/bf03019871

  日期：2000.12

  Purpose: To evaluate the effects of midazolam sedation followed by flumazenil antagonism on the work of nasal breathing in normal humans.Methods: We measured minute ventilation through the nasal route, respiratory frequency, nasal resistance (R-n) and the work of nasal breathing under three conditions: awake, during midazolam sedation, and after flumazenil antagonism in eight healthy human subjects. A custom-made, partitioned face mask enabled nasal and oral airflow to be measured separately. To calculate R-n and the work of nasal breathing, nasal mask and oropharyngeal pressure was also measured.Results: Total resistive work spent on the upstream segment of the nasal route per minute (W-n) (J.min(-1)) was greater during midazolam sedation (3.6 +/- 2.9) than while awake (1.6 +/- 0.9) and after flumazenil antagonism (1.7 +/- 0.6), respectively (mean +/- SD) (P < 0.05). Total resistive work spent on the upstream segment of nasal breathing (W-n/V-nE) (J.L-1) increased from 0.31 +/- 0.14 to 0.75 +/- 0.61 after midazolam administration (P < 0.05) and decreased to 0.31 +/- 0.10 after flumazenil. Following midazolam administration, a strong correlation was observed between changes in W-n/V-nE and changes in (R-n r = 0.852, P < 0.0001), whereas there was no correlation between changes in W-n and changes in (R-n = 0.159, P = 0.279).Conclusion: The work of breathing spent on the upstream segment of the nasal route increases during midazolam sedation and returns to baseline after flumazenil antagonism.
• [EN] β-ARRESTIN EFFECTORS AND COMPOSITIONS AND METHODS OF USE THEREOF<br/>[FR] EFFECTEURS DE LA BÊTA-ARRESTINE ET COMPOSITIONS ET METHODS D'UTILISATION DE CEUX-CI
  申请人：TREVENA INC

  公开号：WO2021216529A1

  公开（公告）日：2021-10-28

  This application describes a family of compounds acting as β-arrestin effectors that can be used, for example, for treating acute respiratory distress syndrome, for preventing and treating thrombosis, platelet adhesion, and platelet aggregation, and/or for reducing a D-Dimer response, in a subject with ARDS or a viral infection, such as a coronavirus infection.
• X-Ray Diagnostics. II. Cholecystographic Agents¹
  作者：Domenick Papa、Erwin Schwenk、Hilda Breiger、Virginia Peterson

  DOI：10.1021/ja01162a077

  日期：1950.6
• .alpha.-Methylated analogs of triiodothyroalkanoic acids: synthesis and biological activity
  作者：N. Zenker、A. E. Ekpe、L. S. Hubbard

  DOI：10.1021/jm00081a017

  日期：1992.2

  Three novel thyroid hormone analogues: alpha-methyl-3,5,3'-triiodothyroacetic acid, alpha-methyl-3,5,3'-triiodothyropropionic acid, and alpha-methyl-3,5,3',5'-tetraiodothyropropionic acid were synthesized. The hepatic thyroid receptor affinity of these analogues was compared to that other available thyroid analogues. The ability of these compounds to increase the activity of two hepatic enzymes and to lower blood cholesterol was compared to that of L-triiodothyronine. alpha-Methyl-3,5,3'-triiodothyroacetic acid was shown to have less nuclear binding affinity, less enzyme inducing ability, but more blood cholesterol lowering ability than triiodothyroacetic acid. alpha-Methyl-3,5,3',5'-tetraiodothyropropionic acid showed less nuclear binding affinity and less enzyme-inducing activity than alpha-methyl-3,5,3'-triiodothyropropionic acid.