α-methyl-3,5,3',5'-tetraiodothyropropionic acid | 35456-57-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: α-methyl-3,5,3',5'-tetraiodothyropropionic acid
• 英文别名: α-Methyl-3.5.3'.5'-tetrajod-thyropropionsaeure；3-[4-(4-Hydroxy-3,5-diiodophenoxy)-3,5-diiodophenyl]-2-methylpropanoic acid
• CAS: 35456-57-6
• 化学式: C₁₆H₁₂I₄O₄
• 分子量: 775.887
• InChiKey: LESAGRXVMYHVQE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6
• 重原子数：
  24
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  66.8
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  β-(3,5-diiodo-4-hydroxyphenyl)-α-methylpropionic acid 在 ammonium hydroxide 、 氢碘酸 、 碘 、 对甲苯磺酸 、 溶剂黄146 作用下， 以 甲醇 为溶剂， 反应 28.0h， 生成 α-methyl-3,5,3',5'-tetraiodothyropropionic acid
  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

文献信息

• Nanoparticle and polymer formulations for thyroid hormone analogs, antagonists and formulations and uses thereof
  申请人：Mousa Shaker A.

  公开号：US20090022806A1

  公开（公告）日：2009-01-22

  Disclosed are methods of treating subjects having conditions related to angiogenesis including administering an effective amount of a polymeric Nanoparticle form of thyroid hormone agonist, partial agonist or an antagonist thereof, to promote or inhibit angiogenesis in the subject. Compositions of the polymeric forms of thyroid hormone, or thyroid hormone analogs, are also disclosed.

  本发明涉及治疗与血管生成有关的疾病的方法，包括向受试者施用有效量的聚合物纳米粒子形式的甲状腺激素激动剂、部分激动剂或其拮抗剂，以促进或抑制受试者的血管生成。本发明还涉及聚合物形式的甲状腺激素或甲状腺激素类似物的组合物。
• Uses for thyroid hormone compounds
  申请人：KARO BIO AB

  公开号：EP1398024A2

  公开（公告）日：2004-03-17

  A skin treatment composition for topical application comprises: at least one thyroid hormone compound or thyroid hormone-like compound, wherein said thyroid hormone compound or thyroid hormone-like compound is a chemical entity which binds to TRα or TRβ with a dissociation constant, Kd, lower than 1µM, whereinKd = [R] • [L] / [RL], wherein [R] is the concentration of receptor, [L] is the concentration of ligand and [RL] is the concentration of the receptor-ligand complex; at least one ingredient selected from vitamin D, glucocorticoids, retinoids and retinoic acid receptor binding compounds, or analogues thereof; and a pharmacologically acceptable base.

  一种用于局部应用的皮肤治疗组合物包括至少一种甲状腺激素化合物或甲状腺激素样化合物，其中所述甲状腺激素化合物或甲状腺激素样化合物是与 TRα 或 TRβ 结合的化学实体，其解离常数 Kd 低于 1µM，其中 Kd = [R] - [L] / [RL]，其中 [R] 是受体的浓度，[L] 是配体的浓度，[RL] 是受体-配体复合物的浓度；至少一种选自维生素 D、糖皮质激素、维甲酸和维甲酸受体结合化合物或其类似物的成 分；以及药理学上可接受的碱。
• Treatment for dermal skin atrophy using thyroid hormone compounds or thyroid hormone-like compounds
  申请人：——

  公开号：US20020123521A1

  公开（公告）日：2002-09-05

  The present invention is directed to a method for treating dermal atrophy of the skin. The method of the invention includes applying a composition to the skin of a mammal suffering from dermal atrophy of the skin, and comprising at least one thyroid hormone compound or thyroid hormone-like compound together with a pharmacologically acceptable base suitable for topical application, wherein the thyroid hormone compound or the thyroid hormone-like compound binds to TR-&agr; or TR-&bgr; with an equilibrium dissociation constant, K d , of at least 10 −5 M. The invention is also directed to an article of manufacture comprising packaging material and a pharmaceutical agent contained within the packaging material, wherein the pharmaceutical agent is therapeutically effective for treating dermal atrophy of the skin.

  本发明涉及一种治疗皮肤真皮萎缩的方法。本发明的方法包括在患有皮肤真皮萎缩的哺乳动物的皮肤上施用一种组合物，该组合物包含至少一种甲状腺激素化合物或甲状腺激素样化合物以及适合局部施用的药理学上可接受的基质，其中甲状腺激素化合物或甲状腺激素样化合物与TR-&agr;或TR-&bgr;结合，其平衡解离常数K d 至少为 10 -5 M.本发明还涉及一种制造品，包括包装材料和包含在包装材料中的药剂，其中药剂对治疗皮肤真皮萎缩具有治疗效果。
• Dermatological formulations
  申请人：——

  公开号：US20040234592A1

  公开（公告）日：2004-11-25

  A composition comprising at least one thyroid hormone compound or thyroid hormone-like compound, a hydrophilic phase-forming component, an amino alcohol and at least two emulsifying or emollient excipients selected from the group consisting of mineral oil, C 12 -C 24 alcohols, C 12 -C 24 carboxylic acids, C 1 -C 8 branched or linear alkyl esters of C 12 -C 24 carboxylic acids, glyceryl esters of C 12 -C 24 carboxylic acids, macrogel ethers, polyethylene glycol esters of C 12 -C 24 carboxylic acids, sorbitan esters of C 12 -C 24 carboxylic acids (Span compounds) and polyoxyethylenated sorbitan esters of C 12 -C 24 carboxylic acids (Tween compounds). A preferred thyroid hormone or thyroid hormone-like compound is triiodothyroacetic acid (TriAc; 4-(4-hydroxy-3-iodophenoxy-3,5-diiodophenyl)acetic acid) and a preferred amino alcohol is triethanolamine.

  一种组合物，包含至少一种甲状腺激素化合物或甲状腺激素样化合物、一种亲水成相成分、一种氨基醇和至少两种乳化或润肤赋形剂，这两种赋形剂选自矿物油、C 12 -C 24 醇、C 12 -C 24 羧酸，C 1 -C 8 的支链或直链烷基酯 12 -C 24 羧酸的甘油酯、C 12 -C 24 羧酸、大凝胶醚、C 12 -C 24 的聚乙二醇酯 12 -C 24 羧酸、C-12-C-24 的山梨糖醇酯 12 -C 24 羧酸的山梨醇酯（斯潘化合物）和聚氧乙烯山梨醇酯（C 12 -C 24 羧酸的聚氧乙烯山梨醇酯（吐温化合物）。优选的甲状腺激素或甲状腺激素样化合物是三碘甲状腺乙酸（TriAc；4-（4-羟基-3-碘苯氧基-3,5-二碘苯基）乙酸），优选的氨基醇是三乙醇胺。
• NOVEL USES FOR THYROID HORMONES OR THYROID HORMONE-LIKE COMPOUNDS
  申请人：Lavin, Dr., Thomas N.

  公开号：EP0831769B2

  公开（公告）日：2008-07-23