4-(2-氨基乙基)-2-甲基苯酚 | 142057-17-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 4-(2-氨基乙基)-2-甲基苯酚
• 英文名称: 4-(2-aminoethyl)-2-methylphenol
• 英文别名: 3-Methyltyramine；Phenol, 4-(2-aminoethyl)-2-methyl-
• CAS: 142057-17-8
• 化学式: C₉H₁₃NO
• mdl: MFCD08449503
• 分子量: 151.208
• InChiKey: XUUUAVMDYPPDOI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  11
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.333
• 拓扑面积：
  46.2
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4-(2-氨基乙基)-2-甲基苯酚 在 4 A molecular sieve 吡啶 、 盐酸 、 copper diacetate 、 碳酸氢钠 、 三乙胺 作用下， 以 四氢呋喃 、 二氯甲烷 、 乙酸乙酯 为溶剂， 反应 12.0h， 生成 3-Methyl-thyronamine
  参考文献：
  名称：

  Trace Amine-Associated Receptor Agonists:  Synthesis and Evaluation of Thyronamines and Related Analogues

  摘要：

  We have previously shown that several thyronamines, decarboxylated and deiodinated metabolites of the thyroid hormone, potently activate an orphan G protein-coupled receptor in vitro (TAAR1) and induced hypothermia in vivo on a rapid time scale [Scanlan, T. S.; Suchland, K. L.; Hart, M. E.; Chiellini, G.; Huang, Y.; Kruzich, P. J.; Frascarelli, S.; Crossley, D. A.; Bunzow, J. R.; Ronca-Testoni, S.; Lin, E. T.; Hatton, D.; Zucchi, R.; Grandy, D. K. 3-Iodothyronamine is an endogenous and rapid-acting derivative of thyroid hormone. Nat. Med. 2004, 10 (6), 638-642]. Herein, we report the synthesis of these thyronamines. Additionally, a large number of thyroamine derivatives were synthesized in an effort to understand the molecular basis of TAAR1 activation and hypothermia induction. Several derivatives were found to potently activate both rTAAR1 and mTAAR1 in vitro (compounds 77, 85, 91, and 92). When administered to mice at a 50 mg/kg dose, these derivatives all induced significant hypothermia within 60 min and exhibited a hypothermic induction profile analogous to 3-iodothyronamine (1, T(1)AM) except 91, which proved to be more efficacious. On the basis of this result, a dose-dependent profile for 91 was generated and an ED50 Of 30 mu mol/kg was calculated. Compound 91 proved to be more potent than T(1)AM for TAAR1 activation and exhibits increased potency and efficacy for hypothermia induction. These data further strengthen the pharmacological correlation linking TAAR1 activation by thyronamines and hypothermia induction in mice.

  DOI：

  10.1021/jm0505718
• 作为产物：
  描述：

  3-甲基-4-羟基苯甲醛 在 乙酸铵 、 lithium aluminium tetrahydride 作用下， 以 四氢呋喃 为溶剂， 反应 16.0h， 生成 4-(2-氨基乙基)-2-甲基苯酚
  参考文献：
  名称：

  [EN] (S)-ALPHA-FLUOROMETHYLTYROSINE AS DECARBOXYLASE INHIBITORS FOR USE IN THE TREATMENT OF HYPOTENSION
  [FR] (S)-ALPHA-FLUOROMÉTHYLTYROSINE EN TANT QU'INHIBITEURS DE DÉCARBOXYLASE POUR UNE UTILISATION DANS LE TRAITEMENT DE L'HYPOTENSION

  摘要：

  提供了使用抑制病原体、细菌代谢产物生产的方法和包含这些抑制剂的药物输送系统。

  公开号：

  WO2021247963A1

文献信息

• [EN] 2-(6-AMINO-PYRIDIN-3-YL)-2-HYDROXYETHYLAMINE DERIVATIVES AS BETA 2-ADRENOCEPTORS AGONISTS<br/>[FR] DERIVES DE 2-(6-AMINO-PYRIDINE-3-YL)-2-HYDROXYETHYLAMINE UTILISES COMME AGONISTES DES RECEPTEURS BETA 2-ADRENERGIQUES
  申请人：PFIZER LTD

  公开号：WO2004108676A1

  公开（公告）日：2004-12-16

  The invention relates to compounds of formula (1) and to processes for the preparation of, intermediates used in the preparation of, compositions containing and the uses of, such derivatives. The compounds according to the present invention are useful in numerous diseases, disorders and conditions, in particular inflammatory, allergic and respiratory diseases, disorders and conditions.

  该发明涉及公式（1）的化合物，以及用于制备、用于制备的中间体、含有和用途的过程。根据本发明的化合物在许多疾病、紊乱和状况中特别有用，特别是在炎症性、过敏性和呼吸系统疾病、紊乱和状况中。
• [EN] DECARBOXYLASE INHIBITORS FOR TREATING PARKINSON'S DISEASE<br/>[FR] INHIBITEURS DE DÉCARBOXYLASE POUR LE TRAITEMENT DE LA MALADIE DE PARKINSON
  申请人：KINTAI THERAPEUTICS INC

  公开号：WO2020118163A1

  公开（公告）日：2020-06-11

  Provided are inhibitors of pathogenic, bacterial metabolite production and conjugates of the inhibitors. Also provided are pharmaceutical compositions containing the inhibitors or conjugates and methods of using the same.

  提供了抑制病原体、细菌代谢产物生产的抑制剂以及抑制剂的共轭物。还提供了含有抑制剂或共轭物的药物组合物以及使用它们的方法。
• [EN] FORMAMIDE DERIVATIVES USEFUL AS ADRENOCEPTOR<br/>[FR] DERIVES DE FORMAMIDE UTILES COMME RECEPTEURS ADRENERGIQUES
  申请人：PFIZER LTD

  公开号：WO2005092840A1

  公开（公告）日：2005-10-06

  The invention relates to compounds of formula (1) and to processes for the preparation of, intermediates used in the preparation of, compositions containing and the uses of, such derivatives. The compounds according to the present invention are useful in numerous diseases, disorders and conditions, in particular inflammatory, allergic and respiratory diseases, disorders and conditions.

  该发明涉及公式（1）的化合物，以及用于制备、用于制备的中间体、含有和用途的过程。根据本发明的化合物在许多疾病、紊乱和情况中都有用，特别是在炎症、过敏和呼吸系统疾病、紊乱和情况中。
• Sulfonamide derivatives for the treatment of diseases
  申请人：Brown Daniel Alan

  公开号：US20050182091A1

  公开（公告）日：2005-08-18

  The invention relates to compounds of formula (1) and to processes for the preparation of, intermediates used in the preparation of, compositions containing and the uses of, such derivatives. The compounds according to the present invention are useful in numerous diseases, disorders and conditions, in particular inflammatory, allergic and respiratory diseases, disorders and conditions.

  该发明涉及公式（1）的化合物，以及用于制备、用于制备的中间体、含有和使用这些衍生物的组合物的过程。根据本发明的化合物在许多疾病、紊乱和状况中具有用途，特别是在炎症性、过敏性和呼吸系统疾病、紊乱和状况中。
• [EN] DIARYL ETHERS AS OPIOID RECEPTOR ANTAGONIST<br/>[FR] DIARYLE ETHERS UTILISES EN TANT QU'ANTAGONISTES DE RECEPTEUR OPIOIDES
  申请人：LILLY CO ELI

  公开号：WO2004026305A1

  公开（公告）日：2004-04-01

  A compound of the formula (I) wherein the variables X1 to X10, R1 to R7 including R3', E, v, y, z, A and B are as described, or a pharmaceutically acceptable salt, solvate, enantiomer, racemate, diastereomer or mixtures thereof, useful for the treatment, prevention or amelioration of obesity and Related Diseases is disclosed.

  公式（I）的化合物，其中变量X1至X10，R1至R7包括R3'，E，v，y，z，A和B如所述，或其药用盐，溶剂化物，对映体，消旋体，非对映异构体或其混合物，用于治疗、预防或改善肥胖和相关疾病。