1-hydroxymelatonin | 180910-62-7

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 1-hydroxymelatonin
• 英文别名: Acetamide, N-[2-(1-hydroxy-5-methoxy-1H-indol-3-yl)ethyl]-；N-[2-(1-hydroxy-5-methoxyindol-3-yl)ethyl]acetamide
• CAS: 180910-62-7
• 化学式: C₁₃H₁₆N₂O₃
• 分子量: 248.282
• InChiKey: MHWCDVGCQXQJDP-UHFFFAOYSA-N

物化性质

• 密度：
  1.24±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  63.5
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-hydroxymelatonin 在 sodium hydroxide 、 sodium hydride 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 生成
  参考文献：
  名称：

  Preparations of Melatonin and 1-Hydroxymelatonin, and Its Novel Nucleophilic Dimerization to (±)-3a,3a'-Bispyrrolo[2,3-b]indoles

  摘要：

  A unique synthetic method for melatonin was established through biologically promising synthetic intermediates, 1-Hydroxymelatonin was prepared as crystals for the first time. It reacted with 85% formic acid to give (+/-)-3a,3a'-bispyrrolo[2,3-b]indole compound, whose structure was unequivocally determined by X-Ray crystallographic analysis.

  DOI：

  10.3987/com-99-8542
• 作为产物：
  描述：

  褪黑素 在 三乙基硅烷 、 双氧水 作用下， 以 溶剂黄146 为溶剂， 生成 1-hydroxymelatonin
  参考文献：
  名称：

  Preparations of Melatonin and 1-Hydroxymelatonin, and Its Novel Nucleophilic Dimerization to (±)-3a,3a'-Bispyrrolo[2,3-b]indoles

  摘要：

  A unique synthetic method for melatonin was established through biologically promising synthetic intermediates, 1-Hydroxymelatonin was prepared as crystals for the first time. It reacted with 85% formic acid to give (+/-)-3a,3a'-bispyrrolo[2,3-b]indole compound, whose structure was unequivocally determined by X-Ray crystallographic analysis.

  DOI：

  10.3987/com-99-8542

文献信息

• Nucleophilic Substitution Reaction on the Nitrogen of Indole Nucleus: A Novel Synthesis of 1-Aryltryptamines
  作者：Masanori Somei、Toshikatsu Hayashi、Wu Peng、Yu-ya Nakai、Koji Yamada

  DOI：10.3987/com-01-9417

  日期：——

  1-Hydroxytryptamine derivatives undergo nucleophilic substitution reaction on the indole nitrogen (Na) as a general reaction by the treatment with acid, providing a novel synthetic method for 1-aryltryptamines. Depending on the structures of nucleophiles, 5- and 7-substituted tryptamines can also be produced in addition to the 1-aryltryptamines.

  1-羟基色胺衍生物通过酸处理作为一般反应在吲哚氮（Na）上发生亲核取代反应，为1-芳基色胺的合成提供了一种新方法。根据亲核试剂的结构，除了 1-芳基色胺之外，还可以产生 5-和 7-取代的色胺。
• Indole derivative and application thereof
  申请人：Somei Masanori

  公开号：US20070197629A1

  公开（公告）日：2007-08-23

  This invention relates to a compound represented by formula (I) or a salt thereof, and a therapeutic agent for osteoporosis, an osteoblast activator, and an osteoclast suppressor comprising the same: wherein X represents a halogen atom; R 1 represents a hydrogen atom, substituted or unsubstituted C 1-6 alkyl, substituted or unsubstituted C 2-6 alkenyl, substituted or unsubstituted C 2-6 alkynyl, a substituted or unsubstituted aromatic group, substituted or unsubstituted aralkyl, substituted or unsubstituted acyl, substituted or unsubstituted arylsulfonyl, substituted or unsubstituted C 1-6 alkylsulfonyl, or hydroxyl; R 2 represents substituted or unsubstituted C 1-21 alkyl; R 3 , R 5 and R 6 , which may be the same or different, each represent a hydrogen atom or a halogen atom; and R 4 represents a hydrogen atom or substituted or unsubstituted C 1-6 alkyl.

  本发明涉及一种由式（I）表示的化合物或其盐，以及用于骨质疏松症的治疗剂、骨细胞活化剂和骨吸收抑制剂，其中X代表卤素原子；R1代表氢原子、取代或未取代的C1-6烷基、取代或未取代的C2-6烯基、取代或未取代的C2-6炔基、取代或未取代的芳香族、取代或未取代的芳基烷基、取代或未取代的酰基、取代或未取代的芳基磺酰基、取代或未取代的C1-6烷基磺酰基或羟基；R2代表取代或未取代的C1-21烷基；R3、R5和R6，可以相同也可以不同，每个代表氢原子或卤素原子；R4代表氢原子或取代或未取代的C1-6烷基。
• Convalent conjugates of biologically-active compounds with amino acids and amino acid derivatives for targeting to physiologically-protected sites
  申请人：Yatvin B. Milton

  公开号：US20070129312A1

  公开（公告）日：2007-06-07

  This invention herein describes a method of facilitating the entry of drugs into cells and tissues at physiologically protected sites at pharmacokinetically useful levels and also a method of targeting drugs to physiologically protected sites in vivo. Also provided are drug conjugates with an amino acid or derivative thereof for facilitating such targeted drug delivery. The conjugates and methods of this invention provide an advance over other drug targeting methods known in the prior art, because the invention provides drug concentrations in such physiologically protected sites that can reach therapeutically-effective levels after administration of systemic levels much lower than are currently administered to achieve a therapeutic dose. This technology is appropriate for use with psychotropic, neurotropic, neurological, antibiotic, antibacterial, antimycotic, antiviral, antiproliferative or antineoplastic drugs, agents and conjugates, for rapid and efficient introduction of such agents across, e.g., the blood-brain barrier. Further, the invention provides means for retention and prolonged enzymatic release of such drugs, agents and conjugates comprising the conjugates of the invention, in the brain and central nervous system and other physiologically-protected sites.

  本发明描述了一种促进药物进入细胞和组织的方法，使其达到在生理保护位点的药代动力学有效水平，并提供了一种在体内将药物定位到生理保护位点的方法。还提供了含有氨基酸或其衍生物的药物共轭物，以促进这种靶向药物传递。与先前已知的其他药物靶向方法相比，本发明的共轭物和方法提供了药物在这些生理保护位点的浓度，可以在系统水平的给药后达到治疗有效水平，这些水平比目前用于达到治疗剂量的水平低得多。该技术适用于精神药物、神经营养药物、神经药物、抗生素、抗菌药物、抗真菌药物、抗病毒药物、抗增殖或抗肿瘤药物、药剂和共轭物，以快速有效地引入这些药剂通过血脑屏障等。此外，本发明提供了一种保留和延长这些药物、药剂和共轭物在大脑和中枢神经系统以及其他生理保护位点中的酶释放的手段，包括本发明的共轭物。
• Preparations of 1-Hydroxyindole Derivatives and Their Potent Inhibitory Activities on Platelet Aggregation
  作者：Masanori Somei、Koji Yamada、Masakazu Hasegawa、Mutsuko Tabata、Yoshiyuki Nagahama、Harunobu Morikawa、Fumio Yamada

  DOI：10.3987/com-96-7537

  日期：——

  1-Hydroxymelatonin, 5-bromo- and 5,7-dibromo-1-hydroxytryptamine derivatives, 1,4-dihydroxy-5-nitroindole, 1-hydroxy-3-methylsulfinylmethylindole, and 5-acetyl-1,3,4,5-tetrahydro-1-hydroxypyrrolo[4,3,2-de]quinoline were synthesized for the first time, 1-Hydroxyindoles revealed potent inhibitory activities on platelet aggregation.
• A Novel Preparation of 3-Hydroxy-3H-indole-3-ethanamines and -3H-indole-3-acetamides Having either a 4-Morpholinyl or 1-Pyrrol-idinyl Group at the 2-Position
  作者：Masanori Somei、Toshikatsu Hayashi、Yu-ya Nakai、Fumio Yamada

  DOI：10.3987/com-03-s(p)36

  日期：——