N(b)-acetyl-1-methoxytryptamine | 98258-88-9

• 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: N(b)-acetyl-1-methoxytryptamine
• 英文别名: N_b-acetyl-1-methoxytryptamine；N-[2-(1-methoxyindol-3-yl)ethyl]acetamide
• CAS: 98258-88-9
• 化学式: C₁₃H₁₆N₂O₂
• 分子量: 232.282
• InChiKey: OQAAZDBAOZRLQI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  17
• 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：
  43.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  N(b)-acetyl-1-methoxytryptamine 在 sodium tetrahydroborate 、 三氯氧磷 作用下， 以 甲醇 为溶剂， 反应 0.33h， 生成 9-Methoxy-1-methyl-1,2,3,4-tetrahydropyrido[3,4-b]indole
  参考文献：
  名称：

  Somei, Masanori; Sato, Haruhiko; Komura, Naoko, Heterocycles, 1985, vol. 23, # 5, p. 1101 - 1106

  摘要：

  DOI：
• 作为产物：
  描述：

  Nb-acetyl-2,3-dihydrotryptamine 在 sodium tungstate 、 双氧水 作用下， 以 甲醇 、 乙醚 、 水 为溶剂， 生成 N(b)-acetyl-1-methoxytryptamine
  参考文献：
  名称：

  The chemistry of indoles. Part 57. The chemistry of 1-hydroxyindoles: Syntheses of methyl 1-hydroxyindole-3-acetate, Nb-acetyl-1-hydroxytryptamine, (-)- and (S)-1-hydroxytryptophan derivatives.

  摘要：

  首次制备了 1-羟基吲哚-3-乙酸甲酯、(±)-2-乙酰氨基-3-(10-羟基吲哚-3-基)丙醇、N__-b-乙酰基-1-羟基色胺、(±)-和(S__-)-(+)-N__-b-乙酰基-1-羟基色氨酸甲酯。报告还通过 X 射线晶体分析法证明了 (±)-N__-b-acetyl-1-hydroxytryptophan methyl ester（(±)-N__-b-乙酰基-1-羟基色氨酸甲酯）的结构。

  DOI：

  10.1248/cpb.39.1905

文献信息

• USE OF MELATONIN FOR TREATING AND/OR PREVENTING MUCOSITIS
  申请人：Universidad de Granada

  公开号：EP2702992A1

  公开（公告）日：2014-03-05

  The present invention relates to the use of a composition comprising melatonin or a derivative thereof at a proportion of 2.5% to 5% w/v for preparing a pharmaceutical composition for treating and/or preventing mucositis. The mucositis is preferably caused by radiotherapy and/or chemotherapy and preferably refers to oral mucositis.

  本发明涉及一种包含褪黑素或其衍生物的组合物，其比例为 2.5% 至 5% w/v，用于制备治疗和/或预防粘膜炎的药物组合物。粘膜炎最好是由放疗和/或化疗引起的，最好是指口腔粘膜炎。
• USE OF MELATONIN FOR THE TREATMENT OF TUMOURS
  申请人：Universidad de Granada

  公开号：EP3603635A2

  公开（公告）日：2020-02-05

  The present invention relates to the use of melatonin for the preparation of a pharmaceutical composition suitable for intratumoral administration for the treatment of tumors. This composition comprises high concentrations of melatonin, melatonin derivatives or metabolites, such that melatonin exerts an oxidizing effect, increasing the production of free radicals and activating cell death.

  本发明涉及使用褪黑素制备一种适用于瘤内给药治疗肿瘤的药物组合物。这种组合物包含高浓度的褪黑素、褪黑素衍生物或代谢物，从而使褪黑素发挥氧化作用，增加自由基的产生并激活细胞死亡。
• Composition comprising melatonin or its derivatives with coenzyme Q10 and use thereof against ageing of the skin
  申请人：UNIVERSIDAD DE GRANADA

  公开号：US10092544B2

  公开（公告）日：2018-10-09

  The invention relates to a composition comprising melatonin, a metabolite or derivative thereof and coenzyme Q10 and to use thereof for the production of a pharmaceutical or cosmetic composition for the treatment of the skin, said composition potentiating the movement of both molecules into the mitochondrion and facilitating percutaneous absorption, in which both the melatonin and the CoQ10 can reach all of the strata of the skin.

  本发明涉及一种由褪黑素、其代谢物或衍生物和辅酶 Q10 组成的组合物，以及将其用于生产治疗皮肤的药物或化妆品组合物，所述组合物可促进两种分子进入线粒体并促进经皮吸收，其中褪黑素和辅酶 Q10 可到达皮肤的所有层。
• Use of melatonin for the treatment of tumors
  申请人：UNIVERSIDAD DE GRANADA

  公开号：US11234964B2

  公开（公告）日：2022-02-01

  The present invention relates to the use of melatonin for the preparation of a pharmaceutical composition suitable for intratumoral administration for the treatment of tumors. This composition comprises high concentrations of melatonin, melatonin derivatives or metabolites, such that melatonin exerts an oxidizing effect, increasing the production of free radicals and activating cell death.

  本发明涉及使用褪黑素制备一种适用于瘤内给药治疗肿瘤的药物组合物。这种组合物包含高浓度的褪黑素、褪黑素衍生物或代谢物，从而使褪黑素发挥氧化作用，增加自由基的产生并激活细胞死亡。
• Substituent Effects on Ultraviolet Absorption Spectra of 5-Substituted Nb-Acetyl-1-methoxytryptamines Studied by Density Functional Theory Calculations
  作者：Kunihiro Tokumura、Kenta Imai、Akio Hayashi、Tomonori Ida、Masanori Somei

  DOI：10.3987/com-07-s(u)2

  日期：——

  Density functional theory (DFT) calculations were performed for twelve 5-substituted N-b-acetyl-1-methoxytryptamines (5-X: NO2, SO2CH3, CN, CF3, Cl, H, CH3, OH, OCH3, NHCOCH3, NH2, N(CH3)(2)) in methanol. The respective HOMO -> LUMO and HOMO-1 -> LUMO singly excited configurations are mainly responsible for the lowest and the second singlet excited states (S-1 and S-2)Observed UV absorption spectra of 5-H, 5-NHAc, and 5-CH3 derivatives are well predicted by simple time-dependent DFT calculations. Distinct substituent effects are found with respect to the energies of MOs responsible for S-1 <- S-0 and S-2 <- S-0 transitions. Both HOMO-1 and HOMO are destabilized by electron-donating groups, and stabilized by electron-withdrawing groups. LUMO+1 of 5-NO2 derivative should be classified into normal LUMO, which are found for eleven other derivatives as well as indole. Normal LUMO is not significantly affected in energy by electron-donating groups, but stabilized by electron-withdrawing groups.