β-<2-methoxy-3,4-methylenedioxy-phenyl>-ethylamine | 2220-19-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并间二氧杂环戊烯类
• 英文名称: β-<2-methoxy-3,4-methylenedioxy-phenyl>-ethylamine
• 英文别名: <2-Methoxy-3,4-(methylendioxy)phenyl>ethylamine；2-methoxy-3,4-methylenedioxy-β-phenethylamine；2-(2-methoxy-3,4-methylenedioxyphenyl)ethylamine；2-(4-methoxy-benzo[1,3]dioxol-5-yl)-ethylamine；β-<2-Methoxy-3,4-methylendioxy-phenyl>-ethylamin；2-<2-Methoxy-3,4-methylendioxy-phenyl>-ethylamin；2-(4-Methoxy-1,3-benzodioxol-5-yl)ethanamine
• CAS: 2220-19-1
• 化学式: C₁₀H₁₃NO₃
• 分子量: 195.218
• InChiKey: AXEJSBWWIHAWJM-UHFFFAOYSA-N

物化性质

• 沸点：
  180 °C(Press: 0.5 Torr)
• 密度：
  1.211±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  53.7
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  β-<2-methoxy-3,4-methylenedioxy-phenyl>-ethylamine 在 三氯氧磷 作用下， 以 乙腈 为溶剂， 反应 7.5h， 生成 1-(3',4'-dimethoxybenzyl)-5-methoxy-6,7-methylenedioxy-3,4-dihydroisoquinoline
  参考文献：
  名称：

  Thallium in organic synthesis. 59. Alkaloid synthesis via intramolecular nonphenolic oxidative coupling. Preparation of (.+-.)-ocoteine, (.+-.)-acetoxyocoxylonine, (.+-.)-3-methoxy-n-acetylnornantenine, (.+-.)-neolitsine, (.+-.)-kreysigine, (.+-.)-O-methylkreysigine, and (.+-.)-multifloramine

  摘要：

  DOI：

  10.1021/ja00541a021

文献信息

• Synthesis of (±)-Cathaformine.
  作者：Surachai Nimgirawath、Phansuang Podoy

  DOI：10.1071/ch00024

  日期：——

  The structure previously assigned to the N-(methoxycarbonyl)aporphine alkaloid (±)cathaformine has been confirmed by a total synthesis of the racemic substance in which the key step involved formation of ring C by a radical-initiated cyclization.

  之前分配给 N-(甲氧羰基)卟吩生物碱的结构 (±)卡他福明的结构已通过外消旋物质的全合成得到证实。 其中的关键步骤是通过自由基引发的环化反应形成环 C。 其中的关键步骤是通过自由基引发的环化形成环 C。
• A revision of the structure of the isoquinolone alkaloid thalflavine
  作者：Youssef Aly、Ahmed Galal、Lan K. Wong、Emil W. Fu、Fu-Tyan Lin、Francis K. Duah、Paul L. Schiff

  DOI：10.1016/s0031-9422(00)97896-8

  日期：1989.1

  Abstract The structure of the isoquinolone alkaloid thalflavine, originally proposed as 1-oxo-2-methyl-5-methoxy-6,7-methylenedioxy-1,2,3,4-tetrahydroisoquinoline, is revised to 1-oxo-2-methyl-5,6-methylenedioxy-7-methoxy-1,2,3,4-tetrahydroisoquinoline, on the basis of synthesis.

  摘要 异喹诺酮类生物碱 thalflavine 的结构最初被提出为 1-oxo-2-methyl-5-methoxy-6,7-methylenedioxy-1,2,3,4-tetrahydroisoquinoline，现在被修改为 1-oxo-2-methyl -5,6-亚甲二氧基-7-甲氧基-1,2,3,4-四氢异喹啉，基于合成。
• [EN] PHENALKYLAMINES AND METHODS OF TREATING MOOD DISORDERS<br/>[FR] PHÉNALKYLAMINES ET PROCÉDÉS DE TRAITEMENT DE TROUBLES DE L'HUMEUR
  申请人：GILGAMESH PHARMACEUTICALS INC

  公开号：WO2022006186A1

  公开（公告）日：2022-01-06

  Phenalkylamines and methods of treating mood disorders with phenalkylamines. Also provided are pharmaceutical compositions that include phenalkylamines.

  Phenalkylamines和使用Phenalkylamines治疗情绪障碍的方法。还提供了包含Phenalkylamines的制药组合物。
• N-substituted oligomers and methods for their synthesis, e.g. polyglycine bearing nucleic acid bases
  申请人：CHIRON CORPORATION

  公开号：EP1258492A1

  公开（公告）日：2002-11-20

  Poly N-substituted Glycines (poly NSGs), wherein the substituents bear purine or pyrimidine bases (R9) every second glycine: In addition, a solid phase method for the synthesis of N-substituted oligomers of more general structures is disclosed.The poly NSGs obtainable by this method can have a wide variety of side-chain substituents. Each N-substituted glycine monomer is assembled from two "sub-monomers" directly on the solid support. Each cycle of monomer addition consists of two steps: (1) acylation of a secondary amine bound to the support with an acylating agent comprising a leaving group capable of nucleophilic displacement by -NH2, such as a haloacetic acid, and (2) introduction of the side-chain by nucleophilic displacement of the leaving group, such as halogen (as a resin-bound α-haloacetamide) with a sufficient amount of a second sub-monomer comprising an -NH2 group, such as a primary amine, alkoxyamine, semicarbazide, acyl hydrazide, carbazate or the like. Repetition of the two step cycle of acylation and displacement gives the desired oligomers. The efficient synthesis of a wide variety of oligomeric NSGs using the automated synthesis technology of the present method makes these oligomers attractive candidates for the generation and rapid screening of diverse peptidomimetic libraries. The oligomers of the invention, such as N-substituted glycines (i.e. poly NSGs) disclosed here provide a new class of peptide-like compounds not found in nature, but which are synthetically accessible and have been shown to possess significant biological activity and proteolytic stability.

  聚 N-取代甘氨酸（poly NSGs），其中每第二个甘氨酸的取代基都带有嘌呤或嘧啶碱（R9）： 此外，还公开了一种用于合成更一般结构的 N-取代低聚物的固相方法。通过这种方法获得的聚 NSG 可以具有多种侧链取代基。每个 N-取代甘氨酸单体由两个 "子单体 "直接在固体支持物上组装而成。每个单体加成循环包括两个步骤：(1) 用包含能被 -NH2 亲核置换的离去基团（如卤乙酸）的酰化剂将与载体结合的仲胺酰化，以及 (2) 通过离去基团的亲核置换引入侧链、(2) 通过亲核置换离去基团，如卤素（作为与树脂结合的 α-卤代乙酰胺）和足量的包含 -NH2 基团的第二亚单体，如伯胺、烷氧基胺、半肼、酰肼、肼基脲或类似物，引入侧链。重复酰化和置换两步循环，即可得到所需的低聚物。利用本方法的自动合成技术可高效合成多种低聚 NSG，这使得这些低聚物在生成和快速筛选各种肽模拟库方面具有吸引力。本发明公开的低聚物，如 N-取代甘氨酸（即多 NSG），提供了一类新的肽类化合物，这类化合物在自然界中并不存在，但可以通过合成获得，而且已被证明具有显著的生物活性和蛋白水解稳定性。
• Total synthesis of leucoxylonine
  作者：Akinbo A. Adesomoju、Winston A. Davis、R. Rajaraman、Jeffrey C. Pelletier、Michael P. Cava

  DOI：10.1021/jo00191a037

  日期：1984.8