2-(2-methylphenyl)-2-(3,5-dimethoxyphenyl)ethylamine | 120355-64-8

• 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: 2-(2-methylphenyl)-2-(3,5-dimethoxyphenyl)ethylamine
• 英文别名: 2-(3,5-dimethoxyphenyl)-2-(2-methylphenyl)ethylamine；2-(3,5-Dimethoxyphenyl)-2-(2-methylphenyl)ethanamine
• CAS: 120355-64-8；120355-75-1；120355-77-3
• 化学式: C₁₇H₂₁NO₂
• 分子量: 271.359
• InChiKey: YBOUXNPSWNVNBY-UHFFFAOYSA-N

物化性质

• 沸点：
  413.9±45.0 °C(Predicted)
• 密度：
  1.068±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  20
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  44.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  6-氯嘌呤核苷 、 2-(2-methylphenyl)-2-(3,5-dimethoxyphenyl)ethylamine 在 三乙胺 作用下， 以 乙醇 为溶剂， 生成 N6-[2-(3,5-dimethoxyphenyl)-2-(2-methylphenyl)-ethyl]adenosine
  参考文献：
  名称：

  N6- [2-（3，5-二甲氧基苯基）-2-（2-甲基苯基）乙基]腺苷及其脲酰胺衍生物。对腺苷A2受体具有高亲和力和高选择性的新型腺苷激动剂。

  摘要：

  DOI：

  10.1021/jm00402a004
• 作为产物：
  描述：

  邻甲苯基溴化镁 在 lithium aluminium tetrahydride 作用下， 以 乙醚 、 甲苯 为溶剂， 生成 2-(2-methylphenyl)-2-(3,5-dimethoxyphenyl)ethylamine
  参考文献：
  名称：

  N6- [2-（3，5-二甲氧基苯基）-2-（2-甲基苯基）乙基]腺苷及其脲酰胺衍生物。对腺苷A2受体具有高亲和力和高选择性的新型腺苷激动剂。

  摘要：

  DOI：

  10.1021/jm00402a004

文献信息

• C2,N6-Disubstituted adenosines: synthesis and structure-activity relationships
  作者：Bharat K. Trivedi、Robert F. Bruns

  DOI：10.1021/jm00128a002

  日期：1989.8

  Extracellular adenosine receptors have been divided into two major subtypes, called A1 and A2. Substitution of the adenosine molecule with appropriate groups at C2 or N6 is known to impart selectivity for the A2 receptor over the A1 receptor. In the present study, we investigated whether substitution at both C2 and N6 would have additive effects on the A2/A1 affinity ratio, thereby providing compounds

  细胞外腺苷受体已被分为两种主要的亚型，称为A1和A2。已知在C2或N6处具有适当基团的腺苷分子的取代赋予A2受体相对于A1受体的选择性。在本研究中，我们研究了在C2和N6处取代是否会对A2 / A1亲和力比产生累加效应，从而为化合物提供比目前可用的试剂更高的A2选择性。令人失望的是，仅当在N6处有一个A1选择性基团时，可加性似乎才成立。例如，A1-选择性激动剂N6-环戊基腺苷的2-（苯氨基）取代导致对A2受体的选择性变化了70倍，但对A2-选择性激动剂N6- [2- （3，
• New triazine derivatives as potent modulators of multidrug resistance
  作者：Alain Dhainaut、Gilbert Regnier、Ghanem Atassi、Alain Pierre、Stephane Leonce、Laurence Kraus-Berthier、Jean Francois Prost

  DOI：10.1021/jm00091a017

  日期：1992.6

  A series of 70 triazine derivatives have been synthesized and tested for their capacity to modulate multidrug resistance (MDR) in DC-3F/AD and KB-A1 tumor cells in vitro, in comparison with verapamil (VRP), a calcium channel antagonist currently used in therapy as an antihypertensive drug, which also shows MDR modulating activity. Among the 12 selected compounds, 16 (S9788) showed high MDR reversing properties in vitro (300- and 6-fold VRP at 5-mu-M in DC-3F/AD and KB-A1 cells, respectively) and induced a strong accumulation of adriamycin. The relationship between the increase of ADR accumulation and the fold reversal induced by these compounds and their lack of effects on the sensitive DC-3F cells suggest that they act mainly by inhibiting the P-glycoprotein (Pgp) catalyzed efflux of cytotoxic agents, as already described for a majority of MDR modulators. In vivo, in association with the antitumor drug vincristine (0.25 mg/kg), 16 (100 mg/kg) increased the TIC by 39% in mice bearing the resistant tumor cell line P388/VCR. According to these interesting properties, 16 was selected for a clinical development because it was more bioavailable than 34, even though it was less active.
• BRIDGES, ALEXANDER J., NUCLEOSIDES AND NUCLEOTIDES, 8,(1989) N, C. 357-366
  作者：BRIDGES, ALEXANDER J.

  DOI：——

  日期：——
• [EN] SELECTED N<6>-SUBSTITUTED ADENOSINES HAVING SELECTIVE A2 BINDING ACTIVITY
  申请人：WARNER-LAMBERT COMPANY

  公开号：WO1988003147A1

  公开（公告）日：1988-05-05

  (EN) Adenosines of formula (I), wherein Ar is (II), (III) or (IV), wherein A is oxygen or sulfur. The adenosines have highly selective A2 receptor binding activity and useful properties advantageous in treating cardiovascular diseases, such as hypertension, angina or myocardial ischemia, pain, insomnia and psychosis. Also a novel preparation of selected adenosines.(FR) Adénosines de formule (I) dans laquelle Ar représente (II), (III), ou (IV), A représentant l'oxygène ou le soufre. Les adénosines ont une activité de liaison de récepteur A2 très sélective et ont des propriétés utiles pour le traitement de maladies cardiovasculaires telles que l'hypertension, l'angine ou l'ischémie du myocarde, la douleur, l'insomnie et la psychose. Est également décrite une nouvelle préparation d'adénosines sélectionnées.
• N6-[2-(3,5-dimethoxyphenyl)-2-(2-methylphenyl)ethyl]adenosine and its uronamide derivatives. Novel adenosine agonists with both high affinity and high selectivity for the adenosine A2 receptor
  作者：Alexander J. Bridges、Robert F. Bruns、Daniel F. Ortwine、Steven R. Priebe、Deedee L. Szotek、Bharat K. Trivedi

  DOI：10.1021/jm00402a004

  日期：1988.7