N(6)-(4-Nitrobenzyl)adenosin | 40958-96-1

• 分子结构分类: 有机化合物 - 核苷、核苷酸和类似物 - 嘌呤核苷
• 英文名称: N(6)-(4-Nitrobenzyl)adenosin
• 英文别名: N(6)-(3-Nitrobenzyl)adenosin；N6-m-Nitrobenzyladenosin；N⁶-(3-nitro-benzyl)-adenosine；6-(3-nitrobenzylamino)purine riboside；(2R,3S,4R,5R)-2-(hydroxymethyl)-5-[6-[(3-nitrophenyl)methylamino]purin-9-yl]oxolane-3,4-diol
• CAS: 40958-96-1
• 化学式: C₁₇H₁₈N₆O₆
• 分子量: 402.367
• InChiKey: WZTYPOXBABAMJQ-LSCFUAHRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  29
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  171
• 氢给体数：
  4
• 氢受体数：
  10

反应信息

• 作为产物：
  描述：

  腺苷 在 sodium tetrahydroborate 、 溶剂黄146 作用下， 以 四氢呋喃 、 乙醇 为溶剂， 反应 14.0h， 生成 N(6)-(4-Nitrobenzyl)adenosin
  参考文献：
  名称：

  通过苯并三唑作为合成助剂对N 6烷基化腺苷进行新颖而简便的反应

  摘要：

  苯并三唑与脂族，芳族或杂芳族醛和腺苷的反应产生苯并三唑加合物，其被硼氢化钠还原为相应的N 6烷基化的腺苷衍生物。该方法还被用于新的途径来制备N 6-（3-碘苄基）腺苷-5' - N-甲基脲酰胺（IB-MECA），其被认为是对A 3腺苷受体的重要腺苷激动剂。

  DOI：

  10.1002/jhet.5570370218

文献信息

• Substitution derivatives of n6-benzyladenosine, methods of their preparation, their use for preparation of drugs, cosmetic preparations and growth regulators, pharmaceutical preparations, cosmetic preparations and growth regulators containing these compounds
  申请人：Dolezal Karel

  公开号：US20060166925A1

  公开（公告）日：2006-07-27

  The invention concerns novel substitution derivatives of N 6 -benzyladenosine having anticancer, mitotic, immunosuppressive and antisenescent properties for plant, animal and human cells. This invention also relates to the methods of preparation of these N 6 -benzyladenosine derivatives and their use as drugs, cosmetic preparations and growth regulators comprising these derivatives as active compound and use of these derivatives for preparation of pharmaceutical compositions, in biotechnological processes, in cosmetics and in agriculture.

  本发明涉及 N 6 -苄基腺苷的新型取代衍生物，这些衍生物对植物、动物和人体细胞具有抗癌、有丝分裂、免疫抑制和抗增殖特性。本发明还涉及这些 N 6 -苄基腺苷的制备方法。 6 -苄基腺苷衍生物的制备方法，以及它们作为药物、化妆品制剂和生长调节剂的用途，包括这些衍生物作为活性化合物，以及这些衍生物在制备药物组合物、生物技术过程、化妆品和农业中的用途。
• SUBSTITUTION DERIVATIVES OF N SP 6 SP -BENZYLADENOSINE, METHODS OF THEIR PREPARATION, THEIR USE FOR PREPARATION OF DRUGS, COSMETIC PREPARATIONS AND GROWTH REGULATORS, PHARMACEUTICAL PREPARATIONS, COSMETIC PREPARATIONS AND GROWTH REGULATORS CONTAINING THESE COMPOUNDS
  申请人：Ustav Experimentalni Botaniky Akademie ved Ceské Republiky

  公开号：EP1575973A2

  公开（公告）日：2005-09-21
• US8119614B2
  申请人：——

  公开号：US8119614B2

  公开（公告）日：2012-02-21
• [EN] SUBSTITUTION DERIVATIVES OF N<6>-BENZYLADENOSINE, METHODS OF THEIR PREPARATION, THEIR USE FOR PREPARATION OF DRUGS, COSMETIC PREPARATIONS AND GROWTH REGULATORS, PHARMACEUTICAL PREPARATIONS, COSMETIC PREPARATIONS AND GROWTH REGULATORS CONTAINING THESE COMPOUNDS<br/>[FR] DERIVES DE SUBSTITUTION DE N<6>-BENZYLE ADENOSINE, METHODES DE PREPARATION ASSOCIEES, LEUR UTILISATION POUR REALISER DES MEDICAMENTS, DES PREPARATIONS COSMETIQUES ET DES REGULATEURS DE CROISSANCE ; PREPARATIONS PHARMACEUTIQUES, COSMETIQUES ET REGULATEURS DE CROISSANCE CONTENANT CES COMPOSES
  申请人：USTAV EX BOTAN AKADEMIE VED CE

  公开号：WO2004058791A2

  公开（公告）日：2004-07-15

  The invention concerns novel substitution derivatives of N6-benzyladenosine having anticancer, mitotic, immunosuppressive and antisenescent properties for plant, animal and human cells. This invention also relates to the methods of preparation of these N6-benzyladenosine derivatives and their use as drugs, cosmetic preparations and growth regulators comprising these derivatives as active compound and use of these derivatives for preparation of pharmaceutical compositions, in biotechnological processes, in cosmetics and in agriculture.
• A novel and facile reaction to<i>N</i>⁶-alkylated adenosine<i>via</i>benzotriazole as a synthetic auxiliary
  作者：Hanan M. N. M. Afify、Erik B. Pedersen、Magdy A. Zahran

  DOI：10.1002/jhet.5570370218

  日期：2000.3

  The reaction of benzotriazole with aliphatic, aromatic or heteroaromatic aldehyde and adenosine leads to a benzotriazole adduct which is reduced with sodium borohydride to the corresponding N6-alkylated adenosine derivatives. This procedure is also utilized in a new route to N6-(3-iodobenzyl)adenosine-5′-N-methyluronamide (IB-MECA) which is considered an important adenosine agonist at A3 adenosine

  苯并三唑与脂族，芳族或杂芳族醛和腺苷的反应产生苯并三唑加合物，其被硼氢化钠还原为相应的N 6烷基化的腺苷衍生物。该方法还被用于新的途径来制备N 6-（3-碘苄基）腺苷-5' - N-甲基脲酰胺（IB-MECA），其被认为是对A 3腺苷受体的重要腺苷激动剂。