2,5-二氮杂环丙烷-1-基-3,6-二(2-甲氧基乙氧基)环己-2,5-二烯-1,4-二酮 | 800-24-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 2,5-二氮杂环丙烷-1-基-3,6-二(2-甲氧基乙氧基)环己-2,5-二烯-1,4-二酮
• 英文名称: 2,5-bis-aziridin-1-yl-3,6-bis-(2-methoxy-ethoxy)-[1,4]benzoquinone
• 英文别名: 2,5-Bis-aziridin-1-yl-3,6-bis-(2-methoxy-aethoxy)-[1,4]benzochinon；Aziridyl benzoquinone；2,5-bis(aziridin-1-yl)-3,6-bis(2-methoxyethoxy)cyclohexa-2,5-diene-1,4-dione
• CAS: 800-24-8
• 化学式: C₁₆H₂₂N₂O₆
• 分子量: 338.36
• InChiKey: ASWYYIAZATTZLB-UHFFFAOYSA-N

物化性质

• 熔点：
  80 °C
• 沸点：
  474.5°C (rough estimate)
• 密度：
  1.1754 (rough estimate)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.1
• 重原子数：
  24
• 可旋转键数：
  10
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  77.1
• 氢给体数：
  0
• 氢受体数：
  8

ADMET

毒理性

• 致癌物分类

国际癌症研究机构致癌剂：氮杂环苯醌

IARC Carcinogenic Agent:Aziridyl benzoquinone

来源:International Agency for Research on Cancer (IARC)

毒理性

• 致癌物分类

国际癌症研究机构（IARC）致癌物分类：第3组：无法归类其对人类致癌性

IARC Carcinogenic Classes:Group 3: Not classifiable as to its carcinogenicity to humans

来源:International Agency for Research on Cancer (IARC)

毒理性

• 致癌物分类

国际癌症研究机构专著：第9卷：（1975年）一些氮芥、硫芥和硒

IARC Monographs:Volume 9: (1975) Some Aziridines, N-, S- and O-Mustards and Selenium

来源:International Agency for Research on Cancer (IARC)

制备方法与用途

类别：有毒物品

急性毒性：剧毒

刺激数据：

• 静脉注射于狗：LD₅₀ 0.250 毫克/公斤
• 静脉注射于猴：LD₅₀ 0.500 毫克/公斤

可燃性危险特性：可燃；燃烧时产生有毒氮氧化物烟雾

储运特性：通风、低温、干燥；与库房食品原料分开存放

灭火剂：干粉、泡沫、沙土、二氧化碳、雾状水

反应信息

• 作为产物：
  描述：

  四氯苯醌 在 乙二醇甲醚 、 三乙胺 、 苯 作用下， 生成 2,5-二氮杂环丙烷-1-基-3,6-二(2-甲氧基乙氧基)环己-2,5-二烯-1,4-二酮
  参考文献：
  名称：

  Petersen et al., Angewandte Chemie, 1955, vol. 67, p. 217,219

  摘要：

  DOI：

文献信息

• SYNTHESIS OF ARA-2'-O-METHYL-NUCLEOSIDES, CORRESPONDING PHOSPHORAMIDITES AND OLIGONUCLEOTIDES INCORPORATING NOVEL MODIFICATIONS FOR BIOLOGICAL APPLICATION IN THERAPEUCTICS, DIAGNOSTICS, G- TETRAD FORMING OLIGONUCLEOTIDES AND APTAMERS
  申请人：Srivastava Suresh C.

  公开号：US20120149888A1

  公开（公告）日：2012-06-14

  The present invention relates to synthesis, purification and methods to obtain high purity novel 2′-arabino-O-methyl nucleosides and the corresponding phosphoramidites of various arabinonucleoside bases and introduction of such units into defined sequence synthetic DNA and RNA. Various synthetic oligonucleotides, such as HIV integrase inhibitor 14-mer and thrombin binding oligonucleotide, thrombin-1, bearing ara-2′-omethyl modification have been synthesized. It is anticipated the oligonucleotides incorporating these monomers will exhibit biological activities related to antisense approach approach, design of better SiRNA's, diagnostic agents. Similarly, it is anticipated that oligonucleotides incorporating such novel nucleosides will be useful to develop therapeutic candidates designing stable G-quadruplexes and Aptamers for oligonucleotide structure, folding topology, evaluation of biochemical properties and design and develop as therapeutic agents. It is further anticipated that the nucleosides, phosphates and triphosphates of this invention could develop as therapeutic agents.

  本发明涉及合成、纯化和获取高纯度新型2'-阿拉伯核苷-O-甲基核苷和各种阿拉伯核苷基的相应磷酰胺酯的方法，并将这些单元引入到定义的序列合成DNA和RNA中。已合成了各种合成寡核苷酸，例如HIV整合酶抑制剂14-mer和凝血酶结合寡核苷酸，凝血酶-1，带有ara-2'-omethyl修饰。预计包含这些单体的寡核苷酸将展示与反义方法、更好的SiRNA设计、诊断剂相关的生物学活性。同样，预计包含这些新型核苷的寡核苷酸将有助于开发稳定的G四链体和寡核苷酸结构的Aptamers，用于寡核苷酸结构、折叠拓扑、生化特性的评估和设计和开发为治疗剂。进一步预计，本发明的核苷、磷酸盐和三磷酸盐可作为治疗剂开发。
• DE943166
  申请人：——

  公开号：——

  公开（公告）日：——
• SYNTHESIS OF ARA-2'-O-METHYL-NUCLEOSIDES, CORRESPONDING PHOSPHORAMIDITES AND OLIGONUCLEOTIDES INCORPORATING NOVEL MODIFICATIONS FOR BIOLOGICAL APPLICATION IN THERAPEUTICS, DIAGNOSTICS, G- TETRAD FORMING OLIGONUCLEOTIDES AND APTAMERS
  申请人：Chemgenes Corporation

  公开号：EP2398815A2

  公开（公告）日：2011-12-28
• [EN] SYNTHESIS OF ARA-2'-O-METHYL-NUCLEOSIDES, CORRESPONDING PHOSPHORAMIDITES AND OLIGONUCLEOTIDES INCORPORATING NOVEL MODIFICATIONS FOR BIOLOGICAL APPLICATION IN THERAPEUTICS, DIAGNOSTICS, G- TETRAD FORMING OLIGONUCLEOTIDES AND APTAMERS<br/>[FR] SYNTHÈSE DE ARA-2'-O-MÉTHYL-NUCLÉOSIDES, PHOSPHORAMIDITES CORRESPONDANTS ET OLIGONUCLÉOTIDES INCORPORANT DE NOUVELLES MODIFICATIONS POUR UNE APPLICATION BIOLOGIQUE EN THÉRAPEUTIQUE, DIAGNOSTIC, OLIGONUCLÉOTIDES FORMANT UN G-TÉTRADE ET APTAMÈRES
  申请人：CHEMGENES CORP

  公开号：WO2010096201A2

  公开（公告）日：2010-08-26

  The present invention relates to synthesis, purification and methods to obtain high purity novel 2'-arabino-O-methyl nucleosides and the corresponding phosphoramidites of various arabinonucleoside bases and introduction of such units into defined sequence synthetic DNA and RNA. Various synthetic oligonucleotides, such as HIV integrase inhibitor 14-mer and thrombin binding oligonucleotide, thrombin -1, bearing ara-2'-omethyl modification have been synthesized. It is anticipated the oligonucleotides incorporating these monomers will exhibit biological activities related to antisense approach approach, design of better SiRNA's, diagnostic agents. Similarly, it is anticipated that oligonucleotides incorporating such novel nucleosides will be useful to develop therapeutic candidates designing stable G-quadruplexes and Aptamers for oligonucleotide structure, folding topology, evaluation of biochemical properties and design and develop as therapeutic agents. It is further anticipated that the nucleosides, phosphates and triphosphates of this invention could develop as therapeutic agents.
• Petersen et al., Angewandte Chemie, 1955, vol. 67, p. 217,219
  作者：Petersen et al.

  DOI：——

  日期：——