5-(2-nitro-propyl)benzo(1,3)dioxole | 87095-03-2

• 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: 5-(2-nitro-propyl)benzo(1,3)dioxole
• 英文别名: 5-(2-nitropropyl)benzo[d][1,3]dioxole；5‐(2‐nitropropyl)benzo[d][1,3]dioxole；5-(2-Nitropropyl)-1,3-benzodioxole
• CAS: 87095-03-2
• 化学式: C₁₀H₁₁NO₄
• 分子量: 209.202
• InChiKey: IPIRRNUQJDSUFK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  64.3
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  5-(2-nitro-propyl)benzo(1,3)dioxole 在 镍 吡啶 、 氢气 、 三氯氧磷 作用下， 以 乙醇 为溶剂， 反应 12.0h， 生成 1,3-Dimethyl-6,7-methylendioxy-3,4-dihydro-isochinolin
  参考文献：
  名称：

  Rastogi, Shri Niwas; Kansal, V. K.; Bhaduri, A. P., Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1983, vol. 22, # 3, p. 234 - 237

  摘要：

  DOI：
• 作为产物：
  描述：

  2-nitro-1-(3,4-methylenedioxyphenyl)-1-propene 在 sodium tetrahydroborate 作用下， 以 甲醇 为溶剂， 反应 1.0h， 以70%的产率得到5-(2-nitro-propyl)benzo(1,3)dioxole
  参考文献：
  名称：

  Rastogi, Shri Niwas; Kansal, V. K.; Bhaduri, A. P., Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1983, vol. 22, # 3, p. 234 - 237

  摘要：

  DOI：

文献信息

• ANTIMICROBIAL AND RADIOPROTECTIVE COMPOUNDS
  申请人：BioDiem, Ltd

  公开号：US20150258059A1

  公开（公告）日：2015-09-17

  The present invention relates to a method of treatment and/or prophylaxis of a microbial infection, comprising the step of administering an effective amount of a compound of formula (I), in which X and Y are either the same or different and selected from a heteroatom; is a double or single bond depending on the heteroatoms X and Y; R 1 to R 5 are either the same or different and selected from hydrogen or a non-deleterious substituent; and R 6 and R 7 are either the same or different and selected from hydrogen and a non-deleterious substituent or one of R 6 and R 7 are absent when there is a double bond present, pharmaceutically acceptable salts or derivatives, pro-drugs, tautomers and/or isomers thereof. The present invention also relates to a method for protecting a subject from radiation damage, a method of cancer radiotherapy and use as an antimicrobial or radioprotective agent of the compound of formula (I) defined above. Some of the compounds of formula (I) are novel and are also described in the present invention, together with pharmaceutical or veterinary compositions containing them.

  本发明涉及一种治疗和/或预防微生物感染的方法，包括给予化合物（I）的有效量，其中X和Y可以相同也可以不同，并且选自杂原子；根据杂原子X和Y，是双键或单键；R1至R5可以相同也可以不同，并且选自氢或非有害取代基；R6和R7可以相同也可以不同，并且选自氢和非有害取代基，或者当存在双键时，R6和R7中的一个可以缺失；药学上可接受的盐或衍生物，前药，互变异构体和/或同分异构体。本发明还涉及一种保护受试者免受辐射损伤的方法，一种癌症放射治疗方法以及将上述化合物（I）用作抗微生物或放射防护剂的用途。化合物（I）的一些是新颖的，在本发明中也有描述，以及含有它们的药用或兽用组合物。
• Copper-Catalyzed Propargylation of Nitroalkanes
  作者：Raphael S. Kim、Linh V. Dinh-Nguyen、Kirk W. Shimkin、Donald A. Watson

  DOI：10.1021/acs.orglett.0c03061

  日期：2020.10.16

  copper catalyst system, an efficient α-functionalization of nitroalkanes with propargyl bromides is now established. This mild and robust method is highly functional group tolerant and provides straightforward access to complex secondary and tertiary homopropargylic nitroalkanes. Moreover, the utility of these α-propargylated nitroalkanes is demonstrated through downstream functionalization to biologically

  使用市售的、廉价且丰富的铜催化剂体系，现在建立了硝基烷烃与炔丙基溴的有效α-官能化。这种温和而稳健的方法具有高度的官能团耐受性，并提供了对复杂的二级和三级同炔硝基烷烃的直接访问。此外，这些 α-炔丙基化硝基烷烃的效用通过下游功能化对生物学相关的五元N-杂环（如吡咯和 2-吡咯啉）进行了证明。
• Fe‐HCl: An Efficient Reagent for Deprotection of Oximes as well as Selective Oxidative Hydrolysis of Nitroalkenes and Nitroalkanes to Ketones
  作者：Prasun K. Pradhan、Sumit Dey、Parasuraman Jaisankar、Venkatachalam S. Giri

  DOI：10.1081/scc-200051681

  日期：2005.4.1

  Abstract Fe‐HCl mixture was found to selectively perform oxidative hydrolysis of the nitroalkenes 1a–j and nitroalkanes 2a–j to the ketones 3a–j. Also, the reagent was observed to deprotect the oximes 7a–j to carbonyl compounds 8a–j in excellent yields.

  摘要 Fe-HCl 混合物被发现选择性地将硝基烯烃 1a-j 和硝基烷烃 2a-j 氧化水解为酮 3a-j。此外，观察到该试剂以优异的产率将肟 7a-j 脱保护为羰基化合物 8a-j。
• A novel oxidative reaction of 2-nitro-1-phenylpropane with sodium nitrite. A new approach to prepare 1-oximino-1-phenylacetones
  作者：Chongzhao Ran、Genjin Yang、Taizhi Wu、Meihua Xie

  DOI：10.1016/j.tetlet.2003.09.054

  日期：2003.10

  A useful method for preparation of 1-oximino-1-phenylacetones via a novel oxidative reaction of 2-nitro-1-phenylpropanes with sodium nitrite was reported.

  报道了一种通过2-硝基-1-苯基丙烷与亚硝酸钠的新型氧化反应制备1-肟基-1-苯基丙酮的有用方法。
• Photoredox-Nickel Dual-Catalyzed <i>C</i>-Alkylation of Secondary Nitroalkanes: Access to Sterically Hindered α-Tertiary Amines
  作者：Sina Rezazadeh、Maxwell I. Martin、Raphael S. Kim、Glenn P. A. Yap、Joel Rosenthal、Donald A. Watson

  DOI：10.1021/jacs.2c13174

  日期：2023.3.1

  The preparation of tertiary nitroalkanes via the nickel-catalyzed alkylation of secondary nitroalkanes using aliphatic iodides is reported. Previously, catalytic access to this important class of nitroalkanes via alkylation has not been possible due to the inability of catalysts to overcome the steric demands of the products. However, we have now found that the use of a nickel catalyst in combination

  据报道，通过使用脂肪族碘化物对仲硝基烷烃进行镍催化烷基化来制备叔硝基烷烃。此前，由于催化剂无法克服产物的空间需求，通过烷基化催化获得这一类重要的硝基烷烃是不可能的。然而，我们现在发现，将镍催化剂与光氧化还原催化剂和光结合使用会产生活性更高的烷基化催化剂。这些现在可以接触叔硝基烷烃。这些条件是可扩展的以及耐空气和耐湿气的。重要的是，叔硝基烷产物的还原可以快速获得α-叔胺。