4-碘-2-硝基苄醇 | 22996-20-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 4-碘-2-硝基苄醇
• 英文名称: 4-iodo-2-nitrobenzyl alcohol
• 英文别名: 2-Nitro-4-iodbenzylalkohol；(4-Iodo-2-nitrophenyl)methanol
• CAS: 22996-20-9
• 化学式: C₇H₆INO₃
• mdl: MFCD08669893
• 分子量: 279.034
• InChiKey: DMOPRQSYYMKIHH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.142
• 拓扑面积：
  66
• 氢给体数：
  1
• 氢受体数：
  3

安全信息

• 海关编码：
  2906299090
• 危险性防范说明：
  P261,P264,P271,P280,P302+P352,P304+P340+P312,P305+P351+P338,P332+P313,P337+P313,P403+P233,P405,P501
• 危险性描述：
  H315,H319,H335

反应信息

• 作为反应物：
  描述：

  N³-tert-butyloxycarbonyl-5-bromomethyl-3',5'-bis-O-tert-butyldimethylsilyl-2'-deoxyuridine 、 4-碘-2-硝基苄醇 反应 0.5h， 生成
  参考文献：
  名称：

  连接在胸苷C-5末端的苄基修饰部分中的α-碳的立体化学影响新鉴定的抗癌先导核苷的效价

  摘要：

  抗代谢物的生物活性与靶蛋白的分子识别有关，这使这些分子中手性中心（包括修饰部分中的手性中心）的立体化学构型极为重要。在试图提高新鉴定5的抗癌活性- [（R / S -α-叔丁基-2-硝基-4- {2-苯基}炔基）苄氧基]甲基-2'-脱氧尿苷，相对于修饰部分，最初被评估为非对映异构体的1：1混合物，我们首先采用切除文库方法，揭示了该部分的所有结构特征对生物活性的重要性。然后，我们进行二级衍生物的合成，改变了该部分内的取代模式。这些尝试未能改善生物活性。然而，对单独制备的立体异构体的检查显示，与非对映异构体混合物相比，S-异构体的效价提高了3倍，而没有显着影响对正常快速分裂细胞的毒性。

  DOI：

  10.1016/j.tet.2020.131705
• 作为产物：
  描述：

  2,4-二硝基苯甲醇 在 sodium hydrogensulfide 作用下， 生成 4-碘-2-硝基苄醇
  参考文献：
  名称：

  Gal'bershtam,M.A.; Budarina,Z.N., Journal of Organic Chemistry USSR (English Translation), 1969, vol. 5, p. 938 - 941

  摘要：

  DOI：

文献信息

• Rapid and halide compatible synthesis of 2-<i>N</i>-substituted indazolone derivatives <i>via</i> photochemical cyclization in aqueous media
  作者：Hui-Jun Nie、An-Di Guo、Hai-Xia Lin、Xiao-Hua Chen

  DOI：10.1039/c9ra02466b

  日期：——

  Indazolone derivatives exhibit a wide range of biological and pharmaceutical properties. We report a rapid and efficient approach to provide structurally diverse 2-N-substituted indazolones via photochemical cyclization in aqueous media at room temperature. This straightforward protocol is halide compatible for the synthesis of halogenated indazolones bearing a broad scope of substrates, which suggests

  吲唑酮衍生物表现出广泛的生物学和药学特性。我们报告了一种快速有效的方法，通过在室温下在水性介质中的光化学环化来提供结构多样的 2 - N-取代吲唑酮。这种简单的方案与卤化物相容，可用于合成具有广泛底物的卤代吲唑酮，这为药物化学提供了一条非常重要的新途径。
• PHOTOCLEAVABLE LABELED NUCLEOTIDES AND NUCLEOSIDES AND METHODS FOR THEIR USE IN DNA SEQUENCING
  申请人：Wu Weidong

  公开号：US20090081686A1

  公开（公告）日：2009-03-26

  Provided are novel nucleotides, nucleoside, and their derivatives described herein, that can be used in DNA sequencing technology and other types of DNA analysis. In one embodiment, the nucleotide or nucleoside with an unprotected 3′-OH group is derivatized at the nucleobase to include a fluorescent dye attached via a linker to a photocleavable terminating group. The photocleavable-fluorescent group is designed to terminate DNA synthesis as well as be cleaved so that DNA oligomers can be sequenced efficiently in a parallel format. The design of such rapidly cleavable fluorescent groups on nucleotides and nucleosides can enhance the speed and accuracy of sequencing of large oligomers of DNA in parallel, to allow rapid whole genome sequencing, and the identification of polymorphisms and other valuable genetic information, as well as allowing further manipulation and analysis of nucleic acid molecules in their native state following cleavage of the fluorescent group.

  本文介绍了一些新型的核苷酸、核苷和它们的衍生物，可以用于DNA测序技术和其他类型的DNA分析。在一个实施例中，带有未保护的3'-OH基团的核苷酸或核苷在核碱基处衍生化，包括通过连接剂连接的荧光染料和光解终止基团。光解荧光基团旨在终止DNA合成，同时被裂解，以便在并行格式中高效地测序DNA寡聚物。在核苷酸和核苷上设计这种快速可裂解的荧光基团可以增强大型DNA寡聚物并行测序的速度和准确性，以实现快速的全基因组测序，并识别多态性和其他有价值的遗传信息，同时在裂解荧光基团后允许进一步操作和分析核酸分子的自然状态。
• Photocleavable labeled nucleotides and nucleosides and methods for their use in DNA sequencing
  申请人：Wu Weidong

  公开号：US20080132692A1

  公开（公告）日：2008-06-05

  Provided are novel nucleotides, nucleoside, and their derivatives described herein, that can be used in DNA sequencing technology and other types of DNA analysis. In one embodiment, the nucleotide or nucleoside with an unprotected 3′-OH group is derivatized at the nucleobase to include a fluorescent dye attached via a linker to a photocleavable terminating group. The photocleavable-fluorescent group is designed to terminate DNA synthesis as well as be cleaved so that DNA oligomers can be sequenced efficiently in a parallel format. The design of such rapidly cleavable fluorescent groups on nucleotides and nucleosides can enhance the speed and accuracy of sequencing of large oligomers of DNA in parallel, to allow rapid whole genome sequencing, and the identification of polymorphisms and other valuable genetic information, as well as allowing further manipulation and analysis of nucleic acid molecules in their native state following cleavage of the fluorescent group.

  本文提供了新型核苷酸、核苷和它们的衍生物，可以用于DNA测序技术和其他类型的DNA分析。在一种实施方式中，核苷酸或核苷的3'-OH基团未保护，通过连接剂连接到光致解终止基团的荧光染料，衍生化到核碱基上。光致解荧光基团被设计成能够终止DNA合成，并被裂解，以便在并行格式下高效地测序DNA寡聚物。在核苷酸和核苷上设计这种快速可裂解的荧光基团，可以增强大型DNA寡聚物并行测序的速度和准确性，以实现快速全基因组测序和多态性等有价值的遗传信息的识别，同时在裂解荧光基团后，还可以对核酸分子进行进一步的操作和分析。
• 3'OH-UNBLOCKED, NUCLEOTIDES AND NUCLEOSIDES BASE MODIFIED WITH LABELS AND PHOTOCLEAVABLE, TERMINATING GROUPS AND METHODS FOR THEIR USE IN DNA SEQUENCING
  申请人：Wu Weidong

  公开号：US20110287427A1

  公开（公告）日：2011-11-24

  Provided are novel nucleotides, nucleoside, and their derivatives described herein, that can be used in DNA sequencing technology and other types of DNA analysis. In one embodiment, the nucleotide or nucleoside with an unprotected 3′-OH group is derivatized at the nucleobase to include a fluorescent dye attached via a linker to a photocleavable terminating group. The photocleavable-fluorescent group is designed to terminate DNA synthesis as well as be cleaved so that DNA oligomers can be sequenced efficiently in a parallel format. The design of such rapidly cleavable fluorescent groups on nucleotides and nucleosides can enhance the speed and accuracy of sequencing of large oligomers of DNA in parallel, to allow rapid whole genome sequencing, and the identification of polymorphisms and other valuable genetic information, as well as allowing further manipulation and analysis of nucleic acid molecules in their native state following cleavage of the fluorescent group.

  本文介绍了新型核苷酸、核苷和其衍生物，可用于DNA测序技术和其他类型的DNA分析。在一种实施例中，具有未保护的3'-OH基团的核苷酸或核苷在核碱基上被衍生化，包括通过连接剂连接的荧光染料附着的光解终止基团。光解荧光基团旨在终止DNA合成，并被裂解，以便在并行格式中高效测序DNA寡聚体。在核苷酸和核苷上设计这种快速裂解的荧光基团可以提高大型DNA寡聚体并行测序的速度和准确性，从而实现快速全基因组测序，并识别多态性和其他有价值的遗传信息，同时允许在裂解荧光基团后对核酸分子进行进一步的操作和分析。
• Nucleotides and Nucleosides and Methods for their Use in DNA Sequencing
  申请人：Litosh Vladislav A.

  公开号：US20130035237A1

  公开（公告）日：2013-02-07

  The present invention relates generally to labeled and unlabled cleavable terminating groups and methods for DNA sequencing and other types of DNA analysis. More particularly, the invention relates in part to nucleotides and nucleosides with chemically cleavable, photocleavable, enzymatically cleavable, or non-photocleavable groups and methods for their use in DNA sequencing and its application in biomedical research.

  本发明通常涉及带有标记和未标记的可断裂终止基团及其在DNA测序和其他类型的DNA分析中的方法。更具体地，本发明部分涉及具有化学可断裂、光解、酶解或非光解基团的核苷酸和核苷以及它们在DNA测序中的应用及其在生物医学研究中的应用方法。