4-Hydrazino-benzenesulfonic acid anion | 54005-64-0

• 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: 4-Hydrazino-benzenesulfonic acid anion
• 英文别名: p-Hydrazinobenzene sulphonate；4-hydrazinylbenzenesulfonate
• CAS: 54005-64-0
• 化学式: C₆H₇N₂O₃S
• 分子量: 187.199
• InChiKey: IOMZCWUHFGMSEJ-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  -2.5
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  104
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  4-Hydrazino-benzenesulfonic acid anion 在 溶剂黄146 作用下， 反应 96.0h， 生成 1-(5-羧基己基)-2,3,3-三甲基-3H-吲哚-5-磺酸内盐
  参考文献：
  名称：

  Evaluation of asymmetric orthogonal cyanine fluorophores

  摘要：

  Pentamethine cyanine (Cy5) fluomphores have proven to be versatile imaging agents (i.e., tracers) for a range of micro- and macroscopic imaging applications, including image-guided surgery. In this study the relationship between the structure of asymmetric Cy5 fluorophores and their photophysical properties was studied. To this end, seven Cy5 analogues, bearing orthogonal N-indole substituents (H, SC3-, or benzene), were synthesised and evaluated. In-depth analysis revealed that introduction of sulfonates enhanced the fluorescence brightness and photostability, while reducing the lipophilicity, serum binding and stacking tendency. The addition of benzene moieties induced a bathochromic shift of 10-20 nm, increased the lipophilicity (LogP = -1.56-1.23) and serum binding (67.3-93.8% bound), as well as negatively impacted the brightness (0.74-42.9 . 10(3) M-1 cm(-1)), photostability (24.4-90.6% remaining), and stacking tendency. Chemical stability was uninfluenced by the substitution pattern. Additionally, the generation of a c[RGDyK]-based hybrid tracer based on one of these fluomphores in combination with a diethylenetriaminepentaacetic acid (DTPA) chelate and an In-111-isotope was reported. This compound was evaluated in vitro using alpha(v)beta(3)-overexpressing Ge beta 3 cells and in vivo using a 4T1 mouse tumour model. Overall, the presented results imply that alterations of the asymmetrical orthogonal Cy5 fluomphore structure have impact on the (photo)physical properties. Furthermore, the orthogonal Cy5 fluorophore framework can readily be applied in tracer development.

  DOI：

  10.1016/j.dyepig.2020.108712
• 作为产物：
  描述：

  重氮苯磺酸 在 sodium perchlorate 作用下， 以 水 为溶剂， 反应 2.0h， 以25%的产率得到4-Hydrazino-benzenesulfonic acid anion
  参考文献：
  名称：

  Hamet-Elfakir, Claire; Caullet, ClAude, Bulletin de la Societe Chimique de France, 1986, # 5, p. 687 - 692

  摘要：

  DOI：

文献信息

• Monitoring Pancreatic Carcinogenesis by the Molecular Imaging of Cathepsin E In Vivo Using Confocal Laser Endomicroscopy
  作者：Hui Li、Yongdong Li、Lei Cui、Biyuan Wang、Wenli Cui、Minghua Li、Yingsheng Cheng

  DOI：10.1371/journal.pone.0106566

  日期：——

  The monitoring of pancreatic ductal adenocarcinoma (PDAC) in high-risk populations is essential. Cathepsin E (CTSE) is specifically and highly expressed in PDAC and pancreatic intraepithelial neoplasias (PanINs), and its expression gradually increases along with disease progression. In this study, we first established an in situ 7,12-dimethyl-1,2-benzanthracene (DMBA)-induced rat model for PanINs and PDAC and then confirmed that tumorigenesis properties in this model were consistent with those of human PDAC in that CTSE expression gradually increased with tumor development using histology and immunohistochemistry. Then, using in vivo imaging of heterotopically implanted tumors generated from CTSE- overexpressing cells (PANC-1-CTSE) in nude mice and in vitro imaging of PanINs and PDAC in DMBA-induced rats, the specificity of the synthesized CTSE-activatable probe was verified. Quantitative determination identified that the fluorescence signal ratio of pancreatic tumor to normal pancreas gradually increased in association with progressive pathological grades, with the exception of no significant difference between PanIN-II and PanIN-III grades. Finally, we monitored pancreatic carcinogenesis in vivo using confocal laser endomicroscopy (CLE) in combination with the CTSE-activatable probe. A prospective double-blind control study was performed to evaluate the accuracy of this method in diagnosing PDAC and PanINs of all grades (>82.7%). This allowed us to establish effective diagnostic criteria for CLE in PDAC and PanINs to facilitate the monitoring of PDAC in high-risk populations.

  监测高危人群中的胰腺导管腺癌（PDAC）至关重要。胰蛋白酶 E（CTSE）在 PDAC 和胰腺上皮内瘤（PANINs）中特异性高表达，其表达随疾病进展而逐渐增加。在这项研究中，我们首先建立了一个原位 7,12-二甲基-1,2-苯并蒽 (DMBA) 诱导的 PANINs 和 PDAC 大鼠模型，然后利用组织学和免疫组化方法证实了该模型的肿瘤发生特性与人类 PDAC 一致，即 CTSE 的表达随着肿瘤的发展而逐渐增加。然后，利用 CTSE 过表达细胞（PANC-1-CTSE）在裸鼠体内异位植入肿瘤的成像以及 DMBA 诱导的大鼠 PANINs 和 PDAC 的体外成像，验证了合成的 CTSE 可激活探针的特异性。定量测定发现，胰腺肿瘤与正常胰腺的荧光信号比随着病理分级的进展而逐渐增加，但 PANIN-II 级与 PANIN-III 级之间无明显差异。最后，我们使用共焦激光内窥镜（CLE）结合 CTSE 可激活探针监测体内胰腺癌的发生。我们进行了一项前瞻性双盲对照研究，以评估该方法在诊断 PDAC 和各等级 PANINs 方面的准确性（>82.7%）。这使我们能够为 PDAC 和 PANINs 中的 CLE 建立有效的诊断标准，以促进对高危人群中 PDAC 的监测。
• Process for the manufacture of 1-aryl-3-carboxypyrazolid-5-ones
  申请人：Imperial Chemical Industries Limited

  公开号：US04095024A1

  公开（公告）日：1978-06-13

  A process for manufacture of 1-aryl-3-carboxypyrazolid-5-one compounds of the formula: ##STR1## wherein R.sup.1 and R.sup.2 may be the same or different and each represents H or an alkyl, cycloalkyl, aralkyl or monocyclic aryl group or R.sup.1 and R.sup.2 together form a tetramethylene group; and R represents an aryl group which may be substituted which comprises reacting a hydrazine of the formula R.NH.NH.sub.2 with an ester of the formula: ##STR2## wherein R.sup.3 is an alkyl, cycloalkyl, aralkyl or aryl group, which may be substituted. The novel process provides better yields and simpler operating conditions than other processes described in the literature for manufacture of these pyrazolidones.

  一种制造1-芳基-3-羧基吡唑烷-5-酮化合物的方法，其化学式为：##STR1## 其中R.sup.1和R.sup.2可以相同也可以不同，分别代表氢或烷基，环烷基，芳基烷基或单环芳基基团，或者R.sup.1和R.sup.2一起形成四亚甲基基团；而R代表一个可能被取代的芳基基团。该方法通过将化学式为R.NH.NH.sub.2的肼与化学式为：##STR2## 的酯反应而得到。新颖的方法提供了比文献中描述的其他方法更好的产率和更简单的操作条件，用于制造这些吡唑烷酮。
• Synthesis, properties and bioconjugation of water-soluble asymmetric indodicarbocyanine dyes
  作者：Viktoriya E. Kuznetsova、Vadim A. Vasiliskov、Aleksandr S. Zasedatelev、Aleksandr V. Chudinov

  DOI：10.1016/j.mencom.2008.05.009

  日期：2008.5

  New indodicarbocyanine dyes have been synthesised and converted into succinimidyl active esters for the fluorescent labeling of proteins and oligonucleotides.