benzyliden-selenosemicarbazide | 1538-49-4

• 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: benzyliden-selenosemicarbazide
• 英文别名: benzaldehyde selenosemicarbazone；1-benzylidene-selenosemicarbazide；Benzaldehyd-selenosemicarbazon
• CAS: 1538-49-4
• 化学式: C₈H₉N₃Se
• 分子量: 226.14
• InChiKey: DPWVMSHLCZCSMQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.18
• 重原子数：
  12.0
• 可旋转键数：
  3.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  50.41
• 氢给体数：
  2.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  benzyliden-selenosemicarbazide 在 双氧水 、 三氯化铁 作用下， 以 乙醇 、 丙酮 为溶剂， 生成 4,4'-bis-(4-chloro-phenyl)-[5,5']biselenazolylidene-2,2'-dione bis-benzylidenehydrazone
  参考文献：
  名称：

  Bulka,E. et al., Chemische Berichte, 1961, vol. 94, p. 2763 - 2768

  摘要：

  DOI：
• 作为产物：
  描述：

  苯甲醛 、 acetone selenosemicarbazone 在 水 、 溶剂黄146 作用下， 生成 benzyliden-selenosemicarbazide
  参考文献：
  名称：

  The Anticalcific Effect of Glutaraldehyde Detoxification on Bioprosthetic Aortic Wall Tissue in the Sheep Model

  摘要：

  Background: Increasing concentrations of glutaraldehyde (GA) lead to a decreased rather than increased calcification of bioprosthetic aortic wall tissue. This study determined to what extent the benefit of better cross-linking is masked by the intrinsic propensity of GA towards calcification. Materials and Methods: Porcine aortic roots were immediately fixed at the abattoir at three different concentrations of GA (0.2%, 1.0%, and 3.0% for 1 week at 4 C). Subsequently, roots underwent a GA extraction process using high volumes of Urazole solution (acetic acid buffer, pH 4.5, 37degreesC, 1 week) followed by NaBH4 reduction (2 days, 37 C). Roots were implanted in the distal aortic arch of young sheep for 6 weeks and 6 months. Calcium analysis was quantitatively done by atomic absorption spectrophotometry and qualitatively assessed by light microscopy on Von Kossa stains. Results: There was a distinct anticalcification effect of GA detoxification after 6 weeks (56.8% to 97.9%; 95% confidence interval [CI]), which stabilized on a more moderate level after 6 months of implantation (19.1% to 31.6%; 95% CI). The most pronounced effect of GA extraction was seen in 0.2% fixed tissue, where aortic wall calcification was mitigated by 97% and 32% after 6 weeks and 6 months, respectively. Mitigation of aortic wall calcification was 71% (6 weeks) and 21% (6 months) in the 3.0% GA group. The combined effect of higher cross-link density and detoxification achieved an 82% (6 weeks) and 48% (6 months) reduction of calcium levels in the 3.0% GA group. In long-term implants (6 months), detoxification alone on top of standard 0.2% GA fixation was as effective (from 174.1 +/- 11.9 mug/mg without detoxification to 119.3 +/- 19.3 mug/mg with detoxification) as 3.0% fixation (114.8 +/- 10.0 mug/mg without detoxification to 91.3 +/- 11.5 mug/mg with detoxification). Conclusion: We were able to determine in the circulatory sheep model to what degree the intrinsic procalcific effect of GA counteracts the protective effect of higher cross-link density. Our study also established that the effect of detoxification is particularly pronounced in commercial low-grade fixation.

  DOI：

  10.1111/j.1540-8191.2001.tb00551.x

文献信息

• Some 2-Iminoselenazolidin-4-ones and related compounds
  作者：A M Comrie、D Dingwall、J B Stenlake

  DOI：10.1111/j.2042-7158.1964.tb07455.x

  日期：2011.4.12

  A series of 2-iminoselenazolidin-4-ones, selenazolidine-2,4-diones and some 2-alkylidenehydrazones have been synthesised. Wide-range screening for biological activity failed to reveal any compounds of promise.

  摘要：已合成一系列2-亚硒代噁唑啉-4-酮、硒代噁唑啉-2,4-二酮和一些2-烷基亚硒代肼酮。对生物活性进行广泛筛选未发现任何有前景的化合物。
• Heterocycles 23: Synthesis, characterization and anticancer activity of new hydrazinoselenazole derivatives
  作者：Valentin Zaharia、Adriana Ignat、Bathélémy Ngameni、Victor Kuete、Marlyse L. Moungang、Charles N. Fokunang、Mihai Vasilescu、Nicolae Palibroda、Castelia Cristea、Luminita Silaghi-Dumitrescu、Bonaventure T. Ngadjui

  DOI：10.1007/s00044-013-0558-8

  日期：2013.12

  A series of novel functionalized 1,3-selenazole was synthesized by Hantzsch-type condensation reaction and evaluated for their in vitro cytotoxic activity against two human cancer cell lines. The structures of the synthesized selenosemicarbazones and functionalized 2-hydrazinyl-1,3-selenazole derivatives were assigned based on IR and NMR spectroscopic investigations, mass spectrometry, and elemental

  通过Hantzsch型缩合反应合成了一系列新型功能化的1,3-硒代唑，并评估了它们对两种人类癌细胞系的体外细胞毒活性。基于IR和NMR光谱研究，质谱和元素分析数据，确定了合成的硒代亚氨基咪唑酮和功能化的2-肼基-1,3-硒唑衍生物的结构。一些合成的化合物显示出显着的细胞毒活性，在雄激素不敏感的前列腺癌细胞（DU-145）和肝癌（Hep-G2）细胞系中，化合物1d和4b记录的IC 50值低于或约为10μM 。
• LOCALIZATION OF THE C=Se VIBRATION IN THE INFRARED SPECTRA OF SELENOSEMICARBAZONES
  作者：B. A. Gingras、T. Suprunchuk、C. H. Bayley

  DOI：10.1139/v65-217

  日期：1965.6.1

  Few organic compounds of selenium are known and, consequently, very little published data are available concerning the various vibrations around the selenium atom. The present paper discusses the C=Se vibration in selenosemicarbazones by comparing their infrared spectra with those of corresponding Se-benzyl derivatives in which the C=Se group has been replaced by a C—Se—Bz. On this basis, it can be seen that a band at 800–780 cm⁻¹ in the spectra of selenosemicarbazones is absent in the spectra of the benzyl derivatives. This band is assigned to the C=Se vibration.

  极少有机硒化合物是已知的，因此关于硒原子周围的各种振动很少有发表的数据可用。本文通过将硒腙类的红外光谱与相应的取代了C=Se基团的C—Se—Bz苄基衍生物的光谱进行比较，讨论了C=Se振动。基于此，可以看出，在硒腙类的光谱中，在800-780 cm-1处的一个带子在苄基衍生物的光谱中是不存在的。这个带子被分配给C=Se振动。
• Bulka,E. et al., Chemische Berichte, 1961, vol. 94, p. 1127 - 1137
  作者：Bulka,E. et al.

  DOI：——

  日期：——
• Synthesis of biologically active derivatives of cyclopenteno[d]-selenazole and their thioanalogs
  作者：A. A. Tsurkan、Z. F. Gromova、É. A. Rudzit、G. N. Neshchadit、D. A. Kulikova

  DOI：10.1007/bf00759752

  日期：1982.6