3-benzoyl-dithiocarbazic acid | 60060-43-7

• 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: 3-benzoyl-dithiocarbazic acid
• 英文别名: Benzoyl-dithiocarbazinsaeure；N-Benzoyl-hydrazin-N'-dithiocarbonsaeure；3-Benzoyl-dithiocarbazidsaeure；benzamidocarbamodithioic acid
• CAS: 60060-43-7
• 化学式: C₈H₈N₂OS₂
• 分子量: 212.296
• InChiKey: JMMKGTUOCKZWFD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  13
• 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：
  74.2
• 氢给体数：
  3
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-benzoyl-dithiocarbazic acid 在 盐酸 、 三乙胺 作用下， 以 乙醇 为溶剂， 反应 3.25h， 生成 1-(3,4-dichlorophenyl)-2-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]-1-ethanone
  参考文献：
  名称：

  Oxadiazoles and thiadiazoles: Novel α-glucosidase inhibitors

  摘要：

  Oxadiazoles and thiadiazoles 1-37 were synthesized and evaluated for the first time for their α-glucosidase inhibitory activities. As a result, fifteen of them 1, 4, 5, 7, 8, 13, 17, 23, 25, 30, 32, 33, 35, 36 and 37 were identified as potent inhibitors of the enzyme. Kinetic studies of the most active compounds (oxadiazoles 1, 23 and 25, and thiadiazoles 35 and 37) were carried out to determine their mode of inhibition and dissociation constants Ki. The most potent compound of the oxadiazole series (compound 23) was found to be a non-competitive inhibitor (Ki=4.36±0.017 μM), while most potent thiadiazole 35 was identified as a competitive inhibitor (Ki=6.0±0.059 μM). The selectivity and toxicity of these compounds were also studied by evaluating their potential against other enzymes, such as carbonic anhydrase-II and phosphodiesterase-I. Cytotoxicity was evaluated against rat fibroblast 3T3 cell line. Interestingly, these compounds were found to be inactive against other enzymes, exhibiting their selectivity towards α-glucosidase. Inhibition of α-glucosidase is an effective strategy for controlling post-prandial hyperglycemia in diabetic patients. α-Glucosidase inhibitors can also be used as anti-obesity and anti-viral drugs. Our study identifies two novel series of potent α-glucosidase inhibitors for further investigation.

  DOI：

  10.1016/j.bmc.2014.07.032
• 作为产物：
  描述：

  二硫化碳 、 苯甲酰肼 在 氢氧化钾 作用下， 生成 3-benzoyl-dithiocarbazic acid
  参考文献：
  名称：

  Busch, Journal fur praktische Chemie (Leipzig 1954), 1916, vol. <2>93, p. 59

  摘要：

  DOI：

文献信息

• Busch, Journal fur praktische Chemie (Leipzig 1954), 1916, vol. <2>93, p. 59
  作者：Busch

  DOI：——

  日期：——
• METHODS FOR MODULATING PLANT RESPONSE TO ENVIRONMENTALLY-INDUCED STRESS
  申请人：Howard University

  公开号：US20150119250A1

  公开（公告）日：2015-04-30

  Compounds and methods are described herein that are effective to modulate plant response (e.g., plant susceptibility) to environmentally-induced stress. The compounds and methods described herein advantageously may be used to modulate environmental stress resistance in a wide variety of plants. Environmental stresses include, for example, high light intensity (UV exposure), temperature (e.g., high heat), high soil salinity, and low soil moisture (e.g., drought). As used herein, environmental stresses include any conditions that result in increased generation of reactive oxygen species (ROS) and accumulation of ROS in the plant cells. The compounds described herein that are effective to modulate resistance to the stress prevent, directly or indirectly, or increase phosphorylation of Tyr 248 of the RACK1A protein.
• US3936481A
  申请人：——

  公开号：US3936481A

  公开（公告）日：1976-02-03
• Oxadiazoles and thiadiazoles: Novel α-glucosidase inhibitors
  作者：Hamdy Kashtoh、Shafqat Hussain、Ajmal Khan、Syed Muhammad Saad、Jalaluddin A.J. Khan、Khalid Mohammed Khan、Shahnaz Perveen、M. Iqbal Choudhary

  DOI：10.1016/j.bmc.2014.07.032

  日期：2014.10

  Oxadiazoles and thiadiazoles 1-37 were synthesized and evaluated for the first time for their α-glucosidase inhibitory activities. As a result, fifteen of them 1, 4, 5, 7, 8, 13, 17, 23, 25, 30, 32, 33, 35, 36 and 37 were identified as potent inhibitors of the enzyme. Kinetic studies of the most active compounds (oxadiazoles 1, 23 and 25, and thiadiazoles 35 and 37) were carried out to determine their mode of inhibition and dissociation constants Ki. The most potent compound of the oxadiazole series (compound 23) was found to be a non-competitive inhibitor (Ki=4.36±0.017 μM), while most potent thiadiazole 35 was identified as a competitive inhibitor (Ki=6.0±0.059 μM). The selectivity and toxicity of these compounds were also studied by evaluating their potential against other enzymes, such as carbonic anhydrase-II and phosphodiesterase-I. Cytotoxicity was evaluated against rat fibroblast 3T3 cell line. Interestingly, these compounds were found to be inactive against other enzymes, exhibiting their selectivity towards α-glucosidase. Inhibition of α-glucosidase is an effective strategy for controlling post-prandial hyperglycemia in diabetic patients. α-Glucosidase inhibitors can also be used as anti-obesity and anti-viral drugs. Our study identifies two novel series of potent α-glucosidase inhibitors for further investigation.