3-(苯并[d][1,3]-6-二氧烷)丙肼 | 88368-72-3

• 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
• 中文名称: 3-(苯并[d][1,3]-6-二氧烷)丙肼
• 中文别名: 3-(1,3-苯并二唑-5-基)丙烷肼
• 英文名称: 3-(3,4-methylenedioxyphenyl)propionic acid hydrazide
• 英文别名: 3-(3',4'-methylenedioxyphenyl)propionylhydrazine；3-(1,3-benzodioxol-5-yl)propanohydrazide；3-benzo[1,3]dioxol-5-yl-propionic acid hydrazide；3-Benzo[1,3]dioxol-5-yl-propionsaeure-hydrazid；3-(1,3-benzodioxol-5-yl)propanehydrazide
• CAS: 88368-72-3
• 化学式: C₁₀H₁₂N₂O₃
• mdl: MFCD08061562
• 分子量: 208.217
• InChiKey: XCDKQKNUUYBVBS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.6
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  73.6
• 氢给体数：
  2
• 氢受体数：
  4

安全信息

• 海关编码：
  2932999099

反应信息

• 作为反应物：
  描述：

  3-(苯并[d][1,3]-6-二氧烷)丙肼 、 环己基异硫氰酸脂 在 sodium hydroxide 、 盐酸 作用下， 以 乙醇 、 水 为溶剂， 反应 1.0h， 以75%的产率得到5-[2-(1,3-benzodioxol-5-yl)ethyl]-4-cyclohexyl-2,4-dihydro-3H-1,2,4-triazole-3-thione
  参考文献：
  名称：

  Design, Synthesis, Trypanocidal Activity, and Studies on Human Albumin Interaction of Novel S-Alkyl-1,2,4-triazoles

  摘要：

  Chagas disease is a neglected tropical disease caused by the hemoflagellated parasite Trypanosoma cruzi (Kinetoplastida). The only available drug to treat chagasic patients in Brazil, the nitroheterocycle benznidazole, is effective solely during the acute phase of the infection. There is accordingly a need to develop new therapeutic tools for the treatment of Chagas disease. This work reports the synthesis, trypanocidal evaluation and human serum albumin (HSA) interactions of a novel series of 1,2,4-triazoles. The new derivatives were synthesized via microwave irradiation in good yields. Most compounds showed toxic effects against T. cruzi with low toxicity to host cells. Three S-alkylated-triazoles showed the best activity profile against amastigotes, with half maximal inhibitory concentration (IC50) values of 3.95 +/- 1.41, 4.15 +/- 0.92 and 3.61 +/- 0.65 mu mol L-1, respectively. The interaction between HSA and 3-[(1E, 3E)-4-(1,3-benzodioxol-5-yl)buta-1,3-dien-1-yl]-5-(butylthio)-4-cyclohexyl-4,5-dihydro-1H-1,2,4-triazole was investigated using multiple spectroscopic techniques and molecular docking, revealing that serum albumin is a potential endogenous carrier to this compound in the human bloodstream.

  DOI：

  10.21577/0103-5053.20190033
• 作为产物：
  描述：

  3-[3,4-(亚甲二氧基)苯基]丙酸 在 硫酸 、 一水合肼 作用下， 以 乙醇 为溶剂， 反应 5.0h， 生成 3-(苯并[d][1,3]-6-二氧烷)丙肼
  参考文献：
  名称：

  衍生自天然黄樟脑的新型N-酰基芳基azo和等位基因的合成及止痛活性。

  摘要：

  从天然黄樟脑合成了一系列新的N-酰基芳基hydr（NAH）类抗伤害感受化合物（7）。以10f表示的最止痛衍生物，[（4'-N，N-二甲基氨基苄叉基-3-（3'，4'-亚甲基二氧苯基）丙酰肼]]比双嘧啶和消炎痛更有效，用作标准品。我们通过分子杂交和经典生物立体异构策略对先前报道的止痛NAH进行结构规划，以鉴定N-酰基芳基hydr部分的药效学作用并研究这些系列中的构效关系（SAR）。

  DOI：

  10.1016/s0223-5234(00)00120-3

文献信息

• Syntheses and anti-inflammatory and analgesic activities of hydroxamic acids and acid hydrazides.
  作者：KUNIYOSHI TANAKA、KEIZO MATSUO、AI NAKANISHI、TOSHIKO HATANO、HISAKO IZEKI、YOKO ISHIDA、WASUKE MORI

  DOI：10.1248/cpb.31.2810

  日期：——

  On the basis of the generally accepted view that copper ions take part in the occurrence of inflammation, hydroxamic acids and acid hydrazides derived from various substituted cinnamic acids and hydrocinnamic acids, which were expected to chelate with copper ions, were synthesized and evaluated for anti-inflammatory activity by the carrageenin-induced rat paw edema assay and for analgesic activity by the phenylquinone writhing method in mice. Some of the synthesized compounds exhibited both activities, and 3-(3, 4-dimethoxyphenyl)propiohydroxamic acid and its Zn complex were more active than aspirin. The Cu (II) complexes of hydroxamic acid derivatives were synthesized and were assumed to have polymeric structures from the results of elemental analysis, molecular weight measurement and determination of magnetic susceptibility.

  根据普遍接受的观点，铜离子参与了炎症的发生，因此合成了来自各种取代肉桂酸和氢肉桂酸的羟肟酸和酸肼，期望它们能与铜离子形成配位化合物，并通过卡拉胶诱导的大鼠爪肿胀实验评估其抗炎活性，通过苯醌扭动法评估其镇痛活性。部分合成的化合物表现出这两种活性，3-(3, 4-二甲氧基苯基)丙氢羟肟酸及其锌配合物的活性超过阿司匹林。羟肟酸衍生物的铜(II)配合物被合成，并根据元素分析、分子量测定和磁性测试结果推测其具有聚合结构。
• Substituted imidazo [1,5-a] [1,2,4] triazolo [4,3-d] [1,4] benzodiazepine derivatives
  申请人：——

  公开号：US20020103371A1

  公开（公告）日：2002-08-01

  The present invention is a compound of formula 1 The compound and derivatives or pharmaceutically acceptable salts thereof of the invention have a good affinity and selectivity to the GABA A &agr;5 receptor and are useful for the treatment of diseases related to this receptor.

  本发明是一种化合物，化学式为1。该发明的化合物及其衍生物或药学上可接受的盐具有良好的亲和力和选择性，对GABA A &agr;5受体具有作用，并可用于治疗与该受体相关的疾病。
• Hit optimization by dynamic combinatorial chemistry on <i>Streptococcus pneumoniae</i> energy-coupling factor transporter ECF-PanT
  作者：Ioulia Antonia Exapicheidou、Atanaz Shams、Hamza Ibrahim、Aleksei Tsarenko、Michael Backenköhler、Mostafa M. Hamed、Eleonora Diamanti、Andrea Volkamer、Dirk J. Slotboom、Anna K. H. Hirsch

  DOI：10.1039/d3cc04738e

  日期：——

  First application of dynamic combinatorial chemistry to the whole complex of the energy-coupling factor transporter PanT from Streptococcus pneumoniae.

  首次将动态组合化学应用于肺炎链球菌能量偶联因子转运体 PanT 的整个复合物。
• Babor et al., Chemicke Zvesti, 1954, vol. 8, p. 53,60
  作者：Babor et al.

  DOI：——

  日期：——
• TANAKA, KUNIYOSHI;MATSUO, KEIZO;NAKANISHI, AI;HATANO, TOSHIKO;IZEKI, HISA+, CHEM. AND PHARM. BULL., 1983, 31, N 8, 2810-2819
  作者：TANAKA, KUNIYOSHI、MATSUO, KEIZO、NAKANISHI, AI、HATANO, TOSHIKO、IZEKI, HISA+

  DOI：——

  日期：——