linoleoyl hydrazide | 29204-27-1

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: linoleoyl hydrazide
• 英文别名: Linoleinsaeure-hydrazid；linoleylhydrazine；linoleic hydrazide；(9Z,12Z)-octadeca-9,12-dienehydrazide
• CAS: 29204-27-1
• 化学式: C₁₈H₃₄N₂O
• 分子量: 294.481
• InChiKey: HZTPVTGVCQROJN-HZJYTTRNSA-N

物化性质

• 沸点：
  457.7±24.0 °C(Predicted)
• 密度：
  0.913±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  21
• 可旋转键数：
  14
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.72
• 拓扑面积：
  55.1
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  linoleoyl hydrazide 、 盐酸多柔比星 在 三氟乙酸 作用下， 以 甲醇 为溶剂， 以38%的产率得到
  参考文献：
  名称：

  Modulation of doxorubicin activity in cancer cells by conjugation with fatty acyl and terpenyl hydrazones

  摘要：

  Doxorubicin N-acylhydrazones derived from saturated, unsaturated and terpene-terminated fatty acids were tested for anticancer activity in cells of human HL-60 leukaemia, 518A2 melanoma, MCF-7/Topo breast and KB-V1/Vbl cervix carcinomas. In the latter, the N-heptadecanoyl hydrazone was more cytotoxic than its unsaturated C(18)-fatty acyl analogues and even three times more than doxorubicin. The (menthoxycarbonyl)undecanoyl hydrazone was twice as active as doxorubicin in these multidrug resistant KB-V1/Vbl and in the 518A2 cells and also more efficacious in KB-V1 and MCF-7 cells that had been desensitised for doxorubicin. All hydrazones induced apoptosis albeit by slightly different mechanisms. While apoptosis induction by the menthoxymalonyl hydrazone was characterized by an upfront increase in caspase-8 activity, all other hydrazones elicited a hike in caspase-9 activity. Treatment of HL-60 and 518A2 cells with doxorubicin or its heptadecanoyl, linolenoyl, (menthoxycarbonyl)undecanoyl or menthoxymalonyl hydrazones also led to diverging increases of the ratio of bax to bcl-2 mRNA expression, of reactive oxygen species and of mitochondrial membrane damage. (C) 2010 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2010.01.037
• 作为产物：
  描述：

  亚油酸甲酯 在 肼 作用下， 以 乙醇 、 水 、 正丁醇 为溶剂， 反应 24.0h， 生成 linoleoyl hydrazide
  参考文献：
  名称：

  制备饱和和 不饱和脂肪酸酰肼和长链C-糖苷酮hydr

  摘要：

  描述了一种制备饱和和饱和的方法 不饱和脂肪酸 使用脂肪酶作为酰基酰肼 催化剂。酰肼产生于脂肪酸 甲酯以及直接来自植物油的油脂，不需要有机助溶剂来维持油脂的完整性 不饱和脂肪酸。两种南极衣藻 脂肪酶固定在丙烯酸树脂上的固定化酶和固定化的M. miehei脂肪酶用于催化反应，它们提供了所需的酰肼，收率相近，分别为82.8％和84.6％。通过MALDI-TOF-MS和气质联用仪 碎裂途径显示纯产物无起始 甲基酯或三酰基甘油。这些酰肼 分子已与 糖类 C-糖苷酮，以制备长链C-糖苷酮hydr。此准备不需要保护团体 或异头物 激活以及各种保留母体闭环构象的C-糖苷酮糖类被描述。这些化合物具有以糖为基础的可再生能源的潜力清洁剂 其中糖部分充当极性头 团体 而 酰肼 烷基链是非极性组分。

  DOI：

  10.1039/c0gc00372g

文献信息

• Synthesis, Evaluation and Molecular Docking Studies of 1,3,4-oxadiazole- 2-thiol Incorporating Fatty Acid Moiety as Antitumor and Antimicrobial Agents
  作者：Fatma Mohamed、Ahmed Hashem、Randa Swellem、Galal Nawwar

  DOI：10.2174/157018081131000072

  日期：2014.2

  A series of 1,3,4-oxadiazole-2-thiol incorporating fatty acid moieties was synthesized. The chemical structure of the synthesized compounds was established by their spectral data, elemental analysis, and their chemical behavior. Their thioglycosides derivatives and the analogous 1,2,4-triazole were also prepared. The in vitro cytotoxicty of the synthesized compounds was screened against two cell lines; breast cell line MCF-7, and liver cell line HepG2. The most potent compound is (E)-5-(heptadec-8-enyl)-1,3,4-oxadiazole-2-thiol 4f with IC50 (2.82 | µg/ml) and (3.87 µg/ml) against breast cell line MCF-7 and liver cell line HepG2 respectively. Molecular Docking study of Bcl-2 was conducted for the most potent compound, its analogues and the lowest cytotoxicty compound. The antimicrobial activity was also screened, compound (E)-5-ethyl-1,3,4-oxadiazole-2-thiol 4a showed a broad spectrum of activity. A relationship between the length of the fatty acid chain and the biological activity was noticed in the tested compounds.

  一系列含有脂肪酸基团的1,3,4-噁二唑-2-硫醇化合物被合成。通过光谱数据、元素分析和化学行为确定了合成分子的化学结构。它们的硫代糖苷衍生物及其类似的1,2,4-三唑化合物也被制备。体外细胞毒性测试对两种细胞系进行了筛选：乳腺癌细胞系MCF-7和肝癌细胞系HepG2。最具活性的化合物是(E)-5-(十七碳-8-烯基)-1,3,4-噁二唑-2-硫醇4f，其对MCF-7细胞系的IC50值为2.82 µg/ml，对HepG2细胞系的IC50值为3.87 µg/ml。对最具活性化合物、其类似物和最低细胞毒性化合物的Bcl-2分子对接研究进行了开展。抗微生物活性也被筛选，化合物(E)-5-乙基-1,3,4-噁二唑-2-硫醇4a显示出广谱活性。在测试的化合物中，注意到脂肪酸链的长度与生物活性之间存在关系。
• POLYACETAL RESIN COMPOSITION
  申请人：Polyplastics Co., Ltd.

  公开号：EP1674526A1

  公开（公告）日：2006-06-28

  A polyacetal resin composition comprises a polyacetal resin, and at least one carboxylic acid hydrazide selected from a saturated or unsaturated long-chain aliphatic carboxylic acid hydrazide, a saturated or unsaturated alicyclic carboxylic acid hydrazide, a dimer acid or trimer acid hydrazide, and an oxycarboxylic acid hydrazide corresponding to each of these hydrazides. The proportion of the carboxylic acid hydrazide may be about 0.001 to 20 parts by weight relative to 100 parts by weight of the polyacetal resin. The polyacetal resin composition may further comprise at least one member selected from an antioxidant, a heat stabilizer, a processing stabilizer, a weather (light)-resistant stabilizer, an impact resistance improver, a slip-improving agent, a coloring agent, and a filler. With the use of such a resin composition, stability of a polyacetal resin is improved, and formaldehyde emission is inhibited.

  聚缩醛树脂组合物由聚缩醛树脂和至少一种羧酸酰肼组成，羧酸酰肼选自饱和或不饱和长链脂族羧酸酰肼、饱和或不饱和脂环族羧酸酰肼、二聚酸或三聚酸酰肼以及与上述每种酰肼相对应的氧羧酸酰肼。相对于 100 重量份的聚缩醛树脂，羧酸酰肼的比例可以是约 0.001 至 20 重量份。聚缩醛树脂组合物还可以包含至少一种选自抗氧化剂、热稳定剂、加工稳定剂、耐候（光）稳定剂、抗冲击性改进剂、滑爽性改进剂、着色剂和填料的成分。使用这种树脂组合物可以提高聚缩醛树脂的稳定性，并抑制甲醛释放。
• Temozolomide-fatty acid conjugates for glioblastoma multiforme: In vitro and in vivo evaluation
  作者：Reena Jatyan、Deepak Kumar Sahel、Prabhjeet Singh、Rajeev Sakhuja、Anupama Mittal、Deepak Chitkara

  DOI：10.1016/j.jconrel.2023.05.012

  日期：2023.7
• Polyacetal resin composition
  申请人：Harashina Hatsuhiko

  公开号：US20070032605A1

  公开（公告）日：2007-02-08

  A polyacetal resin composition comprises a polyacetal resin, and at least one carboxylic acid hydrazide selected from a saturated or unsaturated long-chain aliphatic carboxylic acid hydrazide, a saturated or unsaturated alicyclic carboxylic acid hydrazide, a dimer acid or trimer acid hydrazide, and an oxycarboxylic acid hydrazide corresponding to each of these hydrazides. The proportion of the carboxylic acid hydrazide may be about 0.001 to 20 parts by weight relative to 100 parts by weight of the polyacetal resin. The polyacetal resin composition may further comprise at least one member selected from an antioxidant, a heat stabilizer, a processing stabilizer, a weather (light)-resistant stabilizer, an impact resistance improver, a slip-improving agent, a coloring agent, and a filler. With the use of such a resin composition, stability of a polyacetal resin is improved, and formaldehyde emission is inhibited.
• RUBBER COMPOSITION AND TIRE
  申请人：OTSUKA CHEMICAL CO., LTD.

  公开号：US20200040167A1

  公开（公告）日：2020-02-06

  A rubber composition comprising a rubber component, a tetrazine compound represented by Formula (1) or a salt thereof: wherein X 1 and X 2 each represent an optionally substituted heterocyclic group, and a processing aid, wherein the rubber component contains a diene rubber obtained by polymerization of monomers including 1,3-butadiene monomer, the diene rubber being present in an amount of 40 parts by mass or more, per 100 parts by mass of the rubber component, and wherein the tetrazine compound or a salt thereof is present in an amount of 0.1 to 10 parts by mass, per 100 parts by mass of the rubber component.