2-(丁基氨基)十六烷-1-醇 | 918817-81-9

• 分子结构分类: 有机化合物 - 有机氮化合物
• 中文名称: 2-(丁基氨基)十六烷-1-醇
• 英文名称: 2-(butylamino)hexadecanol
• 英文别名: 2-(butylamino)hexadecan-1-ol
• CAS: 918817-81-9
• 化学式: C₂₀H₄₃NO
• 分子量: 313.568
• InChiKey: OQEVREQISPKKPZ-UHFFFAOYSA-N

物化性质

• 沸点：
  425.4±18.0 °C(Predicted)
• 密度：
  0.858±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  7.6
• 重原子数：
  22
• 可旋转键数：
  18
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  32.3
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  2-溴十六烷酸 在 lithium aluminium tetrahydride 作用下， 生成 2-(丁基氨基)十六烷-1-醇
  参考文献：
  名称：

  Synthesis and evaluation of some lipidic aminoalcohols and diamines as immunomodulators

  摘要：

  Lymphoproliferation inhibition and cytotoxicity of a number of lipidic aminoacids, aminoalcohols and diamines were evaluated as a preliminary screening to select potential immunomodulators. The four most potent/less toxic compounds were submitted to delayed hypersensibility (DTH) assays to define the best to be evaluated further Graft-vs-Host, NO production and other immunoevaluation (CD4(+), CD45, CD8, CD11b, I-Ek, and NK cells) assays, to establish their immunomodulation potential for being further considered as auxiliary agents for vaccination against some parasitic infections. Compounds 5d, 6d, 6f, 7a, and 9a, fairly inhibited the lymphoproliferation (71.6-79.5%, at 3.2-2.4 nM), while the antinoalcohol derivative 6f and the diamine 7a gave the most promising results in the DTH assays. Diamine derivative 8b induced nitrite production on normal macrophages, whereas compounds 6f and 7a induced nitrite production on LPS pre-stimulated macrophages. These two last compounds have been selected to follow in vivo vaccination assays. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.08.113

文献信息

• Trypanocidal Activity of Long Chain Diamines and Aminoalcohols
  作者：Ana Legarda-Ceballos、Esther del Olmo、Julio López-Abán、Ricardo Escarcena、Luis Bustos、Cristina Fonseca-Berzal、Alicia Gómez-Barrio、Juan Dib、Arturo Feliciano、Antonio Muro

  DOI：10.3390/molecules200611554

  日期：——

  Thirteen aminoalcohols and eight diamines were obtained and tested against Trypanosoma cruzi epimastigotes strains MG, JEM and CL-B5 clone. Some of them were equal or more potent (1.0–6.6 times) than the reference compound nifurtimox. From them, three aminoalcohols and two diamines were selected for amastigotes assays. Compound 5 was as potent as the reference drug nifurtimox against amastigotes of the CL-B5 strain (IC50 = 0.6 µM), with a selectivity index of 54.

  获得了十三种氨基醇和八种二胺，并对其进行抗克鲁兹锥虫的上位体株MG、JEM和CL-B5克隆进行了测试。其中一些的活性与参考化合物尼夫替莫司相等或更强（1.0–6.6倍）。从中选择了三种氨基醇和两种二胺进行阿米巴虫检测试验。化合物5在对CL-B5株的阿米巴虫的活性与参考药物尼夫替莫司相当（IC50 = 0.6 µM），选择性指数为54。
• In vitro bioevaluation and docking study of dihydrosphingosine and ethambutol analogues against sensitive and multi-drug resistant Mycobacterium tuberculosis
  作者：Leonardo Aquino Linhares、Aline dos Santos Peixoto、Luanna de Angelis Correia de Sousa、João Paulo Lucena Laet、Aline Caroline da Silva Santos、Valeria Rêgo Alves Pereira、Maria Madileuza Carneiro Neves、Luiz Felipe Gomes Rebello Ferreira、Marcelo Zaldini Hernandes、Jennifer de la Vega、Antônio Pereira-Neves、Arturo San Feliciano、Esther Del Olmo、Haiana Charifker Schindler、Lílian Maria Lapa Montenegro

  DOI：10.1016/j.ejmech.2023.115579

  日期：2023.10
• Synthesis and evaluation of some lipidic aminoalcohols and diamines as immunomodulators
  作者：Esther del Olmo、Alvaro Plaza、Antonio Muro、Antonio R. Martínez-Fernández、Juan J. Nogal-Ruiz、José L. López-Pérez、Arturo San Feliciano

  DOI：10.1016/j.bmcl.2006.08.113

  日期：2006.12

  Lymphoproliferation inhibition and cytotoxicity of a number of lipidic aminoacids, aminoalcohols and diamines were evaluated as a preliminary screening to select potential immunomodulators. The four most potent/less toxic compounds were submitted to delayed hypersensibility (DTH) assays to define the best to be evaluated further Graft-vs-Host, NO production and other immunoevaluation (CD4(+), CD45, CD8, CD11b, I-Ek, and NK cells) assays, to establish their immunomodulation potential for being further considered as auxiliary agents for vaccination against some parasitic infections. Compounds 5d, 6d, 6f, 7a, and 9a, fairly inhibited the lymphoproliferation (71.6-79.5%, at 3.2-2.4 nM), while the antinoalcohol derivative 6f and the diamine 7a gave the most promising results in the DTH assays. Diamine derivative 8b induced nitrite production on normal macrophages, whereas compounds 6f and 7a induced nitrite production on LPS pre-stimulated macrophages. These two last compounds have been selected to follow in vivo vaccination assays. (c) 2006 Elsevier Ltd. All rights reserved.