1-azido-2-propanol | 82736-12-7

• 分子结构分类: 有机化合物 - 有机1,3-偶极化合物 - 烯丙基型1,3-偶极有机化合物
• 英文名称: 1-azido-2-propanol
• 英文别名: 1-azidopropan-2-ol
• CAS: 82736-12-7
• 化学式: C₃H₇N₃O
• mdl: MFCD14652850
• 分子量: 101.108
• InChiKey: YKPFXAHKQLQHCJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  7
• 可旋转键数：
  2
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  34.6
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-azido-2-propanol 、 (6R,7R)-3-methyl-8-oxo-7-(propiolamido)-5-thia-1-azaicyclo[4.2.0]oct-2-ene-2-carboxylic acid 在 甲酸 、 copper(II) sulfate 、 sodium ascorbate 作用下， 以 水 、 叔丁醇 为溶剂， 以85%的产率得到(6R,7R)-7-(1-(2-hydroxypropyl)-1H-1,2,3-triazole-4-carboxamido)-3-methyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
  参考文献：
  名称：

  Synthesis, antibacterial activity, and CoMFA study of new 1,2,3-triazolyl 7-carboxamidodesacetoxy cephalosporanic acid derivatives

  摘要：

  New derivatives of 1,2,3-triazolyl 7-carboxamidodesacetoxy cephalosporanic acid were synthesized using alkyne-azide 1,3-dipolar cycloaddition. The synthesized compounds were evaluated for their antibacterial activity against a collection of Gram-positive and Gram-negative bacteria and also in synergy with cefixime and cephalexin. Some compounds inhibited vancomycin-resistant strain of Enterococcus faecium (MIC = 8 A mu g/mL) and in the synergy experiments compounds 13a, 13f, and 13g decreased the level of MIC against an ESBL strain of Klebsiella pneumonia. A comparative molecular field analysis has been carried out, and the effect of substituents on the antibacterial activities of the synthesized compounds was explained.

  DOI：

  10.1007/s00044-014-1014-0
• 作为产物：
  描述：

  1-氯-2-丙醇 在 甲醇 、 sodium azide 作用下， 生成 1-azido-2-propanol
  参考文献：
  名称：

  The Acid-catalyzed Reaction of Alkyl Azides upon Carbonyl Compounds¹

  摘要：

  DOI：

  10.1021/ja01609a045

文献信息

• Identification of novel anti-cancer agents by the synthesis and cellular screening of a noscapine-based library
  作者：Faezeh Nemati、Iris Bischoff-Kont、Peyman Salehi、Samad Nejad-Ebrahimi、Maryam Mohebbi、Morteza Bararjanian、Nasim Hadian、Zahra Hassanpour、Yvonne Jung、Sofie Schaerlaekens、Daniel Lucena-Agell、María A. Oliva、Robert Fürst、Hamid R. Nasiri

  DOI：10.1016/j.bioorg.2021.105135

  日期：2021.10

  is a natural product first isolated from the opium poppy (Papaver somniferum L.) with anticancer properties. In this work, we report the synthesis and cellular screening of a noscapine-based library. A library of novel noscapine derivatives was synthesized with modifications in the isoquinoline and phthalide scaffolds. The so generated library, consisting of fifty-seven derivatives of the natural product

  Noscapine 是一种天然产物，首先从罂粟 ( Papaver somniferum L. ) 中分离出来，具有抗癌特性。在这项工作中，我们报告了基于 noscapine 的库的合成和细胞筛选。在异喹啉和苯酞支架中进行了修改，合成了一个新的那可品衍生物文库。如此生成的文库由天然产物那可丁的 57 种衍生物组成，在细胞增殖试验中针对 MDA-MB-231 乳腺癌细胞进行了测试（Z' > 0.7）。筛选结果鉴定了两种新型那可品衍生物作为 MDA 细胞生长抑制剂，IC 50分别为 5 µM 和 1.5 µM 的值。与先导化合物那可丁 (IC 50 26 µM)相比，这两种命中分子的效力分别高出 5 倍和 17 倍。鉴定出的活性衍生物保留了那可品的微管蛋白结合能力。对两种命中分子以及针对其他癌细胞系（HepG2、HeLa 和 PC3 细胞）的天然产物的进一步测试证实了我们的初步发现。与最初的天
• [EN] ONE-STEP SYNTHESIS OF SOYBEAN POLYOLS<br/>[FR] SYNTHÈSE EN UNE ÉTAPE DE POLYOLS DE SOJA
  申请人：KANSAS SOYBEAN COMMISSION

  公开号：WO2021216940A1

  公开（公告）日：2021-10-28

  A method of producing a triazoline-containing compound, the method comprising reacting an alkene, which comprises at least one a C=C double bond, with an azido compound, which comprises an azide anion having the chemical formula N3 -, wherein the alkene and the azido compound are constituents of a reaction mixture, so that a C-C single bond forms between the carbon atoms of the at least one C=C double bond and each of carbon atom of the C-C single bond also has a single bond with a different nitrogen atom of the azide anion thereby producing the triazoline containing compound.

  一种生产三唑啉含化合物的方法，所述方法包括将至少含有一个C=C双键的烯烃与含有化学式N3-的叠氮化合物反应，其中所述烯烃和叠氮化合物是反应混合物的组分，从而在至少一个C=C双键的碳原子之间形成一个C-C单键，而每个碳原子的C-C单键还与叠氮阴离子的不同氮原子之一形成单键，从而生产含有三唑啉的化合物。
• Design, synthesis and biological evaluation of novel 1,2,3-triazolyl $$\upbeta $$ β -hydroxy alkyl/carbazole hybrid molecules
  作者：Mohammad Navid Soltani Rad、Somayeh Behrouz、Marzieh Behrouz、Akram Sami、Mehdi Mardkhoshnood、Ali Zarenezhad、Elham Zarenezhad

  DOI：10.1007/s11030-016-9678-7

  日期：2016.8

  The design, synthesis and biological study of several novel 1,2,3-triazolyl \(\upbeta \)-hydroxy alkyl/carbazole hybrid molecules as a new type of antifungal agent has been described. In this synthesis, the N-alkylation reaction of carbazol-9-ide potassium salt with 3-bromoprop-1-yne afforded 9-(prop-2-ynyl)-9H-carbazole. The ‘Click’ Huisgen cycloaddition reaction of 9-(prop-2-ynyl)-9H-carbazole with

  已经描述了几种新型的1,2,3-三唑基（upbeta） -羟基烷基/咔唑杂化分子作为新型抗真菌剂的设计，合成和生物学研究。在该合成中，Ñ与3-溴丙-1-炔，得到9-（丙-2-炔基）-9咔唑-9- IDE钾盐烷基化反应ħ -咔唑。具有不同\（\ upbeta \）的9-（prop-2- ynyl）-9 H-咔唑的'Click'Huisgen环加成反应掺杂铜的二氧化硅硫酸亚铜的存在下，叠氮基叠氮化物醇可以极高的收率产生目标分子。针对各种病原性真菌菌株，革兰氏阳性和/或革兰氏阴性细菌筛选了标题化合物的体外抗真菌和抗菌活性。特别地，证明了1-（4-（（9 H-咔唑-9-甲基）甲基）-1 H -1,2,3-三唑-1-基）-3-丁氧基丙烷-2-醇（10e）与氟康唑和克霉唑相比，作为已研究的参考药物，它对所有真菌测试均具有有效的抗真菌活性。我们的分子对接分析揭示了化合物10e与分枝杆菌P450DM酶活性
• Synthesis of novel 1,2,3-triazole tethered 1,3-disubstituted β-carboline derivatives and their cytotoxic and antibacterial activities
  作者：Peyman Salehi、Kosar Babanezhad-Harikandei、Morteza Bararjanian、Ahmed Al-Harrasi、Mohammad-Ali Esmaeili、Atousa Aliahmadi

  DOI：10.1007/s00044-016-1622-y

  日期：2016.9

  In this paper new β-carboline derivatives possessing the 1,2,3-triazole ring at C-1 substituent were synthesized from L-tryptophan by Pictet–Spengler reaction followed by a Huisgen 1,3-dipolar addition. In vitro cytotoxicity and antibacterial activity of synthetic compounds were investigated. Methyl 1-(3-((1-(3,4-dichlorophenyl)-1H-1,2,3-triazol-4-yl)methoxy)phenyl)-β-carboline-3-carboxylate (7f) showed

  在本文中，通过Pictet-Spengler反应，然后再加上Huisgen 1,3-偶极加成反应，由L-色氨酸合成了在C-1取代基上具有1,2,3-三唑环的新型β-咔啉衍生物。研究了合成化合物的体外细胞毒性和抗菌活性。1-（3 --（（1-（3,4-二氯苯基）-1 H -1,2,3-三唑-4-基）甲氧基）苯基）-β-咔啉-3-羧酸甲酯（7f）显示具有最高的细胞毒性，对Hela和HepG2细胞系的IC 50值分别为46和32μM。化合物7d和7i（具有4-溴苯基取代基）和5c对粪肠球菌具有极好的抑制活性，MIC为8μg/ mL。结果表明，β-咔啉衍生物中1,2,3-三唑环的存在改善了它们的生物活性。
• [EN] PYRROLOPYRIMIDINE COMPOUNDS, USE AS INHIBITORS OF THE KINASE LRRK2, AND METHODS FOR PREPARATION THEREOF<br/>[FR] COMPOSÉS DE PYRROLOPYRIMIDINE, LEUR UTILISATION À TITRE D'INHIBITEURS DE LA KINASE LRRK2, ET LEURS PROCÉDÉS DE PRÉPARATION
  申请人：SOUTHERN RES INST

  公开号：WO2017106771A1

  公开（公告）日：2017-06-22

  The present disclosure is concerned with certain pyrrolopyrimidine compounds that are capable of inhibiting certain protein kinases, and especially the leucine-rich repeat kinase 2 (LRRK2) protein. Compounds of the present disclosure can be used to treat a number of disorders caused by or associated with abnormal LRRK2 kinase activity. Compounds of the present disclosure can be used to treat disorders including neurodegenerative diseases such as Parkinson's disease; precancerous conditions and cancer; autoimmune disorders such as Crohn's disease, rheumatoid arthritis and psoriasis; and leprosy (Hansen's disease). This abstract is intended as a scanning tool for purposes of searching in the particular art and is not intended to be limiting of the present invention.

  本公开涉及某些吡咯吡嘧啶化合物，这些化合物能够抑制某些蛋白激酶，尤其是富含亮氨酸重复激酶2（LRRK2）蛋白。本公开的化合物可用于治疗由或与异常LRRK2激酶活性相关的多种疾病。本公开的化合物可用于治疗包括帕金森病在内的神经退行性疾病；癌前病变和癌症；自身免疫性疾病，如克罗恩病、类风湿关节炎和牛皮癣；以及麻风病（汉森病）。本摘要旨在作为特定领域搜索的扫描工具，并不旨在限制本发明。