1,5-dimethyl-1H-1,2,3-triazol-4-ylethan-1-one

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1,5-dimethyl-1H-1,2,3-triazol-4-ylethan-1-one
• 英文别名: 4-Acetyl-1,5-dimethyl-1H-1,2,3-triazole；4-acetyl-1,5-dimethyl-1,2,3-triazole；1-(1,5-Dimethyltriazol-4-yl)ethanone
• 化学式: C₆H₉N₃O
• mdl: MFCD03547866
• 分子量: 139.157
• InChiKey: MCIHIVHKYDVHKQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.1
• 重原子数：
  10
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  47.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1,5-dimethyl-1H-1,2,3-triazol-4-ylethan-1-one 以 1,4-二氧六环 为溶剂， 反应 15.83h， 生成 [3-(2,6-dichlorophenyl)isoxazol-4-yl](1,5-dimethyl-1H-1,2,3-triazol-4-yl)methanone
  参考文献：
  名称：

  基于烯胺与氧化腈的1，3-偶极环加成反应合成异恶唑和唑类化合物

  摘要：

  2-（1,2,3-噻二唑-5-基）烯胺和3-（1,2,3-三唑-4-基）烯胺在室温下与芳基羟肟酰氯反应，唯一形​​成3-芳基-4 -（1,2,3-噻二唑-5-基）-和[4-（1,2,3-三唑-4-基）羰基]异恶唑的收率很高。所提出的机理包括原位生成腈氧化物，其参与导致异恶唑环形成的（3 + 2）-偶极环加成反应。

  DOI：

  10.1007/s10593-016-1958-8
• 作为产物：
  描述：

  (Z)-4-(methylamino)-3-penten-2-one 在 sodium hydride 、 甲烷磺酰基叠氮化物 作用下， 以 乙腈 为溶剂， 反应 48.0h， 以92%的产率得到1,5-dimethyl-1H-1,2,3-triazol-4-ylethan-1-one
  参考文献：
  名称：

  Preparation of Novel 1,2,3-Triazoles and a Comparative Study Involving Two Recent Methods for 1,2,3-Triazole Synthesis

  摘要：

  The syntheses of three novel 1,2,3-triazoles and a comparative study involving two recent methods of 1,2,3-triazole synthesis by diazo group transfers to enaminones, 5,7-dinitro-3-diazo-isatine and mesyl azide, are described. It was observed that the former is the more general and promising method for the synthesis of any 1,2,3-triazole but, when both methods work the mesyl azide one generally gives better yields.

  DOI：

  10.1081/scc-120027274

文献信息

• Synthesis of β-azolyl- and β-azolylcarbonylenamines and their reactions with aromatic azides
  作者：Yuri M. Shafran、Tetyana V. Beryozkina、Ilya V. Efimov、Vasiliy A. Bakulev

  DOI：10.1007/s10593-019-02525-2

  日期：2019.8

  Organocatalytic reactions of 4-acetyl-1,2,3-triazoles with aryl azides were used to obtain bis-1,2,3-triazoles containing directly linked ring systems. The reactions of 4-acetylazoles with DMF–DMA led to the formation of enamines. It was found that the acetyl and methyl groups in 4-acetyl-5-methyl-1,2,3-thiadiazole competed for the role of reactive site. The obtained enamines reacted with aryl azides, forming

  据报道，合成了4-乙酰基取代的唑（1,2,3-三唑，1,2,3-噻二唑和1,2-恶唑）。4-乙酰基1,2,3-三唑与芳基叠氮化物的有机催化反应用于获得含有直接连接的环系统的双1,2,3-三唑。4-乙酰基唑与DMF-DMA的反应导致烯胺的形成。发现4-乙酰基-5-甲基-1,2,3-噻二唑中的乙酰基和甲基竞争反应位点的作用。获得的烯胺与叠氮化物芳基反应，形成通过羰基连接的双环杂环。合成的化合物的结构通过NMR光谱，质谱和X射线结构分析证明。
• CYTOTOXIC PEPTIDES AND CONJUGATES THEREOF
  申请人：Novartis AG

  公开号：EP3753578A1

  公开（公告）日：2020-12-23

  Disclosed herein are novel cytotoxic peptides of formula (I) as described herein: and the use of such peptides in making immunoconjugates (i.e Antibody Drug Conjugates) Also described herein are immunoconjugates (i.e Antibody Drug Conjugates) comprising such novel cytotoxic peptide linked to an antigen binding moiety, such as an antibody; where such immunoconjugates are useful for treating cell proliferative disorders. The invention further provides pharmaceutical compositions comprising these immunoconjugates, compositions comprising the immunoconjugates with a therapeutic co-agent, and methods to use these immunoconjugates and compositions for treating cell proliferation disorders.

  本文公开了如本文所述的式 (I) 的新型细胞毒性肽： 以及使用这种肽制造免疫结合剂（即抗体药物结合剂）的方法 本发明还描述了免疫结合剂（即抗体药物结合剂），其包含与抗原结合分子（如抗体）连接的这种新型细胞毒性肽；其中这种免疫结合剂可用于治疗细胞增殖性疾病。本发明进一步提供了包含这些免疫共轭物的药物组合物、包含这些免疫共轭物与治疗共用试剂的组合物，以及使用这些免疫共轭物和组合物治疗细胞增殖障碍的方法。
• Reactions of 3-diazo-1,3-dihydro-2H-indol-2-one derivatives with enaminones. A novel synthesis of 1,2,3-triazoles
  作者：Rodinei Augusti、Concetta Kascheres

  DOI：10.1021/jo00077a030

  日期：1993.12

  A new and efficient method of 1,2,3-triazole synthesis is described in which these heterocyclics are formed through a novel nitrogen transfer from diazocarbonyl compounds to enaminones. Thus, the reaction of 3-diazo-1,3-dihydro-2H-indol-2-one derivatives 1 (X = NR3) and 3-diazobenzo[b]-thiophen-2(3H)-one 5 (X = S) with enaminones 2 and 7 leads to the formation of mainly 1,2,3-triazoles 4 and pyrazoloquinazolinones 3. Both the phenyl substituents (Y and Z in 1) and the nature of the X group affects the reaction rate and product distribution. Rate increases with an increase in the electron-withdrawing ability of the substituents Y and Z. The dinitro derivative 1g is shown to be the most efficient in promoting 1,2,3-triazole 4 formation while pyrazoloquinazolinones 3 are often competitively formed when other derivatives of 1 are employed.
• OXIMYL MACROCYCLIC DERIVATIVES
  申请人：Sun Ying

  公开号：US20090191153A1

  公开（公告）日：2009-07-30

  The present invention relates to compounds of Formula I, or pharmaceutically acceptable salts, esters, or prodrugs thereof: which inhibit serine protease activity, particularly the activity of hepatitis C virus (HCV) NS3-NS4A protease. Consequently, the compounds of the present invention interfere with the life cycle of the hepatitis C virus and are also useful as antiviral agents. The present invention further relates to pharmaceutical compositions comprising the aforementioned compounds for administration to a subject suffering from HCV infection. The invention also relates to methods of treating an HCV infection in a subject by administering a pharmaceutical composition comprising a compound of the present invention.
• US7235575B2
  申请人：——

  公开号：US7235575B2

  公开（公告）日：2007-06-26