2-丁基-1,3,4-噁二唑 | 944892-25-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 中文名称: 2-丁基-1,3,4-噁二唑
• 中文别名: 2-丁基-1,3,4-恶二唑
• 英文名称: 2-Butyl-1,3,4-oxadiazole
• CAS: 944892-25-5
• 化学式: C₆H₁₀N₂O
• mdl: MFCD09755520
• 分子量: 126.158
• InChiKey: XHCHMADWQJKRLU-UHFFFAOYSA-N

物化性质

• 沸点：
  185℃
• 密度：
  1.013
• 闪点：
  62℃

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  9
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.666
• 拓扑面积：
  38.9
• 氢给体数：
  0
• 氢受体数：
  3

安全信息

• 海关编码：
  2934999090

反应信息

• 作为反应物：
  描述：

  2-丁基-1,3,4-噁二唑 在 N-甲基吗啉 、 盐酸 、 正丁基锂 、 草酰氯 、 1-羟基苯并三唑 、 二甲基亚砜 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 magnesium bromide 作用下， 以 1,4-二氧六环 、 正己烷 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 9.0h， 生成 benzyl N-[1-[2-[[(2S)-1-(5-butyl-1,3,4-oxadiazol-2-yl)-3-methyl-1-oxobutan-2-yl]amino]-2-oxoethyl]-2-(4-fluorophenyl)-6-oxopyrimidin-5-yl]carbamate
  参考文献：
  名称：

  Development of Orally Active Nonpeptidic Inhibitors of Human Neutrophil Elastase

  摘要：

  5-Amino-2-phenylpyrimidin-6-ones, some of their desamino derivatives, and miscellaneous derivatives were synthesized and biologically evaluated on both in vitro activity and oral activity in an acute hemorrhagic assay. These compounds contained an alpha -keto-1,3,4-oxadiazole moiety to bind covalently to the Ser-195 hydroxy group of human neutrophil elastase (HNE). Among those tested, compounds 11a-c,e,i-1(F), 11d,e,k(H), ald,e,k(F), and ald,e(H) showed a good oral profile. RS-Mixture 3(H) was selected for clinical evaluation based on its oral potency, duration of action, enzyme selectivity, safety profile, and ease of synthesis. Structure-activity relationships (SARs) are discussed.

  DOI：

  10.1021/jm000410y
• 作为产物：
  描述：

  戊酸甲酯 在 对甲苯磺酸 、 一水合肼 作用下， 反应 28.0h， 生成 2-丁基-1,3,4-噁二唑
  参考文献：
  名称：

  Development of Orally Active Nonpeptidic Inhibitors of Human Neutrophil Elastase

  摘要：

  5-Amino-2-phenylpyrimidin-6-ones, some of their desamino derivatives, and miscellaneous derivatives were synthesized and biologically evaluated on both in vitro activity and oral activity in an acute hemorrhagic assay. These compounds contained an alpha -keto-1,3,4-oxadiazole moiety to bind covalently to the Ser-195 hydroxy group of human neutrophil elastase (HNE). Among those tested, compounds 11a-c,e,i-1(F), 11d,e,k(H), ald,e,k(F), and ald,e(H) showed a good oral profile. RS-Mixture 3(H) was selected for clinical evaluation based on its oral potency, duration of action, enzyme selectivity, safety profile, and ease of synthesis. Structure-activity relationships (SARs) are discussed.

  DOI：

  10.1021/jm000410y

文献信息

• Palladium-Catalyzed Enantioselective Narasaka-Heck Reaction/Direct C−H Alkylation of Arenes: Iminoarylation of Alkenes
  作者：Xu Bao、Qian Wang、Jieping Zhu

  DOI：10.1002/anie.201705641

  日期：2017.8.1

  A palladium-catalyzed reaction of γ,δ-unsaturated oxime esters with oxadiazoles afforded dihydropyrroles in good to excellent yields through an intramolecular iminopalladation/intermolecular direct heteroarene C−H alkylation cascade. This unprecedented iminoarylation of alkenes was subsequently realized in an enantioselective manner in the presence of a chiral bidentate phosphine ligand (Synphos).

  γ，δ-不饱和肟酯与恶二唑的钯催化反应通过分子内亚氨基钯/分子间直接杂芳烃CH烷基化级联反应提供了良好或优异的收率的二氢吡咯。随后，在手性二齿膦配体（Synphos）的存在下，以对映选择性的方式实现了烯烃的这种前所未有的亚氨基芳基化。
• ALKYL-AMINE HARMINE DERIVATIVES FOR PROMOTING BONE GROWTH
  申请人：OssiFi Inc.

  公开号：US20140288068A1

  公开（公告）日：2014-09-25

  In one aspect, the invention provides compounds of Formula I, and salts, hydrates and isomers thereof. In another aspect, the invention provides a method of promoting bone formation in a subject in need thereof by administering to the subject a therapeutically effective amount of a compound of Formula I, Formula II, or Formula III. The present invention also provides orthopedic and periodontal devices, as well as methods for the treatment of renal disease and cancer, using a compound of Formula I, Formula II, or Formula III.

  在一个方面，该发明提供了式I的化合物，以及其盐、水合物和异构体。在另一个方面，该发明提供了一种通过向需要的受试者投予式I、式II或式III的化合物的治疗有效剂量来促进骨形成的方法。本发明还提供了骨科和牙周设备，以及使用式I、式II或式III的化合物治疗肾脏疾病和癌症的方法。
• [EN] SUBSTITUTED PYRIDYL PYRROLES, COMPOSITIONS CONTAINING SUCH COMPOUNDS AND METHODS OF USE<br/>[FR] PYRROLES DE PYRIDYLE SUBSTITUES, COMPOSITIONS CONTENANT DE TELS COMPOSES ET MODE D'UTILISATION
  申请人：MERCK & CO., INC.

  公开号：WO1997016442A1

  公开（公告）日：1997-05-09

  (EN) The present invention addresses substituted pyridyl pyrroles, as well as compositions containing such compounds and methods of treatment. The compounds in the present invention are glucagon antagonists and inhibitors of the biosynthesis and action of TNF-$g(a) and IL1. The compounds block the action of glucagon at its receptors and thereby decrease the levels of plasma glucose. The instant pyrroles are also inhibitors of TNF-$g(a) and IL1 and may be used as antidiabetic agents as well as other cytokine mediated diseases. Cytokine mediated diseases refer to diseases or conditions in which excessive or unregulated production of one or more cytokines occurs. Interleukin-1 (IL-1) and Tumor Necrosis Factor (TNF) are cytokines produced by a variety of cells, which are involved in immunoregulation and other physiological conditions, such as inflammation.(FR) La présente invention concerne des pyrroles de pyridyle substitués, des compositions contenant de tels composés et leur utilisation thérapeutique. Les composés de la présente invention sont des antagoniste du glucagon et des inhibiteurs de la biosynthèse et de l'action du facteur TNF-$g(a) et de l'IL1. Ces composés bloquent l'action du glucagon au niveau de ses récepteurs, ce qui diminue les niveaux de glucose du plasma. Les pyrroles de l'invention, qui sont également des inhibiteurs du facteur TNF-$g(a) et de l'IL1, peuvent servir d'antidiabétiques et contre d'autres affections à médiation des cytokines. L'interleukine-1 (IL-1) et le facteur de nécrose tumorale (TNF) sont des cytokines produites par diverses cellules qui interviennent au niveau de la régulation immunitaire et au niveau d'autres états physiologiques tels que les états inflammatoires.

  该发明涉及取代的吡啶基吡咯烷，以及包含这些化合物的组合物和治疗方法。本发明中的化合物是胰高血糖素拮抗剂和TNF-$g(a)和IL1的生物合成和作用的抑制剂。这些化合物阻止胰高血糖素在其受体上的作用，从而降低血浆葡萄糖水平。这些吡咯烷也是TNF-$g(a)和IL1的抑制剂，可以用作抗糖尿病剂以及其他细胞因子介导的疾病。细胞因子介导的疾病是指一种或多种细胞因子的过度或失控产生导致的疾病或病症。白细胞介素-1（IL-1）和肿瘤坏死因子（TNF）是由多种细胞产生的细胞因子，参与免疫调节和其他生理条件，如炎症。
• BENZAZEPINE DERIVATIVE, PREPARATION METHOD, PHARMACEUTICAL COMPOSITION AND USE THEREOF
  申请人：Shanghai de Novo Pharmatech Co., Ltd.

  公开号：EP3453707B1

  公开（公告）日：2022-02-16
• DERIVES DE (1,5-DIPHENYL-1H-PYRAZOL-3-YL)OXADIAZOLE, LEUR PREPARATION ET LEUR APPLICATION EN THERAPEUTIQUE
  申请人：Sanofi-Aventis

  公开号：EP1853595A1

  公开（公告）日：2007-11-14