噁唑-4-硫代甲酰胺 | 118802-31-6

• 物质功能分类: 有机原料 - 杂环化合物
• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 中文名称: 噁唑-4-硫代甲酰胺
• 中文别名: 恶唑-4-碳硫代酰胺
• 英文名称: oxazole-4-carbothioamide
• 英文别名: Oxazol-4-carbonsaeure-thioamid；oxazole-4-carbothioic acid amide；1,3-oxazole-4-carbothioamide
• CAS: 118802-31-6
• 化学式: C₄H₄N₂OS
• mdl: MFCD06738920
• 分子量: 128.155
• InChiKey: FLQJZCFWXSBVDA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.1
• 重原子数：
  8
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  84.1
• 氢给体数：
  1
• 氢受体数：
  3

安全信息

• 海关编码：
  2934999090
• 危险性防范说明：
  P261,P280,P301+P312,P302+P352,P305+P351+P338
• 危险性描述：
  H302,H315,H319,H335

反应信息

• 作为反应物：
  描述：

  2-(ethoxy(phenyl)methylene)malononitrile 、 噁唑-4-硫代甲酰胺 在 sodium 、 异丙醇 、 溶剂黄146 作用下， 反应 7.0h， 生成
  参考文献：
  名称：

  Inhibitors of 15-Prostaglandin Dehydrogenase To Potentiate Tissue Repair

  摘要：

  The enzyme 15-prostaglandin dehydrogenase (15-PGDH) catalyzes the first step in the degradation of prostaglandins including PGE2. It is a negative regulator of tissue repair and regeneration in multiple organs. Accordingly, inhibitors of 15-PGDH are anticipated to elevate in vivo levels of PGE2 and to promote healing and tissue regeneration. The small molecule SW033291 (1) inhibits 15-PGDH with K-i = 0.1 nM in vitro, doubles PGE2 levels in vivo, and shows efficacy in mouse models of recovery from bone marrow transplantation, ulcerative colitis, and partial hepatectomy. Here we describe optimized variants of 1 with improved solubility, druglike properties, and in vivo activity.

  DOI：

  10.1021/acs.jmedchem.7b00271
• 作为产物：
  描述：

  4-氰基恶唑 在 硫化氢 、 三乙胺 作用下， 以 乙醇 为溶剂， 生成 噁唑-4-硫代甲酰胺
  参考文献：
  名称：

  关于类似二吡啶基的噻唑基-恶唑

  摘要：

  通过将α-卤素羰基化合物与恶唑羧酸的硫代酰胺缩合，合成了一系列噻唑基恶唑，其中大多数具有已知形成金属螯合物的2,2'-联吡啶的NCCN结构特征。后者是通过CORNFORTH的方法并依次制备其酯，酰胺和腈而获得的。

  DOI：

  10.1002/hlca.19600430610

文献信息

• Inhibitors of 15-Prostaglandin Dehydrogenase To Potentiate Tissue Repair
  作者：Monika I. Antczak、Yongyou Zhang、Changguang Wang、Jennifer Doran、Jacinth Naidoo、Sukesh Voruganti、Noelle S. Williams、Sanford D. Markowitz、Joseph M. Ready

  DOI：10.1021/acs.jmedchem.7b00271

  日期：2017.5.11

  The enzyme 15-prostaglandin dehydrogenase (15-PGDH) catalyzes the first step in the degradation of prostaglandins including PGE2. It is a negative regulator of tissue repair and regeneration in multiple organs. Accordingly, inhibitors of 15-PGDH are anticipated to elevate in vivo levels of PGE2 and to promote healing and tissue regeneration. The small molecule SW033291 (1) inhibits 15-PGDH with K-i = 0.1 nM in vitro, doubles PGE2 levels in vivo, and shows efficacy in mouse models of recovery from bone marrow transplantation, ulcerative colitis, and partial hepatectomy. Here we describe optimized variants of 1 with improved solubility, druglike properties, and in vivo activity.
• Über Dipyridyl-ähnliche Thiazolyl-oxazole
  作者：Th. Rinderspacher、B. Prijs

  DOI：10.1002/hlca.19600430610

  日期：——

  A series of thiazolyl-oxazoles, most of them having the structural feature NCCN of 2,2′-bipyridyl known to form metal chelates, has been synthesized by condensation of α-halogen carbonyl compounds with thioamides of oxazole-carboxylic acids. The latter were obtained by the method of CORNFORTH and by preparing successively their esters, amides, and nitriles.

  通过将α-卤素羰基化合物与恶唑羧酸的硫代酰胺缩合，合成了一系列噻唑基恶唑，其中大多数具有已知形成金属螯合物的2,2'-联吡啶的NCCN结构特征。后者是通过CORNFORTH的方法并依次制备其酯，酰胺和腈而获得的。