spiro[bicyclo[2.2.1]heptane-2',5'-imidazolidine[2,4]dione] | 22264-49-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑烷类
• 英文名称: spiro[bicyclo[2.2.1]heptane-2',5'-imidazolidine[2,4]dione]
• 英文别名: Spiro[bicyclo[2.2.1]heptane-2,4'-imidazolidine]-2',5'-dione；spiro[bicyclo[2.2.1]heptane-2,5'-imidazolidine]-2',4'-dione
• CAS: 22264-49-9
• 化学式: C₉H₁₂N₂O₂
• 分子量: 180.206
• InChiKey: WXMYOZGTBIDFEA-UHFFFAOYSA-N

物化性质

• 密度：
  1.35±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  13
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.78
• 拓扑面积：
  58.2
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  spiro[bicyclo[2.2.1]heptane-2',5'-imidazolidine[2,4]dione] 在 盐酸 、 乙醇 、 4-(4,6-二甲氧基三嗪-2-基)-4-甲基吗啉盐酸盐 、 sodium hydroxide 作用下， 以 二氯甲烷 、 水 为溶剂， 反应 12.5h， 生成 (S)-(9H-fluoren-9-yl)methyl 2-(1-cyano-2-(4'-((4-methylpiperazin-1-yl)methyl)biphenyl-4-yl)ethylcarbamoyl)bicyclo[2.2.1]heptan-2-ylcarbamate
  参考文献：
  名称：

  [EN] PEPTIDYL NITRILCOMPOUNDS AS PEPTIDASE INHIBITORS
  [FR] COMPOSÉS DE PEPTIDYLNITRILE À TITRE D'INHIBITEURS DE PEPTIDASES

  摘要：

  该发明涉及公式（II）化合物及其在治疗中作为肽酶抑制剂的用途。

  公开号：

  WO2012119941A1
• 作为产物：
  描述：

  potassium cyanide 、 降樟脑 在 水 作用下， 以 乙醇 为溶剂， 以81%的产率得到spiro[bicyclo[2.2.1]heptane-2',5'-imidazolidine[2,4]dione]
  参考文献：
  名称：

  Dual action spirobicycloimidazolidine-2,4-diones: Antidiabetic agents and inhibitors of aldose reductase-an enzyme involved in diabetic complications

  摘要：

  The desired 3-(arylsulfonyl) spiroimidazolidine-2,4-diones were synthesized by reacting spiroiminoimidazolidine-2,4-dione with arylsulfonyl chlorides. Spiroimidazolidine-2,4-dione was in turn synthesized from norcamphor. Structures of the synthesized molecules were established by modern spectroscopic techniques. The synthesized compounds were screened for in vivo antidiabetic activity and aldose reductase inhibition. Compounds 2a, 2b and 2g exhibited excellent dual activity, compound 2a being most prominent. These results reveal that the synthesized compounds may serve as the molecule of choice to treat diabetes and diabetic complications using a single medication. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.11.039

文献信息

• Multiple production of α,α-disubstituted amino acid derivatives through direct chemical derivatization of natural plant extracts: An apparently difficult but successful route
  作者：Keisuke Tomohara、Tomohiro Ito、Kota Furusawa、Naoto Hasegawa、Kiyoshi Tsuge、Atsushi Kato、Isao Adachi

  DOI：10.1016/j.tetlet.2017.06.087

  日期：2017.8

  Natural plant extracts are rich in chemical entities with structural, stereochemical, and functional group diversity and complexity. Here, such privileged extracts were effectively harnessed as synthetic platforms for multiple production of α,α-disubstituted amino acid derivatives through the direct chemical derivatization under the Bucherer–Bergs reaction conditions. The derivatization proceeded with

  天然植物提取物富含化学实体，具有结构，立体化学和官能团的多样性和复杂性。在这里，通过在Bucherer-Bergs反应条件下进行直接化学衍生作用，有效地利用了这些特权提取物作为合成平台，可多次生产α，α-二取代的氨基酸衍生物。与化学选择性进行衍生化，足以识别的一系列新颖的乙内酰脲的5和10 - 13和环状氨基甲酸酯6和14 - 16，首先的乙酸乙酯萃取液牡丹和生姜， 分别。底物提取物绝对是通过对68种天然植物候选物的定量和定性分析选择的。
• AZASPIRO DERIVATIVES AS TRPM8 ANTAGONISTS
  申请人：RaQualia Pharma Inc.

  公开号：US20170002016A1

  公开（公告）日：2017-01-05

  The present invention relates to azaspiro derivatives of the formula (I) or a pharmaceutically acceptable salt thereof or a prodrug thereof, processes for their preparation, pharmaceutical compositions containing them and their use in the treatment of various disorders which are mediated via the TRPM8 receptor.
• [EN] BENZOTHIA(DIA)ZEPINE COMPOUNDS FOR TREATMENT OF HBV AND HDV<br/>[FR] COMPOSÉS BENZOTHIA(DIA)ZÉPINE POUR TRAITEMENT ANTI-VHB ET ANTI-VHD
  申请人：[en]ASSEMBLY BIOSCIENCES, INC.

  公开号：WO2023164186A1

  公开（公告）日：2023-08-31

  The present disclosure provides, in part, benzothia(dia)zepine compounds of formula II, and pharmaceutical compositions thereof, and methods of treating Hepatitis B (HBV) and Hepatitis D (HDV) infections.
• [EN] PEPTIDYL NITRILCOMPOUNDS AS PEPTIDASE INHIBITORS<br/>[FR] COMPOSÉS DE PEPTIDYLNITRILE À TITRE D'INHIBITEURS DE PEPTIDASES
  申请人：PROZYMEX AS

  公开号：WO2012119941A1

  公开（公告）日：2012-09-13

  The invention relates to compounds of Formula (II) and their use in theraphy as peptidase inhibitors.

  该发明涉及公式（II）化合物及其在治疗中作为肽酶抑制剂的用途。
• Dual action spirobicycloimidazolidine-2,4-diones: Antidiabetic agents and inhibitors of aldose reductase-an enzyme involved in diabetic complications
  作者：Zafar Iqbal、Sher Ali、Jamshed Iqbal、Qamar Abbas、Irfan Zia Qureshi、Shahid Hameed

  DOI：10.1016/j.bmcl.2012.11.039

  日期：2013.1

  The desired 3-(arylsulfonyl) spiroimidazolidine-2,4-diones were synthesized by reacting spiroiminoimidazolidine-2,4-dione with arylsulfonyl chlorides. Spiroimidazolidine-2,4-dione was in turn synthesized from norcamphor. Structures of the synthesized molecules were established by modern spectroscopic techniques. The synthesized compounds were screened for in vivo antidiabetic activity and aldose reductase inhibition. Compounds 2a, 2b and 2g exhibited excellent dual activity, compound 2a being most prominent. These results reveal that the synthesized compounds may serve as the molecule of choice to treat diabetes and diabetic complications using a single medication. (C) 2012 Elsevier Ltd. All rights reserved.