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Merck
CN

I601

Sigma-Aldrich

2-咪唑烷酮

96%

别名:

2-氧代咪唑烷, 环乙烯脲

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About This Item

经验公式(希尔记法):
C3H6N2O
CAS号:
分子量:
86.09
Beilstein:
106252
EC 号:
MDL编号:
UNSPSC代码:
12352100
PubChem化学物质编号:
NACRES:
NA.22

质量水平

方案

96%

mp

129-132 °C (lit.)

SMILES字符串

O=C1NCCN1

InChI

1S/C3H6N2O/c6-3-4-1-2-5-3/h1-2H2,(H2,4,5,6)

InChI key

YAMHXTCMCPHKLN-UHFFFAOYSA-N

基因信息

human ... EPHX2(2053)
mouse ... Ephx2(13850)

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应用

用于合成以下物质的反应物:
  • 来源于非手性前体的手性微孔材料
  • 通过微波辅助钯催化羰基化,合成芳基和杂芳基 N-酰基脲
  • 一种高水溶性肽基人嗜中性粒细胞弹性蛋白酶抑制剂
  • 通过氰基乙酰化合成杂环,用于抗菌应用

反应物用于:
  • 使用杂芳族甲苯磺酸酯,Pd-催化的 C-N 键形成
  • 活化烯烃的氧化酰胺化

象形图

Health hazardExclamation mark

警示用语:

Warning

危险声明

危险分类

Eye Irrit. 2 - STOT RE 2

靶器官

Thyroid

储存分类代码

11 - Combustible Solids

WGK

WGK 1

闪点(°F)

Not applicable

闪点(°C)

Not applicable

个人防护装备

dust mask type N95 (US), Eyeshields, Gloves


历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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Synthesis and antimicrobial activity of new heterocycles obtained using cyanoacetylation
Sh. M. Abu-Bakr, et al.,
Pharmaceutical Chemistry Journal, 44, 433-437 (2010)
Oxidative amidation of activated alkenes using Pd(OAc)2 as a catalyst precursor
X. Liu and K. K. Hii,
European Journal of Organic Chemistry, 27, 5181-5189 (2010)
Yasunao Inoue et al.
Bioorganic & medicinal chemistry, 17(21), 7477-7486 (2009-10-09)
A series of peptide-based transition-state human neutrophil elastase (HNE) inhibitors with N-terminal acidic moieties were synthesized and their inhibitory activity against HNE was evaluated both in vitro and in vivo. Our results show that compounds containing cyclic amide bridged acidic
New Synthesis of Aryl and Heteroaryl N-Acylureas via Microwave-Assisted Palladium-Catalyzed Carbonylation
D. Liptrot, et al.,
Advanced Synthesis & Catalysis, 352, 2183-2188 (2010)
Mette L H Mantel et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 16(18), 5437-5442 (2010-04-09)
A protocol for the palladium(0)-catalyzed amidation of heteroaromatic tosylates was successfully developed. The methodology proved to be effective for a variety of heteroaryl tosylates including the pyridine, pyrimidine, quinoline and quinoxaline ring systems. Successful carbon-nitrogen bond formation with these heteroaryl

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