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438626

Sigma-Aldrich

4-羟基-3-硝基香豆素

98%

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10 G
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About This Item

经验公式（希尔记法）:
C9H5NO5
CAS Number:
20261-31-8
分子量:
207.14
MDL编号:
MFCD00051671
UNSPSC代码:
12352100
PubChem化学物质编号:
24867464
NACRES:
NA.22

¥1,173.03

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质量水平

100

方案

98%

mp

172 °C (dec.) (lit.)

官能团

ester
ketone
nitro

SMILES字符串

OC1=C(C(=O)Oc2ccccc12)[N+]([O-])=O

InChI

1S/C9H5NO5/c11-8-5-3-1-2-4-6(5)15-9(12)7(8)10(13)14/h1-4,11H

InChI key

NZQAQAUWFHMVEM-UHFFFAOYSA-N

相关类别

一般描述

4-Hydroxy-3-nitrocoumarin is a coumarin derivative and its cytotoxic action against cultured human tumor and normal cells has been investigated.[1] It can be prepared by the nitration of 4-hydroxycoumarin in glacial acetic acid by using 72% HNO3.[2][3]

应用

4-Hydroxy-3-nitrocoumarin may be used as starting reagent for the synthesis of following compounds:
  • 4-chloro-3-nitrocoumarin[4][3]
  • 2-unsubstituted 3-nitrochromone[4]
  • 4-amino-3-nitrocoumarins[5]

象形图

Skull and crossbones
GHS06

警示用语：

Danger

危险声明

H301

危险分类

Acute Tox. 3 Oral

储存分类代码

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

法规信息

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    Masami Kawase et al.
    In vivo (Athens, Greece), 19(4), 705-711 (2005-07-08)
    A preliminary exploration of coumarin derivatives as novel multidrug resistance (MDR) modulators was carried out to determine the basic features of the structure responsible for the MDR reversal activity. Among 44 coumarins, 14 compounds moderately induced the reversal of MDR
    Biljana R Dekić et al.
    Molecules (Basel, Switzerland), 15(4), 2246-2256 (2010-04-30)
    Synthesis, spectral analysis and bioactivity of new coumarin derivatives are described in this paper. Eight new coumarin derivatives were synthesized in moderate to good yields by condensation of 4-chloro-3-nitrocoumarin and the corresponding heteroarylamine. The synthesized compounds were tested for their
    Vidoslav Dekić et al.
    Magnetic resonance in chemistry : MRC, 48(11), 896-902 (2010-09-08)
    Herein, we describe the synthesis and complete assignment of the (1)H and (13)C NMR chemical shifts of a series of antimicrobial 4-arylamino-3-nitrocoumarin derivatives based on a combination of (1)H and (13)C NMR, (1)H-(1)H-COSY, NOESY, HSQC and HMBC experiments. Conformational effects
    Investigations of pyrans and related compounds.
    Savel'ev VL, et al.
    Chemistry of Heterocyclic Compounds, 9(7), 816-820 (1973)
    Synthesis of heteroannulated 3-nitro-and 3-aminopyridines by cyclocondensation of electron-rich aminoheterocycles with 3-nitrochromone.
    Iaroshenko VO, et al.
    Tetrahedron, 68(11), 2532-2543 (2012)
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