Page last updated: 2024-12-06

1,2-epoxy-3-(p-nitrophenoxy)propane

Description Research Excerpts Clinical Trials Roles Classes Pathways Study Profile Bioassays Related Drugs Related Conditions Protein Interactions Research Growth Market Indicators

Description

1,2-epoxy-3-(p-nitrophenoxy)propane, also known as **glycidyl p-nitrophenyl ether**, is an organic compound with the formula C9H9NO5. It's a colorless to pale yellow liquid that's used in research for various reasons.

**Structure and Properties:**

* The molecule has a three-membered epoxide ring (also known as oxirane) attached to a p-nitrophenoxy group.
* It's a reactive compound due to the strained epoxide ring, which can undergo ring-opening reactions.
* It's also considered a potential electrophilic compound due to the presence of the nitro group.

**Importance in Research:**

1. **Synthesis of Biologically Active Molecules:**
* 1,2-epoxy-3-(p-nitrophenoxy)propane is a versatile building block for synthesizing various biologically active compounds. It can be used to create:
* **Pharmaceuticals:** For example, it can be used in the synthesis of beta-blockers, which are used to treat heart conditions.
* **Pesticides:** Its ability to react with various substrates makes it useful in creating compounds with insecticidal properties.
* **Polymer precursors:** It can be polymerized to create various polymers with specific properties.

2. **Study of Chemical Reactions:**
* Its reactivity makes it a model compound for studying:
* **Epoxide ring-opening reactions:** These reactions are crucial in many organic synthesis processes.
* **Nucleophilic attack:** The nitrophenoxy group can be a target for nucleophilic attack, providing insight into the mechanism of these reactions.

3. **Probe for Biological Systems:**
* The nitro group makes it a useful probe for studying:
* **Enzyme activity:** The nitro group can be monitored spectroscopically, allowing researchers to study enzyme-catalyzed reactions.
* **Cellular processes:** It can be used to label and track specific molecules or organelles within cells.

**Safety:**

* It's important to handle 1,2-epoxy-3-(p-nitrophenoxy)propane with care, as it's a potentially hazardous compound. It can be irritating to the skin, eyes, and respiratory system.

**Overall, 1,2-epoxy-3-(p-nitrophenoxy)propane is a versatile compound with applications in various research fields, including pharmaceutical chemistry, synthetic chemistry, and biological studies.** Its reactivity and unique properties make it a valuable tool for researchers to develop new compounds and understand fundamental chemical processes.

1,2-epoxy-3-(p-nitrophenoxy)propane: a protease inhibitor [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

1,2-epoxy-3-(4-nitrophenoxy)propane : An epoxide that is oxirane substituted by a (4-nitrophenoxy)methyl group. [Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Cross-References

ID SourceID
PubMed CID21327
CHEMBL ID33775
CHEBI ID508
SCHEMBL ID517975
MeSH IDM0050895

Synonyms (63)

Synonym
nsc-1733
p-nitrophenyl glycidyl ether
p-nitrophenol glycidyl ether
propane,2-epoxy-3-(p-nitrophenoxy)-
glycidyl 4-nitrophenyl ether
1-(p-nitrophenoxy)-2,3-epoxypropane
glycidylnitrophenyl ether
oxirane, [(4-nitrophenoxy)methyl]-
nsc1733
2,3-epoxy-1-(p-nitrophenoxy)propane
1,2-epoxy-3-(4-nitrophenoxy)propane
nitrophenyl glycidyl ether
1,2-epoxy-3-(4'-nitrophenoxy)propane
CHEBI:508 ,
ccris 6429
nitrophenyl glycidyl ether, p-
einecs 226-057-3
propane, 1,2-epoxy-3-(p-nitrophenoxy)-
nsc 1733
p-nitrophenylglycidyl ether
glycidyl p-nitrophenyl ether
1,2-epoxy-3(p-nitrophenoxy)-propane
((4-nitrophenoxy)methyl)oxirane
((p-nitrophenoxy)methyl)oxirane
oxirane, ((4-nitrophenoxy)methyl)-
1,2-epoxy-3-(p-nitrophenoxy)propane
5255-75-4
C04274
epnp
2-[(4-nitrophenoxy)methyl]oxirane
CHEMBL33775 ,
AKOS000149480
bdbm50284985
1,2-epoxy-3-(4''-nitrophenoxy)propane
2-((4-nitrophenoxy)methyl)oxirane
A7692
unii-96071991u0
96071991u0 ,
oxirane, 2-((4-nitrophenoxy)methyl)-
FT-0610824
SCHEMBL517975
2-[(4-nitrophenoxy)methyl]-oxirane
2-(4-nitro-phenoxymethyl)-oxirane
1,2-epoxy-3-(p-nitrophenoxy)-propane
3-(4-nitrophenyloxy)-1,2-epoxypropane
4-(2,3-epoxypropoxy) nitrobenzene
2-(4-nitrophenoxymethyl)-oxirane
1-(4-nitrophenoxy)-2,3-epoxypropane
4-(2,3-epoxypropoxy)nitrobenzene
2-[(4-nitrophenoxy)methyl]oxirane #
oxirane, 2-[(4-nitrophenoxy)methyl]-
(2r)-2-[(4-nitrophenoxy)methyl]-oxirane
J-500938
AKOS016843596
4-nitrophenyl glycidyl ether
mfcd00041845
DTXSID60863512
STL582583
CS-0205886
Q27105305
AMY24751
PS-10361
PD195113

Research Excerpts

Toxicity

ExcerptReferenceRelevance
" Preexposure of daphnids to CDNB or PCP increased the organisms' tolerance to the toxic effects of PCP, but not CDNB."( Modulation of substrate-specific glutathione S-transferase activity in Daphnia magna with concomitant effects on toxicity tolerance.
Cochrane, BJ; LeBlanc, GA, 1985
)
0.27

Dosage Studied

ExcerptRelevanceReference
" Rabbits and rats dosed with 1,2-epoxy-3-phenoxypropane excrete 2-hydroxy-3-phenoxypropionic acid and N-acetyl-S-(2-hydroxy-3-phenoxypropyl)-L-cysteine."( Metabolites of 1,2-epoxy-3-phenoxy- and 1,2-epoxy-3-(p-nitrophenoxy)propane.
James, SP; Pheasant, AE; Solheim, E, 1978
)
0.53
" Here, we examined the expression and activity of GSTZ1 in cytosol and mitochondria of liver, kidney, heart, and brain 24 hours after completion of 8-day oral dosing of 100 mg/kg per day sodium DCA to juvenile and adult Sprague Dawley rats."( Effects of Multiple Doses of Dichloroacetate on GSTZ1 Expression and Activity in Liver and Extrahepatic Tissues of Young and Adult Rats.
Horne, LP; James, MO; Rowland-Faux, L; Smeltz, MG; Squirewell, EJ; Stacpoole, PW, 2020
)
0.56
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Drug Classes (3)

ClassDescription
epoxideAny cyclic ether in which the oxygen atom forms part of a 3-membered ring.
C-nitro compoundA nitro compound having the nitro group (-NO2) attached to a carbon atom.
aromatic etherAny ether in which the oxygen is attached to at least one aryl substituent.
[compound class information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Research

Studies (43)

TimeframeStudies, This Drug (%)All Drugs %
pre-199012 (27.91)18.7374
1990's16 (37.21)18.2507
2000's11 (25.58)29.6817
2010's3 (6.98)24.3611
2020's1 (2.33)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 10.59

According to the monthly volume, diversity, and competition of internet searches for this compound, as well the volume and growth of publications, there is estimated to be weak demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index10.59 (24.57)
Research Supply Index3.78 (2.92)
Research Growth Index4.37 (4.65)
Search Engine Demand Index0.00 (26.88)
Search Engine Supply Index0.00 (0.95)

This Compound (10.59)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews0 (0.00%)6.00%
Case Studies1 (2.33%)4.05%
Observational0 (0.00%)0.25%
Other42 (97.67%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]