5037-04-7

Basic information

• Product Name: (2-CHLORO-4-NITROPHENOXY)ACETIC ACID
• Synonyms: (2-CHLORO-4-NITROPHENOXY)ACETIC ACID;2-(2-chloro-4-nitrophenoxy)acetic acid;2-(2-chloro-4-nitro-phenoxy)acetic acid;2-(2-chloro-4-nitro-phenoxy)ethanoic acid;(2-chloro-4-nitrophenoxy)acetic acid(SALTDATA: FREE)
• CAS NO: 5037-04-7
• Molecular Formula: C₈H₆ClNO₅
• Molecular Weight: 231.59
• Mol File: 5037-04-7.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 413.2°Cat760mmHg
• Flash Point: 203.7°C
• Appearance: /
• Density: 1.56g/cm³
• Vapor Pressure: 1.44E-07mmHg at 25°C
• Refractive Index: 1.597
• CAS DataBase Reference: (2-CHLORO-4-NITROPHENOXY)ACETIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: (2-CHLORO-4-NITROPHENOXY)ACETIC ACID(5037-04-7)
• EPA Substance Registry System: (2-CHLORO-4-NITROPHENOXY)ACETIC ACID(5037-04-7)

Safety Data

• Hazardous Substances Data: 5037-04-7(Hazardous Substances Data)

Usage

Description

(2-Chloro-4-nitrophenoxy)acetic acid, a chlorinated nitrophenyl acetic acid derivative with the molecular formula C8H6ClNO5, is a chemical compound that serves as a selective, systemic herbicide. It is specifically designed to control annual and perennial broadleaf weeds and woody species, making it a valuable tool in agricultural and horticultural settings.

Uses

Used in Agricultural and Horticultural Industries:
(2-Chloro-4-nitrophenoxy)acetic acid is used as a herbicide for the control of unwanted broadleaf weeds and woody species in a variety of crops and non-crop land areas. It is particularly effective in regulating weed growth without causing harm to the crop plants, thus ensuring a healthy and productive agricultural environment.
Used in Research Studies:
In addition to its practical applications, (2-Chloro-4-nitrophenoxy)acetic acid has been utilized in research settings to investigate its potential environmental impact and toxicity. This helps in understanding the long-term effects of the herbicide on ecosystems and in developing strategies to mitigate any negative consequences.

InChI:InChI=1/C8H6ClNO5/c9-6-3-5(10(13)14)1-2-7(6)15-4-8(11)12/h1-3H,4H2,(H,11,12)

Upstream product

• 614-61-9 (2-chlorophenoxy)acetic acid 
• 21320-60-5 t-butyl 4-nitro-2-chlorophenoxyacetate 
• 619-08-9 2-chloro-4-nitrophenol 
• 105-36-2 ethyl bromoacetate 
• 169286-85-5 methyl 2-(2-chloro-4-nitrophenoxy)acetate 

Downstream Products

• 169286-85-5 methyl 2-(2-chloro-4-nitrophenoxy)acetate 
• 50508-27-5 4-[(2-chloro-4-nitro-phenoxy)-acetyl]-morpholine 
• 50508-26-4 2-(2-Chloro-4-nitro-phenoxy)-N,N-diethyl-acetamide 
• 50508-24-2 2-(2-Chloro-4-nitro-phenoxy)-N-methyl-N-phenyl-acetamide 
• 1610785-01-7 N-((4-amino-2-methylpyrimidin-5-yl)methyl)-2-(2-chloro-4-nitrophenoxy)acetamide 

Relevant articles and documents

Synthesis and herbicidal activities of aryloxyacetic acid derivatives as HPPD inhibitors

A series of aryloxyacetic acid derivatives were designed and synthesized as 4-hydoxyphenylpyruvate dioxygenase (HPPD) inhibitors. Preliminary bioassay results reveal that these derivatives are promising Arabidopsis thaliana HPPD (AtHPPD) inhibitors, in particular compounds I12 (Ki = 0.011 μM) and I23 (Ki = 0.012 μM), which exhibit similar activities to that of mesotrione, a commercial HPPD herbicide (Ki = 0.013 μM). Furthermore, the newly synthesized compounds show significant greenhouse herbicidal activities against tested weeds at dosages of 150 g ai/ha. In particular, II4 exhibited high herbicidal activity for pre-emergence treatment that was slightly better than that of mesotrione. In addition, compound II4 was safe for weed control in maize fields at a rate of 150 g ai/ha, and was identified as the most potent candidate for a novel HPPD inhibitor herbicide. The compounds described herein may provide useful guidance for the design of new HPPD inhibiting herbicides and their modification.

Structural optimization of diphenylpyrimidine derivatives (DPPYs) as potent Bruton's tyrosine kinase (BTK) inhibitors with improved activity toward B leukemia cell lines

A new series of diphenylpyrimidine derivatives (DPPYs) bearing various aniline side chains at the C-2 position of pyrimidine core were synthesized as potent BTK inhibitors. Most of these inhibitors displayed improved activity against B leukemia cell lines compared with lead compound spebrutinib. Subsequent studies showed that the peculiar inhibitor 7j, with IC50values of 10.5 μM against Ramos cells and 19.1 μM against Raji cells, also displayed slightly higher inhibitory ability than the novel agent ibrutinib. Moreover, compound 7j is not sensitive to normal cells PBMC, indicating low cell cytotoxicity. In addition, flow cytometry analysis indicated that 7j significantly induced the apoptosis of Ramos cells, and arrested the cell cycle at the G0/G1 phase. These explorations provided new clues to discover pyrimidine scaffold as more effective BTK inhibitors.

Design, synthesis and molecular docking of amide and urea derivatives as Escherichia coli PDHc-E1 inhibitors

By targeting the ThDP binding site of Escherichia coli PDHc-E1, two new 'open-chain' classes of E. coli PDHc-E1 inhibitors, amide and urea derivatives, were designed, synthesized, and evaluated. The amide derivatives of compound 6d, with 4-NO2 in the benzene ring, showed the most potent inhibition of E. coli PDHc-E1. The urea derivatives displayed more potent inhibitory activity than the corresponding amide derivatives with the same substituent. Molecular docking studies confirmed that the urea derivatives have more potency due to the two hydrogen bonds formed by two NH of urea with Glu522. The docking results also indicate it might help us to design more efficient PDHc-E1 inhibitors that could interact with Glu522.