77729-22-7

Basic information

• Product Name: (2-NITRO-PHENOXY)-ACETIC ACID HYDRAZIDE
• Synonyms: 2-(2-nitrophenoxy)ethanehydrazide
• CAS NO: 77729-22-7
• Molecular Formula: C₈H₉N₃O₄
• Molecular Weight: 211.18
• Mol File: 77729-22-7.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 499.5 °C at 760 mmHg
• Flash Point: 255.9 °C
• Appearance: /
• Density: 1.394 g/cm³
• Vapor Pressure: 4.13E-10mmHg at 25°C
• Refractive Index: 1.592
• CAS DataBase Reference: (2-NITRO-PHENOXY)-ACETIC ACID HYDRAZIDE(CAS DataBase Reference)
• NIST Chemistry Reference: (2-NITRO-PHENOXY)-ACETIC ACID HYDRAZIDE(77729-22-7)
• EPA Substance Registry System: (2-NITRO-PHENOXY)-ACETIC ACID HYDRAZIDE(77729-22-7)

Safety Data

• Hazardous Substances Data: 77729-22-7(Hazardous Substances Data)

Usage

General Description

(2-Nitro-phenoxy)-acetic acid hydrazide is a chemical compound used primarily as a herbicide and plant growth regulator. It is derived from phenoxyacetic acid and has the molecular formula C8H8N2O4. (2-NITRO-PHENOXY)-ACETIC ACID HYDRAZIDE is effective in controlling broadleaf weeds in a variety of crops. It works by inhibiting the enzyme acetolactate synthase, which is essential for the production of branched-chain amino acids in plants, ultimately leading to their death. However, it is important to use this compound with caution as it can be harmful to humans and the environment if not handled properly.

InChI:InChI=1/C8H9N3O4/c9-10-8(12)5-15-7-4-2-1-3-6(7)11(13)14/h1-4H,5,9H2,(H,10,12)

Upstream product

• 88-75-5 2-hydroxynitrobenzene 
• 37682-31-8 ethyl o-nitrophenoxyacetate 
• 7506-93-6 2-(2-nitrophenoxy)-acetic acid methyl ester 

Downstream Products

• 325139-85-3 1-(2-nitrophenyloxyacetyl)-4-(4-chlorophenyloxyacetyl)-thiosemicarbazide 
• 1263183-97-6 C₉H₁₀N₄O₄S 
• 1263183-83-0 C₁₃H₁₀N₄O₄S 
• 72385-13-8 3-(diphenylamino-methyl)-5-(2-nitro-phenoxymethyl)-3H-[1,3,4]oxadiazole-2-thione 
• 72385-19-4 3-[1-(2-chloro-anilino)-ethyl]-5-(2-nitro-phenoxymethyl)-3H-[1,3,4]oxadiazole-2-thione 
• 72385-01-4 3-(4-chloro-anilinomethyl)-5-(2-nitro-phenoxymethyl)-3H-[1,3,4]oxadiazole-2-thione 
• 124524-82-9 5-Methyl-2-[2-(2-nitro-phenoxy)-acetyl]-2,4-dihydro-pyrazol-3-one 
• 125096-81-3 {3-Chloro-2-methyl-1-[2-(2-nitro-phenoxy)-acetylamino]-4-oxo-azetidin-2-yl}-acetic acid ethyl ester 
• 124524-93-2 3,4-Dimethyl-1-[2-(2-nitro-phenoxy)-acetyl]-1H-pyrano[2,3-c]pyrazol-6-one 
• 364331-68-0 1-(2-nitrophenyloxyacetyl)-4-(5-(4-chlorophenyl)-2-furoyl)thiosemicarbazide 
• 572872-32-3 1-[(2-nitrophenyloxy)acetyl]-4-(3-methylbenzoyl)thiosemicarbazide 

Relevant articles and documents

Synthesis and xanthine oxidase inhibitory activity of 7-methyl-2- (phenoxymethyl)-5H-[1,3,4]thiadiazolo[3,2-a]pyrimidin-5-one derivatives

An elevated level of blood uric acid (hyperuricemia) is the underlying cause of gout. Xanthine oxidase is the key enzyme that catalyzes the oxidation of hypoxanthine to xanthine and then to uric acid. Allopurinol, a widely used xanthine oxidase inhibitor is the most commonly used drug to treat gout. However, a small but significant portion of the population suffers from adverse effects of allopurinol that includes gastrointestinal upset, skin rashes and hypersensitivity reactions. Moreover, an elevated level of uric acid is considered as an independent risk factor for cardiovascular diseases. Therefore use of allopurinol-like drugs with minimum side effects is the ideal drug of choice against gout. In this study, we report the synthesis of a series of pyrimidin-5-one analogues as effective and a new class of xanthine oxidase inhibitors. All the synthesized pyrimidin-5-one analogues are characterized by spectroscopic techniques and elemental analysis. Four (6a, 6b, 6d and 6f) out of 20 synthesized molecules in this class showed good inhibition against three different sources of xanthine oxidase, which were more potent than allopurinol based on their respective IC50 values. Molecular modeling and docking studies revealed that the molecule 6a has very good interactions with the Molybdenum-Oxygen-Sulfur (MOS) complex a key component in xanthine oxidase. These results highlight the identification of a new class of xanthine oxidase inhibitors that have potential to be more efficacious, than allopurinol, to treat gout and possibly against cardiovascular diseases.