6144-81-6

Basic information

• Product Name: 2-(4-NITROPHENYL)ACETOHYDRAZIDE
• Synonyms: 2-(4-NITROPHENYL)ACETOHYDRAZIDE;2-(4-nitrophenyl)acetohydrazide(SALTDATA: FREE);2-(4-nitrophenyl)ethanehydrazide;NSC147107;Oprea1_166973;SBB000339;ZINC00053879
• CAS NO: 6144-81-6
• Molecular Formula: C₈H₉N₃O₃
• Molecular Weight: 195.18
• Mol File: 6144-81-6.mol

Chemical Properties

• Boiling Point: 481.4°C at 760 mmHg
• Flash Point: 244.9°C
• Appearance: /
• Density: 1.358g/cm³
• Vapor Pressure: 2E-09mmHg at 25°C
• Refractive Index: 1.605
• CAS DataBase Reference: 2-(4-NITROPHENYL)ACETOHYDRAZIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(4-NITROPHENYL)ACETOHYDRAZIDE(6144-81-6)
• EPA Substance Registry System: 2-(4-NITROPHENYL)ACETOHYDRAZIDE(6144-81-6)

Safety Data

• Hazardous Substances Data: 6144-81-6(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
2-(4-NITROPHENYL)ACETOHYDRAZIDE is used as a reagent for the synthesis of various pharmaceuticals, contributing to the development of new drugs and therapeutic agents.
Used in Agrochemical Industry:
In the agrochemical industry, 2-(4-NITROPHENYL)ACETOHYDRAZIDE serves as a reagent in the synthesis of agrochemicals, aiding in the production of pesticides and other agricultural chemicals to protect crops and enhance yields.
Used in Dye and Pigment Industry:
2-(4-NITROPHENYL)ACETOHYDRAZIDE is utilized as an intermediate in the production of dyes and pigments, playing a role in creating a wide range of colorants for various applications, including textiles, plastics, and inks.
Used in Organic Synthesis:
As a chemical building block, 2-(4-NITROPHENYL)ACETOHYDRAZIDE is employed in organic synthesis for the creation of various biologically active compounds, contributing to the advancement of chemical research and the development of new chemical entities with potential applications in various fields.

InChI:InChI=1/C8H9N3O3/c9-10-8(12)5-6-1-3-7(4-2-6)11(13)14/h1-4H,5,9H2,(H,10,12)

Upstream product

• 2945-08-6 methyl (4-nitrophenyl)acetate 
• 50434-36-1 4-nitrophenylacetyl chloride 
• 64-17-5 ethanol 
• 104-03-0 4-nitrobenzeneacetic acid 
• 5445-26-1 ETHYL 4-NITROPHENYLACETATE 

Downstream Products

• 99973-33-8 (4-nitro-phenyl)-acetic acid-(4-oxo-2-thioxo-thiazolidin-3-ylamide) 
• 6144-82-7 (4-nitro-phenyl)-acetyl azide 
• 110519-54-5 N,N'-bis-[(4-nitro-phenyl)-acetyl]-hydrazine 
• 108676-47-7 (4-nitro-phenyl)-acetic acid-(1-methyl-2-oxo-propylidene-hydrazide) 
• 112549-56-1 N'-Benzoyl-2-(4-nitrophenyl)acetohydrazid 
• 112575-01-6 N'-(4-Methylbenzoyl)-2-(4-nitrophenyl)acetohydrazid 
• 112549-55-0 N'-(4-Methoxybenzoyl)-2-(4-nitrophenyl)acetohydrazid 
• 84319-35-7 (4-Nitro-phenyl)-acetic acid eth-(E)-ylidene-hydrazide 
• 112549-57-2 N'-Acetyl-2-(4-nitrophenyl)acetohydrazid 
• 84319-38-0 (4-Nitro-phenyl)-acetic acid isopropylidene-hydrazide 
• 197655-32-6 (4-Nitro-phenyl)-acetic acid [1-amino-2-cyano-eth-(Z)-ylidene]-hydrazide 
• 744-52-5 2-<2-(4-Nitrobenzylcarbonyl)-hydrazino>-5-nitroso-tropon 
• 84319-40-4 (4-Nitro-phenyl)-acetic acid [1-phenyl-eth-(E)-ylidene]-hydrazide 
• 95059-95-3 (4-Nitro-phenyl)-acetic acid [2-oxo-1,2-dihydro-indol-(3Z)-ylidene]-hydrazide 

Relevant articles and documents

Synthesis and anti-inflammatory activity of hydrazones bearing biphenyl moiety and vanillin based hybrids

The intense research work in the field of medicinal chemistry has enhanced the significance of Biphenyl moiety as pharmacologically important compound. Some of the compounds bearing Biphenyl moiety possess important medicinal properties like antihypertensive and calcium channel blocker, anti-inflammatory, diuretic, anti-diabetic activity, antipsychotic and anxiolytic activity. The present article describes the synthesis of novel benzohydrazides and 2-phenylacetohydrazides bearing Biphenyl moiety and vanillin hybrid. The synthesized compounds (31-40) were characterized by 1H NMR, Mass and IR spectroscopic techniques and were evaluated for anti-inflammatory activity by carrageenan paw edema method. The results of the study revealed that compounds 39 and 40 (bearing 2-(4-nitrophenyl)acetohydrazide and 2-(2,3-dihydrobenzofuran-5-yl)acetohydrazide) showed maximum anti-inflammatory activity while the compounds 31, 32, 33, 34 and 38 bearing benzohydrazides displayed moderate anti-inflammatory activity.

Synthesis and anti-inflammatory activity of hydrazide-hydrazones bearing anacardic acid and 1,2,3-triazole ring based hybrids

A novel series of hydrazide-hydrazone derivatives 39-50, linked with anacardic acid motif and 1,2,3-triazole ring were synthesized by reacting 4-(1-(2-methoxy-6-pentadecylbenzyl)-1H-1, 2, 3-triazol-4-yl)benzaldehyde with 2-phenyl-acetohydrazides and benzohydrazides. The structures of the newly synthesized hydrazide-hydrazone derivatives 39-50 were confirmed by 1H NMR, MS and IR spectroscopic tools. These compounds were also evaluated for their anti-inflammatory activity by carrageenan paw edema method.

Synthesis, structural elucidation and bioevaluation of 4-amino-1,2,4-triazole-3-thione's Schiff base derivatives

In this study, a series of ten triazole Schiff base derivatives 6a-j were synthesized through microwave assisted imine formation by reacting substituted amino triazole 5 with different substituted aldehydes. All the synthesized compounds were evaluated fo

A Gorge-spanning, High-affinity cholinesterase inhibitor to explore β-amyloid plaques

Cholinesterases are involved in the pathological formation of β-amyloid plaques. To investigate this pathohistological hallmark of Alzheimer's disease we prepared a high-affinity, fluorescent cholinesterase inhibitor. Its fluorescence intensity was significantly enhanced upon binding to cholinesterases. Using this probe, brain samples from mice and humans affected by Alzheimer's disease were successfully analyzed for β-amyloid plaques. Unexpectedly, it was discovered, by competition experiments, that the compound binds to amyloid structures, rather than to cholinesterases inside of the plaques.

Oxazoles and their agricultural compositions

A compound having the formula R--S(O)n CH2 CH2 CH=CF2, wherein R is a phenyl group or a heterocyclic group selected from furyl, thienyl, isoxazolyl, isothiazolyl, oxazolyl, thiazolyl, imidazolyl, pyrazolyl, 1,2,4-oxadiazolyl, 1,2,4-thiadiazolyl, 1,3,4-oxadiazolyl, 1,3,4-thidiazolyl, tetrazolyl, pyridyl, pyridazinyl, pyrazinyl, 1,2,3-triazinyl, 1,3,4-triazinyl, and 1,3,5-triazinyl groups, said phenyl or heterocyclic group being optionally substituted by optionally substituted alkyl, optionally substituted alkenyl, alkynyl, cycloalkyl, alkylcycloalkyl, alkoxy, alkenyloxy, alkynyloxy, hydroxyalkyl, alkoxyalkyl, optionally substituted aryl, optionally substituted arylalkyl, optionally substituted heteroaryl, optionally substituted heteroarylalkyl, optionally substituted aryloxy, optionally substituted arylalkoxy, optionally substituted aryloxyalkyl, optionally substituted heteroaryloxy, optionally substituted heteroarylalkoxy, optionally substituted heteroaryloxyalkyl, haloalkyl, haloalkenyl, haloalkynyl, haloalkoxy, haloalkenyloxy, haloalkynyloxy, halogen, hydroxy, cyano, nitro, --NR7R8, --NR7COR8, --NR7CSR8, --NR7SO2R8, --N(SO2R7)(SO2R8), --COR7, --CONR7R8, -alkylCONR7R8, --CR7NR8, --COOR7, --OCOR7, --SR7, --SOR7, --SO2R7, -alkylSR7, -alkylSOR7, -alkylSO2R7, --OSO2R7, --SO2NR7R8, --CSNR7R8, --SiR7R8R9, --OCH2CO2R7, --OCH2CH2CO2R7, --CONR7SO2R8, -alkylCONR7SO2R8, --NHCONR7R8, --NHCSNR7R8, or an adjacent pair of R1, R2, R3, R4, R5 and R6 when taken together form a fused 5- or 6-membered carbocyclic or heterocyclic ring; R7, R8 and R9 are each independently hydrogen, optionally substituted alkyl, optionally substituted alkenyl, alkynyl, optionally substituted aryl or optionally substituted arylalkyl, haloalkyl, haloalkenyl, haloalkynyl, halogen or hydroxy.