17329-87-2

Usage

Uses

Used in Organic Chemistry:
N1-(4-Nitrophenyl)-2-chloroacetamide is used as a nitroaromatic compound for various organic chemistry reactions, particularly those involving nitro and amide groups. Its unique structure allows for a range of applications in the synthesis of other compounds and materials.
Used in Research and Development:
N1-(4-Nitrophenyl)-2-chloroacetamide is used as a research compound for studying the properties and potential applications of nitroaromatic compounds. Its synthesis and reactions can provide insights into the behavior of similar compounds and contribute to the development of new chemical processes and products.
Used in Pharmaceutical Industry:
N1-(4-Nitrophenyl)-2-chloroacetamide is used as a potential pharmaceutical candidate for the development of new drugs. Its unique chemical properties may offer opportunities for the creation of novel therapeutic agents, although further research is needed to assess its safety and efficacy.
Used in Environmental Monitoring:
N1-(4-Nitrophenyl)-2-chloroacetamide may be used as a marker compound in environmental monitoring studies, particularly in assessing the presence and impact of nitroaromatic compounds in the environment. Its detection and analysis can help in understanding the sources, transport, and fate of these potentially harmful substances.

InChI:InChI=1/C8H7ClN2O3/c9-5-8(12)10-6-1-3-7(4-2-6)11(13)14/h1-4H,5H2,(H,10,12)

Upstream product

• 100-01-6 4-nitro-aniline 
• 541-88-8 Chloroacetic anhydride 
• 25786-08-7 2-dimethylamino-N-(4-nitro-phenyl)-acetamide 
• 506-59-2 N,N-dimethylammonium chloride 
• 62-53-3 aniline 
• 587-65-5 N-chloroacetyl-aniline 
• 7664-93-9 sulfuric acid 
• 7697-37-2 nitric acid 
• 79-04-9 chloroacetyl chloride 
• 79-11-8 chloroacetic acid 

Downstream Products

• 38367-22-5 N-(4-nitro-phenyl)-2-(piperidin-1-yl)-acetamide 
• 74816-21-0 2-diethylamino-N-(4-nitro-phenyl)-acetamide 
• 64893-05-6 N-tert-butyl-glycine 4-(4-nitro-phenylsulfanyl)-anilide 
• 86407-93-4 2-benzothiazol-2-ylsulfanyl-N-(4-nitro-phenyl)-acetamide 
• 132659-18-8 2-[N'-(4-Hydroxy-6-methyl-pyrimidin-2-yl)-hydrazino]-N-(4-nitro-phenyl)-acetamide 
• 92291-02-6 <2-Amino-4-chlor-phenylmercapto>-essigsaeure-<4-nitro-anilid> 
• 875923-90-3 N-(4-amino-phenyl)-2-(pyrrolidin-1-yl)-acetamide 
• 921201-90-3 N-(4-azido-phenyl)-2-dimethylamino-acetamide 
• 921201-89-0 N-(4-azido-phenyl)-2-diethylamino-acetamide 
• 105076-76-4 N-(4-amino-phenyl)-2-(morpholin-4-yl)-acetamide 
• 921201-87-8 N-(4-azido-phenyl)-2-(pyrrolidin-1-yl)-acetamide 
• 921201-86-7 N-(4-azido-phenyl)-2-(morpholin-4-yl)-acetamide 
• 921201-88-9 N-(4-azido-phenyl)-2-(piperidin-1-yl)-acetamide 

Relevant academic research and scientific papers

Novel anion receptors for selective recognition of dimethyl phosphinate and carboxylate

We have designed and synthesized new anion receptors 1 and 2, which have amide N[sbnd]H, pyrrole N[sbnd]H and vinyl C[sbnd]H as hydrogen bond donors. These receptors are selective for dimethyl phosphinate and carboxylates. Due to electron withdrawing effect of the cyano group which is trans to the vinyl hydrogen with respect to carbon-carbon double bond, receptor 1 has higher binding constants for phosphinate and carboxylate than those of receptor 2. Modeling studies shows that cyano group polarized all three hydrogens through planar π-electron network. In addition, receptor 1 gave orange colored 1,4-addition product for cyanide.

Anti-melanogenesis and anti-tyrosinase properties of aryl-substituted acetamides of phenoxy methyl triazole conjugated with thiosemicarbazide: Design, synthesis and biological evaluations

A series of aryl phenoxy methyl triazole conjugated with thiosemicarbazides were designed, synthesized, and evaluated for their tyrosinase inhibitory activities in the presence of L-dopa and L-tyrosine as substrates. All the compounds showed tyrosinase inhibition in the sub-micromolar concentration. Among the derivatives, compound 9j bearing benzyl displayed exceptionally high potency against tyrosinase with IC50 value of 0.11 μM and 0.17 μM in the presence of L-tyrosine and L-dopa as substrates which is significantly lower than that of kojic acid as the positive control with an IC50 value of 9.28 μM for L-tyrosine and 9.30 μM for L-dopa. According to Lineweaver–Burk plot, 9j demonstrated an uncompetitive type of inhibition in the kinetic assay. Also, in vitro antioxidant activities determined by DPPH assay recorded an IC50 value of 68.43 μM for 9i. The melanin content of 9j was determined on B16F10 melanoma human cells which demonstrated a significant reduction of the melanin content. Moreover, the binding energies corresponding to the same ligand as well as computer-aided drug-likeness and pharmacokinetic studies were also carried out. Compound 9j also possessed metal chelation potential correlated to its high anti-TYR activity.

Structural Exploration of Quinazolin-4(3H)-ones as Anticonvulsants: Rational Design, Synthesis, Pharmacological Evaluation, and Molecular Docking Studies

Anticonvulsants effective against multiple seizures are of wide interest as antiepileptic drugs, especially if active against pharmaco-resistant seizures. Herein, we synthesized 16 different, rationally designed 2-((6,7-dimethoxy-4-oxo-2-phenylquinazolin-3(4H)-yl)amino)-N-(substituted phenyl)acetamides and screened for anticonvulsant activities through in vivo experiments. Compound 4d emerged as prototype with excellent anti-seizure action in mice against electroshock, chemically induced and pharmaco-resistant 6-Hz seizure models with no symptoms of neurotoxicity and hepatotoxicity (ED50 = 23.5 mg/kg, MES, mice, i.p.; ED50 = 32.6 mg/kg, scPTZ, mice, i.p.; ED50 = 45.2 mg/kg, 6-Hz, mice, i.p.; TD50 = 325.9 mg/kg, mice, i.p.). In addition, investigation of compound 4l in mice for its pharmacological profile proved it as safer anticonvulsant, devoid of the side effects such as motor dysfunction and hepatotoxicity of classical antiepileptic drugs (ED50 = 26.1 mg/kg, MES, mice, i.p.; ED50 = 79.4 mg/kg, scPTZ, mice, i.p.; TD50 = 361.2 mg/kg, mice, i.p.). We also predicted physiochemical and pharmacokinetic properties of structurally optimized quinazolin-4(3H)-ones by a computational protocol. A combination of in vivo anticonvulsant profile, ex vivo toxicity, and in silico studies suggested that the synthesized compounds may be useful as broad-spectrum anti-seizure drug candidates with favorable pharmacokinetic parameters.

Stereochemistry of Hexacoordinated Zn(II), Cu(II), Ni(II), and Co(II) Complexes with Iminodiacetamide Ligands

Metal complexes of iminodiacetamide (imda) ligands and metal ions Zn(II), Cu(II), Ni(II), and Co(II) were prepared using eight imda ligands (L1-L8) substituted with groups of different steric and electronic properties on the central amine N atom (H atom,

Synthesis of two new acetanilide derivatives and their effect on the serum antioxidant vitamins (A, E, and C) and the MDA level in rats

Acetanilide derivatives, 2,27′-thiobis[N-(4-nitrophenyl)acetamide] and 2,2′-thiobis[N-(4-chlorophenyl)acetamide], were synthesized and characterized. They were shown to cause a considerable oxidative stress in rats.

Novel benzoic thiazolidin-4-one derivatives targeting DevR/DosR dormancy regulator of Mycobacterium tuberculosis

Latent tuberculosis infection is caused by Mycobacterium tuberculosis (Mtb) persistence and poses a significant challenge to the eradication of tuberculosis. The detection of Mtb DevR/DosR dormancy regulon expression in clinical specimens has provided evi

Synthesis, in silico Study and Antileishmanial Evaluation of New Selenides Derived from 7-Chloro-quinoline and N-Phenylacetamides

This study describes a virtual screening performed for two series of selenides (28 compounds), derived from N-phenylacetamides chlorides and 7-chloro-quinoline, to determine their potential for leishmanicidal activity against Leishmania amazonensis and Leishmania donovani. Seven compounds were predicted as potential leishmanicides; therefore, they were synthesized from elemental selenium, as a precursor for the production of NaHSe, and subsequent reactions with 4,7-dichloro-quinoline and N-phenylacetamides chlorides were performed. The compounds were characterized by infrared (IR), 1H and 13C nuclear magnetic resonance (NMR), and sent for in vitro cytotoxicity tests against L. amazonensis and were found to be active and selective, and two compounds presented half-maximal inhibitory concentrations (IC50) of 5.67 and 10.81 μg mL-1. They also presented good interaction energies in the docking study, suggesting that may exert their effects by inhibiting the N-myristoyltransferase and O-acetylserine sulfhydrylase enzymes in parasites.

Novel fluoroquinolones containing 2-arylamino-2-oxoethyl fragment: Design, synthesis, evaluation of antibacterial and antituberculosis activities and molecular modeling studies

Novel substituted fluoroquinolone derivatives, compounds 6–20 were designed, synthesized, and evaluated for antituberculosis and antibacterial activity. Antibacterial activities of the compounds were determined and compound 14 was found to be the most pot

NOVEL IMIDAZO-PYRAZINE DERIVATIVES

The invention provides novel imidazo-pyrazine derivatives having the general formula (I), and pharmaceutically acceptable salts thereof, wherein X, m, n, and R1to R3 are as described herein: formula (I). Further provided are pharmace

Diarylamide compound and application thereof

The invention discloses a use of a diarylamide compound with a structure shown as a formula (I), and a pharmaceutically acceptable salt thereof in the preparation of a medicine serving as a urea transporter inhibitor, and the novel diarylamide compound. T