142439-65-4

Usage

Uses

Used in Organic Synthesis:
(2-CHLORO-5-NITROPHENYL)(MORPHOLINO)METHANONE is used as a building block in organic synthesis for the creation of diverse chemical compounds. Its chloro and nitro groups contribute to its reactivity, allowing for the development of a wide range of molecules with different properties and applications.
Used in Pharmaceutical Research:
In the pharmaceutical industry, (2-CHLORO-5-NITROPHENYL)(MORPHOLINO)METHANONE is utilized as an intermediate in the synthesis of new drugs. The morpholino group enhances the solubility and stability of the compound, which is crucial for drug development and formulation.
Used in the Development of New Materials:
Due to its unique structure and reactivity, (2-CHLORO-5-NITROPHENYL)(MORPHOLINO)METHANONE is also employed in the development of innovative materials with specific properties, such as improved stability or targeted reactivity, for various industrial applications.

Upstream product

• 109-02-4 4-methyl-morpholine 
• 2516-96-3 2-chloro-5-nitrobenzoic acid 
• 110-91-8 morpholine 
• 25784-91-2 2-chloro-5-nitrobenzoylchloride 

Downstream Products

• 1533398-93-4 N-(4-chloro-3-(morpholine-4-carbonyl)phenyl)furan-2-carboxamide 
• 142439-52-9 N-<1--5-nitrobenzoyl>morpholide 
• 142439-50-7 {2-[Bis-(2-hydroxy-ethyl)-amino]-5-nitro-phenyl}-morpholin-4-yl-methanone 

Relevant academic research and scientific papers

SUBSTITUTED HETEROCYCLIC-PYRIDINONES AS HIV-1 NEF-HCK INHIBITORS

Disclosed are heterocyclic-pyridinone analogs that are capable of inhibiting Nef-Hck and methods of treating viral infections such as, for example, HIV-1. This abstract is intended as a scanning tool for purposes of searching in the particular art and is

Metal-free amidation of carboxylic acids with tertiary amines

A direct amidation of carboxylic acids with tertiary amines could be carried out in the presence of the Ph3P-I2 activator. With an appropriate reagent addition sequence, a range of carboxylic acids including aliphatic, allylic, and aromatic acids could be converted into their corresponding tertiary amides under mild conditions without requirement of metal catalysis.

Substituted 2-phenylimidazopyridines: A new class of drug leads for human African trypanosomiasis

A phenotypic screen of a compound library for antiparasitic activity on Trypanosoma brucei, the causative agent of human African trypanosomiasis, led to the identification of substituted 2-(3-aminophenyl)oxazolopyridines as a starting point for hit-to-lead medicinal chemistry. A total of 110 analogues were prepared, which led to the identification of 64, a substituted 2-(3-aminophenyl)imidazopyridine. This compound showed antiparasitic activity in vitro with an EC50 of 2 nM and displayed reasonable druglike properties when tested in a number of in vitro assays. The compound was orally bioavailable and displayed good plasma and brain exposure in mice. Compound 64 cured mice infected with Trypanosoma brucei when dosed orally down to 2.5 mg/kg. Given its potent antiparasitic properties and its ease of synthesis, compound 64 represents a new lead for the development of drugs to treat human African trypanosomiasis.

Hypoxia-Selective Antitumor Agents. 5. Synthesis of Water-Soluble Nitroaniline Mustards with Selective Cytotoxicity for Hypoxic Mammalian Cells

Nitroaniline mustards have potential as hypoxia-selective cytotoxic agents, with reductive metabolism activating the nitrogen mustard by converting the electron-withdrawing nitro group to an electron-donating hydroxylamine or amine.However, the parent compounds have poor aqueous solubility, and their potencies are limited by low reduction potentials (E1/2 ca. -600mV versus the normal hydrogen electrode) and corresponding slow rates of nitro reduction.To address these limitations, a series of 4-nitroaniline mustards bearing hydrophilic side chains attached via an electron-withdrawing carboxamide group was prepared and evaluated for hypoxia-selective cytotoxicity against Chinese hamster cell lines.The N-carboxamide derivatives proved to have excellent aqueous solubility and improved cytotoxic potency, but their reduction potentials, while higher than the noncarboxamide compounds, were still low and little selectivity for hypoxic cells were observed.A series of carboxamides of 2,4-dinitroaniline mustard was also prepared.These compounds had reduction potentials in the desired range (E1/2 ca. -450 mV by cyclic voltammetry) and were more toxic to hypoxic than aerobic UV4 cells.The most selective compounds were 5--2,4-dinitrobenzamide (20, SN 23862) and its water-soluble N-carboxamide analogue.These showed selectivities of 60- to 70-fold for hypoxic UV4 cells.The selectivity of 20 was much superior to that of its aziridine analogue (23, CB 1954), which was only 3.6-fold more toxic to hypoxic than oxic cells in the same system.Compound 20 is a much less efficient substrate than CB 1954 for the major aerobic nitroreductase from rat Walker tumor cells, NAD(P)H:quinone oxidoreductase (DT diaphorase).Lack of aerobic bioactivation of 20 by DT diaphorases may be responsible for the its higher hypoxic selectivity than that of 23.