6965-38-4

Usage

Uses

Used in Pharmaceutical Industry:
N-HYDROXY-2-(4-METHOXY-PHENYL)-ACETAMIDINE is used as a potential drug candidate for various therapeutic applications due to its unique chemical structure and potential biological activity. Its hydroxyl group and 4-methoxy-phenyl substituent may contribute to its pharmacological properties, making it a promising compound for the development of new medications.
Used in Medicinal Chemistry Research:
N-HYDROXY-2-(4-METHOXY-PHENYL)-ACETAMIDINE is used as a starting material for the synthesis of other pharmaceutical compounds. Its chemical structure can be modified to create new derivatives with potentially improved or novel therapeutic effects. N-HYDROXY-2-(4-METHOXY-PHENYL)-ACETAMIDINE serves as a valuable building block for the design and development of innovative drugs in the field of medicinal chemistry.
Further research and studies are required to explore the full potential of N-HYDROXY-2-(4-METHOXY-PHENYL)-ACETAMIDINE in various applications and to optimize its properties for specific uses in the pharmaceutical and medicinal chemistry industries.

Upstream product

• 104-47-2 p-methoxybenzylnitrile 
• 22442-48-4 3-(4-methoxyphenyl)propionitrile 
• 7732-18-5 water 
• 584-08-7 potassium carbonate 
• 14271-83-1 4-methoxybenzoyl cyanide 

Downstream Products

• 425401-92-9 5-phenyl-3-(4-methoxybenzyl)-1,2,4-oxadiazole 
• 213025-14-0 (S)-5-(1-amino-1-phenylmethyl)-3-(4-methoxyphenylmethyl)-1,2,4-oxadiazole hydrochloride 
• 422564-80-5 5-(1H-indol-3-yl)-3-(4-methoxybenzyl)-1,2,4-oxadiazole 
• 102151-88-2 4-carbethoxy-2-<(4-methoxyphenyl)methyl>imidazole 
• 1028344-68-4 C₁₄H₁₆N₂O₄ 
• 1198-98-7 5-methyl-3-phenyl-1,2,4-oxadiazole 
• 82680-19-1 3-(4-methoxyphenylmethyl)-5-methyl-1,2,4-oxadiazole 
• 82670-86-8 5-Ethyl-3-(4-methoxy-benzyl)-[1,2,4]oxadiazole 

Relevant academic research and scientific papers

COMPOUNDS, SALTS THEREOF AND METHODS FOR TREATMENT OF DISEASES

The present disclosure relates to compounds according to Formulae disclosed herein, useful for treating diseases.

Reactions of pentafluoropyridine with amidoximes

Abstract: In this paper, site reactivity of amidoximes with pentafluoropyridine under basic conditions in dry CH3CN was investigated. The aromatic nucleophilic substitution of pentafluoropyridine with amidoximes occurs in the 4-position of the

Iron(III) Chloride/l-Proline as an Efficient Catalyst for the Synthesis of 3-Substituted 1,2,4-Oxadiazoles from Amidoximes and Triethyl Orthoformate

A general, facile, and efficient method is presented for the synthesis of 3-substituted 1,2,4-oxadiazoles from amidoximes and triethyl orthoformate. The procedure employs an iron(III) chloride/l-proline catalytic system and the 3-substituted 1,2,4-oxadiaz

Nitrobenzofurazan derivatives of N′-hydroxyamidines as potent inhibitors of indoleamine-2,3-dioxygenase 1

Tryptophan metabolism through the kynurenine pathway is considered as a crucial mechanism in immune tolerance. Indoleamine 2,3-dioxygenase 1 (IDO1) plays a key role in tryptophan catabolism in the immune system and it is also considered as an important therapeutic target for the treatment of cancer and other diseases that are linked with kynurenine pathway. In this study, a series of nitrobenzofurazan derivatives of N′-hydroxybenzimidamides (1) and N′-hydroxy-2-phenylacetimidamides (2) were synthesized and their inhibitory activities against human IDO1 enzyme were tested using in-vitro and cellular enzyme activity assay. The optimization leads to the identification of potent compounds, 1d, 2i and 2k (IC50 = 39-80 nM), which are either competitive or uncompetitive inhibitors of IDO1 enzyme. These compounds also showed IDO1 inhibition potencies in the nanomolar range (IC50 = 50-71 nM) in MDA-MB-231 cells with no/negligible amount of cytotoxicity. The stronger selectivity of the potent compounds for IDO1 enzyme over tryptophan 2,3-dioxygenase (TDO) enzyme (312-1593-fold) also makes them very attractive for further immunotherapeutic applications.

Design and synthesis of N-methylpyrimidone derivatives as HIV-1 integrase inhibitors

A series of novel β-diketo derivatives which combined the virtues of dihydroxypyrimidine carboxamide derived from the evolution of DKA and polyhydroxylated aromatics moieties, were designed and synthesized as potential HIV-1 integrase (IN) inhibitors and

Whole cell screen based identification of spiropiperidines with potent antitubercular properties

Abstract Whole cell based screens to identify hits against Mycobacterium tuberculosis (Mtb), carried out under replicating and non-replicating (NRP) conditions, resulted in the identification of multiple, novel but structurally related spiropiperidines with potent antitubercular properties. These compounds could be further classified into three classes namely 3-(3-aryl-1,2,4-oxadiazol-5-yl)-1′-alkylspiro[indene-1,4′-piperidine] (abbr. spiroindenes), 4-(3-aryl-1,2,4-oxadiazol-5-yl)-1′-alkylspiro[chromene-2,4′-piperidine] (abbr. spirochromenes) and 1′-benzylspiro[indole-1,4′-piperidin]-2(1H)-one (abbr. spiroindolones). Spiroindenes showed ≥4 log10 kill (at 2-12 μM) on replicating Mtb, but were moderately active under non replicating conditions. Whole genome sequencing efforts of spiroindene resistant mutants resulted in the identification of I292L mutation in MmpL3 (Mycobacterial membrane protein Large), required for the assembly of mycolic acid into the cell wall core of Mtb. MIC modulation studies demonstrated that the mutants were cross-resistant to spirochromenes but not to spiroindolones. This Letter describes lead identification efforts to improve potency while reducing the lipophilicity and hERG liabilities of spiroindenes. Additionally, as deduced from the SAR studies, we provide insights regarding the new chemical opportunities that the spiroindolones can offer to the TB drug discovery initiatives.

In Silico Exploration for New Antimalarials: Arylsulfonyloxy Acetimidamides as Prospective Agents

A strategy is described to identify new antimalarial agents to overcome the drug resistance and/or failure issues through in silico screening of multiple biological targets. As a part of this, three enzymes namely CTPS, CK, and GST were selected, from among 56 drug targets of P. falciparum, and used them in virtual screening of ZINC database entries which led to the design and synthesis of arylsulfonyloxy acetimidamides as their consensus inhibitors. From these, two compounds showed good activity against sensitive (3D7; IC50, 1.10 and 1.45 μM) and resistant (K1; IC50, 2.10 and 2.13 μM) strains of the parasite, and they were further investigated through docking and molecular dynamics simulations. The findings of this study collectively paved the way for arylsulfonyloxy acetimidamides as a new class of antimalarial agents. (Chemical Presented).

3-(5-)-Amino-o-diarylisoxazoles: Regioselective synthesis and antitubulin activity

A regioselective synthesis of both 5-amino- and 3-aminodiarylisoxazoles substituted with polyalkoxyaryl pharmacophores has been validated. Starting materials for the synthetic scheme were easily available from plant extracts. The targeted molecules were f

NOVEL COMPOUNDS AND THEIR USE IN THERAPY

The invention provides compounds which inhibit N-myristoyltransferase and are selective for protozoal N-myristoyltransferase and, consequently suitable to treat microbial infections, including viral and fungal infections, and protozoan infections such as malaria, leishmaniasis and sleeping sickness.

Organic reactions in water: An efficient method for the synthesis of 1,2,4-oxadiazoles in water

A simple and efficient process has been developed for the synthesis of 1,2,4-oxadiazoles in good yields through the reaction of amidoximes with anhydrides under catalyst-free conditions in water.