18331-68-5

Usage

Uses

Used in Pharmaceutical Research:
(2E)-N-(4-BUTYLPHENYL)-2-(HYDROXYIMINO)ACETAMIDE is used as a research tool for exploring its potential biological activities and pharmacological effects. It aids in the discovery and development of new drugs by providing insights into its interactions with biological targets and mechanisms of action.
Used in Biochemical Research:
In the field of biochemical research, (2E)-N-(4-BUTYLPHENYL)-2-(HYDROXYIMINO)ACETAMIDE is utilized to study biological systems. Its chemical structure allows researchers to investigate its role in various biochemical processes and its potential as a probe for understanding complex biological phenomena.
Used in Drug Development:
(2E)-N-(4-BUTYLPHENYL)-2-(HYDROXYIMINO)ACETAMIDE is employed in the development of new drugs, where its potential medicinal uses are explored. (2E)-N-(4-BUTYLPHENYL)-2-(HYDROXYIMINO)ACETAMIDE's properties may contribute to the creation of innovative therapeutic agents that address unmet medical needs.
Used in Medicinal Chemistry:
In medicinal chemistry, (2E)-N-(4-BUTYLPHENYL)-2-(HYDROXYIMINO)ACETAMIDE serves as a valuable compound for designing and optimizing drug candidates. Its structural features can be manipulated to enhance the potency, selectivity, and pharmacokinetic properties of potential drugs.
Overall, (2E)-N-(4-BUTYLPHENYL)-2-(HYDROXYIMINO)ACETAMIDE has a broad range of potential applications in the field of medicine and pharmaceuticals, with its uses spanning from basic research to the development of novel therapeutic agents.

InChI:InChI=1/C12H16N2O2/c1-2-3-4-10-5-7-11(8-6-10)14-12(15)9-13-16/h5-9,16H,2-4H2,1H3,(H,14,15)/b13-9-

Upstream product

• 104-13-2 4-Butylaniline 
• 302-17-0 chloral hydrate 

Downstream Products

• 18331-71-0 5-butylindoline-2,3-dione 
• 80522-14-1 2-(4-Octyloxyphenyl)-6-n-butyl-4H-3,1-benzoxazin-4-one 
• 80522-13-0 2-(4-Hexylphenyl)-6-n-butyl-4H-3,1-benzoxazin-4-one 
• 18331-73-2 2-amino-5-butylbenzoic acid 

Relevant academic research and scientific papers

Synthesis and cytotoxic studies of novel 5-phenylisatin derivatives and their anti-migration and anti-angiogenic evaluation

A number of 5-arylisatin derivatives were synthesized in 5–6 steps from readily available starting materials. Their structures were confirmed by 1H NMR and 13C NMR as well as LC/MS. The cytotoxicity of these novel isatins against human leukemia K562 cells were evaluated by MTT assay in vitro. SAR studies indicated that the N-substituted benzyl and C-5 substituted phenyl groups greatly enhance their cytotoxic activity, whereas an intact carbonyl functionality on C-3 present in the parent ring is required to maintain such a potency. Particularly, N-(p-methoxybenzyl)-5-(p-methoxyphenyl)isatin (compound 2m) showed the highest antitumor activity against K562 cell lines (IC50 = 0.03 μM). Moreover, treatment with compound 2m significantly inhibited liver cancer HepG2 cells proliferation and migration, which could also reduce the human umbilical vein endothelial cells (HUVEC) tube formation. In conclusion, compound 2m exhibited very good cancer cells proliferation inhibition by angiogenesis responses in vitro, and 2m might be a promising angiogenesis inhibitor for cancer treatment.

Palladium(II)/N-Heterocyclic Carbene Catalyzed One-Pot Sequential α-Arylation/Alkylation: Access to 3,3-Disubstituted Oxindoles

Rationally designed fluorene-based mono- and bimetallic Pd-PEPPSI complexes were synthesized and demonstrated to be effective for the one-pot sequential α-arylation/alkylation of oxindoles. This streamlined approach offers efficient access to functionalized 3,3-disubstituted oxindoles in excellent yields (up to 89%) under mild reaction conditions.

Synthesis and anti-cancer activity evaluation of 5-(2-carboxyethenyl)-isatin derivatives

A series of novel di- or trisubstituted isatin derivatives were designed and synthesized in 5–6 steps in 25–45% overall yields. Their structures were confirmed by 1H NMR and 13C NMR as well as LC-MS. The anticancer activity of the fourty-three new isatin derivatives against human T lymphocyte cells Jurkat was evaluated by MTT assay in vitro. SAR study suggested that the combination of 1-benzyl and 5-[trans-2-(methoxycarbonyl)ethen-1-yl] substitution greatly enhanced their cytotoxic activity. Among them, compound 2h was shown to have a significant cytotoxic activity with an IC50 value of 0.03 μM, more than 330-fold higher than that of it's mother molecule isatin. Investigation of the cell morphology changes and annexin-V/PI staining study demonstrated that compound 2h inhibited the proliferation of Jurkat cells by inducing apoptosis. Since compound 2h induced the dissipation of mitochondrial membrane potential and the activation of caspase-3, it was obvious that compound 2h inhibited the proliferation of Jurkat cells through the mitochondrial apoptotic pathway. Other than this, compound 2h exerted inhibition effect to many other tumor cells and only showed weak cytotoxic to human normal cells suggesting that compound 2h possessed a broad range of anticancer spectrum and high safety to normal cells.

Design, synthesis and in vitro cytotoxicity evaluation of 5-(2-carboxyethenyl)isatin derivatives as anticancer agents

Forty four di- or trisubstituted novel isatin derivatives were designed and synthesized in 5-6 steps in 25-45% overall yields. Their structures were confirmed by 1H NMR and 13C NMR as well as LC-MS. The anticancer activity of these new isatin derivatives against three human tumor cell lines, K562, HepG2 and HT-29, were evaluated by MTT assay in vitro. SAR studies suggested that the combination of 1-benzyl and 5-[trans-2- (methoxycarbonyl)ethen-1-yl] substitution greatly enhance their cytotoxic activity, whereas an intact carbonyl functionality on C-3 as present in the parent ring is required to such a potency. This study leads to the identification of two highly active molecules, compounds 2h (IC50 = 3 nM) and 2k (IC50 = 6 nM), against human leukemia K562 cells.

LIQUID-CRYSTAL 4H-3,1-BENZOXAZIN-4-ONES

2,6-Disubstituted 4H-3,1-benzoxazin-4-ones that have mesogenic properties were synthesized by the reaction of 5-substituted anthranilic acid with aroyl chlorides in pyridine.The introduction of a 4H-3,1-benzoxazin-4-one fragment increases the absolute val