18331-68-5

Basic information

• Product Name: (2E)-N-(4-BUTYLPHENYL)-2-(HYDROXYIMINO)ACETAMIDE
• Synonyms: Glyoxylanilide,4'-butyl-, 2-oxime (8CI)
• CAS NO: 18331-68-5
• Molecular Formula: C₁₂H₁₆N₂O₂
• Molecular Weight: 220.27
• Mol File: 18331-68-5.mol
• Article Data: 6

Chemical Properties

• Melting Point: 144 °C(Solv: ethanol (64-17-5); water (7732-18-5))
• Appearance: /
• Density: 1.09g/cm³
• Refractive Index: 1.54
• PKA: 8.89±0.10(Predicted)
• CAS DataBase Reference: (2E)-N-(4-BUTYLPHENYL)-2-(HYDROXYIMINO)ACETAMIDE(CAS DataBase Reference)
• NIST Chemistry Reference: (2E)-N-(4-BUTYLPHENYL)-2-(HYDROXYIMINO)ACETAMIDE(18331-68-5)
• EPA Substance Registry System: (2E)-N-(4-BUTYLPHENYL)-2-(HYDROXYIMINO)ACETAMIDE(18331-68-5)

Safety Data

• Hazardous Substances Data: 18331-68-5(Hazardous Substances Data)

Usage

General Description

The chemical compound "(2E)-N-(4-butylphenyl)-2-(hydroxyimino)acetamide" is a organic compound that consists of a hydroxyimino group, a butylphenyl group, and an acetamide group. It is used in various scientific research and pharmaceutical applications due to its potential biological and pharmacological properties. The compound may have potential medicinal uses, such as in the development of new drugs or as a tool in biochemical research. Its chemical structure and properties make it a valuable tool for studying biological systems and testing potential drug candidates. Overall, "(2E)-N-(4-butylphenyl)-2-(hydroxyimino)acetamide" has potential applications in the field of medicine and pharmaceuticals.

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

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

Relevant articles and documents

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.

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.

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