17722-20-2

Upstream product

• 504-64-3 carbon suboxide 
• 106-47-8 4-chloro-aniline 
• 105-53-3 diethyl malonate 
• 13195-64-7 diisopropyl malonate 
• 1663-67-8 malonoyl dichloride 

Downstream Products

• 408532-78-5 hydroxyimino-malonic acid bis-(4-chloro-anilide) 
• 105678-74-8 2,2-Dichloro-N¹,N³-bis-(4-chloro-phenyl)-propanediimidoyl dichloride 
• 105678-69-1 C₁₅H₁₀Cl₂N₈ 
• 105678-80-6 bis<1-(p-chlorophenyl)-5-tetrazolyl>dichloromethane 
• 1677-36-7 6-chloro-4-hydroxyquinolin-2(1H)-one 
• 1614221-95-2 3,3-bis(4-chlorobenzyl)-6-chloro-4-hydroxy-3,4-dihydro-1H-quinolin-2-one 
• 1614221-50-9 3,3-dibenzyl-6-chloro-1H-quinoline-2,4-dione 
• 1614221-57-6 3,3-bis(4'-chlorobenzyl)-6-chloro-1H-quinoline-2,4-dione 
• 1614221-73-6 3,3-dibenzyl-6-chloro-4-hydroxy-3,4-dihydro-1H-quinolin-2-one 
• 1234896-91-3 C₁₅H₉ClN₄O₄ 
• 1234896-90-2 C₁₆H₉ClN₄O₂ 
• 1677-50-5 2,4,6-trichloroquinoline 

Relevant academic research and scientific papers

Palladium-catalyzed asymmetric haloiminolactonization of D-allylmalonamides

A catalyst composed of 10 mol% of Pd(OAc)2 and (R,R)-PhBox was proven to be effective in the asymmetric haloiminolactonization of D-allylmalonamides with N-halosuccinimides, giving the dihalogenated cyclic products with good diastereomeric ratio (up to 89/11) and enantiomeric excess (up to 72% ee).

Synthesis, structural elucidation, solvatochromism and spectroscopic properties of some azo dyes derived from 6-chloro-4-hydroxyquinoline-2(1H)-one

Malondianilide (I) derived from p-chloroaniline was cyclized to 6-chloro-4-hydroxyquinoline-2(1H)-one (II) in moderately good yield using polyphosphoric acid as catalyst. This compound was then coupled with some diazotized aromatic amines to give the corr

Synthesis of symmetrically substituted 3,3-dibenzyl-4-hydroxy-3,4-dihydro- 1H-quinolin-2-ones, as novel quinoline derivatives with antibacterial activity

A novel series of symmetrically substituted 3,3-dibenzyl-4-hydroxy-3,4- dihydro-1H-quinolin-2-ones was synthesized and tested as antimicrobials. The minimum inhibitory concentration (MIC) values of the most active heterocycles were slightly higher than those exhibited by levofloxacin, employed as comparator. Structural factors affecting the activity were explored along three diversification points, including the substituents of the aromatic rings of the 3-benzyl moieties, as well as the functionalization of both, the homocyclic ring of the heterocycle and the quinolonic nitrogen atom. 6-Chloro and 3,3-bis(4′-chlorobenzyl) derivatives showed the lower MIC values. Optimally substituted heterocycles were synthesized, which exhibited enhanced activity.

Synthesis of quinolin-2-one alkaloid derivatives and their inhibitory activities against HIV-1 reverse transcriptase

Based on an established common pharmacophore of HIV-1 non-nucleoside reverse transcriptase inhibitors (NNTTIs), a series of quinolin-2-one derivatives were synthesized and assayed for their in vitro activities against HIV-1 reverse transcriptase (RT) for the first time. Some of the tested compounds were active against HIV-1 RT. Compounds 4a2 and 4d2 showed inhibitory activities with IC50 values of 0.21 and 0.15 μM, respectively, with a mode of interaction with RT residues of the allosteric pocket similar to that of efavirenz.

Ligand-based modelling followed by synthetic exploration unveil novel glycogen phosphorylase inhibitory leads

Glycogen phosphorylase (GP) is a valid anti-diabetic target. Accordingly, we applied a drug discovery workflow to unveil novel inhibitory GP leads via combining pharmacophore modeling, QSAR analysis and in silico screening, followed by synthetic exploration of active hits. Virtual screening identified six low micromolar inhibitory leads from the National Cancer Institute (NCI) list of compounds. The most potent hits exhibited anti-GP IC50 values of 3.2 and 4.1 μM. Synthetic exploration of hit 59 (IC50 = 4.1 μM) yielded 25 lead inhibitors with the best illustrating IC50 of 3.0 μM. Interestingly, we prepared several novel mixed oxalyl amide anti-GP leads employing new chemical reaction involving succinic acid-based adducts.

Synthesis of 6-chloro and 6-fluoro-4-hydroxyl-2-quinolone and their azo disperse dyes

In this study, 6-chloro-4-hydroxy-2-quinolone and 6-flouro-4-hydroxy-2-quinolone were synthesized from corresponding dianilides. These compounds were coupled with some diazotized aromatic amines to give the corresponding azo disperse dyes. The structures

Design and synthesis of bis-amide and hydrazide-containing derivatives of malonic acid as potential HIV-1 integrase inhibitors

HIV-1 integrase (IN) is an attractive and validated target for the development of novel therapeutics against AIDS. In the search for new IN inhibitors, we designed and synthesized three series of bis-amide and hydrazide-containing derivatives of malonic acid. We performed a docking study to investigate the potential interactions of the title compounds with essential amino acids on the IN active site.

Isopropyl N-arylmalonamates. Synthesis, structure, conformation and reactions with carbon disulfide

Acylation of aromatic amines 1 with diisopropyl malonate (2) leads to a mixture of isopropyl N-arylmalonamates 3 and malonanilides 4. The reaction of 3 with carbon disulfide in the presence of sodium hydride gives disodium salts 5. Treatment of 5 with an alkylating agent yields the open-chain or cyclic ketene dithioacetals 6, 7 or 8. The molecular structure, hydrogen bonding and preferential conformation of the isopropyl N-arylmalonamates 3, 6 and 7 were investigated using correlation analyses of IR, 13C NMR and AMI semiempirical data.

Prostaglandin-H Synthase Inhibition by Malonamides. Ring-Opened Analogues of Phenylbutazone

Recent reports of serious concern regarding the sfe clinical use of phenylbutazone and its hydroxylated metabolite (oxyphenbutazone) as antiinflammatory agents have prompted the further investigation of ring-opened (malonamide) derivatives as potentially preferable therapeutic derivatives.Earlier reports have claimed reduced toxicity among similar derivatives.These studies reveal the relative degree of prostaglandin-H (PGH) synthase inhibitory activity among a series of malonamide derivatives.Contrary to observations in the pyrazolidinedione series, incorporation of a nonpolar butyl side chain in these malonamides was not beneficial but, rather, detrimental to enzyme-inhibitory activity.Although nine of the reported nonbutylated malonamides was a potent an inhibitor of this enzyme as phenylbutazone, they all showed some inhibitory activity.PGH synthase inhibitory activity was especially pronounced in the bis(p-hydroxy anilide) derivatives, even extending to succinamide and adipamide derivatives.Of some interest is the observation that all of these p-hydroxy anilide derivatives were more potent inhibitors of this enzyme than acetaminophen.