65447-49-6

Usage

Preparation

Obtained by reaction of bromine with 4-hydroxy-3-nitroacetophenone in chloroform.

Upstream product

• 6277-38-9 1-(4-methoxy-3-nitrophenyl)ethanone 

Downstream Products

• 119853-74-6 2-(3-hydroxy-morphinan-17-yl)-1-(4-methoxy-3-nitro-phenyl)-ethanone 
• 145235-74-1 2-imino-3-(3-chloro-4-methoxy-3-nitrobenzoylmethyl)thiazoline hydrobromide 
• 397333-96-9 2-hydroxy-1-(4-methoxy-3-nitro-phenyl)-ethanone 
• 446044-19-5 2-(4-methoxy-3-nitrophenyl)-2-oxoethyl (3,4,5-trimethoxyphenyl)acetate 
• 1350729-36-0 ethyl 4-(4-methoxy-3-nitrophenyl)-2-methyl-2,5-dihydrothiazole-2-carboxylate 
• 877395-19-2 C₉H₁₀N₂O₄*ClH 
• 130623-35-7 3-(4-Methoxy-3-nitro-phenyl)-5,6-dihydro-imidazo[2,1-b]thiazole; hydrobromide 
• 145235-78-5 6-(4-methoxy-3-nitrophenyl)-2,3,5,6-tetrahydroimidazo<2,1-b>thiazole hydrochloride 
• 145235-70-7 6-(3-amino-4-methoxyphenyl)-2,3,5,6-tetrahydroimidazo<2,1-b>thiazole dihydrochloride 
• 145028-65-5 4-Chloro-N-[2-methoxy-5-(2,3,5,6-tetrahydro-imidazo[2,1-b]thiazol-6-yl)-phenyl]-benzamide 
• 145028-79-1 2-(2-Imino-thiazolidin-3-yl)-1-(4-methoxy-3-nitro-phenyl)-ethanol 
• 397334-01-9 4-(4-methoxy-3-nitro-phenyl)-3-(3,4,5-trimethoxy-phenyl)-3H-oxazol-2-one 
• 446044-21-9 4-hydroxy-4-(4-methoxy-3-nitro-phenyl)-3-(3,4,5-trimethoxy-phenyl)-dihydro-furan-2-one 

Relevant academic research and scientific papers

Scaffold-Hopping Strategy on a Series of Proteasome Inhibitors Led to a Preclinical Candidate for the Treatment of Visceral Leishmaniasis

There is an urgent need for new treatments for visceral leishmaniasis (VL), a parasitic infection which impacts heavily large areas of East Africa, Asia, and South America. We previously reported on the discovery of GSK3494245/DDD01305143 (1) as a preclinical candidate for VL and, herein, we report on the medicinal chemistry program that led to its identification. A hit from a phenotypic screen was optimized to give a compound with in vivo efficacy, which was hampered by poor solubility and genotoxicity. The work on the original scaffold failed to lead to developable compounds, so an extensive scaffold-hopping exercise involving medicinal chemistry design, in silico profiling, and subsequent synthesis was utilized, leading to the preclinical candidate. The compound was shown to act via proteasome inhibition, and we report on the modeling of different scaffolds into a cryo-EM structure and the impact this has on our understanding of the series' structure-activity relationships.

2-AMINOIMIDAZOLE-PHENYL DERIVATIVES USEFUL FOR CONTROLLING MICROBIAL GROWTH

Provided are 2-aminoimidazole-phenyl derivative compounds of Formula (I): which compounds are useful in methods of controlling microbial growth, such as by enhancing the effects of an antibiotic administered in combination with the compound. Compositions

Synthesis and bioevaluation of N,4-diaryl-1,3-thiazole-2-amines as tubulin inhibitors with potent antiproliferative activity

A series of N,4-diaryl-1,3-thiazole-2-amines containing three aromatic rings with an amino linker were designed and synthesized as tubulin inhibitors and evaluated for their antiproliferative activity in three human cancer cell lines. Most of the target compounds displayed moderate antiproliferative activity, and N-(2,4-dimethoxyphenyl)-4-(4-methoxyphenyl)-1,3-thiazol-2-amine (10s) was determined to be the most potent compound. Tubulin polymerization and immunostaining experiments revealed that 10s potently inhibited tubulin polymerization and disrupted tubulin microtubule dynamics in a manner similar to CA-4. Moreover, 10s effectively induced SGC-7901 cell cycle arrest at the G2/M phase in both concentrationand time-dependent manners. The molecular docking results revealed that 10s could bind to the colchicine binding site of tubulin.

Synthesis and biological evaluation of imidazol-2-one derivatives as potential antitumor agents

A new series of aryl substituted imidazol-2-one derivatives structurally related to combretastatin A-4 (CA-4) were synthesized and evaluated for their cytotoxic activities in vitro against various human cancer cell lines including MDR cell line. The cytotoxic effects of compounds 7b and 7i proved to be similar to or greater than that of docetaxel. The highly active compound 7b also exhibited excellent inhibitory activity on tumor growth in vivo.

Synthesis and cytotoxic evaluation of combretafurans, potential scaffolds for dual-action antitumoral agents

We have synthesized rigid analogues of combretastatin bearing a furan ring in place of the olefinic bridge. These compounds are cytotoxic at nanomolar concentrations in neuroblastoma cells, display a similar structure-activity relationship compared to com

INDOLE-CONTAINING COMPOUNDS WITH ANTI-TUBULIN AND VASCULAR TARGETING ACTIVITY

Trimethoxyphenyl substituted indole ligands have been discovered which demonstrate impressive cytotoxicity as well as a remarkable ability to inhibit tubulin assembly. Such compounds as well as related derivatives are excellent clinical candidates for the

6,5-Fused bicyclic heterocycles

The present invention provides compounds of Formula (I) wherein Q1, Q2, Q3, Q4, Y1, Y2, and Z are as defined in the description, and pharmaceutically acceptable salts thereof, and C1/

DIAMINOTHIAZOLES

The present invention is directed to novel diaminothiazoles of formula These compounds inhibit cyclin-dependent kinase 4 (Cdk4) and are selective against Cdk2 and Cdk1. These compounds and their pharmaceutically acceptable salts and esters have antiproliferative activity and are useful in the treatment or control of cancer, in particular solid tumors. This invention is also directed to pharmaceutical compositions containing such compounds and to methods of treating or controlling cancer, most particularly the treatment 6r control of breast, lung and colon and prostate tumors.

Synthesis and cytotoxicity of 3,4-diaryl-2(5H)-furanones

A series of 3,4-diaryl-2(5H)-furanone derivatives were synthesized and evaluated for their cytotoxicity in a small panel of cancer cell lines. Four out of 10 compounds in this series, for example 3-(3,4,5-trimethoxyphenyl)-4-(4-methoxyphenyl)-, 3-(3,4,5-trimethoxyphenyl)-4-(3-hydroxy-4-methoxyphenyl)-, 3-(3,4,5-trimethoxyphenyl)-4-(3-amino-4-methoxyphenyl)-, and 3-(3,4,5-trimethoxyphenyl)-4-(2-naphthyl)-2(5H)-furanones, were found to have potent cytotoxic activities with ED50values of less than 20 nM in most of the cell lines tested.

Combretoxazolones: Synthesis, cytotoxicity and antitumor activity

Two series of combretoxazolones including 3,4-diaryloxazolones (6) and 4,5-diaryloxazolones (7) were synthesized and evaluated for cytotoxicity and antitumor activity. Both series showed strong cytotoxicities against a variety of tumor cell lines. Compound 6g exhibited a significant antitumor activity in BDF1 mice bearing B16 murine melanoma cells with inhibition rates of 67 and 61% at 100 and 30 mg/kg/day, respectively.