2585-28-6

Usage

InChI:InChI=1/C13H9ClN2O3/c14-11-3-1-2-4-12(11)15-13(17)9-5-7-10(8-6-9)16(18)19/h1-8H,(H,15,17)

Upstream product

• 122-04-3 4-nitro-benzoyl chloride 
• 95-51-2 o-chloroaniline 
• 62-23-7 4-nitro-benzoic acid 

Downstream Products

• 141245-75-2 2',4'-dinitro-6'-chlorobenzanilide 
• 14105-73-8 N-(2-chloro-4-nitrophenyl)-4-nitrobenzamide 
• 62-23-7 4-nitro-benzoic acid 
• 141245-78-5 4-(7-chloro-1H-benzo[d]imidazol-2-yl)aniline 
• 141245-73-0 2-(4-aminophenyl)-7⁽⁴⁾-chloro-6⁽⁵⁾-aminobenzimidazole 
• 53584-17-1 2-(4-aminophenyl)-4⁽⁷⁾-chloro-6⁽⁵⁾-aminobenzimidazole 
• 141245-81-0 2-(4-acetamidophenyl)-7⁽⁴⁾-chlorobenzimidazole 
• 141245-79-6 2-(4-aminophenyl)-7⁽⁴⁾chloro-6⁽⁵⁾nitrobenzimidazole 
• 141245-83-2 2-(4-acetamidophenyl)-7⁽⁴⁾-chloro-6⁽⁵⁾-nitrobenzimidazole 
• 141245-77-4 2',4',4-trinitro-6'-chlorobenzanilide 
• 3460-11-5 4-nitrobenzanilide 
• 840-58-4 2(4-nitrophenyl)benzoxazole 
• 1233731-03-7 2-(4-nitrophenyl)-4-chlorobenzothiazol 
• 1447816-84-3 N-(2-chlorophenyl)-4-[(1,1-dioxidobenzo[d]isothiazol-3-yl)amino]benzamide 

Relevant academic research and scientific papers

Synthesis and biological evaluation of 2,4-disubstituted phthalazinones as Aurora kinase inhibitors

A series of 2,4-disubstituted phthalazinones were synthesized and their biological activities, including antiproliferation, inhibition against Aurora kinases and cell cycle effects were evaluated. Among them, N-cyclohexyl-4-((4-(1-methyl-1H-pyrazol-4-yl)-1-oxophthalazin-2(1H)-yl) methyl) benzamide (12c) exhibited the most potent antiproliferation against five carcinoma cell lines (HeLa, A549, HepG2, LoVo and HCT116 cells) with IC50 values in range of 2.2–4.6 μM, while the IC50 value of reference compound VX-680 was 8.5–15.3 μM. Moreover, Aurora kinase assays exhibited that compound 12c was potent inhibitor of AurA and AurB kinase with the IC50 values were 118 ± 8.1 and 80 ± 4.2 nM, respectively. Molecular docking studies indicated that compound 12c forms better interaction with both AurA and AurB. Furthermore, compound 12c induced G2/M cell cycle arrest in HeLa cells by regulating protein levels of cyclinB1 and cdc2. These results suggested that 12c is a promising pan-Aurora kinase inhibitor for the potential treatment of cancer.

NOVEL CARBOCYCLIC COMPOUNDS AS ROR GAMMA MODULATORS

The present disclosure is directed to novel carbocyclic compounds of formula (I) and pharmaceutically acceptable salts thereof, wherein R1, R2, R3, R4, R5, R6, Ra, Rb, n, m and p are as defined herein, which are active as modulators of retinoid-related orphan receptor gamma t (RORγt). These compounds prevent, inhibit, or suppress the action of RORγt and are therefore useful in the treatment of RORγt mediated diseases, disorders, syndromes or conditions such as, e.g., pain, inflammation, COPD, asthma, rheumatoid arthritis, colitis, multiple sclerosis, psoriasis, neurodegenerative diseases and cancer.

Synthesis and in vitro antiproliferative activity of novel pyrazolo[3,4-d]pyrimidine derivatives

A novel series of pyrazolo[3,4-d]pyrimidine derivatives were designed, synthesized and evaluated for their antiproliferative activity. Among the five compounds selected by NCI, compound 11a showed a distinctive pattern of selectivity on cell line panels and was further screened for a 5-log dose range, where it showed potent antiproliferative activity with median growth inhibition (GI50) equal to 1.71 μM against the CNS cancer SNB-75 cell line. The tested derivative showed remarkably the highest cell growth inhibition against non-small cell lung cancer HOP-62, CNS cancer SNB-75, breast cancer HS578T, and melanoma MALME-3M cell lines. Flow cytometric analysis revealed that compound 11a could significantly induce apoptosis in A549 cells in vitro at low micromolar concentrations. Further investigation showed that compound 11a induced significant cell cycle arrest at G0/G1 phase partly due to its ability to downregulate cyclin D1 and upregulate p27kip1 levels.

Design, synthesis and structure-activity relationship of new HSL inhibitors guided by pharmacophore models

Hormone-sensitive lipase (HSL) is a critical enzyme involved in the hormonally regulated release of fatty acids and glycerol from adipocyte lipid stores. Its inhibition may improve insulin sensitivity and blood glucose handling in type 2 diabetes. Accordingly, many small-molecule HSL inhibitors have recently been identified. In continuation of our efforts for discovery of new HSL inhibitors, we prepared a variety of esters, amides, sulfonamides and sulfonate esters capable of fitting two pharmacophore models that we developed and published earlier. The tested compounds were synthesized via coupling reactions of aroyl chlorides or sulfonyl chlorides with phenols, amines and related derivatives. Our efforts led to the identification of interesting compounds of low micromolar anti-HSL bioactivities, which have potential to be developed into effective antidiabetic agents.

TiCl4 hiocarbonyls and oxidation of sulfides in the presence of H2O2

H2O2 in combination with TiCl4 proved to be a highly reactive reagent system for the desulfurization of thioamide and thioketone derivatives in excellent yields and short reaction times with high purity. Sulfides were also found to undergo oxidation to sulfones under similar reaction conditions. In most cases, these reactions are highly selective, simple, and clean, affording products in high yields and purity.

Virtual screening and synthesis of new chemical scaffolds as VEGFR-2 kinase inhibitors

Background: VEGFR-2 tyrosine kinase inhibitors are currently receiving high interest in drug discovery process as anticancer agents. We have used virtual screening techniques in order to discover new scaffolds that can be used for developing new VEGFR-2 k

Synthesis and biological evaluation of a series of 2-(Substitutedphenyl) benzothiazoles

A series of 2-phenylbenzothiazoles has been synthesized either by i) condensation of different aromatic aldehydes with 2-aminothiophenol or ii) condensation of N-(2-chlorophenyl)benzothioamides in KOH catalyzed by potassium fericyanide. The structures of

Transformation of thioamide compounds to corresponding amides using 12-Tungstosilicic acid

12-Tungstosilicic acid (H4SiW12O40) is applied for the conversion of a series of thioamides to their corresponding oxo analogues in excellent yields in acetonitrile. In the case of thioketones, no reaction is observed under these conditions. The reusability of the catalyst also is investigated.

Investigating the spectrum of biological activity of ring- substituted salicylanilides and carbamoylphenylcarbamates

In this study, a series of twelve ring-substituted salicylanilides and carbamoylphenylcarbamates were prepared and characterized. The compounds were analyzed using RP-HPLC to determine lipophilicity. They were tested for their activity related to the inhi

H2O2/SOCl2: a useful reagent system for the conversion of thiocarbonyls to carbonyl compounds

The H2O2/SOCl2 reagent system has been used as a new and efficient reagent for deprotection of thiocarbonyls to carbonyl compounds. The salient features of this protocol are short reaction times, good chemoselectivity, clean reaction profiles, and simple work-up that preclude the use of toxic solvents.