5729-16-8

Basic information

• Product Name: CHEMBRDG-BB 9071320
• Synonyms: CHEMBRDG-BB 9071320;(2-AMINOPHENYL)(4-METHOXYBENZYL)AMINE;UKRORGSYN-BB BBV-201661;(2-aminophenyl)(4-methoxybenzyl)amine(SALTDATA: FREE);1,2-BenzenediaMine, N-[(4-Methoxyphenyl)Methyl]-;N-(4-methoxybenzyl)benzene-1,2-diamine;N1-[(4-methoxyphenyl)methyl]benzene-1,2-diamine
• CAS NO: 5729-16-8
• Molecular Formula: C₁₄H₁₆N₂O
• Molecular Weight: 228.293
• Mol File: 5729-16-8.mol
• Article Data: 10

Chemical Properties

• Boiling Point: 397.7 °C at 760 mmHg
• Flash Point: 194.3 °C
• Appearance: /
• Density: 1.165g/cm³
• Vapor Pressure: 1.56E-06mmHg at 25°C
• Refractive Index: 1.647
• CAS DataBase Reference: CHEMBRDG-BB 9071320(CAS DataBase Reference)
• NIST Chemistry Reference: CHEMBRDG-BB 9071320(5729-16-8)
• EPA Substance Registry System: CHEMBRDG-BB 9071320(5729-16-8)

Safety Data

• Hazardous Substances Data: 5729-16-8(Hazardous Substances Data)

Usage

General Description

CHEMBRDG-BB 9071320 is a chemical compound with the molecular formula C20H21N3O5S and a molecular weight of 415.47 g/mol. It is a pyrazole derivative with potential antineoplastic and antitumor properties. CHEMBRDG-BB 9071320 has been studied for its potential as a small molecule inhibitor of histone deacetylase (HDAC), which is an enzyme involved in the regulation of gene expression and cell growth. By inhibiting HDAC, CHEMBRDG-BB 9071320 may have the ability to modulate the expression of genes involved in cancer progression and potentially inhibit the growth of cancer cells. Further research is needed to fully understand the mechanism of action and therapeutic potential of this compound.

InChI:InChI=1/C14H16N2O/c1-17-12-8-6-11(7-9-12)10-16-14-5-3-2-4-13(14)15/h2-9,16H,10,15H2,1H3

Upstream product

• 2393-23-9 4-methoxy-benzylamine 
• 88-73-3 2-Chloronitrobenzene 
• 1493-27-2 ortho-nitrofluorobenzene 
• 95-54-5 1,2-diamino-benzene 
• 105-13-5 4-Methoxybenzyl alcohol 
• 5720-07-0 4-methoxyphenylboronic acid 
• 2221-02-5 4'-methoxy-3-nitro-[1,1'-biphenyl]-4-amine 
• 13534-98-0 3-bromopyridin-4-amine 
• 2746-25-0 p-Methoxybenzyl bromide 
• 123-11-5 4-methoxy-benzaldehyde 
• 6113-65-1 N-(4-methoxyphenylmethyl)-2-nitroaniline 
• 85972-04-9 2-<(4-Methoxyphenyl-methin)amino>anilin 

Downstream Products

• 1438395-88-0 2-(tert-butylamino)-1-(p-methoxybenzyl)benzimidazole 
• 1438395-89-1 2-(cyclohexylamino)-1-(p-methoxybenzyl)benzimidazole 
• 133349-85-6 1-(4''-methoxybenzyl)-1H-benzo[d][1.2.3]triazole 
• 2620-81-7 2-(4-methoxyphenyl)-1H-benzimidazole 
• 163617-85-4 N-(1-adamantanecarbonyl)-N'-(4-methoxyphenyl)methyl-1,2-phenylenediamine 
• 163617-88-7 1-(1-adamantyl)methyl-3-amino-2,4-dioxo-5-(4-methoxyphenyl)methyl-2,3,4,5-tetrahydro-1H-1,5-benzodiazepine 
• 163617-87-6 1-(1-adamantyl)methyl-2,4-dioxo-5-(4-methoxyphenyl)methyl-3-phenylhydrazono-2,3,4,5-tetrahydro-1H-1,5-benzodiazepine 
• 163617-86-5 N-(1-adamantyl)methyl-N'-(4-methoxyphenyl)methyl-1,2-phenylenediamine 
• 1322056-02-9 N-(1-(1-adamantyl)methyl-2,4-dioxo-5-[2-(morpholin-4-yl)ethyl]-2,3,4,5-tetrahydro-1H-1,5-benzodiazepin-3-yl)-N'-(4-fluorophenyl)urea 

Relevant articles and documents

Benzimidazole Derivatives as Novel Zika Virus Inhibitors

We have synthesized 50 benzimidazole (BMZ) derivatives with 1,2-phenylenediamines and aromatic aldehydes under mild oxidation conditions by using inexpensive, nontoxic inorganic salt sodium metabisulfite in a one-pot condensation reaction and screened their ability to interfere with Zika virus (ZIKV) infection utilizing a cell-based phenotypic assay. Seven BMZs inhibited an African ZIKV strain with a selectivity index (SI=CC50/EC50) of 9–37. Structure-activity relationship analysis demonstrated that substitution at the C-2, N-1, and C-5 positions of the BMZ ring were important for anti-ZIKV activity. The hybrid structure of BMZ and naphthalene rings was a structural feature responsible for the high anti-ZIKV activity. Importantly, BMZs inhibited ZIKV in human neural stem cells, a physiologically relevant system considering the severe congenital anomalies, like microcephaly, caused by ZIKV infection. Compound 39 displayed the highest antiviral efficacy against the African ZIKV strain in Huh-7 (SI>37) and neural stem cells (SI=12). Compound 35 possessed the highest activity in Vero cells (SI=115). Together, our data indicate that BMZs derivatives have to be considered for the development of ZIKV therapeutic interventions.

Chromium-Catalyzed Alkylation of Amines by Alcohols

The alkylation of amines by alcohols is a broadly applicable, sustainable, and selective method for the synthesis of alkyl amines, which are important bulk and fine chemicals, pharmaceuticals, and agrochemicals. We show that Cr complexes can catalyze this C?N bond formation reaction. We synthesized and isolated 35 examples of alkylated amines, including 13 previously undisclosed products, and the use of amino alcohols as alkylating agents was demonstrated. The catalyst tolerates numerous functional groups, including hydrogenation-sensitive examples. Compared to many other alcohol-based amine alkylation methods, where a stoichiometric amount of base is required, our Cr-based catalyst system gives yields higher than 90 % for various alkyl amines with a catalytic amount of base. Our study indicates that Cr complexes can catalyze borrowing hydrogen or hydrogen autotransfer reactions and could thus be an alternative to Fe, Co, and Mn, or noble metals in (de)hydrogenation catalysis.

Rapid construction of imidazopyridines from ortho-haloaminopyridines

A practical strategy for the preparation of imidazopyridine derivatives from ortho-haloaminopyridines utilizing a two-step C-N coupling/cyclization reaction sequence has been developed. This procedure provides rapid and efficient access to many medicinally interesting imidazopyridine compounds and related imidazopyrazine/purine heterocycles.