42444-51-9

Upstream product

• 2900-63-2 3,5-dinitrobenzohydrazide 
• 99-34-3 3,5-dinitrobenzoic acid 
• 16345-42-9 3,5-dinitrobenzoic acid potassium salt 
• 94324-05-7 2,4-dinitrophenyl 3,5-dinitrobenzoate 
• 99-33-2 3,5-dinitrobenoyl chloride 

Downstream Products

• 2702-58-1 methyl 3,5-dinitrobenzoate 
• 59776-60-2 1-isocyanato-3,5-dinitrobenzene 
• 618-87-1 3, 5-dinitroaniline 
• 99-34-3 3,5-dinitrobenzoic acid 
• 38802-18-5 N-(3,5-dinitrophenyl)-acetamide 
• 7461-51-0 3,5-dinitro-(N-phenyl)benzamide 
• 14059-62-2 N-(3,5-dinitro-phenyl)-N'-phenyl-urea 

Relevant academic research and scientific papers

[3]rotaxanes composed of two dibenzo-24-crown-8 ether wheels and an azamacrocyclic complex

The azamacrocyclic complex was used as a platform for the construction of [3]rotaxanes containing two DB24C8 macrocycles per molecule. The complex unit incorporates two electron deficient π-bond systems and two N-H hydrogen bond donating groups which faci

Prodrugs for nitroreductase based cancer therapy-4: Towards prostate cancer targeting: Synthesis of N-heterocyclic nitro prodrugs, Ssap-NtrB enzymatic activation and anticancer evaluation

In this study, various N-heterocyclic nitro prodrugs (NHN1-16) containing pyrimidine, triazine and piperazine rings were designed and synthesized. The final compounds were identified using FT-IR, 1H NMR, 13C NMR as well as elemental analyses. Enzymatic activities of compounds were conducted by using HPLC analysis to investigate the interaction of substrates with Ssap-NtrB nitroreductase enzyme. MTT assay was performed to evaluate the toxic effect of compounds against Hep3B and PC3 cancer cell lines and healthy HUVEC cell. It was observed that synthesized compounds NHN1-16 exhibited different cytotoxic profiles. Pyrimidine derivative NHN3 and triazine derivative NHN5 can be good drug candidates for prostate cancer with IC50 values of 54.75 μM and 48.9 μM, respectively. Compounds NHN6, NHN10, NHN12, NHN14 and NHN16 were selected as prodrug candidates because of non-toxic properties against three different cell models. The NHN prodrugs and Ssap-NtrB combinations were applied to SRB assay to reveal the prodrug capabilities of these selected compounds. SRB screening results showed that the metabolites of all selected non-toxic compounds showed remarkable cytotoxicity with IC50 values in the range of 1.71–4.72 nM on prostate cancer. Among the tested compounds, especially piperazine derivatives NHN12 and NHN14 showed significant toxic effect with IC50 values of 1.75 nM and 1.79 nM against PC3 cell compared with standart prodrug CB1954 (IC50: 1.71 nM). Novel compounds NHN12 and NHN14 can be considered as promising prodrug candidates for nitroreductase-prodrug based prostate cancer therapy.

Iridium-catalyzed intermolecular amidation of sp3 C-H bonds: Late-stage functionalization of an unactivated methyl group

Reported herein is the iridium-catalyzed direct amidation of unactivated sp3 C-H bonds. With sulfonyl and acyl azides as the amino source, the amidation occurs efficiently under mild conditions over a wide range of unactivated methyl groups with high functional group tolerance. This procedure can be successfully applied for the direct introduction of an amino group into complex compounds and thus can serve as a powerful synthetic tool for late-stage C-H functionalization.

T3P (propylphosphonic anhydride) mediated conversion of carboxylic acids into acid azides and one-pot synthesis of ureidopeptides

A general, mild, efficient, and environmentally benign protocol, which makes use of T3P as an acid activating agent for the direct synthesis of acid azides from carboxylic acids is described. Further, the protocol is employed for the one-pot synthesis of α-ureidopeptides starting from N-protected α-amino acids.

Use of an aromatic polyimide as a non-cross-linked molecular imprinting material

The use of a rigid non-cross-linked polymer in molecular imprinting was explored. Aromatic polyimides have excellent thermal stability and mechanical strength, which have contributed to their successful application in several areas, such as films, molding

Preparation of acyl azides from aromatic carboxylic acids using triphosgene in ionic liquids

Acyl azides are obtained in high yields from aromatic carboxylic acids and sodium azide at room temperature in ionic liquids using triphosgene as a synthetic auxiliary under mild reaction conditions and with a short reaction time.

Reinterpretation of curved hammett plots in reaction of nucleophiles with aryl benzoates: Change in rate-determining step or mechanism versus ground-state stabilization

A kinetic study is reported for the reaction of the anionic nucleophiles OH-, CN-, and N3- with aryl benzoates containing substituents on the benzoyl as well as the aryloxy moiety, in 80 mol % H2O-20 mol % dimethyl sulfoxide at 25.0 °C. Hammett log k vs σ plots for these systems are consistently nonlinear. However, a possible traditional explanation in terms of a mechanism involving a tetrahedral intermediate with curvature resulting from a change in rate-determining step is considered but rejected. The proposed explanation involves ground-state stabilization through resonance interaction between the benzoyl substituent and the electrophilic carbonyl center in the two-stage mechanism. Accordingly, the data are nicely accommodated on the basis of the Yukawa-Tsuno equation, which gives linear plots for all three nuceophiles. Literature reports of the mechanism of acyl transfer processes are reconsidered in this light.

Synthesis of acyl azides from carboxylic acids using cyanuric chloride

A mild, efficient and general method for the preparation of acyl azides from carboxylic acids and sodium azide using cyanuric chloride is described.

3,4,5-Trifluorobenzeneboronic acid: A mild and versatile catalyst for the one-pot synthesis of acyl azides from carboxylic acids

Acyloxyboron intermediates generated from carboxylic acids and 3,4,5-trifluorobenzeneboronic acid react with sodium azide to furnish the corresponding acyl azides in moderate to good yields.