34885-75-1

Usage

Uses

Used in Pharmaceutical Industry:
<(tert-butyloxycarbonyl)amino>-N-(4-methoxyphenyl)acetamide is used as a key building block for the synthesis of peptides. Its application is essential in the development of various pharmaceuticals, as it aids in the creation of complex peptide structures that can be utilized as therapeutic agents.
Used in Production of Biologically Active Compounds:
In the field of biological research, <(tert-butyloxycarbonyl)amino>-N-(4-methoxyphenyl)acetamide is employed as a vital component in the synthesis of biologically active compounds. These compounds have the potential to interact with biological systems and can be used for various applications, such as drug discovery and development.
Used in Chemical Substances Synthesis:
<(tert-butyloxycarbonyl)amino>-N-(4-methoxyphenyl)acetamide is also used in the synthesis of other chemical substances. Its versatile nature allows it to be a valuable asset in the creation of a wide range of compounds, contributing to the advancement of various industries and research fields.

Upstream product

• 4530-20-5 BOC-glycine 
• 104-94-9 4-methoxy-aniline 
• 35150-09-5 N-(tert-butoxycarbonyl)glycine 
• 90-04-0 2-methoxy-phenylamine 
• 1341219-66-6 N-(4-tert-butyldimethylsiloxy-2-methoxybenzyl)-N-(4-methoxyphenyl)-tert-butoxycarbonylaminoacetamide 
• 220903-66-2 N-(2-hydroxy-ethyl)-4-[1-(4-methoxy-phenylcarbamoyl)-ethylamino]-3,5-dinitro-benzamide 
• 220903-51-5 <(tert-butyloxycarbonyl)amino>-N-(4-methoxyphenyl)propanamide 
• 220903-53-7 2-amino-N-(4-methoxyphenyl)propanamide 

Downstream Products

• 34329-56-1 N-(2-((4-methoxyphenyl)amino)-2-oxoethyl)benzamide 
• 24781-79-1 4,5-dihydro-7-methoxy-5-phenyl-1H-benzo[e][1,4]diazepin-2(3H)-one 
• 1448523-99-6 2-(4-fluorophenoxy)-N-[(4-methoxyphenylcarbamoyl)methyl]acetamide 
• 1448523-98-5 2-(4-bromophenoxy)-N-[(4-methoxyphenylcarbamoyl)methyl]acetamide 
• 148627-63-8 2-((4-methoxyphenyl)amino)-2-oxoethan-1-aminium 

Relevant academic research and scientific papers

Aggregation induced emission enhancement behavior of conformationally rigid pyreneamide-based probe for ultra-trace detection of picric acid (PA)

In this study, we designed and prepared pyrene-based dipodal probes with a range of molecular flexibility for picric acid (PA) detection. These probes commonly contain a central rigid core, but probe 1 contains relatively short linkers/spacers compared to probes 2 and 3. The dipodal probes produced dominant pyrene excimer fluorescence in an aqueous solution, and aggregation-induced emission enhancement (AIEE) was observed. The fluorescence emission of probe 1 was significantly quenched only by the presence of PA, while probes 2 and 3 were responsive to 4-nitrophenol or 2,4-dinitrophenol as well as PA. Of the three dipodal probes, the highest binding strength was observed for probe 1 with PA, which gave an association constant of Ka = 3.96 × 107 M?1.1H NMR measurements and DFT calculations indicate that, upon addition of PA, these dipodal probes formed individual probe-PA complexes via π–π interactions between the pyrene ring and PA in an aqueous solution. This complex formation enabled energy transfer from electron-rich pyrene to electron-poor PA upon excitation, leading to fluorescence quenching. Probe 1 provided ultra-trace detection of PA in water, with observed and calculated limit of detections (LOD) of 1 nM and 0.13 pM, respectively, one of the lowest values reported. Effective fluorescence quenching was also obtained using probe 1-coated filter paper or TLC plate with PA solution/vapor, suggesting the significant potential of this sensing system in real-time applications. These studies were supported by FE-SEM, TEM, and UV-visible, fluorescence, NMR and DFT calculations.

New isoleucine derived dipeptides as antiprotozoal agent: Synthesis, in silico and in vivo studies.

The increasing emergence of malaria drug-resistant parasites and the deficiency in effective chemotherapy for trypanosomiasis represents a huge challenge in infectious disease treatment in tropical regions. As regards to developing effective antiprotozoal agents, ten new ile-gly dipeptide sulphonamide derivatives were synthesized by condensing compound (10) with (8a-j)using peptide coupling reagents. Compounds11b, 11i and 11j were most potent in clearing Trypanosome brucei in mice with 11b showing comparable activity with diminazene aceturate. In the antimalarial study, 11b was the most active compound, even better than the standard. Molecular docking result suggests good interaction between the reported compounds and the target protein. The results of haematological analysis, liver and kidney function tests showed that the compounds had no adverse effect on the blood and organs. Compound 11b stands out amongst the derivatives haven shown better activity in both the antimalarial and antitrypanosomal assay.

Synthesis, molecular docking and antimalarial activity of phenylalanine-glycine dipeptide bearing sulphonamide moiety

Ten novel phenylalanine-glycine dipeptide sulphonamide conjugate were synthesized and characterized using 1HNMR, 13CNMR, FTIR and HRMS spectroscopic techniques. The in silico studies predicted better interactions of compounds with target protein residues and a higher dock score in comparison with standard drugs. The in vivo antimalarial study, hematological study, liver and kidney function test were evaluated on the synthesized compounds. Compounds 7h, 7i and 7j inhibited the parasite by 34.5–60.2% on day 4 of after-treatment exposure. Compound 7j inhibited the multiplication of the parasite by 60.2% on day 4 of after-treatment which was comparable with that of the standard drug with 68.8% inhibition at same day of after-treatment exposure.

Pyreneamide-based dipodal probes for ultra-sensitive and selective detection of 3,5-dinitrosalicylic acid in an aqueous solution

Pyrene-appended dipodal probes (probes 1 and 2) with differences in conformational rigidity were synthesized for sensitive detection of 3,5-dinitrosalicylic acid (DNSA) in an aqueous solution. Both dipodal probes had two pyrene units and exhibited quenchi

COMPOUNDS WHICH HAVE A PROTECTIVE ACTIVITY WITH RESPECT TO THE ACTION OF TOXINS AND OF VIRUSES WITH AN INTRACELLULAR MODE OF ACTION

The subject matter of the present invention is novel families of compounds which are aromatic amine, imine, aminoadamantane and benzodiazepine derivatives, medicaments comprising same and the use thereof as inhibitors of the toxic effects of toxins with intracellular activity, such as, for example, ricin, and of viruses that use the internalization pathway for infecting cells.

In silico and pharmacological screenings identify novel serine racemase inhibitors

d-Serine is a coagonist of the N-methyl-d-aspartate (NMDA)-type glutamate receptor and its biosynthesis is catalyzed by serine racemase (SR). The overactivation of the NMDA receptor has been implicated in the development of neurodegenerative diseases, strokes, and epileptic seizures, thus, the inhibitors of SR have potential against these pathological states. Here, we have developed novel inhibitors of SR by in silico screening and in vitro enzyme assay. The newly developed inhibitors have lower IC50 value comparing with that of malonate, one of the standard SR inhibitor. The structural features of novel inhibitors suggest the importance of central amide structure having a phenoxy substituent in their structure for the SR inhibitory activity. The present findings suggest the importance and rational development of new drugs for diseases of NMDAR overactivation.

Synthesis and anticonvulsant activity of some N-(benzoyl)glycinanilide derivatives

Glycine is a major inhibitory neurotransmitter and recent studies have shown that certain lipophilic glycine derivatives demonstrate anticonvulsant activity in animal epilepsy models. On the other hand, anilide is another fruitful structure for designing potential anticonvulsant agents. Ameltolide, ralitoline and some phthalimide derivatives are the examples of anilide analogs with potent anticonvulsant activity. In this study, two key structural pharmacophores were combined and a series of N-benzoylglycinanilide derivatives were designed. Their anticonvulsant activities evaluated against maximal electroshock (MES) and subcutaneous metrazole seizure tests, whereas their neurotoxicity was examined by rotarod test. The preliminary screening results indicated that majority of the compounds were effective in the MES test. None of the compounds showed neurotoxicity according to the rotarod test at studied doses. The most active compound in the series is N-(2-((4-methoxyphenyl)amino)- 2-oxoethyl)benzamide (compound 8) which bearing 4-methoxy substituent on the N-phenyl ring.

Development of the carboxamide protecting group, 4-(tert -butyldimethylsiloxy)-2-methoxybenzyl

The new carboxamide protecting group, 4-(tert-butyldimethylsiloxy)-2- methoxybenzyl (SiMB), has been developed. While this SiMB group can be removed using mild basic desilylation methods, it can also be deprotected under strongly acidic or oxidative conditions. An application of this group to simple carboxamide groups, as well as to more complex and acid-sensitive adenosine derivatives containing a cyclophane scaffold, was also demonstrated.

BIARYL-SUBSTITUTED TETRAHYDRO-PYRAZOLO-PYRIDINE MODULATORS OF CATHEPSIN S

Biaryl-substituted tetrahydro-pyrazolo-pyridine compounds are described, which are useful as cathepsin S modulators. Such compounds may be used in pharmaceutical compositions and methods for the treatment of disease states, disorders, and conditions media

N-substituted 2-(2,6-dinitrophenylamino)propanamides: Novel prodrugs that release a primary amine via nitroreduction and intramolecular cyclization

A series of N-dinitrophenylamino acid amides [(4-CONHZ-2,6- diNO'2Ph)N(R)C(X,Y)CONHPhOMe] were prepared as potential bioreductive prodrugs and reduced radiolytically to study their rates of subsequent intramolecular cyclization. Compounds bearing a free NH group (R = H) underwent rapid cyclization in neutral aqueous buffers (t(1/2) 1 min) following 4-electron reduction, with the generation of a N- hydroxydihydroquinoxalinone and concomitant release of 4-methoxyaniline. Amine release from analogous N-methyl analogues (R = Me) was relatively slow. These results are consistent with intramolecular cyclization of a monohydroxylamine intermediate. The high rates of cyclization/extrusion by these very electron-deficient hydroxylamines suggest that the process is greatly accelerated by the presence of an H-bonding 'conformational lock' between the anilino NH group and the adjacent o-nitro group (Kirk and Cohen, 1972). Changes in the phenylcarboxamide side chain or in C-methylation in the linking chain had little effect on the rate of cyclization. The model compounds had 1-electron reduction potentials in the range appropriate for cellular reduction (-373 mV for a measured example) and appeared suitable for development as prodrugs that release amine-based effectors following enzymic or radiolytic reduction. Prodrug examples containing 4-aminoaniline mustard and 5-amino-1-(chloromethyl)benz[e]indoline alkylating units were evaluated but were not activated efficiently by cellular nitroreductases. However, cell killing by the radiation-induced reduction of the latter prodrug was demonstrated.