6958-31-2

Usage

Uses

Used in Pharmaceutical Industry:
1,3-Propanediamine,N1,N3-bis[(4-methoxyphenyl)methylene]is used as a pharmaceutical intermediate for the synthesis of various drugs. Its unique chemical structure allows it to bind to specific biological targets, making it a valuable component in the development of new therapeutic agents.
Used in Materials Science:
In the field of materials science, 1,3-Propanediamine,N1,N3-bis[(4-methoxyphenyl)methylene]is utilized as a building block for the creation of novel materials with specific properties. Its ability to form stable complexes with other molecules contributes to the development of advanced materials with potential applications in various industries.
Used in Chemical Research:
1,3-Propanediamine,N1,N3-bis[(4-methoxyphenyl)methylene]serves as a subject of chemical research, where its unique properties and reactivity are studied to gain insights into new chemical reactions and mechanisms. This research can lead to the discovery of new compounds and applications in various fields.

Upstream product

• 123-11-5 4-methoxy-benzaldehyde 
• 109-76-2 Trimethylenediamine 

Downstream Products

• 91122-54-2 C₂₃H₂₆N₂O₄S₂ 
• 59211-76-6 N⁽¹⁾,N⁽³⁾-3-bis(4-methoxybenzyl)propane-1,3-diamine 
• 211058-22-9 [((E)-3-{[1-(Diphenoxy-phosphoryl)-1-(4-methoxy-phenyl)-meth-(Z)-ylidene]-amino}-propylimino)-(4-methoxy-phenyl)-methyl]-phosphonic acid diphenyl ester 
• 96764-88-4 1,3-bis-(4-methoxy-benzyl)-2-phenyl-hexahydro-pyrimidine 
• 96174-62-8 1,3-bis-(4-methoxy-benzyl)-2-(4-methoxy-phenyl)-hexahydro-pyrimidine 
• 96074-99-6 2-[1,3-bis-(4-methoxy-benzyl)-hexahydro-pyrimidin-2-yl]-phenol 
• 6968-78-1 1,3-bis-(4-methoxy-benzyl)-2-(4-nitro-phenyl)-hexahydro-pyrimidine 
• 97013-79-1 4-(1,3-bis(4-methoxybenzyl)hexahydropyrimidin-2-yl)-N,N-dimethylaniline 
• 447410-14-2 1,3-bis(4-methoxybenzyl)-2-(pyridin-4-yl)hexahydropyrimidine 

Relevant academic research and scientific papers

Molybdenum-catalyzed diastereoselective anti-dihydroxylation of secondary allylic alcohols

In this protocol, we report a Mo-catalyzed anti-dihydroxylation of secondary allylic alcohols, providing a general method for the preparation of 1,2,3-triols bearing up to three continuous stereocenters with excellent diastereocontrol. The mechanistic studies reveal that this dihydroxylation reaction consists of two steps and up to excellent diastereomeric ratios of the final triol products can be achieved due to the high level of both diastereocontrol in the initial epoxidation and regiocontrol in the following hydrolysis in situ.

A minimalistic approach to develop new anti-apicomplexa polyamines analogs

The development of new chemical entities against the major diseases caused by parasites is highly desired. A library of thirty diamines analogs following a minimalist approach and supported by chemoinformatics tools have been prepared and evaluated agains

Synthesis and in vitro antioxidant evaluation of new bis(α-aminoalkyl)phosphinic acid derivatives

Diamines were added to arylaldehydes in ethanol, which resulted in corresponding diimines. Novel bis-1-aminophosphinic acid compounds were synthesized through the interaction of diimines and hypophosphorous acid. The new compounds were characterized by elemental analyses, FT-IR and1H,13C and31P NMR techniques. The in vitro antioxidant activity of the newly synthesized compounds were measured and found to exhibit significantly higher antioxidant activity than the standard.

Silver(I) complexes with symmetrical Schiff bases: Synthesis, structural characterization, DFT studies and antimycobacterial assays

Synthesis, structural and spectroscopic characterizations, molecular modeling and antimycobacterial assays of new silver(I) complexes with two Schiff bases - MBDA and MBDB - are reported. The complexes [Ag(MBDA) 2]NO3, or AgMBDA, and

Synthesis and evaluation of hexahydropyrimidines and diamines as novel hepatitis C virus inhibitors

In order to identify novel anti-hepatitis C virus (HCV) agents we devised cell-based strategies and screened phenotypically small molecule chemical libraries with infectious HCV particles, and identified a hit compound (1) containing a hexahydropyrimidine (HHP) core. During our cell-based SAR study, we observed a conversion of HHP 1 into a linear diamine (6), which is the active component in inhibiting HCV and exhibited comparable antiviral activity to the cyclic HHP 1. In addition, we engaged into the biological characterization of HHP and demonstrated that HHP does not interfere with HCV RNA replication, but with entry and release of viral particles. Here we report the results of the preliminary SAR and mechanism of action studies with HHP.

Synthesis, cytotoxicity, antibacterial and antileishmanial activities of imidazolidine and hexahydropyrimidine derivatives

This paper describes the synthesis and in vitro biological activities of imidazolidine and hexahydropyrimidine derivatives against bacteria (Escherichia coli, Staphylococcus aureus and Mycobacterium tuberculosis) and Leishmania protozoa. Out of sixteen heterocyclic derivatives tested, none were cytotoxic against mammalian cells. The compounds showed significant bacterial effects and leishmanicidal activity. Compounds 4a and 4c were active against S. aureus and E. coli, respectively. Compounds 3a-3f, 4h and 4i presented promising results against M. tuberculosis, with MIC values ranging from 12.5 to 25.0 μg/mL, comparable to the "first and second line" drugs used to treat tuberculosis. Compounds 4a, 4c and 4e were active against L major. Three of them were structurally characterized by single-crystal X-ray diffraction.

Synthesis and antikinetoplastid activity of a series of N,N×-substituted diamines

A series of 25 N,N×-substituted diamines were prepared by controlled reductive amination of free aliphatic diamines with different substituted benzaldehydes. The library was screened in vitro for antiparasitic activity on the causative agents of human Afr

Reversible aminal formation: Controlling the evaporation of bioactive volatiles by dynamic combinatorial/covalent chemistry

Dynamic mixtures generated by reversible aminal formation efficiently prolong the duration of evaporation of bioactive volatile aldehydes. Secondary diamines used for the generation of dynamic mixtures are obtained by treatment of primary diamines with carbonyl compounds and reduction of the diimines with NaBH4. The reversibilities of the reactions were demonstrated by NMR measurements in buffered aqueous solutions. Kinetic rate constants and equilibrium constants for the formation and hydrolysis of aminals were determined. The performance of dynamic mixtures as delivery systems for perfumery ingredients was tested after deposition onto cotton, and the long-lastingness of fragrance evaporation was investigated by dynamic headspace analysis against a reference sample. The simplicity of the concept together with its excellent performance makes this delivery system highly interesting for applied perfumery. Reversible aminal formation might also be successfully applicable to dynamic combinatorial/covalent chemistry for screening of pharmaceutically or catalytically active ligands and receptors. The evaporation of bioactive volatiles that are emitted from flowers to attract insects and that are used as fragrances in our everyday life is limited in time. Dynamic mixtures obtained by reversible aminal formation of suitably designed diamines with volatile aldehydes prolong the perception of these compounds in functional perfumery.

Competition between cyclisation and bisimine formation in the reaction of 1,3-diaminopropanes with aromatic aldehydes

Condensation of 1,3-diamines with aldehydes or ketones gives rise to two major products, the hexahydropyrimidine and the bisimine. Experimental studies of the reaction between a range of aromatic aldehydes and 1,3-diaminopropane or 1,3-diamino-2-propanol establish that the hexahydropyrimidine is favoured by the less nucleophilic amine and by the presence of electron withdrawing groups on the aryl ring of the aldehyde. Calculations indicate that the electronic nature of this aryl ring substituent influences both the relative thermodynamic stability of the final products and the reactivity of the aldehyde as an electrophile.

Thermolysis of 6-aryl-1,5-diazabicyclo[3.1.0]hexanes in the presence of N-arylmaleimides

Heating of 6-aryl-1,5-diazabicyclo[3.1.0]hexanes in the presence of N-arylmaleimides gives rise to 2,9-diarylperhydropyrazolo[1,2-a]pyrrolo[3,4-c]pyrazole-1,3-diones. It is presumed that thermal cleavage of the C-N bond in the diaziridine fragment of the 6-aryl-1,5-diazabicyclo[3.1.0]hexanes results in formation of labile azomethinimines that react with N-arylmaleimides to afford the products of 1.3-dipolar cycloaddition. The rate of accumulation thereof depends only on the character of substituents in the aromatic ring of the 1,5-diazabicyclo[3.1.0]hexanes and is independent of maleimide. The thermal isomerization of 6-aryl-1,5-diazabicyclo[3.1.0]hexanes without 1,3-dipolarophiles yields the corresponding 2-pyrazolines.