59211-76-6

Basic information

• Product Name: 1,3-Propanediamine, N,N'-bis[(4-methoxyphenyl)methyl]-
• CAS NO: 59211-76-6
• Molecular Formula: C19H26N2O2
• Molecular Weight: 314.428
• Mol File: 59211-76-6.mol

Chemical Properties

• CAS DataBase Reference: 1,3-Propanediamine, N,N'-bis[(4-methoxyphenyl)methyl]-(CAS DataBase Reference)
• NIST Chemistry Reference: 1,3-Propanediamine, N,N'-bis[(4-methoxyphenyl)methyl]-(59211-76-6)
• EPA Substance Registry System: 1,3-Propanediamine, N,N'-bis[(4-methoxyphenyl)methyl]-(59211-76-6)

Safety Data

• Hazardous Substances Data: 59211-76-6(Hazardous Substances Data)

Upstream product

• 6958-31-2 N,N′-bis[(4-methoxyphenyl)methlylidene]propane-1,3-diamine 
• 552859-15-1 (N¹E,N³E)-N¹,N³-bis(4-methoxybenzylidene)propane-1,3-diamine 
• 123-11-5 4-methoxy-benzaldehyde 
• 109-76-2 Trimethylenediamine 

Downstream Products

• 1807-86-9 [1,3-bis-(4-methoxy-benzyl)-2-oxo-2λ⁵-[1,3,2]diazaphosphinan-2-yl]-(4-methoxy-phenyl)-amine 
• 447410-14-2 1,3-bis(4-methoxybenzyl)-2-(pyridin-4-yl)hexahydropyrimidine 
• 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 
• 6968-78-1 1,3-bis-(4-methoxy-benzyl)-2-(4-nitro-phenyl)-hexahydro-pyrimidine 
• 96074-99-6 2-[1,3-bis-(4-methoxy-benzyl)-hexahydro-pyrimidin-2-yl]-phenol 
• 97013-79-1 4-(1,3-bis(4-methoxybenzyl)hexahydropyrimidin-2-yl)-N,N-dimethylaniline 
• 102325-19-9 C₄₁H₅₄N₂O₄ 
• 126556-40-9 2,6-bis-(4-methoxybenzyl)-2H-1,2,6-tetrahydrothiadiazine 
• 6533-31-9 2-chloro-1,3-bis-(4-methoxy-benzyl)-[1,3,2]diazaphosphinane 2-oxide 
• 1061-49-0 [1,3-bis-(4-methoxy-benzyl)-2-oxo-2λ⁵-[1,3,2]diazaphosphinan-2-yl]-(4-chloro-phenyl)-amine 
• 1060-41-9 [1,3-bis-(4-methoxy-benzyl)-2-oxo-2λ⁵-[1,3,2]diazaphosphinan-2-yl]-phenyl-amine 

Relevant articles and documents

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 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.

CONTROLLED RELEASE OF ACTIVE ALDEHYDES AND KETONES FROM EQUILIBRATED DYNAMIC MIXTURES

The present invention concerns a dynamic mixture obtained by combining, in the presence of water, at least one diamine derivative, comprising at least one benzylamine moiety, with at least one active aldehyde or ketone. The invention's mixture is capable of releasing in a controlled and prolonged manner said active compound, in particular perfuming ingredients, in the surrounding environment.

Synthesis, antiinflammatory and analgesic activity of new hexahydropyrimidine derivatives

A number of potentially active hexahydropyrimidine derivatives of pharmaceutical interest have been synthesized. Various diSchiff's bases prepared by reacting different aromatic aldehydes with 1,3-diaminopropane were suitably reduced to give their tetrahy