Heterocyclic Substituted Silatranes. Part I. Synthesis and Characterization of Pyrazolyl Substituted Aminoalkylsilatranes

Nasim, M.; Tharmaraj, P.; Venkataramani, P. S.

doi:10.1080/00945719909349526

Cited by 12 publications

(19 citation statements)

References 10 publications

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“…According to the literature [30], proton chemical shift assignments for APTES in 1 H NMR technique at pH = 7 in D 2 O as follow: δ 0.71 ppm belong to (Si-CH 2 -CH 2 -CH 2 ), 1.77 ppm belong to (Si-CH 2 -CH 2 -CH 2 ), 2.59 ppm belong to (Si-CH 2 -CH 2 -CH 2 -NH 2 ), 3.00 ppm belong to (Si-Si-CH 2 -CH 2 -CH 2 ), 1.72 ppm belong to -Si-OCH 2 -CH 3 , 3.64 ppm belong to (-Si-OCH 2 -CH 3 ). For complex [Ag(APTES) 2 NO 3 ], the signals of amine group and other protons for APTES ligand are shifted and some it were changed in intensity, this good evidence that complex was formed [30,31], 0.322-0.329 ppm belong to (Si-CH 2 -CH 2 -CH 2 ), 1.136-1.148 ppm belong to (Si-CH 2 -CH 2 -CH 2 ), 2.49 ppm belong to (Si-CH 2 -CH 2 -CH 2 -NH 2 ), 3.30 ppm belong to (Si-CH 2 -CH 2 -CH 2 ), 1.891 ppm belong to -Si-OCH 2 -CH 3 , 4.11-4.15 ppm belong to (-Si-OCH 2 -CH 3 ).…”

Section: Resultsmentioning

confidence: 99%

Synthesis, Characterization and Antibacterial Studies of Silver Complex of 3-Aminopropyltriethoxysilane

Mihsen¹,

Shareef²,

Al-Wazni³

2018

Asian J. Chem.

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INTRODUCTION 3-Aminopropyltriethoxysilane (APTES) is commonly used in the preparation of a highly porous fiber coating material due to its amine group [1]. Amino-terminated silica particles can be used as filler in rubber and plastic to increase the tensile strength, improve the rheological behaviour [2]. The reaction of APTES with transition metal ions must performed in nonaqueous phase such as dry ethanol or dry benzene or hexane to avoid the hydrolysis of APTES to ethanol and trisilanol [3-6]. 3-Aminopropyltriethoxysilane (APTES) can be used in the general reaction for synthesis of functionalized ligands.The functionalized ligands were obtained by the reaction of salicylaldehyde with 3-aminopropyltriethyoxysilane. The ligand was characterized by FT-IR and 1 H NMR analyses. The salicylaldimine ligands were reacted with either Cu(II) or Pd(II) salts to form both model and functionalized Cu(II) and Pd(II) complexes [3]. 3-Aminopropyltriethoxysilane (APTES) used in electron exchange columns and used in the application ranging from removal of contaminants wastewater [7-12]. A huge number of studies showed spread the existence of an antibiotic-resistant bacteria in the general population and can be particularly dangerous when infected human. Bacterial and biofilm associated infection are probably the leading causes of severe nosocomial problems [13].

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Section: Resultsmentioning

confidence: 99%

Synthesis, Characterization and Antibacterial Studies of Silver Complex of 3-Aminopropyltriethoxysilane

Mihsen¹,

Shareef²,

Al-Wazni³

2018

Asian J. Chem.

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“…N-(1-Silatranylmethyl)-substituted nitrogen heterocycles (58 and 59) can be synthesized from their precursors very efficiently. 49,50 Along with the influence of the electron withdrawing effect of heterocyclic substituent on the 29 Si NMR signal, a significant influence of silatranylmethyl moiety was observed on the 15 N NMR signal which displayed a variation of 0.6-20 ppm from analogous 1-methylazoles. A characteristic shielding of 29 Si and deshielding of 15 N was observed with the increase in electron withdrawing effect of heterocyclic substituent.…”

Section: Varinder Kaur Chahalmentioning

confidence: 95%

“…Several progresses have been made towards the synthesis of a new class of pyrazolyl derivatives of silatranes (1-14) from aminotrialkoxypropylsilane and its derivatives as precursors by utilizing transesterification reaction. 29,30 This method was also utilized for straightforward access of 1-organyl-3-alkylsilatranes (15-34) 31,32…”

Section: Synthetic Strategiesmentioning

confidence: 99%

Silatranes: a review on their synthesis, structure, reactivity and applications

2011

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This critical review summarizes progress of the rapidly developing and very active field of silatrane chemistry. The first part of the review deals with general synthetic approaches used to synthesize different silatranes. The most interesting feature of silatranes, i.e., variation of Si-N bond length on the basis of the axial substituent of Si, and other structural features, are described in the second part with special emphasis on crystallographic and theoretical studies. It is followed by a discussion on the reactivity of various silatranes. Silatranes have now gained acceptance for a wide variety of applications which are summarized in the last section of review. Some of them have extensive interest due to their medical use to heal wounds or stimulate hair-growth (pilotropic activity), biological properties, pharmacological properties e.g. antitumor, anticancer, antibacterial, anti-inflammatory, fungicidal activity, stimulating effect in animal production and seed germination effects. The review focuses on the extended potential of silatranes in sol-gel processes, mesoporous zeotypes, atomic force microscopy, commercial products such as adhesion promoters, polymer formation and rubber compositions. This critical review will be helpful for general researchers, experts, advanced undergraduates and newcomers working on silatrane chemistry as this review presents greater emphasis on synthesis and characterization, structural properties, reactivity and applications of silatranes in the field of biology, material science, sol-gel chemistry, pharmaceutics, agriculture and medicine (311 references).

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“…They are also an important group of biologically active compounds as a result of their diverse pharmacological applications, such as antitumor, 12 antiviral, 13,14 and regulating plant growth. 8 At the same time, it was found that γ -aminopropylsilatrane is capable of enhancing the carcinostatic effect of the well-known antitumor drug cyclophosphamide. 13,15 Recently, silatranes were shown to exhibit pronounced antitumor activity by reducing the ability of tumor cells to undergo invasion and by inhibiting tumor growth.…”

Section: Introductionmentioning

confidence: 98%

“…Therefore, they are relatively stable to moisture, and more difficult to hydrolyze compared with their analogs (trialkoxysilanes) and can be used in various reactions, e.g., additions and nucleophilic substitutions. [5][6][7][8] Optimization of the 1-substituted groups is important since the toxicity and bioactivity of silatranes is correlated with these groups.…”

Section: Introductionmentioning

confidence: 99%

Synthesis, Antitumor Activity, and SAR of N-Substituted γ-Aminopropylsilatrane Derivatives

Wang

Luo

et al. 2014

Phosphorus, Sulfur, and Silicon and the Related Elements

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γ -Aminopropylsilatrane has been reported to possess biological activity against tumor cancer cells with low cytotoxicity in many kinds of silatranes. So some N-substituted γ -aminopropylsilatrane derivatives were synthesized and assayed by a primary anticancer screening against HT-29, Hela, and MDAMB435 cells by the use of the 3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyl tetrazolium bromide (MTT) method. The structures of these derivatives were confirmed by 1 H NMR, electrospray ionization-mass spectrometry, and elemental analysis. The structure-activity relationship showed that the N-substituted derivatives exhibit better activity in which the γ -amino group of the silatrane is connected with stronger electron-withdrawing groups.

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Heterocyclic Substituted Silatranes. Part I. Synthesis and Characterization of Pyrazolyl Substituted Aminoalkylsilatranes

Cited by 12 publications

References 10 publications

Synthesis, Characterization and Antibacterial Studies of Silver Complex of 3-Aminopropyltriethoxysilane

Synthesis, Characterization and Antibacterial Studies of Silver Complex of 3-Aminopropyltriethoxysilane

Silatranes: a review on their synthesis, structure, reactivity and applications

Synthesis, Antitumor Activity, and SAR of N-Substituted γ-Aminopropylsilatrane Derivatives

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