4773-14-2

Usage

Uses

Used in Organic Synthesis:
N-(3-Amino-propyl)-phthalimide is used as a precursor in organic synthesis for the creation of a variety of chemical compounds. Its functional groups and reactivity make it a versatile building block in the synthesis process.
Used in Pharmaceutical Research:
In the pharmaceutical industry, N-(3-Amino-propyl)-phthalimide is utilized as a precursor for the development of new pharmaceutical compounds. Its unique structure and properties contribute to the discovery and synthesis of potential drug candidates.
Used in Chemical Industry:
N-(3-Amino-propyl)-phthalimide is employed as an intermediate in the chemical industry for manufacturing a range of products. Its role in the synthesis of various chemical compounds highlights its importance in the development of new materials and substances.

InChI:InChI=1/C11H12N2O2.ClH/c12-6-3-7-13-10(14)8-4-1-2-5-9(8)11(13)15;/h1-2,4-5H,3,6-7,12H2;1H

Upstream product

• 5457-29-4 N-(3-iodopropyl)phthalimide 
• 136918-14-4 phthalimide 
• 116861-31-5 tert-butyl N-(3-chloropropyl)carbamate 
• 115465-11-7 [3-(1,3-dioxo-1,3-dihydroisoindol-2-yl)propyl]carbamic acid tert-butyl ester 
• 1074-82-4 potassium phtalimide 
• 85-44-9 phthalic anhydride 
• 109-76-2 Trimethylenediamine 
• 574-98-1 2-(2-bromoethyl)isoindoline-1,3-dione 
• 3589-45-5 3-phthalimidopropionitrile 
• 77611-68-8 2-(3-nitropropyl)isoindoline-1,3-dione 

Downstream Products

• 38353-77-4 N-(N³-p-toluenesulfonyl)-3-aminopropylphthalimide 
• 5457-29-4 N-(3-iodopropyl)phthalimide 
• 88597-06-2 3-(phthalimido)propyl-p-toluenesulfonate 
• 88597-05-1 N-<3-(N-nitroso-p-tolylsulfonamido)propyl>phthalimide 

Relevant academic research and scientific papers

Dynamics and efficiency of electron injection and transport in DNA using pyrenecarboxamide as an electron donor and 5-bromouracil as an electron acceptor

The photophysical and photochemical behavior of a series of hairpin-forming DNA conjugates possessing a 5′-tethered pyrenecarboxamide chromophore and one or two bromouracil bases has been investigated. Quenching of the pyrene fluorescence and transient absorption spectra characteristic of the pyrene cation radical are observed only when bromouracil is located at the first or second base pair position nearest to the point of pyrene attachment. These observations are consistent with an intercalated structure for these conjugates in which pyrene is adjacent to the second base pair. Selective quenching of singlet pyrene by bromouracil but not by thymine is consistent with the free energy for charge separation estimated using Weiler's equation. Low quantum yields for loss of bromide when bromouracil is not adjacent to pyrene are attributed to inefficient charge separation via either a multistep electron transport or a single-step superexchange mechanism. Quantum yields are only weakly dependent upon the distance between pyrene and bromouracil, as expected for a multistep electron transport mechanism. Loss of bromide from conjugates possessing two bromouracils occurs sequentially. For adjacent bromouracils, competitive loss of bromide from both bromouracils is observed, whereas for nonadjacent bromouracils loss of bromide from the proximal bromouracil occurs prior to any loss from the distal bromouracil, consistent with a slower rate constant for electron transport vs loss of bromide.

Synthesis and in vitro evaluation of vanillin derivatives as multi-target therapeutics for the treatment of Alzheimer's disease

A number of novel naphthalimido and phthalimido vanillin derivatives were synthesised, and evaluated as antioxidants and cholinesterase inhibitors in vitro. Antioxidant activity was assessed using DPPH, FRAP, and ORAC assays. All compounds demonstrated enhanced activity compared to the parent compound, vanillin. They also exhibited BuChE selectivity in Ellman's assay. A lead compound, 2a (2-(3-(bis(4-hydroxy-3-methoxybenzyl)amino)propyl)-1H-benzo[de]isoquinoline-1,3(2H)-dione), was identified and displayed strong antioxidant activity (IC50 of 16.67 μM in the DPPH assay, a 25-fold increase in activity compared to vanillin in the FRAP assay, and 9.43 TE in the ORAC assay). Furthermore, 2a exhibited potent BuChE selectivity, with an IC50 of 0.27 μM which was around 53-fold greater than the corresponding AChE inhibitory activity. Molecular modelling studies showed that molecules with bulkier groups, as in 2a, exhibited better BuChE selectivity. This work provides a promising basis for the development of multi-target hybrid compounds based on vanillin as potential AD therapeutics.

Synthesis and Evaluation of Bifunctional Aminothiazoles as Antiretrovirals Targeting the HIV-1 Nucleocapsid Protein

Small molecule inhibitors of the HIV-1 nucleocapsid protein (NC) are considered as promising agents in the treatment of HIV/AIDS. In an effort to exploit the privileged 2-amino-4-phenylthiazole moiety in NC inhibition, here we conceived, synthesized, and tested in vitro 18 NC inhibitors (NCIs) bearing a double functionalization. In these NCIs, one part of the molecule is deputed to interact noncovalently with the NC hydrophobic pocket, while the second portion is designed to interact with the N-terminal domain of NC. This binding hypothesis was verified by molecular dynamics simulations, while the linkage between these two pharmacophores was found to enhance antiretroviral activity both on the wild-type virus and on HIV-1 strains with resistance to currently licensed drugs. The two most interesting compounds 6 and 13 showed no cytotoxicity, thus becoming valuable leads for further investigations.

Salicylal group containing chiral antisymmetric aluminum complex as well as preparation method and application thereof

The invention discloses a salicylal group containing chiral antisymmetric aluminum complex as well as a preparation method and application thereof. The salicylal group containing chiral antisymmetricaluminum complex has a structural formula shown as a formula I, wherein R is selected from hydrogen, C1-C4 alkanes and halogens. A salicylal group containing chiral antisymmetric aluminum complex catalyst is prepared through reaction of a ligand and aluminium trimethide and is simple in preparation method, low in cost and high in yield of a product. The compound is special in structure and diversified in structure variations; as metal center aluminum is coordinated with divalent N,N,O,O of the ligand to be used as a catalyst of cyclical lactone ring-opening polymerization, the catalytic activity is high, the stereoselectivity is good, the reaction rate is rapid, the polymerization operation is simple, and an obtained polymerization product is narrow in molecular weight distribution, controllable in molecular weight and high in yield, can be widely used for cyclical lactone ring-opening polymerization and is a very ideal catalyst. The formula I is described in the description.

Asymmetric aluminum complex containing acetylacetone derivative as well as preparation method and application thereof

The invention discloses an asymmetric aluminum complex containing an acetylacetone derivative as well as a preparation method and application thereof. The asymmetric aluminum complex has a structuralformula shown as a formula I, wherein R1 is trifluoromethyl or methyl and R2 is phenyl, trifluoromethyl or methyl. The asymmetric aluminum complex catalyst containing the acetylacetone derivative disclosed by the invention is prepared from a ligand and trimethyl aluminum through reaction and has the advantages of simple preparation method, low cost and high product yield; the complex has a specialstructure and metal central aluminum is coordinated with divalent N, N, O and O of the ligand; the complex can be used as a catalyst for cyclic lactone ring-opening polymerization reaction and has the advantages of high catalytic activity, good stereoselectivity and rapid reaction speed; the polymerization reaction is simple to operate and an obtained polymerized product has narrow molecular weight distribution, controllable molecular weight and high yield; the asymmetric aluminum complex can be widely used for cyclic lactone ring-opening polymerization and is a very ideal catalyst. (The formula I is shown in the description.).

Chiral aluminum complex containing acetylacetone derivative and preparation method and application thereof

The invention discloses a chiral aluminum complex containing acetylacetone derivative and a preparation method and application thereof; the chiral aluminum complex has a structural formula shown as formula I that is shown in the description, wherein R1 is trifluoromethyl or methyl, and R2 is phenyl, trifluoromethyl or methyl. The chiral aluminum complex as a catalyst is acquired by subjecting a ligand and trimethylaluminum to reaction; the preparation method is simple, the cost is low, and product yield is high; the chiral aluminum complex has special structure that is variable; divalent N,N,O,O coordination of metallic center aluminum and the ligand may serve as the catalyst for cyclic lactone ring opening polymerization; the catalyst has high catalytic activity, good stereo-selectivity and high reaction speed; polymerization is simple to perform, an obtained polymer has narrow molecular weight distribution, controllable molecular weight and high yield and is widely applicable to cyclic lactone ring opening polymerization and is a very ideal catalyst.

Aluminum complexes containing salicylic aldehyde group as well as preparation method and application of complexes

The invention discloses aluminum complexes containing a salicylic aldehyde group as well as a preparation method and application of the complexes. The complexes have a structural formula shown in a formula I in the description, wherein R is hydrogen, a C1-C4 alkane or a halogen. The aluminum complex catalyst containing the salicylic aldehyde group provided by the invention is obtained by reactinga ligand with trimethylaluminum, the preparation method is simple, the costs are low, and the product yield is high; the compounds have a special structure, the structure is various, and metal centralaluminum and divalent N, N, O and O of the ligand are subjected to coordination; the complexes can be used as a catalyst for a ring-opening polymerization reaction of a cyclic lactone and has high catalytic activity, good stereoselectivity and a high reaction speed, and the polymerization reaction is simple to operate; and the obtained polymer product has narrow molecular weight distribution, a controllable molecular weight and a high yield, can be widely used in ring-opening polymerization of the cyclic lactone, and is an ideal catalyst.

Ligands containing salicylic aldehyde group as well as preparation methods and application of ligands

The present invention discloses ligands containing a salicylic aldehyde group as well as preparation methods and an application of the ligands. The ligands provided by the present invention can implement N, N, O and O tetradentate coordination, and can separately be complexed with trimethylaluminum to form a complex. The ligands provided by the present invention have a special structure and the preparation methods are simple; the formed aluminum complex can be used as a catalyst of a ring-opening polymerization reaction of a cyclic lactone, and the catalyst has high catalytic activity, high stereoselectivity and a high reaction speed; and the polymerization reaction is simple to operate, products with different molecular weights can be obtained controllably, and the catalyst has wide selectivity and good market prospects.

Asymmetric aluminum complex containing o-phenylenediamine group, preparation method and application thereof

The invention discloses an asymmetric aluminum complex containing o-phenylenediamine group and a preparation method and application thereof, the asymmetric aluminum complex has the structural formulaof formula I, wherein R is hydrogen, C1-C4 alkane or halogen. An asymmetric aluminum complex catalyst containing the o-phenylenediamine group is obtained by reacting a ligand with trimethylaluminum, apreparation method is simple, low in cost and high in product yield, the asymmetric aluminum complex has a special structure, and various structural changes, metal center aluminum can be coordinatedwith divalent N, N, O and O of the ligand, the asymmetric aluminum complex catalyst can be used as a catalyst for ring-opening polymerization of cyclic lactones, has high catalytic activity, good stereoselectivity and fast reaction rate, polymerization operation is simple, the obtained polymerization product has a narrow molecular weight distribution, a controllable molecular weight and a high yield, and the asymmetric aluminum complex catalyst can be widely used for ring-opening polymerization of the cyclic lactones, and is an ideal catalyst.

Asymmetric ligand containing o-phenylenediamine group and preparation method and application thereof

The invention discloses an asymmetric ligand containing an o-phenylenediamine group and a preparation method and application thereof. The ligand can be quadridentately coordinated with N, N, O and O,and can be complexed with trimethylaluminum to form a complex. The ligand is special in structure, the preparation method is simple, and the formed aluminum complex can be used as a catalyst for ring-opening polymerization of cyclic lactones. The catalyst has high catalytic activity, high stereoselectivity, and fast reaction rate, polymerization operation is simple, and products with different molecular weights can be obtained under control, and the catalyst has wide selectivity and good market prospects.