24566-80-1

Usage

Uses

Used in Organic Synthesis:
N-(10-Bromodecyl)phthalimide is used as an intermediate in the synthesis of various organic compounds, contributing to the development of new chemical entities.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, N-(10-Bromodecyl)phthalimide is used as an intermediate for the production of drugs, aiding in the creation of novel therapeutic agents.
Used in Agrochemical Industry:
N-(10-Bromodecyl)phthalimide is employed as an intermediate in the development of agrochemicals, such as pesticides and herbicides, to enhance agricultural productivity.
Used in Dye Industry:
In the dye industry, N-(10-Bromodecyl)phthalimide is used as an intermediate for the synthesis of dyes, contributing to the production of a wide range of colorants for various applications.

InChI:InChI=1/C18H24BrNO2/c19-13-9-5-3-1-2-4-6-10-14-20-17(21)15-11-7-8-12-16(15)18(20)22/h7-8,11-12H,1-6,9-10,13-14H2

Upstream product

• 136918-14-4 phthalimide 
• 4101-68-2 1,10-dibromodecane 
• 1074-82-4 potassium phtalimide 

Downstream Products

• 103047-05-8 2-[10-(4-nitrophenoxy)decyl]-1H-isoindole-1,3(2H)-dione 
• 153506-41-3 2-<5-(phthalimido)decyloxy>benzaldehyde 
• 92487-43-9 2-(10-bromodecyl)-2,3-dihydro-3-hydroxy-3-phenylethynyl-1H-isoindol-1-one 
• 65325-37-3 2-[10-(Methyl-phenyl-amino)-decyl]-isoindole-1,3-dione 
• 120818-68-0 [10-(1,3-Dioxo-1,3-dihydro-isoindol-2-yl)-decyl]-phosphonic acid diethyl ester 
• 866229-45-0 2-(10-{4-[tris-(4-tert-butyl-phenyl)-methyl]-phenoxy}-decyl)-isoindole-1,3-dione 
• 1036759-20-2 (2-Methoxy-5-methyl-phenyl)-carbamic acid (1R,3R,5S)-9-[10-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-decyl]-9-aza-bicyclo[3.3.1]non-3-yl ester 
• 65325-45-3 4b-hydroxy-6-phenyl-5,6,7,8,9,10,11,12,13,14,15,16-dodecahydro-4bH-6,16a-diaza-cyclotetradeca[a]inden-17-one 
• 129854-51-9 N-(10-Pyrazol-1-yl-decyl)-benzamide 
• 129854-52-0 N-[10-(3,5-Dimethyl-pyrazol-1-yl)-decyl]-benzamide 
• 1184719-28-5 (10-aminodecyl)triphenylphosphonium bromide 
• 1203610-08-5 C₃₉H₃₈N₄O₃ 
• 1203610-10-9 C₅₄H₄₇N₇O₃ 
• 1599460-85-1 2-(10-{1-[3-(4-cyclohexylpiperazin-1-yl)propyl]-1,2,3,4-tetrahydronaphthalen-5-yloxy}decyl)-1H-isoindole-1,3(2H)-dione 

Relevant academic research and scientific papers

Rotaxane-branched dendrimers with enhanced photosensitization

During the past few decades, fabrication of functional rotaxane-branched dendrimers has become one of the most attractive yet challenging topics within supramolecular chemistry and materials science. Herein, we present the successful fabrication of a fami

Synthesis and biological evaluation of bivalent cannabinoid receptor ligands based on hCB2R selective benzimidazoles reveal unexpected intrinsic properties

The design of bivalent ligands targeting G protein-coupled receptors (GPCRs) often leads to the development of new, highly selective and potent compounds. To date, no bivalent ligands for the human cannabinoid receptor type 2 (hCB2R) of the end

Thiosquaramide-Based Supramolecular Polymers: Aromaticity Gain in a Switched Mode of Self-Assembly

Despite a growing understanding of factors that drive monomer self-assembly to form supramolecular polymers, the effects of aromaticity gain have been largely ignored. Herein, we document the aromaticity gain in two different self-assembly modes of squara

Design and synthesis of self-included pillar[5]arene-based bis-[1]rotaxanes

Two strategies for the design of new pillar[5]arene-based mechanically self-interlocked molecules (MSMs) are reported here. The first strategy is based on the construction of an intermediate pseudo[1]rotaxane followed by the desired bis-[1]rotaxane. The o

Reversible diels–alder reactions with a fluorescent dye on the surface of magnetite nanoparticles

Diels–Alder reactions on the surface of nanoparticles allow a thermoreversible functionalization of the nanosized building blocks. We report the synthesis of well-defined magnetite nanoparticles by thermal decomposition reaction and their functionalizatio

Strategic engineering of alkyl spacer length for a pH-tolerant lysosome marker and dual organelle localization

Long-term visualization of lysosomal properties is extremely crucial to evaluate diseases related to their dysfunction. However, many of the reported lysotrackers are less conducive to imaging lysosomes precisely because they suffer from fluorescence quenching and other inherent drawbacks such as pH-sensitivity, polarity insensitivity, water insolubility, slow diffusibility, and poor photostability. To overcome these limitations, we have utilized an alkyl chain length engineering strategy and synthesized a series of lysosome targeting fluorescent derivatives namelyNIMCsby attaching a morpholine moiety at theperiposition of the 1,8-naphthalimide (NI) ring through varying alkyl spacers between morpholine and 1,8-naphthalimide. The structural and optical properties of the synthesizedNIMCswere explored by1H-NMR, single-crystal X-ray diffraction, UV-Vis, and fluorescence spectroscopy. Afterward, optical spectroscopic measurements were carefully performed to identify a pH-tolerant, polarity sensitive, and highly photostable fluoroprobes for further live-cell imaging applications.NIMC6displayed excellent pH-tolerant and polarity-sensitive properties. Consequently, allNIMCswere employed in kidney fibroblast cells (BHK-21) to investigate their applicability for lysosome targeting and probing lysosomal micropolarity. Interestingly, a switching of localization from lysosomes to the endoplasmic reticulum (ER) was also achieved by controlling the linker length and this phenomenon was subsequently applied in determining ER micropolarity. Additionally, the selected probeNIMC6was also employed in BHK-21 cells for 3-D spheroid imaging and inCaenorhabditis elegans(C. elegans) forin vivoimaging, to evaluate its efficacy for imaging animal models.

Artificial Light-Harvesting Systems Based on AIEgen-branched Rotaxane Dendrimers for Efficient Photocatalysis

Aiming at the construction of novel platform for efficient light harvesting, the precise synthesis of a new family of AIEgen-branched rotaxane dendrimers was successful realized from an AIEgen-functionalized [2]rotaxane through a controllable divergent ap

Highly Selective Butyrylcholinesterase Inhibitors with Tunable Duration of Action by Chemical Modification of Transferable Carbamate Units Exhibit Pronounced Neuroprotective Effect in an Alzheimer's Disease Mouse Model

In this study, the carbamate structure of pseudo-irreversible butyrylcholinesterase (BChE) inhibitors was optimized with regard to a longer binding to the enzyme. A set of compounds bearing different heterocycles (e.g., morpholine, tetrahydroisoquinoline, benzimidazole, piperidine) and alkylene spacers (2 to 10 methylene groups between carbamate and heterocycle) in the carbamate residue was synthesized and characterized in vitro for their binding affinity, binding kinetics, and carbamate hydrolysis. These novel BChE inhibitors are highly selective for hBChE over human acetycholinesterase (hAChE), yielding short-, medium-, and long-acting nanomolar hBChE inhibitors (with a half-life of the carbamoylated enzyme ranging from 1 to 28 h). The inhibitors show neuroprotective properties in a murine hippocampal cell line and a pharmacological mouse model of Alzheimer's disease (AD), suggesting a significant benefit of BChE inhibition for a disease-modifying treatment of AD.

Design, synthesis and insecticide activity of novel acetylcholinesterase inhibitors: Triazolinone and phthalimide heterodimers

Based on the “cluster effect” and the structure characters of acetylcholinesterase (AChE; EC 3.1.1.7), a new series of 1,2,4-triazolin-3-one and phthalimide heterodimers were designed, synthesized, and evaluated as potent dual acetylcholinesterase inhibitors (AChEIs). Most of the synthesized compounds showed good in vitro inhibitory activities towards both Drosophila melanogaster acetylcholinesterase (DmAChE) and Musca domestica acetylcholinesterase (MdAChE). Among them, 5g was found to be the most potent anti-AChE de-rivate (5g, IC50=8.07μM to DmAChE, IC50=32.24μM to MdAChE). It was 2.31- and 1.35-fold more active than the positive control ethion (CP, IC50=18.62μM to DmAChE, IC50=43.56μM to MdAChE). The docking model study revealed that 5g possessed the fitted spatial structure and bound to the central pocket and peripheral site of DmAChE. Moreover, most compounds demonstrated high insecticidal activity to Lipaphis erysimi and Tetranychus cinnabarinus at the concentration of 300mg/L.

Identifying Structural Determinants of Mesomorphism from Focused Libraries of Tripedal Mesogens Prepared via the Passerini Three-Component Reaction

Heterolithic tripedal mesogens are branched, multifunctional molecules that exhibit liquid crystalline properties. The liquid crystalline phase behavior of heterolithic tripedal mesogens can be challenging to predict from the structures of the different branches. To elucidate the structural basis for smectic mesomorphism in the first examples of heterolithic ABC tripedal mesogens, we synthesized and characterized six homolithic, three heterolithic AB2, and seven heterolithic ABC tripedes. The synthesis strategy took advantage of the Passerini three-component reaction to elaborate focused compound libraries in a combinatorial and high throughput manner. The phase behavior of the tripedes was characterized by a combination of polarized optical microscopy (POM), differential scanning calorimetry (DSC), and powder X-ray diffraction techniques. We show that one end-group of the heterolithic mesogens is responsible for the emergence of smectic mesomorphism in the presence of other groups that prefer nematic mesomorphism. Understanding how these structurally complex, non-conventional mesogens self-organize in liquid crystalline mesophases is significant for designing functional materials with predictable hierarchical order.