6267-37-4

Usage

Uses

Used in Organic Synthesis:
1-(3-BROMOPROPOXY)-4-METHOXYBENZENE serves as a valuable intermediate in organic synthesis, acting as a building block for the creation of more complex organic molecules. Its ability to form new carbon-carbon and carbon-heteroatom bonds makes it a key component in the development of advanced organic compounds.
Used in Pharmaceutical Research:
In the pharmaceutical industry, 1-(3-BROMOPROPOXY)-4-METHOXYBENZENE is utilized as a starting material or intermediate in the synthesis of various pharmaceutical agents. Its unique chemical properties, including the presence of bromo and methoxy groups, contribute to its potential in the development of new drugs and therapeutic agents.
Used in Chemical and Physical Property Studies:
Due to its distinct chemical and physical properties, 1-(3-BROMOPROPOXY)-4-METHOXYBENZENE is also employed in research aimed at understanding and exploiting these characteristics for specific applications. This can include studies in material science, where its properties might be leveraged to create new materials with tailored characteristics.

InChI:InChI=1/C10H13BrO2/c1-12-9-3-5-10(6-4-9)13-8-2-7-11/h3-6H,2,7-8H2,1H3

Upstream product

• 150-76-5 4-methoxy-phenol 
• 109-64-8 1,3-dibromo-propane 
• 109-70-6 1.3-chlorobromopropane 
• 118943-21-8 3-(4-methoxyphenoxy)-1-propanol 

Downstream Products

• 139063-66-4 1-methoxy-4-(pent-4-yn-1-yloxy)benzene 
• 20744-06-3 4-(4-methoxyphenoxy)butanenitrile 
• 91248-09-8 Thiocarbamidsaeure-S-<3-(4-methoxy-phenoxy)-propylester> 
• 3258-43-3 N-<2-(2-Methoxy-phenoxy)-ethyl>-3-(4-methoxy-phenoxy)-propylamin 
• 101585-65-3 1-(4-Methoxy-phenoxy)-3-(4-nitro-2-methoxy-phenoxy)-propan 
• 20743-94-6 1-propoxy-4-methoxybenzene 
• 5406-18-8 3-(p-methoxyphenyl)-1-propanol 
• 63360-03-2 1-{2-Hydroxy-4-[3-(4-methoxy-phenoxy)-propoxy]-phenyl}-ethanone 
• 858202-36-5 6-(4-methoxy-phenoxy)-1-[3-(4-methoxy-phenoxy)-propyl]-hexylamine 
• 858202-32-1 6-(4-methoxy-phenoxy)-1-[3-(4-methoxy-phenoxy)-propyl]-4-methyl-hexylamine 
• 859988-04-8 1,9-bis-(4-methoxy-phenoxy)-nonan-4-one 
• 859987-98-7 1,9-bis-(4-methoxy-phenoxy)-7-methyl-nonan-4-one 
• 107276-40-4 1-<4-Methoxy-phenoxy>-3-<4-amino-2-methoxy-phenoxy>-propan 

Relevant academic research and scientific papers

Discovery of Carboline Derivatives as Potent Antifungal Agents for the Treatment of Cryptococcal Meningitis

Clinical treatment of cryptococcal meningitis (CM) remains a significant challenge because of the lack of effective and safe drug therapies. Developing novel CM therapeutic agents with novel chemical scaffolds and new modes of action is of great importanc

Indolyl Azaspiroketal Mannich Bases Are Potent Antimycobacterial Agents with Selective Membrane Permeabilizing Effects and in Vivo Activity

The inclusion of an azaspiroketal Mannich base in the membrane targeting antitubercular 6-methoxy-1-n-octyl-1H-indole scaffold resulted in analogs with improved selectivity and submicromolar activity against Mycobacterium tuberculosis H37Rv. The potency enhancing properties of the spiro-fused ring motif was affirmed by SAR and validated in a mouse model of tuberculosis. As expected for membrane inserting agents, the indolyl azaspiroketal Mannich bases perturbed phospholipid vesicles, permeabilized bacterial cells, and induced the mycobacterial cell envelope stress reporter promoter piniBAC. Surprisingly, their membrane disruptive effects did not appear to be associated with bacterial membrane depolarization. This profile was not uniquely associated with azaspiroketal Mannich bases but was characteristic of indolyl Mannich bases as a class. Whereas resistant mycobacteria could not be isolated for a less potent indolyl Mannich base, the more potent azaspiroketal analog displayed low spontaneous resistance mutation frequency of 10-8/CFU. This may indicate involvement of an additional envelope-related target in its mechanism of action.

Discovery and structure-activity relationship studies of N-substituted indole derivatives as novel Mcl-1 inhibitors

Myeloid cell leukemia-1 (Mcl-1) is an important antiapoptotic protein functioning through protein-protein interactions. We discovered LSL-A6 (2-((2-carbamoyl-1-(3-(4-methoxyphenoxy)propyl)-1H-indol-6-yl)oxy)acetic acid) with a novel N-substituted indole scaffold to interfere Mcl-1 binding as a novel Mcl-1 inhibitor. Molecular modeling indicated that this compound binds with Mcl-1 by interaction with P2 and R263 hot-spots. Structure modification focused on several moieties including indole core, hydrophobic tail and acidic chain were conducted and structure-activity relationship was analyzed. The most potent compound 24d which exhibited Ki value of 110?nM for interfering Mcl-1 binding was obtained after hit-to-lead modification.

Design, synthesis, docking studies and biological evaluation of novel dihydro-1,3,5-triazines as human DHFR inhibitors

A novel series of dihydro-1,3,5-triazine derivatives bearing a heteroatom spiro-ring were designed and synthesized on the basis of molecular flexible docking work, and their biological activities were evaluated. Compounds A2, A5, B1 and B3 showed potent human dihydrofolate reductase (hDHFR) inhibitory activity with IC50values of 7.46 nM, 3.72 nM, 6.46 nM, 4.08 nM, versus reference drug methotrexate (MTX). From the molecular docking result we concluded that the conformation space generated by deformation of the flexible residue Phe31 is favorable for the binding of the spiro-ring, and inserting heteroatom into spiro ring might increase the binding affinity. There were 24 compounds with broadspectrum antiproliferative activity against several tumor cell lines (HCT116, A549, HL-60, HepG2 and MDA-MB-231) with IC50values ranging from 0.79 to 0.001 μM. The antitumor activity in?vivo of compound A2 was determined in a human alveolar basal epithelial cell line A549 xenograft model. This study offered novel anticancer agents with high inhibitory activity that target hDHFR and have a binding mode of the novel molecular scaffold with hDHFR. This provides potent support for further development of novel hDHFR inhibitors.

Multifunctional Probe Based on Cationic Conjugated Polymers for Nitroreductase-Related Analysis: Sensing, Hypoxia Diagnosis, and Imaging

Nitroreductase (NTR) is overexpressed in hypoxic tumors. Moreover, hypoxia is usually considered as the most important feature of various diseases. Thus, it is important to build a sensitive and selective method for NTR detection and hypoxia diagnosis. He

Diamino triazines derivatives, their salts, preparation method, composition and use thereof

The invention discloses derivatives and salts of damino dihydrotriazine, and a preparation method, a composition and application thereof. According to the invention, the preparation method of the damino dihydrotriazine derivative and the damino dihydrotriazine salt can be realized by adopting a method I or a method II, wherein the method I includes the step of obtaining a general formula I compound prepared through the reaction between a general formula IV compound and a general formula V compound, while the method II includes the step of mixing a general formula VIII compound with a general formula II compound under an acidic condition, and obtaining the compound shown in the general formula I through a cyclization reaction of the mixture. The invention also provides application of derivatives and salts of the damino dihydrotriazine in preparation of human dihydrofolate reductase inhibitors, preventing and curing drugs for tumor or bacterial infection diseases. The invention further provides a drug composition, which comprises an effective amount of the derivatives and/or salts of the damino dihydrotriazine, as well as pharmaceutically acceptable carriers. According to the invention, spiro heterocyclic ring derivatives of the damino dihydrotriazine have an excellent inhibitory activity on human dihydrofolate reductase, tumor cells and bacteria.

FRET-capable supramolecular polymers based on a BODIPY-bridged pillar[5]arene dimer with BODIPY guests for mimicking the light-harvesting system of natural photosynthesis

AA/BB-type and A2/B3-type FRET-capable supramolecular polymers based on a BODIPY-bridged pillar[5]arene dimer and two BODIPY derivative guests have been successfully constructed and their application in mimicking the light-harvesting

Synthesis and cytotoxicity of 2,3-enopyranosyl C-linked conjugates of genistein

A series of glycoconjugates, derivatives of genistein containing a C-glycosylated carbohydrate moiety, were synthesized and their anticancer activity was tested in vitro in the human cell lines HCT 116 and DU 145. The target compounds 15-17 were synthesiz

Novel Carboline Derivatives as Potent Antifungal Lead Compounds: Design, Synthesis, and Biological Evaluation

A series of novel antifungal carboline derivatives was designed and synthesized, which showed broad-spectrum antifungal activity. Particularly, compound C38 showed comparable in vitro antifungal activity to fluconazole without toxicity to human embryonic lung cells. It also exhibited good fungicidal activity against both fluconazole-sensitive and -resistant Candida albicans cells and had potent inhibition activity against Candida albicans biofilm formation and hyphal growth. Moreover, C38 showed good synergistic antifungal activity in combination with fluconazole (FLC) against FLC-resistant Candida species. Preliminary mechanism studies revealed that C38 might act by inhibiting the synthesis of fungal cell wall.

Development of unsymmetrical dyads as potent noncarbohydrate-based inhibitors against human β-N-acetyl-D-hexosaminidase

Human β-N-acetyl-D-hexosaminidase has gained much attention due to its roles in several pathological processes and been considered as potential targets for disease therapy. A novel and efficient skeleton, which was an unsymmetrical dyad containing naphthalimide and methoxyphenyl moieties with an alkylamine spacer linkage as a noncarbohydrate-based inhibitor, was synthesized, and the activities were valuated against human β-N-acetyl-D- hexosaminidase. The most potent inhibitor exhibits high inhibitory activity with Ki values of 0.63 μM. The straightforward synthetic manners of these unsymmetrical dyads and understanding of the binding model could be advantageous for further structure optimization and development of new therapeutic agents for Hex-related diseases.