219928-13-9

Usage

Uses

Used in Medicinal Chemistry:
1-(3-BROMOPHENYL)PYRROLIDINE is used as a chemical intermediate for the synthesis of various pharmaceutical compounds due to its distinctive bromine-substituted phenyl ring, which may contribute to the development of new drugs with specific therapeutic properties.
Used in Drug Discovery and Development:
In the pharmaceutical industry, 1-(3-BROMOPHENYL)PYRROLIDINE is utilized as a key building block in the design and synthesis of novel drug candidates. Its structural features may enable the creation of molecules with targeted pharmacological effects, potentially leading to the discovery of new treatments for various diseases and conditions.
Used in Research and Testing:
1-(3-BROMOPHENYL)PYRROLIDINE serves as a valuable research tool in laboratories, where it is employed to investigate the compound's pharmacological properties and potential applications. This includes assessing its interactions with biological targets, understanding its mechanism of action, and evaluating its safety and efficacy in preclinical studies.

InChI:InChI=1/C10H12BrN/c11-9-4-3-5-10(8-9)12-6-1-2-7-12/h3-5,8H,1-2,6-7H2

Upstream product

• 696-59-3 cis,trans-2,5-dimethoxytetrahydrofuran 
• 591-19-5 m-Bromoaniline 
• 123-75-1 pyrrolidine 
• 108-36-1 1,3-dibromobenzene 
• 1073-06-9 3-fluorobromobenzene 
• 110-52-1 1,4-dibromo-butane 

Downstream Products

• 1450622-52-2 C₁₃H₁₉NO 
• 1225279-59-3 6-[3-(pyrrolidin-1-yl)phenyl]quinoxaline 
• 857283-89-7 3-(pyrrolidin-1-yl)benzaldehyde 
• 84995-54-0 N-methyl-3-(pyrrolidin-1-yl)aniline 

Relevant academic research and scientific papers

Novel analogs of PSNCBAM-1 as allosteric modulators of cannabinoid CB1 receptor

In this work, we explored the molecular framework of the known CB1R allosteric modulator PSNCBAM-1 with the aim to generate new bioactive analogs and to deepen the structure-activity relationships of this type of compounds. In particular, the introduction

Transition Metal-Free Synthesis of meta-Bromo- and meta-Trifluoromethylanilines from Cyclopentanones by a Cascade Reaction

Anilines are key constituents in biologically active compounds and often obtained from transition metal-catalyzed coupling of an aryl halide with an amine. In this work, we report a transition metal-free method for the synthesis of meta-bromo- and meta-trifluoromethylanilines starting from 3-tribromomethylcyclopentanone or 3-(2-bromo-2-chloro-1,1,1-trifluoroethyl)cyclopentanone, respectively. The scope of the transformation is shown by application of primary, secondary and aromatic amines. The reaction proceeds in acceptable to high yields (20–81 %), and allows for the synthesis of anilines with substitution patterns otherwise difficult to access.

Silicon-based rhodamine fluorescent staining reagent as well as preparation method and application thereof

The invention discloses a silicon-based rhodamine fluorescent staining reagent as well as a preparation method and application thereof, and belongs to the field of organic chemistry and biochemistry.According to the silicon-based rhodamine fluorescent staining reagent as well as preparation method and application thereof of the invention, a silicon atom substituted rhodamine derivative is used asa basic frame, and is modified with aromatic amines in different forms, so that the silicon-based rhodamine fluorescent staining reagent which has large Stokes shift and high fluorescence intensity and can mark immunoglobulin IgG can be synthesized, so that the silicon-based rhodamine fluorescent staining reagent can be used for in-vitro SARS-CoV2-virus specific antibody fluorescence ELISA detection. The silicon-based rhodamine fluorescence staining reagent has large Stokes shift (greater than 140 nm), can effectively avoid mutual interference of excitation light and emitted light, and is high in detection sensitivity; a fluorescence ELISA detection method established based on the fluorescence antibody can be suitable for microplate readers with different bandwidths, and is wide in application range.

Lysosome targeted staining reagent based on carbon atom rhodamine derivative skeleton as well as preparation method and application of lysosome targeted staining reagent

The invention discloses a lysosome targeted staining reagent based on a carbon atom rhodamine derivative skeleton and a preparation method and application of the lysosome targeted staining reagent. According to the lysosome targeted staining reagent, the carbon atom substituted amino rhodamine derivative skeleton is used as the basis of lysosome dye, and through reasonable regulation and control and design of different forms of aromatic amines, the lysosome targeted staining reagent with different emission wavelengths based on the carbon atom rhodamine derivative skeleton is obtained by usingthe carbon atom rhodamine derivative skeleton as a raw material, can realize ultralow-concentration targeted imaging while realizing rapid targeted staining, has high biocompatibility, and does not interfere with the physiological activity of living cells. Besides, the staining reagent has the characteristic of ultra-large Stokes shift, so that imaging interference caused by scattered light of exciting light is basically avoided during biological imaging, and the dye also has specific performance of high signal-to-noise ratio imaging. The preparation method disclosed by the invention is high in yield and mild in reaction condition, and the prepared staining reagent is large in Stokes shift and high in targeting property.

PSNCBAM-1 analogs: Structural evolutions and allosteric properties at cannabinoid CB1 receptor

Allosteric modulation of the CB1Rs could represent an alternative strategy for the treatment of diseases in which these receptors are involved, without the undesirable effects associated with their orthosteric stimulation. PSNCBAM-1 is a reference diaryl urea derivative that positively affects the binding affinity of orthosteric ligands (PAM) and negatively affects the functional activity of orthosteric ligands (NAM) at CB1Rs. In this work we reported the design, synthesis and biological evaluation of three different series of compounds, derived from structural modifications of PSNCBAM-1 and its analogs reported in the recent literature. Almost all the new compounds increased the percentage of binding affinity of CP55940 at CB1Rs, showing a PAM profile. When tested alone in the [35S]GTPγS functional assay, only a few derivatives lacked detectable activity, so were tested in the same functional assay in the presence of CP55940. Among these, compounds 11 and 18 proved to be functional NAMs at CB1Rs, dampening the orthosteric agonist-induced receptor functionality by approximately 30percent. The structural features presented in this work provide new CB1R-allosteric modulators (with a profile similar to the reference compound PSNCBAM-1) and an extension of the structure-activity relationships for this type of molecule at CB1Rs.

Synthesis of unsymmetrical Si-rhodamine fluorophores and application to a far-red to near-infrared fluorescence probe for hypoxia

Si-Rhodamines are bright fluorophores with red to near-infrared (NIR) emission, and are widely used for fluorescence imaging of biological phenomena. Here, in order to extend the scope of Si-rhodamine fluorophores, we established a versatile synthesis of unsymmetrical Si-rhodamines. To illustrate its value, we used one of these new fluorophores to synthesize a far-red to NIR fluorescence probe for hypoxia, and showed that it can visualize hepatic ischemia in mice in vivo.

Transition-Metal-Free Selective C?H Benzylation of Tertiary Arylamines by a Dearomatization-Aromatization Sequence

Due to the significance of hybrid systems in drug discovery, there is an urgent need to assemble multiple biologically active ingredients into a single molecule. Here, we report a general transition-metal-free selective C?H benzylation of tertiary arylamines in good to excellent yields with a broad substrate scope and high functional-group tolerance under mild conditions. Besides arylamines, some other benzene derivatives also readily furnished the corresponding diaryl methane derivatives with this protocol. A series of control experiments and theoretical calculations indicated that this transition-metal-free reaction is a dearomatization-aromatization process.

BIARYL DERIVATIVE AS GPR120 AGONIST

The present invention relates to a biaryl derivative expressed by the chemical formula 1, a method for producing the biaryl derivative, a pharmaceutical composition comprising same, and use of same, the biaryl derivative expressed by the chemical formula 1, as a GPR120 agonist, promoting GLP-1 generation in the gastro-intestinal tract, reducing insulin resistance in the liver, muscles and the like from anti-inflammatory activity in the macrophage, pancreatic cells and the like, and allowing effective use in prevention or treatment of inflammation or metabolic diseases such as diabetes, complications from diabetes, obesity, non-alcoholic fatty liver disease, fatty liver disease, and osteoporosis.

ALLOSTERIC MODULATORS OF THE CANNIBINOID 1 RECEPTOR

The present technology relates to compounds and compositions of Formulas I, II, VII, and VIII, and methods using such compounds. The compounds and compositions described herein may be used in the treatment or prophylaxis of addiction, metabolic syndrome, obesity, and/or a CB1 receptor-medited disorder.

Catalytic Asymmetric Arylation of α-Aryl-α-diazoacetates with Aniline Derivatives

The asymmetric arylation of diazo compounds with aniline derivatives cooperatively catalyzed by an achiral dirhodium complex and a chiral spiro phosphoric acid is reported. The reaction provides a new method for the facile synthesis of α-diarylacetates, v