83636-46-8

Usage

Uses

Used in Pharmaceutical Industry:
2-(4-Bromo-phenyl)-propionic acid methyl ester is used as an anti-inflammatory and analgesic agent for the treatment of various types of pain and inflammation. Its application in this industry is primarily due to its ability to inhibit cyclooxygenase (COX), a key enzyme involved in the production of prostaglandins that contribute to inflammation and pain.
Used in Ophthalmology:
In the field of ophthalmology, 2-(4-Bromo-phenyl)-propionic acid methyl ester is used as a postoperative treatment to reduce ocular inflammation. Its effectiveness in this application is attributed to its potent anti-inflammatory properties, which help to alleviate inflammation and promote healing after eye surgeries.

Upstream product

• 10342-83-3 4'-Bromopropiophenone 
• 149-73-5 trimethyl orthoformate 
• 67-56-1 methanol 
• 41841-16-1 (4-bromo-phenyl)-acetic acid methyl ester 
• 74-88-4 methyl iodide 
• 1878-68-8 2-(4-bromophenyl)-acetic acid 
• 2039-82-9 1-bromo-4-ethenyl-benzene 
• 201230-82-2 carbon monoxide 
• 53086-53-6 2-(4-bromophenyl)propionic acid 
• 99-90-1 para-bromoacetophenone 
• 5391-88-8 1-(4-bromophenyl)ethanol 
• 159755-11-0 1-bromo-4-(1-bromoethyl)benzene 
• 42186-06-1 2-(4-Bromophenyl)propionitrile 
• 74-87-3 methylene chloride 

Downstream Products

• 236747-79-8 methyl 2-[4-(2-methyl-1H-5-indolyl)phenyl]propanoate 
• 236747-78-7 methyl 2-[4-(5-((E)-1-propenyl)-pyridin-3-yl)phenyl]propanoate 
• 236747-81-2 Methyl 2-[4-(5-bromo-pyridin-3-yl)phenyl]propanoate 
• 890839-11-9 methyl 2-[4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan -2-yl)phenyl]propionate 
• 154825-97-5 methyl 2-(4-bromophenyl)-2,2-dimethylacetate 
• 1428526-57-1 methyl 2-(4-(diethoxyphosphoryl)phenyl)propanoate 
• 1428526-58-2 2-(4-(diethoxyphosphoryl)phenyl)propanoic acid 
• 1428526-59-3 diethyl 4-(1-(4-hydroxy-2-(pyridin-2-yl)pyrimidin-5-ylamino)-1-oxopropan-2-yl)phenylphosphonate 
• 1428526-68-4 diethyl 4-(1-(4-hydroxy-2-(1H-pyrazol-1-yl)pyrimidine-5-ylamino)-1-oxopropan-2-yl)phenylphosphonate 
• 81310-74-9 4-bromo-α-methyl-benzeneethanol 

Relevant academic research and scientific papers

Asymmetric Aminations and Kinetic Resolution of Acyclic α-Branched Ynones

An efficient method for asymmetric synthesis of acyclic α-tertiary amine derivatives has been achieved through enantioselective aminations of α-branched ynones with azodicarboxylates enabled by chiral phosphoric acid catalysis. Moreover, kinetic resolution of racemic starting material was realized under these conditions, which gave access to valuable enantioenriched α-substituted ketones. A wide array of α-aryl and alkyl-substitutions, and the substituted alkynyl groups were well compatible with this method, producing both the amination products and the recovered ketones with good to high enantioselectivities.

Palladium-Catalyzed Asymmetric Markovnikov Hydroxycarbonylation and Hydroalkoxycarbonylation of Vinyl Arenes: Synthesis of 2-Arylpropanoic Acids

Asymmetric hydroxycarbonylation is one of the most fundamental yet challenging methods for the synthesis of carboxylic acids. Herein, we reported the development of a palladium-catalyzed highly enantioselective Markovnikov hydroxycarbonylation of vinyl arenes with CO and water. A monodentate phosphoramidite ligand L6 plays vital role in the reaction. The reaction tolerates a range of functional groups, and provides a facile and atom-economical approach to an array of 2-arylpropanoic acids including several commonly used non-steroidal anti-inflammatory drugs. The catalytic system has also enabled an asymmetric Markovnikov hydroalkoxycarbonylation of vinyl arenes with alcohols to afford 2-arylpropanates. Mechanistic investigations suggested that the hydropalladation is irreversible and is the regio- and enantiodetermining step, while hydrolysis/alcoholysis is probably the rate-limiting step.

COMPOUNDS AND METHODS FOR TREATMENT OF HEDGEHOG PATHWAY ASSOCIATED CONDITIONS

Provided herein is novel compounds of formula (I), (II), (III), (IV), and (V) as described in the specification, and pharmaceutically acceptable salts, solvates, and prodrugs and compositions thereof, and methods of measuring hedgehog pathway activation in tumor cells, examining tumor cell proliferation, differentiation and apoptosis and using the compounds and pharmaceutical compositions disclosed for treatment of diseases and disorders associated with the hedgehog signaling pathway.

A general platinum-catalyzed alkoxycarbonylation of olefins

Hydroxy- and alkoxycarbonylation reactions constitute important industrial processes in homogeneous catalysis. Nowadays, palladium complexes constitute state-of-the-art catalysts for these transformations. Herein, we report the first efficient platinum-catalysed alkoxycarbonylations of olefins including sterically hindered and functionalized ones. This atom-efficient catalytic transformation provides straightforward access to a variety of valuable esters in good to excellent yields and often with high selectivities. In kinetic experiments the activities of Pd- and Pt-based catalysts were compared. Even at low catalyst loading, Pt shows high catalytic activity.

Discovery of carboxyl-containing biaryl ureas as potent RORγt inverse agonists

GSK805 (1) is a potent RORγt inverse agonist, but a drawback of 1 is its low solubility, leading to a limited absorption in high doses. We have explored detailed structure-activity relationship on the amide linker, biaryl and arylsulfonyl moieties of 1 trying to improve solubility while maintaining RORγt activity. As a result, a novel series of carboxyl-containing biaryl urea derivatives was discovered as potent RORγt inverse agonists with improved drug-like properties. Compound 3i showed potent RORγt inhibitory activity and subtype selectivity with an IC50 of 63.8 nM in RORγ FRET assay and 85 nM in cell-based RORγ-GAL4 promotor reporter assay. Reasonable inhibitory activity of 3i was also achieved in mouse Th17 cell differentiation assay (76percent inhibition at 0.3 μM). Moreover, 3i had greatly improved aqueous solubility at pH 7.4 compared to 1, exhibited decent mouse PK profile and demonstrated some in vivo efficacy in an imiquimod-induced psoriasis mice model.

Total synthesis of carbazole alkaloids

A Suzuki-Miyaura cross coupling, followed by triphenylphosphine mediated Cadogan reductive cyclization sequence provided efficient access to a series of carbazole alkaloids. In the present work, this approach was applied to the total synthesis of mukonine, clauszoline K, koenoline, murrayanine, murrayafoline A, mukoeic acid, glycoborine, glycozolicine, mukolidine, mukoline, glycozoline, 3-methoxy-9H-carbazole-1-carboxylic acid methyl ester, (3-methoxy-9H-carbazol-1-yl)-methanol, 3-methoxy-9H-carbazole-1-carbaldehyde, 3-methoxy-9H-carbazole-1-carboxylic acid, 2-methyl-9H-carbazole and nonsteroidal anti-inflammatory drug (NSAID) carprofen and its derivatives.

Manganese catalyzed α-methylation of ketones with methanol as a C1 source

The direct α-methylation of ketones with methanol under hydrogen borrowing conditions using a well-defined manganese PN3P complex as a pre-catalyst was, for the first time, achieved. The reactions typically proceed at 120 °C for 20 h with 3 mol% pre-catalyst loading and in the presence of NaOtBu (50 mol%) as base. The scope of the reaction was extended to the α-methylation of esters.

Identification and Profiling of Hydantoins - A Novel Class of Potent Antimycobacterial DprE1 Inhibitors

Tuberculosis is the leading cause of death worldwide from infectious diseases. With the development of drug-resistant strains of Mycobacterium tuberculosis, there is an acute need for new medicines with novel modes of action. Herein, we report the discovery and profiling of a novel hydantoin-based family of antimycobacterial inhibitors of the decaprenylphospho-β-d-ribofuranose 2-oxidase (DprE1). In this study, we have prepared a library of more than a 100 compounds and evaluated them for their biological and physicochemical properties. The series is characterized by high enzymatic and whole-cell activity, low cytotoxicity, and a good overall physicochemical profile. In addition, we show that the series acts via reversible inhibition of the DprE1 enzyme. Overall, the novel compound family forms an attractive base for progression to further stages of optimization and may provide a promising drug candidate in the future.

INHIBITORS OF ACTIVIN RECEPTOR-LIKE KINASE

Described herein are compounds that inhibit ALK2 and its mutants, pharmaceutical compositions including such compounds, and methods of using such compounds and compositions.

Stereodivergent coupling of aldehydes and alkynes via synergistic catalysis using Rh and Jacobsen's amine

We report an enantioselective coupling between α-branched aldehydes and alkynes to generate vicinal quaternary and tertiary carbon stereocenters. The choice of Rh and organocatalyst combination allows for access to all possible stereoisomers with high enantio-, diastereo-, and regioselectivity. Our study highlights the power of catalysis to activate two common functional groups and provide access to divergent stereoisomers and constitutional structures.