75567-84-9

Basic information

• Product Name: methyl 3-(4-bromophenyl)propanoate
• Synonyms: methyl 3-(4-bromophenyl)propanoate;3-(4-Bromophenyl)propionic acid methyl ester;Methyl 3-(4-BroMophenyl)propionate;3-(4-broMophenyl)propionate;Benzenepropanoic acid, 4-broMo-, Methyl ester;ThebroMoMethyl propionate;4-bromobenzenepropanoic acid methyl ester
• CAS NO: 75567-84-9
• Molecular Formula: C₁₀H₁₁BrO₂
• Molecular Weight: 243.1
• Mol File: 75567-84-9.mol
• Article Data: 29

Chemical Properties

• Boiling Point: 92℃/0.4Torr
• Flash Point: 127.53 °C
• Appearance: Colorless to pale yellow/Solid
• Density: 1.39 g/cm³
• Vapor Pressure: 0.003mmHg at 25°C
• Refractive Index: 1.5360 to 1.5400
• Storage Temp.: Sealed in dry,Room Temperature
• CAS DataBase Reference: methyl 3-(4-bromophenyl)propanoate(CAS DataBase Reference)
• NIST Chemistry Reference: methyl 3-(4-bromophenyl)propanoate(75567-84-9)
• EPA Substance Registry System: methyl 3-(4-bromophenyl)propanoate(75567-84-9)

Safety Data

• Hazardous Substances Data: 75567-84-9(Hazardous Substances Data)

Usage

Synthesis Reference(s)

Tetrahedron Letters, 30, p. 4709, 1989 DOI: 10.1016/S0040-4039(01)80781-4

InChI:InChI=1/C10H11BrO2/c1-13-10(12)7-4-8-2-5-9(11)6-3-8/h2-3,5-6H,4,7H2,1H3

Upstream product

• 186581-53-3 diazomethane 
• 1643-30-7 3-(4-bromophenyl)propionic acid 
• 292638-85-8 acrylic acid methyl ester 
• 589-21-9 (4-bromophenyl)hydrazine 
• 67-56-1 methanol 
• 501-52-0 3-Phenylpropionic acid 
• 589-87-7 1,4-bromoiodobenzene 
• 616-38-6 carbonic acid dimethyl ester 
• 23600-77-3 4-bromophenyl propionate 
• 201230-82-2 carbon monoxide 
• 73918-56-6 4-Bromophenethylamine 
• 2039-82-9 1-bromo-4-ethenyl-benzene 
• 74-88-4 methyl iodide 
• 3650-78-0 methyl (E)-4-bromocinnamate 

Downstream Products

• 25574-11-2 3-(4-bromophenyl)propanol 
• 490035-82-0 methyl 3-[4-(4,4,5,5-tetramethyl[1,3,2]dioxaborolan-2-yl)phenyl]propionoate 
• 1082059-14-0 methyl 3-(4-((trimethylsilyl)ethynyl)phenyl)propanoate 
• 1338685-04-3 3-(4-allylphenyl)propan-1-ol 
• 1358694-42-4 methyl 3-(4-(dibenzo[b,d]furan-1-yl)phenyl)propanoate 
• 1358694-52-6 3-(3'-(benzyloxy)biphenyl-4-yl)propan-1-ol 
• 1358694-53-7 3-(4-(dibenzo[b,d]furan-1-yl)phenyl)propan-1-ol 
• 1358694-60-6 3-(3'-(benzyloxy)biphenyl-4-yl)propanal 
• 1358694-61-7 3-(4-(dibenzo[b,d]furan-1-yl)phenyl)propanal 
• 1358694-26-4 2-bromo-3-(3'-(benzyloxy)biphenyl-4-yl)propanal 
• 1358694-27-5 2-bromo-3-(4-(dibenzo[b,d]furan-1-yl)phenyl)propanal 
• 1358694-05-9 1-(4-fluorobenzyl)-4-((3',5'-dimethoxybiphenyl-4-yl)methyl)-1H-imidazol-2-amine 
• 1358694-07-1 1-(3,5-difluorobenzyl)-4-((3',5'-dimethoxybiphenyl-4-yl)methyl)-1H-imidazol-2-amine 
• 1358694-10-6 1-(3,5-difluorobenzyl)-4-((4'-(trifluoromethyl)biphenyl-4-yl)methyl)-1H-imidazol-2-amine 

Relevant articles and documents

Preparation method of carboxylic ester compound

The invention relates to a preparation method of a carboxylic ester compound, which comprises the following steps: reacting carboxylic acid with methanol in air under the catalysis of nitrite to obtain an ester compound, the preparation method disclosed by the invention has the advantages of rich raw material sources, cheap and easily available catalyst, mild reaction conditions, simplicity and convenience in operation and the like, a series of fatty carboxylic acids can be modified with high yield, and particularly, the traditional esterification method is generally not suitable for esterification of drug molecules. By utilizing the method, a series of known drug molecules can be modified, so that a shortcut is provided for discovering new drug molecules.

Manganese-catalyzed homogeneous hydrogenation of ketones and conjugate reduction of α,β-unsaturated carboxylic acid derivatives: A chemoselective, robust, and phosphine-free in situ-protocol

We communicate a user-friendly and glove-box-free catalytic protocol for the manganese-catalyzed hydrogenation of ketones and conjugated C[dbnd]C[sbnd]bonds of esters and nitriles. The respective catalyst is readily assembled in situ from the privileged [Mn(CO)5Br] precursor and cheap 2-picolylamine. The catalytic transformations were performed in the presence of t-BuOK whereby the corresponding hydrogenation products were obtained in good to excellent yields. The described system offers a brisk and atom-efficient access to both secondary alcohols and saturated esters avoiding the use of oxygen-sensitive and expensive phosphine-based ligands.

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.