15790-59-7

Basic information

• Product Name: METHYL 3,5-DIBROMO-2-METHOXYBENZOATE
• Synonyms: METHYL-3,5-DIBROMO-2-ANISATE;METHYL 3,5-DIBROMO-2-METHOXYBENZENECARBOXYLATE;METHYL 3,5-DIBROMO-2-METHOXYBENZOATE;3,5-DIBROMO-2-ANISIC ACID METHYL ESTER;3,5-DIBROMO-2-METHOXYBENZOIC ACID METHYL ESTER;RARECHEM AL BF 0876
• CAS NO: 15790-59-7
• Molecular Formula: C₉H₈Br₂O₃
• Molecular Weight: 323.97
• Product Categories: Aromatic Esters
• Mol File: 15790-59-7.mol
• Article Data: 3

Chemical Properties

• Melting Point: 53-54°C
• Boiling Point: 336.2 °C at 760 mmHg
• Flash Point: 157.1 °C
• Appearance: /
• Density: 1.763 g/cm³
• Vapor Pressure: 0.000114mmHg at 25°C
• Refractive Index: 1.567
• CAS DataBase Reference: METHYL 3,5-DIBROMO-2-METHOXYBENZOATE(CAS DataBase Reference)
• NIST Chemistry Reference: METHYL 3,5-DIBROMO-2-METHOXYBENZOATE(15790-59-7)
• EPA Substance Registry System: METHYL 3,5-DIBROMO-2-METHOXYBENZOATE(15790-59-7)

Safety Data

• Hazard Codes: Xi
• HazardClass: IRRITANT
• Hazardous Substances Data: 15790-59-7(Hazardous Substances Data)

Usage

General Description

Methyl 3,5-dibromo-2-methoxybenzoate is an organic compound, primarily used in the chemical industry for its specific properties. As the name implies, it contains elements such as bromine, hydrogen, carbon, methyl, and oxygen. The inclusion of bromine indicates the presence of bromination, often used in organic synthesis. The specificity of the molecular structure allows it to be utilized in various reactions in chemistry. However, as with many chemicals, it must be handled with care due to potential health hazards, such as skin and eye irritation. Its physical appearance is commonly in the form of a crystal or solid powder.

InChI:InChI=1/C9H8Br2O3/c1-13-8-6(9(12)14-2)3-5(10)4-7(8)11/h3-4H,1-2H3

Upstream product

• 3147-55-5 3,5-dibromosalicylic acid 
• 74-88-4 methyl iodide 
• 607-99-8 2,4,6-tribromoanisole 
• 77-78-1 dimethyl sulfate 
• 21702-79-4 3,5-dibromo-2-hydroxymethyl benzoate 
• 67-56-1 methanol 
• 13130-23-9 3,5-dibromo-2-methoxybenzoic acid 

Downstream Products

• 2577-72-2 3,5-dibromo-2-hydroxy-N-phenylbenzamide 
• 121789-72-8 2,7,12-Tris-(3,5-dibrom-2-methoxyphenyl)-4,4a,9,9a,14,14a-hexahydro-3H,8H,13H-tripyradizino<1,6-a:1',6'-c:1',6'-e>-s-triazin 
• 121789-67-1 1,4-Bis(3,5-dibrom-2-methoxyphenyl)-2-methylisoindol 
• 121789-74-0 2-Acetyl-5-(3,5-dibrom-2-methoxyphenyl)-1-phenylsulfonylpyrrol 
• 121789-73-9 2-(3,5-Dibrom-2-methoxyphenyl)-1-phenylsulfonylpyrrol 
• 121789-71-7 2,3,4-Tribrom-5-(3,5-dibrom-2-methoxyphenyl)-1-methylpyrrol 
• 121789-28-4 1-(3,5-Dibrom-2-methoxyphenyl)-3-(1,3-dioxan-2-yl)-1-propanon 
• 121789-27-3 1-(3,5-Dibrom-2-hydroxyphenyl)-3-(1,3-dioxan-2-yl)-1-propanon 
• 121789-25-1 1-(3,5-Dibrom-2-methoxyphenyl)-3-(1,3-dioxolan-2-yl)-1-propanon 
• 121789-70-6 5-(3,5-Dibrom-2-methoxyphenyl)-2-iod-1-methylpyrrol 
• 121789-77-3 2-Brom-5-(3,5-dibrom-2-methoxyphenyl)thiophen 
• 121789-68-2 2-(3,5-Dibrom-2-methoxyphenyl)-1-methylpyrrol 
• 121789-76-2 2-(3,5-Dibrom-2-methoxyphenyl)thiophen 
• 121789-75-1 2-(3,5-Dibrom-2-methoxyphenyl)furan 

Relevant articles and documents

Hydroxybiphenylamide GroEL/ES Inhibitors Are Potent Antibacterials against Planktonic and Biofilm Forms of Staphylococcus aureus

We recently reported the identification of a GroEL/ES inhibitor (1, N-(4-(benzo[d]thiazol-2-ylthio)-3-chlorophenyl)-3,5-dibromo-2-hydroxybenzamide) that exhibited in vitro antibacterial effects against Staphylococcus aureus comparable to vancomycin, an antibiotic of last resort. To follow up, we have synthesized 43 compound 1 analogs to determine the most effective functional groups of the scaffold for inhibiting GroEL/ES and killing bacteria. Our results identified that the benzothiazole and hydroxyl groups are important for inhibiting GroEL/ES-mediated folding functions, with the hydroxyl essential for antibacterial effects. Several analogs exhibited >50-fold selectivity indices between antibacterial efficacy and cytotoxicity to human liver and kidney cells in cell culture. We found that MRSA was not able to easily generate acute resistance to lead inhibitors in a gain-of-resistance assay and that lead inhibitors were able to permeate through established S. aureus biofilms and maintain their bactericidal effects.

Marine Bacteria, I. - Synthesis of Pentabromopseudiline, a Cytotoxic Phenylpyrrole from Alteromonas luteo-violaceus

A new synthesis of 2,3,4-tribromo-5-(3,5-dibromo-2-hydroxyphenyl)pyrrole (1a, pentabromopseudiline), an antibiotic, enzymeinhibitory and cytotoxic active constituent of the marine bacterium Alteromonas luteo-violaceus, is described.For investigation of structure-activity relationships further 2-phenylpyrroles are investigated.Key step in their synthesis is the Grignard reaction of 2-(1,3-dioxan-2-yl)ethylmagnesium bromide (9d) with benzoyl chlorides yielding γ-phenyl-γ-ketoaldehydes 24, and the Paal-Knorr cyclisation of the latter. - Key Words: Alteromonas luteo-violaceus / Bromopyrrole / Marine bacteria / Pentabromopseudiline