15790-59-7

Usage

Uses

Used in Chemical Industry:
METHYL 3,5-DIBROMO-2-METHOXYBENZOATE is used as a chemical intermediate for various organic synthesis processes. Its specific molecular structure allows it to be utilized in a range of chemical reactions, making it a valuable component in the development of new compounds and materials.
Used in Organic Synthesis:
METHYL 3,5-DIBROMO-2-METHOXYBENZOATE is used as a reagent in organic synthesis, where its bromination plays a crucial role in the formation of new chemical entities. Its versatility in participating in different types of reactions makes it a sought-after compound in the field of organic chemistry.
Used in Research and Development:
METHYL 3,5-DIBROMO-2-METHOXYBENZOATE is used as a research compound in academic and industrial laboratories. Its unique properties and reactivity make it an interesting subject for studies aimed at understanding its potential applications and exploring new reaction pathways.

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

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

Downstream Products

• 152565-59-8 2-(3',5'-Dibrom-2'-methoxybenzoyl)-1H-pyrrol 
• 13130-23-9 3,5-dibromo-2-methoxybenzoic acid 
• 152565-63-4 4,5-Dibrom-2-(3',5'-dibrom-2'-methoxybenzoyl)-1H-pyrrol 
• 152565-64-5 3,4,5-Tribrom-2-(3',5'-dibrom-2'-methoxybenzoyl)-1H-pyrrol 
• 152565-67-8 2-(3',5'-Dibrom-2'-methoxybenzoyl)-3,4,5-triiod-1H-pyrrol 
• 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 

Relevant academic research and scientific papers

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.

NEW COMPOUNDS II

Compounds of formula I, wherein Y = H, -OH, halo, -OC1-6alkyl, -C1-6alkyl, the two latter optionally substituted with halo, -CN, -OH, -CF3, -NH2; Rl = -C3-6cycloaUcyl, heterocycloalkyl, aryl, alkylaryl, heteroaryl, -C3-6-alkyl, optionally substituted with halo, -CN, -OH, -CF3, -OCF3, -NH2, -CONH2; M = -C(O)-, -C(H2)-, -CH(OR3)-, -N(Ra)-, -S(O)r-, heteroaryl and a bond; wherein Ra = H or C1-6alkyl and r = 0, 1 or 2; R2 = H, halo, -CN, or D = -C1-6alkyl, C3-6cycloalkyl, heterocycloalkyl, -N(CH3)2, aryl, alkylaryl, heteroaryl, and heterocyclic groups; where D is optionally substituted with G = halo, -NO2, -CN, -OH, -CF3, -OCF3, -NH2, -CONH2, -COOH, aryl, heteroaryl, heterocyclic groups, -C1-6alkyl, -C1-6alkoxy, heterocycloalkyl, and C1-6alkylcarboxylate; where D may be connected to G by L = -C(O)-, -S-, or -S(O2)-; and G may be further substituted with substituents selected from halo, -NO2, -CN, -OH, -CH3, -OCH3, -CF3, -OCF3, -NH2, -CONH2, -COOH, C1-6alkylcarboxylate; and R3 = -OH or C1-6alkoxy.

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