2973-58-2

Usage

Uses

Used in Pharmaceutical Industry:
2-Bromo-3-hydroxy-4-methoxybenzaldehyde is used as a starting material for the preparation of various pharmaceutical compounds, such as 2-hydroxy-3-methoxybenzaldehyde semicarbazone (HMBS), 2-cyclopentyl-7-methoxy-1-benzofuran-4-carbaldehyde, and 3-(benzyloxy)-2-bromo-4-methoxybenzaldehyde. These compounds have potential applications in the development of new drugs and therapies.
Used in Natural Product Synthesis:
In the field of natural product synthesis, 2-bromo-3-hydroxy-4-methoxybenzaldehyde serves as a starting material for the total synthesis of various natural products, including pareitropone, denbinobin, and (±)-codeine. These natural products have diverse biological activities and are of interest for their potential therapeutic applications.
Used in Chemical Research:
2-Bromo-3-hydroxy-4-methoxybenzaldehyde is also used in chemical research as a versatile intermediate for the synthesis of various organic compounds. Its unique structure allows for further functionalization and modification, making it a valuable tool for exploring new chemical reactions and developing novel molecules with potential applications in various industries.

InChI:InChI=1/C8H7BrO3/c1-12-6-3-2-5(4-10)7(9)8(6)11/h2-4,11H,1H3

Upstream product

• 621-59-0 isovanillin 
• 55171-60-3 2-bromo-3,4-dimethoxybenzylaldehyde 
• 6346-05-0 3-benzyloxy-4-methoxybenzaldehyde 
• 7726-95-6 bromine 
• 64-19-7 acetic acid 
• 312920-40-4 (S)-(-)-methyl 6-(2-bromo-3-formyl-6-methoxyphenoxy)-cyclohex-1-enecarboxylate 
• 115961-42-7 2-bromo-3-(methoxymethoxy)-4-methoxybenzaldehyde 
• 1315613-93-4 2-bromo-3-(1,3-dioxolan-2-ylmethyl)-6-methoxyphenol 
• 1315613-92-3 C₁₂H₁₅BrO₄ 
• 1315614-03-9 (4S, 6aS, 11bR)-11-(1,3-dioxolan-2-ylmethyl)-8-methoxy-3-methyl-2,3,4,5-tetra-hydro-1H-4,11b-methano[1]benzofuro[3,2-d]azocin-6-one 
• 1315614-02-8 tert-butyl 2-((5aS,9aS)-1-((1,3-dioxolan-2-yl)methyl)-4-methoxy-6-oxo-5a,6,9,9a-tetrahydrodibenzo[b,d]furan-9a-yl)ethyl(methyl)carbamate 
• 1315614-00-6 tert-butyl 2-((5aS,6S,9aR)-1-((1,3-dioxolan-2-yl)methyl)-6-hydroxy-4-methoxy-5a,6,9,9a-tetrahydrodibenzo[b,d]furan-9a-yl)ethyl(methyl)carbamate 
• 1315613-96-7 tert-butyl 2-((5'S,6'S)-6'-(3''-((1,3-dioxolan-2-yl)methyl)-2''-bromo-6''-methoxyphenoxy)-5'-(tert-butyldimethylsilyloxy)cyclohex-1'-enyl)ethyl(methyl)carbamate 

Downstream Products

• 109962-92-7 1-(2-bromo-3-hydroxy-4-methoxy-phenyl)-ethanol 
• 2459-83-8 2-Bromo-3-hydroxy-4-methoxybenzyl Alcohol 
• 90221-61-7 2-bromo-3-hydroxy-4-methoxybenzoic acid 
• 129103-68-0 2-bromo-6-methoxy-3-methyl-phenol 
• 55171-60-3 2-bromo-3,4-dimethoxybenzylaldehyde 
• 144318-29-6 2-Bromo-6-methoxy-3-((E)-2-phenylsulfanyl-vinyl)-phenol 
• 107345-55-1 2-bromo-3-<(2-methylprop-2-enyl)oxy>-4-methoxybenzaldehyde 
• 157330-37-5 (E)-3-(2-Bromo-3-hydroxy-4-methoxy-phenyl)-acrylonitrile 
• 185407-03-8 2-Bromo-3-(cyclohexan-2-en-1-oxy)-4-methoxy-benzaldehyde 
• 137718-76-4 N-methyl-2-bromo-3-hydroxy-4-methoxybenzenemethanamine 
• 93710-50-0 2-bromo-3-isopropoxy-4-methoxybenzaldehyde 
• 164228-28-8 2-bromo-3-((tert-butyldimethylsilyl)oxy)-4-methoxybenzaldehyde 
• 238749-58-1 7-methoxy-2-phenethyl-benzofuran-4-yl carbaldehyde 
• 185407-43-6 2-benzyl-7-methoxy-benzofuran-4-yl carbaldehyde 

Relevant academic research and scientific papers

Quinazolinone compounds as well as preparation method and application thereof

The invention relates to quinazolinone compounds as well as a preparation method and application thereof, three kinases of EGFR (epidermal growth factor receptor), VEGFR-2 (vascular endothelial growthfactor receptor 2) and FGFR1 (fibroblast growth factor

Synthesis, biological evaluation and molecular modeling studies of substitutedN-benzyl-2-phenylethanamines as cholinesterase inhibitors

In this work, we report the synthesis of a series of derivatives ofN-benzyl-2-phenylethanamine which is the framework of norbelladine, the natural common precursor of the Amaryllidaceae alkaloids. These compounds were assessed in the inhibition of both AChE and BChE which are the enzymes responsible for the breakdown of acetylcholine and hence they constitute targets in the palliative treatment of Alzheimer's disease. In particular, brominated derivatives exhibited the lowest IC50values against AChE. Interestingly, the presence of iodine in one of the aromatic rings highly increased the inhibition of BChE compared to its analogues, with an IC50value similar to that of galantamine, which is the reference compound currently used in the treatment of AD. A possible mechanism of action for these compounds was determined by molecular modeling studies using combined techniques of docking and molecular dynamics simulations.

SUBSTITUTED PROPANAMIDES AS INHIBITORS OF NUCLEASES

The invention provides compounds represented by the structural formula (1): wherein R1, R2, R3, R4, R5, R6 are as defined in the claims. The compounds are inhibitors of nucleases, and are useful in particular in a method of treatment and/or prevention of proliferative diseases, neurodegenerative diseases, and other genomic instability associated diseases.

Imidazo ring PAR4 antagonist and medical applications thereof

The invention relates to an imidazo ring compound represented by formula (I) or formula (II), or a pharmaceutically acceptable salt or ester or solvate thereof. The compound disclosed by the inventioncan be used for preparing medicines for preventing or treating thromboembolic diseases.

Discovery of Novel Bromophenol-Thiosemicarbazone Hybrids as Potent Selective Inhibitors of Poly(ADP-ribose) Polymerase-1 (PARP-1) for Use in Cancer

Poly(ADP-ribose) polymerase-1 (PARP-1) is a new potential target for anticancer drug discovery. A series of bromophenol-thiosemicarbazone hybrids as PARP-1 inhibitors were designed, synthesized, and evaluated for their antitumor activities. Among them, the most promising compound, 11, showed excellent selective PARP-1 inhibitory activity (IC50 = 29.5 nM) over PARP-2 (IC50 > 1000 nM) and potent anticancer activities toward the SK-OV-3, Bel-7402 and HepG2 cancer cell lines (IC50 = 2.39, 5.45, and 4.60 μM), along with inhibition of tumor growth in an in vivo SK-OV-3 cell xenograft model. Further study demonstrated that compound 11 played an antitumor role through multiple anticancer mechanisms, including the induction of apoptosis and cell cycle arrest, cellular accumulation of DNA double-strand breaks, DNA repair alterations, inhibition of H2O2-triggered PARylation, antiproliferative effects via the production of cytotoxic reactive oxygen species, and autophagy. In addition, compound 11 displayed good pharmacokinetic characteristics and favorable safety. These observations demonstrate that compound 11 may serve as a lead compound for the discovery of new anticancer drugs.

Cobalt-Mediated [2+2+2] Cycloadditions of Alkynes to Benzo-[ b ]furans and Benzo[ b ]thiophenes: A Potential Route toward Morphanoids

Exploratory studies of the CpCo-mediated [2+2+2] cycloaddition of alkynes to the 2,3-double bond of benzo[ b ]furans (and some benzo[ b ]thiophenes) are presented, with the general aim to access morphinan substructures. The basic feasibility of constructing Co-complexed tetrahydrophenanthro[4,5- bcd ]furans (and -thiophenes) in moderate to good yields is demonstrated, with complete to extensive diastereoselectivity. Limitations are the apparent necessity for bulky (silylated) monoalkynes, the lack of regioselectivity in the cocyclization with unsymmetrical alkynes, and the sensitivity of the ligands, both complexed and uncomplexed, with respect to ring opening and rearrangement.

Step-economical synthesis of 3-amido-2-quinolones by dendritic copper powder-mediated one-pot reaction

The one-pot protocol by the dendritic copper powder-mediated Knoevenagel condensation/annelation is delineated here for the synthesis of 3-amido-2-quinolones. It is practical with moisture tolerance and easy setup, and is compatible with many functional g

Synthesis of Polysubstituted 3-Methylisoquinolines through the 6π-Electron Cyclization/Elimination of 1-Azatrienes derived from 1,1-Dimethylhydrazine

A convenient one pot microwave-assisted 6π-electron cyclization/aromatization approach toward 3-methylisoquinolines is reported. The starting 1-azatriene derivatives were prepared in situ by reaction of 2-propenylbenzaldehydes with 1,1-dimethylhydrazine, which exhibited superior performance when compared with other hydrazine derivatives. Minor amounts of the related 3,4-dihydro isoquinolines were formed concomitantly with the isoquinolines, and a mechanism for their generation was proposed. The reaction conditions were optimized, and its scope and limitations were explored. In general, the transformation proceeded in moderate to good yields.

Novel method for preparing decumbenine B

The invention provides a novel method for preparing a natural compound decumbenine B. The method comprises the following steps: (i) enabling a compound shown as a formula 4 and a compound shown as a formula 5 to be in contact under a condition suitable for carbon-carbon coupling, so as to generate a compound shown as a formula 3; (ii) carrying out cyclization on the compound shown as the formula 3and ammonium acetate under a suitable condition, so as to generate a compound 2; (iii) enabling the compound shown as the formula 2 and paraformaldehyde to react under the suitable condition, so as to generate the compound decumbenine B shown as a formula 1. (The formula 5, the formula 4, the formula 3, the formula 2 and the formula 1 are shown in the description.).

Intermediate of salvianolic acid A and preparation method of intermediate as well as preparation method of salvianolic acid A

The invention relates to an intermediate for preparing salvianolic acid A and a preparation method of the intermediate as well as a method for preparing the salvianolic acid A (shown as a formula I) by the intermediate. Specifically, the invention relates