2973-58-2

Basic information

• Product Name: 2-BROMO-3-HYDROXY-4-METHOXYBENZALDEHYDE
• Synonyms: AKOS B028891;2-BROMO-3-HYDROXY-4-METHOXYBENZALDEHYDE;BroMovanin;2-BroMo-3-forMyl-6-Methoxyphenol;2-BroMo-3-hydroxy-p-anisaldehyde;NSC 12212;NSC 139143;2-BroMo-3-hydroxy-4-Methoxybenzaldehyde 97%
• CAS NO: 2973-58-2
• Molecular Formula: C₈H₇BrO₃
• Molecular Weight: 231.04
• Product Categories: Aromatic Aldehydes & Derivatives (substituted);Aldehydes;C8;Carbonyl Compounds;Aromatics;Intermediates
• Mol File: 2973-58-2.mol
• Article Data: 55

Chemical Properties

• Melting Point: 202-207 °C(lit.)
• Boiling Point: 289.5°Cat760mmHg
• Flash Point: 128.9°C
• Appearance: /
• Density: 1.653g/cm³
• Vapor Pressure: 0.00126mmHg at 25°C
• Refractive Index: 1.622
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Solubility: Dichloromethane, Ethyl Acetate
• PKA: 7.71±0.15(Predicted)
• CAS DataBase Reference: 2-BROMO-3-HYDROXY-4-METHOXYBENZALDEHYDE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-BROMO-3-HYDROXY-4-METHOXYBENZALDEHYDE(2973-58-2)
• EPA Substance Registry System: 2-BROMO-3-HYDROXY-4-METHOXYBENZALDEHYDE(2973-58-2)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• Hazardous Substances Data: 2973-58-2(Hazardous Substances Data)

Usage

Description

2-Bromo-3-hydroxy-4-methoxybenzaldehyde, also known as 2-bromo-isovanillin, is an off-white solid that can be synthesized by the bromination of 3-hydroxy-4-methoxybenzaldehyde. It is a chemical compound with a unique structure that has potential applications in various industries.

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 
• 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 
• 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 
• 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 
• 1315614-03-9 (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 
• 1315613-92-3 C₁₂H₁₅BrO₄ 
• 1315613-93-4 2-bromo-3-(1,3-dioxolan-2-ylmethyl)-6-methoxyphenol 
• 115961-42-7 2-bromo-3-(methoxymethoxy)-4-methoxybenzaldehyde 

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 
• 116861-66-6 2-Brom-3-hydroxy-4-methoxy-mandelsaeurenitril 
• 4055-69-0 2,3-dihydroxy-4-methoxybenzaldehyde 
• 4815-97-8 2-bromo-3,4-dihydroxybenzaldehyde 
• 38849-38-6 3-(benzyloxy)-2-bromo-4-methoxybenzaldehyde 
• 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 

Relevant articles and documents

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

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.

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.