2973-75-3

Basic information

• Product Name: 2,3-DIBROMO-4-HYDROXY-5-METHOXYBENZALDEHYDE
• Synonyms: 2,3-DIBROMO-4-HYDROXY-5-METHOXYBENZALDEHYDE;AKOS B004173;5,6-DIBROMOVANILLIN;5,6-Dibromovanilline;2,3-Dibromovanillin.
• CAS NO: 2973-75-3
• Molecular Formula: C₈H₆Br₂O₃
• Molecular Weight: 309.94
• Product Categories: Aromatic Aldehydes & Derivatives (substituted)
• Mol File: 2973-75-3.mol
• Article Data: 8

Chemical Properties

• Melting Point: 212-215 °C
• Boiling Point: 334.4°Cat760mmHg
• Flash Point: 156°C
• Appearance: /
• Density: 1.9544 (rough estimate)
• Vapor Pressure: 6.62E-05mmHg at 25°C
• Refractive Index: 1.4947 (estimate)
• Sensitive: Air Sensitive
• BRN: 1968576
• CAS DataBase Reference: 2,3-DIBROMO-4-HYDROXY-5-METHOXYBENZALDEHYDE(CAS DataBase Reference)
• NIST Chemistry Reference: 2,3-DIBROMO-4-HYDROXY-5-METHOXYBENZALDEHYDE(2973-75-3)
• EPA Substance Registry System: 2,3-DIBROMO-4-HYDROXY-5-METHOXYBENZALDEHYDE(2973-75-3)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 37/39-26
• Hazardous Substances Data: 2973-75-3(Hazardous Substances Data)

Usage

General Description

2,3-DIBROMO-4-HYDROXY-5-METHOXYBENZALDEHYDE, also known as DBM, is a chemical compound with the molecular formula C8H6Br2O3. It is a derivative of benzaldehyde and contains both bromine and methoxy groups. DBM is commonly used as a building block for the synthesis of various organic molecules and pharmaceutical compounds due to its unique chemical reactivity and structure. It has also been studied for its potential antioxidant and antimicrobial properties and has shown promise in various scientific applications.

InChI:InChI=1/C8H6Br2O3/c1-13-5-2-4(3-11)6(9)7(10)8(5)12/h2-3,12H,1H3

Upstream product

• 7726-95-6 bromine 
• 121-33-5 vanillin 
• 881-68-5 vanillin acetate 
• 7553-56-2 iodine 
• 64-19-7 acetic acid 
• 2973-76-4 5-bromo-4-hydroxy-3-methoxybenzaldehyde 
• 60632-40-8 6-bromovanillin 

Downstream Products

• 157458-10-1 2,3-bis(n-butylthio)-4-hydroxy-5-methoxybenzaldehyde 
• 14045-41-1 2,3-dibromo-4,5-dihydroxybenzylaldehyde 
• 512827-07-5 2,3-dibromo-4-hydroxy-5-methoxy-benzaldehyde-oxime 
• 61223-34-5 5.6-dibromo-4-hydroxy-3-methoxy-trans-cinnamic acid 
• 330462-54-9 2,3-dibromo-4-hydroxy-5-methoxy-benzonitrile 

Relevant articles and documents

Bromophenol-pyrazoline compound as well as synthesis method and application thereof (by machine translation)

The invention relates to a compound, in particular to a bromophenol-pyrazoline compound as well as a synthesis method and application thereof. The bromophenol-pyrazoline compound has the following structural general formula: The bromophenol-pyrazoline compound provided by the invention has high-efficiency main protease MPro Activity can be inhibited, and the replication of coronavirus can be disturbed in cells, so that the compound has the efficacy of treating coronavirus pneumonia, and has wide application prospects in preparation of medicines for treating coronavirus pneumonia. (by machine translation)

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.

Bromophenol-oxazole compound and its use in drug for treatment on diabetes mellitus type 2

The invention relates to a chemical total synthesis method of novel bromophenol-oxazole PTP1B and its use in a drug for treatment on diabetes mellitus type 2. The PTP1B inhibitor has a structural formula shown in the description. The compound improves insulin receptor sensibility through inhibiting the activity of protein tyrosine phosphatase 1B and has good treatment effects on insulin resistance-type diabetes mellitus type 2.