60632-40-8

Basic information

• Product Name: 6-Bromovanillin
• Synonyms: 6-BROMOVANILLIN;AKOS B004167;2-BROMO-4-HYDROXY-5-METHOXYBENZALDEHYDE;ART-CHEM-BB B004167;CHEMBRDG-BB 3004167;6-BROMOVANILLIN/2-BROMO-4-HYDROXY-5-METHOXYBENZALDEHYDE;2-bromo-4-hydroxy-5-methoxybenzaldehyde(SALTDATA: FREE);Vanillin, 6-bromo-
• CAS NO: 60632-40-8
• Molecular Formula: C₈H₇BrO₃
• Molecular Weight: 231.04
• Product Categories: Aromatic Aldehydes & Derivatives (substituted);API intermediates
• Mol File: 60632-40-8.mol
• Article Data: 10

Chemical Properties

• Melting Point: 178 °C
• Boiling Point: 326.2 °C at 760 mmHg
• Flash Point: 151.1 °C
• Appearance: /
• Density: 1.653 g/cm³
• Vapor Pressure: 0.000115mmHg at 25°C
• Refractive Index: 1.622
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Solubility: Chloroform, DCM, Ethyl Acetate
• PKA: 6.83±0.23(Predicted)
• CAS DataBase Reference: 6-Bromovanillin(CAS DataBase Reference)
• NIST Chemistry Reference: 6-Bromovanillin(60632-40-8)
• EPA Substance Registry System: 6-Bromovanillin(60632-40-8)

Safety Data

• Hazard Codes: Xi
• HazardClass: IRRITANT
• Hazardous Substances Data: 60632-40-8(Hazardous Substances Data)

Usage

Chemical Properties

White solid

Uses

6-Bromovanillin is used in the synthesis of Carbidopa (C175915), an inhibitor of aromatic amino acid decarboxylase.

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

Upstream product

• 121-33-5 vanillin 
• 881-68-5 vanillin acetate 
• 7726-95-6 bromine 
• 7553-56-2 iodine 
• 64-19-7 acetic acid 
• 127-09-3 sodium acetate 
• 69404-94-0 O-tert-butyldimethylsilylvanillin 
• 52783-67-2 2-bromo-4-hydroxy-5-methoxybenzyl alcohol 
• 52783-83-2 4-acetoxy-2-bromo-5-methoxybenzaldehyde 
• 5392-10-9 2-bromo-4,5-dimethoxybenzaldehyde 

Downstream Products

• 1350809-54-9 5-methoxy-2-methyl-4-[(4-nitrophenyl)methoxy]benzaldehyde 
• 1350809-53-8 2-ethenyl-5-methoxy-4-[(4-nitrophenyl)methoxy]benzaldehyde 
• 1350809-55-0 2-ethyl-5-methoxy-4-[(4-nitrophenyl)methoxy]benzaldehyde 
• 864717-15-7 2-bromo-5-methoxy-4-[(4-nitrophenyl)methoxy]benzaldehyde 
• 161196-87-8 2-bromo-4-hydroxy-5-methoxybenzonitrile 
• 5392-10-9 2-bromo-4,5-dimethoxybenzaldehyde 
• 486994-01-8 4-benzoyloxy-2-bromo-5-methoxy-benzaldehyde 
• 90004-83-4 2-bromo-3-chloro-4-hydroxy-5-methoxy-benzaldehyde 
• 2973-75-3 5,6-dibromo-4-hydroxy-3-methoxybenzaldehyde 

Relevant articles and documents

Convergent First Total Synthesis of Melovinone: A Densely Substituted 3-Methoxy-4-quinolone Isolated from Melochia tomentosa L

The first total synthesis of melovinone, a nonrutaceous 3-methoxy-4-quinolone alkaloid isolated from Melochia tomentosa L., is reported. The target was acquired in a convergent fashion through the Suzuki-Miyaura cross-coupling reaction between an ortho-nitrobenzoic acid acetonyl ester derivative prepared from vanillin and potassium 5-phenyl-1-pentyltrifluoroborate, obtained from β-phenethyl bromide. The coupling was followed by a chemoselective reduction of the nitro group and a microwave-Assisted and AcOH-promoted cyclization with rearrangement of the resulting acetonyl anthranilate. This afforded a pseudane intermediate, which was selectively methylated on the 3-OH. The synthetic pathway enabled to reach the objective in 11 steps and 18% overall yield. The 1 H NMR spectra of the synthetic and natural product were in full agreement.

Structure and biological evaluation of (E)-5-bromo-2-methoxy-4-((phenylimino)methyl)phenol derivatives as antibacterial agents

Three (E)-5-bromo-2-methoxy-4-((phenylimino)methyl)phenol derivatives (1-3) are synthesized and characterized by elemental analysis and single-crystal X-ray diffraction. The antibacterial activities of compounds 1-3 against Escherichia coli, Pseudomonas aeruginosa, Bacillus subtilis, and Staphylococcus aureus are evaluated by the MTT method.

PROPHYLACTIC OR THERAPEUTIC AGENT FOR CANCER

A compound represented by the formula (I): wherein each symbol is as described in the specification, or a salt thereof has a superior activity as an estrogen-related receptor-α modulator, and is useful as a prophylactic or therapeutic agent for cancer.