106134-16-1

Basic information

• Product Name: 3-BROMOPHENYLGLYOXAL HYDRATE
• Synonyms: 3-BROMOPHENYLGLYOXAL HYDRATE;3-Bromophenylglyoxal hydrate 95%;3-BROMOPHENYLGLYOXAL HYDRATE, 95+%;Zinc04204402
• CAS NO: 106134-16-1
• Molecular Formula: C₈H₇BrO₃
• Molecular Weight: 231.04
• Mol File: 106134-16-1.mol

Chemical Properties

• Melting Point: 118-120°C
• Boiling Point: 360.8 °C at 760 mmHg
• Flash Point: 172 °C
• Appearance: /
• Density: 1.743±0.06 g/cm3(Predicted)
• Vapor Pressure: 7.79E-06mmHg at 25°C
• PKA: 10.49±0.41(Predicted)
• CAS DataBase Reference: 3-BROMOPHENYLGLYOXAL HYDRATE(CAS DataBase Reference)
• NIST Chemistry Reference: 3-BROMOPHENYLGLYOXAL HYDRATE(106134-16-1)
• EPA Substance Registry System: 3-BROMOPHENYLGLYOXAL HYDRATE(106134-16-1)

Safety Data

• Hazard Codes: Xi
• Hazardous Substances Data: 106134-16-1(Hazardous Substances Data)

Usage

Uses

Used in Organic Synthesis:
3-Bromophenylglyoxal hydrate is used as a reagent in organic synthesis for the preparation of pharmaceuticals and other fine chemicals. Its unique structure and reactivity make it a valuable component in the synthesis of complex organic molecules.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 3-Bromophenylglyoxal hydrate is used as a building block for the synthesis of various organic compounds, contributing to the development of new drugs and therapeutic agents.
Used in Medicinal Chemistry:
3-Bromophenylglyoxal hydrate is utilized in medicinal chemistry for its potential applications in the synthesis of bioactive molecules and the development of novel therapeutic agents.
Used in Material Science:
In the field of material science, 3-Bromophenylglyoxal hydrate is employed in the synthesis of functionalized molecules that can be used to create advanced materials with specific properties.
Used in Chemical Research:
3-Bromophenylglyoxal hydrate is used as a research tool in chemical research to explore its reactivity, properties, and potential applications in various chemical processes and reactions.

InChI:InChI=1/C8H5BrO2.H2O/c9-7-3-1-2-6(4-7)8(11)5-10;/h1-5H;1H2

Upstream product

• 701-37-1 2-(3-bromophenyl)-2-oxoacetaldehyde 
• 2142-63-4 1-(3-Bromophenyl)ethanone 

Downstream Products

• 1400693-88-0 C₁₇H₁₃BrF₃NO₂ 
• 1289423-52-4 (S)-(-)-2-(3-bromophenyl)-2-hydroxy-3-nitropropanal 
• 118933-81-6 1-(3-Bromo-phenyl)-4,4,8,8-tetramethyl-2,4,5,7,8,9-hexahydro-3H-pyrrolo[2,3,4-kl]acridin-10-one 
• 118933-65-6 9-(3-Bromo-benzoyl)-3,3,6,6-tetramethyl-3,4,5,6,7,9-hexahydro-2H-xanthene-1,8-dione 

Relevant articles and documents

A Green and Convenient Route for the Regioselective Synthesis of New Substituted 3-Aryl-5H-indeno[1,2-c]pyridazines as Potential Monoamine Oxidase Type A Inhibitors

Several indeno[1,2-c]pyridazines were efficiently synthesised using the one-pot, three-component reaction of substituted indanones, arylglyoxalmonohydrates, and hydrazine in the presence of 1,5-diazabicyclo[4,3,0]non-5-ene (DBN) in water at room temperature. These substituted 3-aryl indeno[1,2-c]pyridazines can be considered as potential monoamine oxidase type A (MAOA) inhibitors. The advantages of this new strategy are the novelty of the indenopyridazine derivatives, high regioselectivity, use of water as the solvent, no requirement for toxic metal catalysts, and good to excellent yields.

Two efficient one-pot approaches for regioselective synthesis of new 3-arylpyridazino[4,3-c]quinolin-5(6H)-ones

Two efficient regioselective approaches for the one-pot synthesis of 3-arylpyridazino[4,3-c]quinolin-5(6H)-one derivatives are reported, by the three-component reaction of arylglyoxal monohydrates, quinoline-2,4-diol, and hydrazinium dihydrochloride or hydrazine hydrate in ethanol and pyridine. In ethanol, the reactions were catalyzed by 1,4-diazobicyclo[2,2,2]octane. The features of both procedures are high regioselectivity, mild reaction conditions, good to high yields, and operational simplicity.

Synthesis and antitumor evaluation of 2,3-diarylbenzofuran derivatives on HeLa cells

2,2-Dihydroxyarylethanones, readily prepared from the commercially available aromatic ethyl ketones, were reacted with resorcinol, 3-methoxyphenol or 2-methoxyphenol in multi steps one-pot manner promoted by trifluoroacetic acid to furnish the 2,3-diarylbenzofuran derivatives in 22–95% yield. Sixteen targeted compounds were synthesized and characterized by 1H NMR, 13C NMR and HRMS. MTT assay indicated that most compounds possessed effectively inhibitory activities against the proliferation of HeLa cell. Among them, 4f had the highest inhibitory activities, with the IC50 being 13.40?±?2.04?μmol/L. Cell cycle analysis, Annexin V-FITC/propidium iodide dual staining assay and western blotting analysis revealed that 4f inhibited the proliferation of Hela cell through apoptosis induction in a dose-dependent manner via obviously up-regulated the levels of Bak and Bim, while striking down-regulated the level of Bcl-2 and Bcl-xL protein.

Regiospecific one-pot, combinatorial synthesis of new substituted pyrimido[4,5-c]pyridazines as potential monoamine oxidase inhibitors

New 3-aryl-6-methylpyrimido[4,5-c]pyridazine-5,7(6H ,8H)-diones and 3-aryl-6-ethyl-7-thioxo-7,8-dihydropyrimido[4,5- c]pyridazin-5(6H)-ones were efficiently synthesized via a regiospecific one-pot reaction of N -methylbarbituric acid and N -ethyl-2-thiobarbituric acid with various arylglyoxal monohydrates in the presence of hydrazine dihydrochloride in ethanol at 50°C. The target compounds were obtained in high yields and were regioisomerically pure after recrystallization. These new heterocycles may act as potential MAOB inhibitors.

A highly efficient and enantioselective intramolecular cannizzaro reaction under TOX/Cu(II) catalysis

An asymmetric intramolecular Cannizzaro reaction of aryl and alkyl glyoxals with alcohols has been realized with an unprecedented high level of enantioselectivity, on the basis of a newly developed congested TOX ligand and a gradual liberation protocol of active glyoxals from glyoxal monohydrates. Preliminary results suggested a mechanism of enantioselective addition of alcohols to glyoxals contributing most to the stereoselectivity, other than by the dynamic kinetic resolution of hemiacetal intermediates.