534-97-4

Basic information

• Product Name: D-arabino-hexosulose bis(phenylhydrazone)
• Synonyms: phenylglucosazone; 5,6-bis(phenylhydrazono)hexane-1,2,3,4-tetrol (non-preferred name); (5Z,6E)-5,6-bis(phenylhydrazono)hexane-1,2,3,4-tetrol (non-preferred name); (5E,6E)-5,6-bis(2-phenylhydrazinylidene)hexane-1,2,3,4-tetrol (non-preferred name); D-Glucose phenylosazone
• CAS NO: 534-97-4
• Molecular Formula: C₁₈H₂₂N₄O₄
• Molecular Weight: 358.3917
• EINECS: 208-607-4
• Mol File: 534-97-4.mol
• Article Data: 18

Chemical Properties

• Boiling Point: 632.153°C at 760 mmHg
• Flash Point: 336.114°C
• Density: 1.312g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.62
• CAS DataBase Reference: D-arabino-hexosulose bis(phenylhydrazone)(CAS DataBase Reference)
• NIST Chemistry Reference: D-arabino-hexosulose bis(phenylhydrazone)(534-97-4)
• EPA Substance Registry System: D-arabino-hexosulose bis(phenylhydrazone)(534-97-4)

Safety Data

• Hazardous Substances Data: 534-97-4(Hazardous Substances Data)

Usage

General Description

D-arabino-hexosulose bis(phenylhydrazone) is a chemical compound that is commonly used in the field of carbohydrate chemistry and biochemistry. It is formed by the reaction of D-arabino-hexosulose with phenylhydrazine and is typically utilized as a reagent for the identification and quantification of sugars. D-arabino-hexosulose bis(phenylhydrazone) appears as yellow crystalline powder and has a molecular formula of C18H22N4O4. It is known for its ability to form stable complexes with sugars, making it a valuable tool in carbohydrate analysis. Additionally, D-arabino-hexosulose bis(phenylhydrazone) has been studied for its potential biological activities and may have applications in pharmaceutical research.

Upstream product

• 492-61-5 β-D-glucose 
• 100-63-0 phenylhydrazine 
• 492-62-6 alpha-D-glucopyranose 
• 4132-40-5 2-O-Methyl-D-glucose 
• 7732-18-5 water 
• 59-88-1 phenylhydrazine hydrochloride 
• 127-09-3 sodium acetate 
• 50-99-7 D-glucose 
• 106-49-0 p-toluidine 
• 64-19-7 acetic acid 
• 50-70-4 D-sorbitol 
• 7726-95-6 bromine 
• 1990-29-0 D-altrose 
• 2595-97-3 D-Allose 

Downstream Products

• 26706-42-3 tetra-O-acetyl-aldehydo-keto-D-arabino-[2]hexosulose-bis-phenylhydrazone 
• 26706-41-2 (2R,3S,4R)-6-(Methyl-phenyl-hydrazono)-5-(phenyl-hydrazono)-hexane-1,2,3,4-tetraol 
• 13306-99-5 2-phenyl-2H-[1,2,3]triazole-4-carboxylic acid 
• 16335-50-5 1-phenyl-2-pyrazoline-4,5-dione 4-phenylhydrazone 
• 19218-72-5 mesoxalaldehyde-1,2-bis-phenylhydrazone 
• 100738-94-1 2-phenylazo-1-(N'-phenyl-hydrazino)-D-ribo-1,5-anhydro-2-deoxy-hex-1-enitol 
• 6206-85-5 2-phenyl-1,2,3-triazole-4-formaldehyde oxime 
• 3359-24-8 2-(2-phenyl-2H-1,2,3-triazole-4-yl)methanol 
• 1578191-48-6 4-(ethoxymethyl)-2-phenyl-2H-1,2,3-triazole 
• 1578191-50-0 4-(butoxymethyl)-2-phenyl-2H-1,2,3-triazole 
• 1578191-46-4 (2-phenyl-2H-1,2,3-triazole-4-yl)methyl benzoate 
• 329695-11-6 (2-phenyl-2H-1,2,3-triazole-4-yl)methyl acetate 
• 1578191-44-2 (2-phenyl-2H-1,2,3-triazole-4-yl)methyl hexanoate 
• 1578191-43-1 (2-phenyl-2H-1,2,3-triazole-4-yl)methyl decanoate 

Relevant articles and documents

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Plant mucilages. XI. Isolation and characterization of a mucosa polysaccharide, 'paniculatan', from the barks of Hydrangea paniculata

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A fine-tuned lipophilicity/hydrophilicity ratio governs antibacterial potency and selectivity of bifurcated halogen bond-forming nbtis

Herein, we report the design of a focused library of novel bacterial topoisomerase inhibitors (NBTIs) based on innovative mainly monocyclic right-hand side fragments active against DNA gyrase and Topo IV. They exhibit a very potent and wide range of antibacterial activity, even against some of the most concerning hard-to-treat pathogens for which new antibacterials are urgently needed, as reported by the WHO and CDC. NBTIs enzyme activity and whole cell potency seems to depend on the fine-tuned lipophilicity/hydrophilicity ratio that governs the permeability of those compounds through the bacterial membranes. Lipophilicity of NBTIs is apparently optimal for passing through the membrane of Gram-positive bacteria, but the higher, although not excessive lipophilicity and suitable hydrophilicity seems to determine the passage through Gram-negative bacterial membranes. However, due to the considerable hERG inhibition, which is still at least two orders of magnitude away from MICs, continued optimization is required to realize their full potential.

1-Aryl-1H- and 2-aryl-2H-1,2,3-triazole derivatives blockade P2X7 receptor in?vitro and inflammatory response in?vivo

Fifty-one 1,2,3-triazole derivatives were synthesized and evaluated with respect to P2X7 receptor (P2X7R) activity and its associated pore. These triazoles were screened in vitro for dye uptake assay and its cytotoxicity against mammalian cell types. Seven 1,2,3-triazole derivatives (5e, 6e, 8h, 9d, 9i, 11, and 12) potently blocked P2X7 receptor pore formation in vitro (J774.G8 cells and peritoneal macrophages). All blockers displayed IC50 value inferior to 500 nM, and they have low toxicity in either cell types. These seven selected triazoles inhibited P2X7R mediated interleukin-1 (IL-1β) release. In particular, compound 9d was the most potent P2X7R blocker. Additionally, in mouse acute models of inflammatory responses induced by ATP or carrageenan administration in the paw, compound 9d promoted a potent blocking response. Similarly, 9d also reduced mouse LPS-induced pleurisy cellularity. In silico predictions indicate this molecule appropriate to develop an anti-inflammatory agent when it was compared to commercial analogs. Electrophysiological studies suggest a competitive mechanism of action of 9d to block P2X7 receptor. Molecular docking was performed on the ATP binding site in order to observe the preferential interaction pose, indicating that binding mode of the 9d is by interacting its 1,2,3-triazole and ether moiety with positively charged residues and with its chlorobenzene moiety orientated toward the apolar end of the ATP binding site which are mainly composed by the Ile170, Trp167 and Leu309 residues from α subunit. These results highlight 9d derivative as a drug candidate with potential therapeutic application based on P2X7 receptor blockade.

Determination of glyceraldehyde formed in glucose degradation and glycation

Glyceraldehyde (GLA) was determined in glucose degradation and glycation. GLA was detected as a decahydroacridine-1,8-dione derivative on reversed phase HPLC using cyclohexane-1,3-dione derivatizing reagent. The glucose-derived GLA level was higher than the glycation-derived GLA level, because GLA was converted to intermediates and advanced glycation end products (AGE) in glycation. GLA was also generated from 3-deoxyglucosone and glucosone as intermediates of glucose degradation and glycation. This study suggests that glyceraldehyde is generated by hyperglycemia in diabetes, and that it is also formed in medicines such as peritoneal dialysis solution.