3696-28-4

Basic information

• Product Name: 2,2'-DITHIOBIS(PYRIDINE-N-OXIDE), 97
• Synonyms: 2,2'-DITHIOBIS(PYRIDINE-N-OXIDE), 97;2,2’-Dithiobis(pyridine-1-oxide);2,2’-dithiodipyridine-1,1’-dioxide;dipyrithione;omadinedisulfide;omadineds;osy20;pyridine,2,2’-dithiobis-,1,1’-dioxide
• CAS NO: 3696-28-4
• Molecular Formula: C₁₀H₈N₂O₂S₂
• Molecular Weight: 252.317
• EINECS: 223-024-5
• Product Categories: Antibacterial agent
• Mol File: 3696-28-4.mol
• Article Data: 11

Chemical Properties

• Melting Point: 200.5°C (rough estimate)
• Boiling Point: 582.8 °C at 760 mmHg
• Flash Point: 306.2 °C
• Appearance: /
• Density: 1.4423 (rough estimate)
• Refractive Index: 1.5650 (estimate)
• PKA: -0.77±0.10(Predicted)
• CAS DataBase Reference: 2,2'-DITHIOBIS(PYRIDINE-N-OXIDE), 97(CAS DataBase Reference)
• NIST Chemistry Reference: 2,2'-DITHIOBIS(PYRIDINE-N-OXIDE), 97(3696-28-4)
• EPA Substance Registry System: 2,2'-DITHIOBIS(PYRIDINE-N-OXIDE), 97(3696-28-4)

Safety Data

• Hazardous Substances Data: 3696-28-4(Hazardous Substances Data)

Usage

Description

2,2'-DITHIOBIS(PYRIDINE-N-OXIDE), 97, also known as Bispyrithione, is a pyrithione derivative used as a bactericide and fungicide. It is a beige to slightly grey powder and chunks in appearance. Bispyrithione has a similar chemical structure to zinc pyrithione, which allows it to exhibit bactericidal properties with unique actions against mycetes, mild fungus, and microzymes. It is also not sensitive to metal ions and dissolves in water more easily than zinc pyrithione, improving compatibility and leading to a better bactericidal effect.

Uses

Used in Antifungal Applications:
2,2'-DITHIOBIS(PYRIDINE-N-OXIDE), 97 is used as an antifungal agent for its ability to effectively disinfect and combat various mycetes, including mild fungus and microzymes. Its unique actions make it a valuable asset in the treatment of fungal infections.
Used in Antimicrobial Applications:
In the healthcare and personal care industries, 2,2'-DITHIOBIS(PYRIDINE-N-OXIDE), 97 is used as an antimicrobial agent for its bactericidal properties, particularly against oval bacil and candia albicans. Its effectiveness against these organisms, along with its improved water solubility and compatibility, make it a preferred choice over traditional antimicrobials.
Used in Personal Care Products:
2,2'-DITHIOBIS(PYRIDINE-N-OXIDE), 97 is used as an ingredient in 2-in-1 shampoos for its ability to enhance color stability without affecting the pearly effect. Its bactericidal properties also contribute to the overall cleanliness and health of the hair and scalp.
Used in Pesticide Industry:
Bispyrithione is also utilized in the pesticide industry as a bactericide and fungicide, providing effective control over various pests and contributing to the protection of crops and plants from disease and infestation.

Upstream product

• 1121-30-8 1-hydroxy-2(1H)-pyridinethione 
• 1121-31-9 2-mercaptopyridine N-oxide 
• 79-35-6 1,1'-dichloro-2,2'-difluoroethene 
• 117658-10-3 But-3-enoic acid 2-thioxo-2H-pyridin-1-yl ester 
• 171980-25-9 (1-oxido-pyridin-2-yl)sulfanyl radical 
• 3811-73-2 2-mercaptopyridine-1-oxide sodium salt 

Downstream Products

• 1121-30-8 1-hydroxy-2(1H)-pyridinethione 
• 136852-78-3 2-n-propyldithiopyridine-N-oxide 
• 1125-88-8 benzaldehyde dimethyl acetal 
• 136852-79-4 2-pyridyl-L-(N-acetyl)cystine-1-oxide 
• 91233-19-1 1-(adamantane-1-carbonyloxy)pyridine-2(1H)-thione 
• 144704-79-0 (5',6',7'-trideoxy-6'-carboxamide-2',3'-O-isopropylidene-β-D-ribo-hexofuranosyl)-9-N⁶-benzoyl-adenine 
• 119750-98-0 (3aS,4S,6R,6aR)-6-(6-Benzoylamino-purin-9-yl)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxole-4-carboxylic acid 2-thioxo-2H-pyridin-1-yl ester 
• 72632-44-1 2-carbohydroxymethyldithiopyridine-N-oxide 
• 64826-51-3 phenyl 1-oxo-pyridin-2-yl disulfide 
• 114050-31-6 3-Phenyl-propionic acid 2-thioxo-2H-pyridin-1-yl ester 
• 105398-69-4 Cyclohexanecarboxylic acid 2-thioxo-2H-pyridin-1-yl ester 
• 2637-34-5 2-Sulfanylpyridine 
• 172974-50-4 1'-thymine-(3'-O-t-butyl-diphenylsilyl-6'-carboxamido-2',5',6',7'-tetradeoxy-β-D-ribo-6'-ene-heptofuranosyl) 
• 64826-48-8 4-chlorophenyl 1-oxo-pyridin-2-yl disulfide 

Relevant articles and documents

Biocatalytic synthesis of diaryl disulphides and their bio-evaluation as potent inhibitors of drug-resistant Staphylococcus aureus

Staphylococcus aureus is a WHO Priority II pathogen for its capability to cause acute to chronic infections and to resist antibiotics, thus severely impacting healthcare systems worldwide. In this context, it is urgently desired to discover novel molecules to thwart the continuing emergence of antimicrobial resistance. Disulphide containing small molecules has gained prominence as antibacterials. As their conventional synthesis requires tedious synthetic procedure and sometimes toxic reagents, a green and environmentally benign protocol for their synthesis has been developed through which a series of molecules were obtained and evaluated for antibacterial activity against ESKAPE pathogen panel. The hit compound was tested for cytotoxicity against Vero cells to determine its selectivity index and time-kill kinetics was determined. The activity of hit was determined against a panel of S. aureus multi-drug resistant clinical isolates. Also, its ability to synergize with FDA approved drugs was tested as was its ability to reduce biofilm. We identified bis(2-bromophenyl) disulphide (2t) as possessing equipotent antimicrobial activity against S. aureus including MRSA and VRSA strains. Further, 2t exhibited a selectivity index of 25 with concentration-dependent bactericidal activity, synergized with all drugs tested and significantly reduced preformed biofilm. Taken together, 2t exhibits all properties to be positioned as novel scaffold for anti-staphylococcal therapy.

Low-salt or salt-free microbicidal composition based on isothiazolone derivatives and pyrion disulphide

The present invention relates to a low-salt or salt-free microbicidal preparation which comprises a) at least one fungicide selected from amongst isothiazolone derivatives and b) at least one stabilizer, where the at least one stabilizer is 2,2'-dithiobis(pyridine N-oxide). The microbicidal composition according to the invention is particularly suitable for the preservation of industrial products. The invention also relates to the use of 2,2'-dithiobis(pyridine N-oxide) as stabilizer in low-salt or salt-free isothiazolone-containing microbicidal preparations.

A facile preparation method for α,α-difluoroalkanecarboxylic acids and esters. A formal difluoromethylene insertion to alkanecarboxylic acids using radical reaction

Various alkyl radicals generated by the photoreaction of a series of Barton esters reacted with 1,1-dichloro-2,2-difluoroethene to give radical adducts as the major product accompanied with self-trapping products. Primary, secondary, tertiary, benzyl, and some unsaturated alkyl radicals as well as those with another functional group such as ether, carbonyl, and azide were applicable. Barton esters of diacids also afford 1:2 adducts with a small amount of 1:1 adducts and bis-self-trapping products except for the succinic case. These adducts were hydrolyzed with AgNO3/H2O-THF to α,α-difluoroalkanecarboxylic acids and methanolyzed with AgNO3/MeOH to the corresponding methyl esters. 4-Azido-2,2-difluorobutylic acid and the methyl ester were converted to difluoro-GABA and difluoro-γ-lactams.