63434-91-3

Basic information

• Product Name: methyl 2-pyridyl disulfide
• Synonyms: methyl 2-pyridyl disulfide
• CAS NO: 63434-91-3
• Molecular Formula: C₆H₇NS₂
• Molecular Weight: 157.26
• Mol File: 63434-91-3.mol

Chemical Properties

• Boiling Point: 240.8°C at 760 mmHg
• Flash Point: 99.4°C
• Appearance: /
• Density: 1.23g/cm³
• Vapor Pressure: 0.0577mmHg at 25°C
• Refractive Index: 1.628
• CAS DataBase Reference: methyl 2-pyridyl disulfide(CAS DataBase Reference)
• NIST Chemistry Reference: methyl 2-pyridyl disulfide(63434-91-3)
• EPA Substance Registry System: methyl 2-pyridyl disulfide(63434-91-3)

Safety Data

• Hazardous Substances Data: 63434-91-3(Hazardous Substances Data)

Usage

InChI:InChI=1/C6H7NS2/c1-8-9-6-4-2-3-5-7-6/h2-5H,1H3

Upstream product

• 2127-03-9 2,2'-dipyridyldisulphide 
• 624-92-0 Dimethyldisulphide 
• 2637-34-5 2-Sulfanylpyridine 
• 2949-92-0 methanethiosulfonic acid S-methyl ester 
• 6320-03-2 2-chlorothiphenol 
• 2043-76-7 S-ethyl methanethiosulfonate 
• 32846-80-3 S-isopropyl methanethiosulfonate 
• 24387-69-7 S-propyl methanethiosulfonate 
• 52017-46-6 S-butyl methanethiosulfonate 
• 18800-53-8 3,4-dimethylthiophenol 
• 4521-31-7 o-hydroxymethyl thiophenol 
• 60811-24-7 3,4-difluorobenzenethiol 
• 86704-82-7 3-ethoxybenzenethiol 
• 1849-36-1 para-nitrobenzenethiol 

Downstream Products

• 2637-34-5 2-Sulfanylpyridine 
• 2044-27-1 1-methyl-2-pyridinethione 
• 14173-25-2 methyl phenyl disulfide 
• 2244-48-6 N-morpholinyl-2-pyridinesulfenamide 

Relevant articles and documents

NFSI-catalyzed S[sbnd]S bond exchange reaction for the synthesis of unsymmetrical disulfides

The metal-free S[sbnd]S bond exchange reaction of symmetrical disulfides catalyzed by NFSI is described. This novel protocol provides a facile and efficient approach to accessing important unsymmetrical disulfides. Furthermore, this strategy could also be utilized in the late-stage functionalization of amino acids, drugs, and natural products. The broad substrate scope, good functional group tolerance and easy accessibility of catalyst indicate that this strategy affords a green and practical complementary method to various unsymmetrical disulfides.

PdCl2/DMSO-Catalyzed Thiol-Disulfide Exchange: Synthesis of Unsymmetrical Disulfide

Unsymmetrical disulfides have been effectively prepared through thiol exchange with symmetrical disulfides employing a simple PdCl2/DMSO catalytic system. The given method features excellent functional group tolerance, a broad substrate scope, and operational simplicity. This reaction is especially useful for late-stage functionalization of bioactive scaffolds such as peptides and pharmaceuticals. Disulfide-containing organic dyes have also been prepared. This transformation could be extended to thiol-diselenide or thiol-ditelluride exchange affording RS-SeR′ or RS-TeR′.

Preparation method of asymmetric disulfide compound

The invention relates to a synthetic method of an asymmetric disulfide compound. According to the method, mercaptan which is convenient and easy to obtain and symmetrical disulfide compounds are usedas raw materials, and the asymmetric disulfide compounds

Allicin-inspired pyridyl disulfides as antimicrobial agents for multidrug-resistant Staphylococcus aureus

A chemical library comprised of nineteen synthesized pyridyl disulfides that emulate the chemical reactivity of allicin (garlic) was evaluated for antimicrobial activity against a panel of pathogenic bacteria. Gram-positive species including vancomycin-in

SULFUR-CONTAINING COMPOUNDS AS ANTI-PROLIFERATIVE AGENTS

Novel sulphur containing compounds of the formula RSSCH3, wherein R is pyridine, phenylamine or pynmidine, and pharmaceutically acceptable salts thereof are disclosed, which have utility as anti-proliferative agents against mammalian cells. The invention provides a method for synthesizing the sulphur-containing compounds.

Bioactive pyridine-N-oxide disulfides from allium stipitatum

From Allium stipitatum, three pyridine-N-oxide alkaloids (1-3) possessing disulfide functional groups were isolated. The structures of these natural products were elucidated by spectroscopic means as 2-(methyldithio)pyridine-N- oxide (1), 2-[(methylthiome

Unsymmetric aryl-alkyl disulfide growth inhibitors of methicillin-resistant Staphylococcus aureus and Bacillus anthracis

This study describes the antibacterial properties of synthetically produced mixed aryl-alkyl disulfide compounds as a means to control the growth of Staphylococcus aureus and Bacillus anthracis. Some of these compounds exerted strong in vitro bioactivity. Our results indicate that among the 12 different aryl substituents examined, nitrophenyl derivatives provide the strongest antibiotic activities. This may be the result of electronic activation of the arylthio moiety as a leaving group for nucleophilic attack on the disulfide bond. Small alkyl residues on the other sulfur provide the best activity as well, which for different bacteria appears to be somewhat dependent on the nature of the alkyl moiety. The mechanism of action of these lipophilic disulfides is likely similar to that of previously reported N-thiolated β-lactams, which have been shown to produce alkyl-CoA disulfides through a thiol-disulfide exchange within the cytoplasm, ultimately inhibiting type II fatty acid synthesis. However, the mixed alkyl-CoA disulfides themselves show no antibacterial activity, presumably due to the inability of the highly polar compounds to cross the bacterial cell membrane. These structurally simple disulfides have been found to inhibit β-ketoacyl-acyl carrier protein synthase III, or FabH, a key enzyme in type II fatty acid biosynthesis, and thus may serve as new leads to the development of effective antibacterials for MRSA and anthrax infections.

N-alkylthio beta-lactams, alkyl-coenzyme a asymmetric disulfides, and aryl-alkyl disulfides as anti-bacterial agents

The present invention provides N-alkylthio β-lactams and disulfide compounds (e.g., alkyl-coenzyme A asymmetric disulfides or aryl-alkyl disulfides), compositions containing such compounds, and method of their use as anti-bacterial agents.

Compositions and methods for treatment of neoplastic disease

The present invention comprises compositions and methods for treating a tumor or neoplastic disease in a host, The methods employ conjugates comprising superantigen polypeptides, nucleic acids with other structures that preferentially bind to tumor cells and are capable of inducing apoptosis. Also provided are superantigen-glycolipid conjugates and vesicles that are loaded onto antigen presenting cells to activate both T cells and NKT cells. Cell-based vaccines comprise tumor cells engineered to express a superantigen along with glycolipids products which, when expressed, render the cells capable of eliciting an effective anti-tumor immune response in a mammal into which these cells are introduced. Included among these compositions are tumor cells, hybrid cells of tumor cells and accessory cells, preferably dendritic cells. Also provided are tumoricidal T cells and NKT cells devoid of inhitory receptors or inhibitory signaling motifs which are hyperresponsive to the the above compositions and lipid-based tumor associated antigens that can be administered for adoptive immunotherapy of cancer and infectious diseases.

A New Procedure for the Conversion of Thiols into Reactive Sulfenylating Agents

Thiols may be converted in high yield into unsymmetrical 2-pyridyl disulfides 3.Treatment of these with alkylating agents (e.g., alkyl fluorosulfonates or oxonium salts) affords the corresponding N-alkylpyridyl disulfides 4, which are potent sulfenylating agents (Scheme II) and react smoothly with a variety of sulfur nucleophiles (e.g., thiols, thiones, thioamides, dithiocarbamates, thiocyanate, etc.) to afford disulfides, with amines to afford sulfenamides, and with β-diketones to afford sulfides.This new method is particularly well-suited to the preparation of unsymmetrical disulfides and sulfenamides from complex and otherwise r eactive thiols.