6887-59-8

Usage

Type of compound

Thione derivative of pyridine

Usage

Building block in the synthesis of pharmaceuticals and agrochemicals

Physical state

Colorless to pale yellow liquid

Odor

Strong, unpleasant

Solubility

Insoluble in water, soluble in most organic solvents

Applications

Organic synthesis, corrosion inhibitor in industrial processes

Safety precautions

Toxic, may cause skin, eye, and respiratory irritation

Handling

Handle with caution, use appropriate protective equipment

Upstream product

• 695-19-2 N-methyl-4-pyridone 
• 1120-93-0 pyran-4-thione 
• 74-89-5 methylamine 
• 22581-72-2 4-methylthiopyridine 
• 52693-58-0 N-methyl-4-(methylsulfanyl)pyridinium iodide 
• 15592-05-9 4-chloro-1-methylpyridin-1-ium iodide 

Downstream Products

• 126957-64-0 S-(1-Methyl-4-pyridyliden)-N-phenylsulfonylsulfimid 
• 126957-79-7 S-(1-Methyl-4-pyridinio)-N,N'-bis(phenylsulfonyl)sulfodiimidat 
• 126957-65-1 S-(1-Methyl-4-pyridyliden)-N-(p-toluolsulfonyl)sulfimid 
• 126957-71-9 S-(1-Methyl-4-pyridinio)-N,N'-bis(p-tolylsulfonyl)sulfodiimidat 
• 77148-83-5 4-Benzylthio-1-methylpyridinium bromide 
• 126957-66-2 N-(p-Chlorphenylsulfonyl)-S-(1-methyl-4-pyridyliden)sulfimid 
• 126957-80-0 N,N'-Bis(p-chlorphenylsulfonyl)-S-(1-methyl-4-pyridinio)sulfodiimidat 
• 126957-67-3 N-(p-Methoxyphenylsulfonyl)-S-(1-methyl-4-pyridyliden)sulfimid 
• 87577-85-3 4-(4-Chloro-benzylsulfanyl)-1-methyl-pyridinium; chloride 
• 15309-84-9 N-(1,4-Dihydro-1-methyl-4-pyridyliden)benzolsulfonamid 
• 15309-73-6 N-(1,4-Dihydro-1-methyl-4-pyridyliden)-p-methoxybenzolsulfonamid 
• 15362-61-5 N-(1-Methyl-4-pyridyliden)-p-chlorbenzolsulfonamid 
• 73572-69-7 Diphenylmethyl (6R,7R)-7-amino-3-(1-methylpyridinium-4-ylthiomethyl)-ceph-3-em-4-carboxylate bromide 

Relevant academic research and scientific papers

Anti-MRSA cephems. Part 2: C-7 cinnamic acid derivatives

Forty-five novel cephalosporin derivatives with activity against methicillin-resistant Staphylococcus aureus (MRSA) are described. The compounds contain novel cinnamic acid moieties at C-7 that were synthesized using a key Heck reaction followed by nucleophilic aromatic substitution reactions. The most active compound (41) displayed an MIC90 against MRSA of 1.0 μg/mL, and a PD50 of 0.8 mg/kg. Compound 14 was found to be very safe in a mouse model of acute toxicity.

Carbon-sulfur and carbon-selenium double bond formation through thiolysis and selenolysis of 4-methylsulfanyl-substituted pyridinium and quinolinium halides

4-Methylsulfurylpyridinium and -quinolinium salts 3 and 4 with alkyl groups such as methyl, allyl, benzyl, ethoxycarbonylmethyl, benzoylmethyl on the nitrogen atom were prepared by the Menschutkin-type reaction and some of them caused to react under either the thiolysis or selenolysis reaction conditions. N-Substituted pyridine-4-thiones 5a-c and quinoline-4-thiones 6a-e were formed at different rates in high isolated yield. On the other hand, two N-alkyl-4-selenopyridone 7a,b together with three 4-selenoquinolones 8a,b,c were also produced in high chemical purity and characterized spectroscopically. In addition, 4-sulfanylpyridone 12 and 4-selenopyridone 13 with a N-tert-butyl group were obtained via Zincke' s salt 9. The overall process provides a useful alternative to the otherwise difficult direct N-alkylation of thioxo- and selenoxopyridine systems.

REAKTIONEN VON THIOXOHETEROCYCLEN MIT N-CHLORAMIDEN II. N-SUBSTITUIERTE 2- ODER 4-THIOPYRIDONE UND NATRIUM-N-CHLORBENZOLSULFONAMIDE

N-Substituted 2- and 4-pyridinethiones A react with sodium-N-chlorobenzenesulfonamides 1 to N-phenylsulfonyl-S-pyridylidenesulfimides B, N,N'-bis(phenylsulfonyl)-S-pyridiniosulfodiimidates C and N-pyridylidenebenzenesulfonamides D.The constitution of the new pyridiniosulfodiimidates C is proved by X-ray crystal structure of one compound C and by 1H-NMR spectra of all 1-methylpyridinio-compounds C, which have a downfield shift for the N-methyl-δ-values.Formation, stabilities, IR-, 1H-NMR-spectra and bond systems of A-D are discussed.Key words: Pyridinethiones; sodium N-chlorobenzenesulfonamides; N-phenylsulfonyl-S-pyridylidenesulfimides; N,N'-bis(phenylsulfonyl)-S-pyridiniosulfodiimidates; N-pyridylidenebenzenesulfonamides; polarity of sulfur bonds.

Cephalosporin derivatives

This is a class of antibacterial compounds of the formula: STR1 wherein Y is straight or branched alkyl or alkenyl chain, cycloalkanomethyl of 3-6 carbon atoms, each group being optionally substituted by halogen, or a group STR2 wherein n is 0 or an integer of 1-3, A is a group --COR3 wherein R3 is hydroxy, a group STR3 wherein R4 and R5, which may be the same or different, are hydrogen or alkyl of 1-5 carbon atoms, a group STR4 or a 5- or 6-membered heterocyclic group containing nitrogen and/or sulfur, and R1 and R2, which may be the same or different, are hydrogen, alkyl of 1-5 carbon atoms, or R1 and R2 may be combined together to form cycloalkylidene of 3-5 carbon atoms, and Z is a group of the formula: STR5 wherein m is 0 or an integer of 3-5, R6 is hydrogen or alkyl of 1-3 carbon atoms, and R7, when m is an integer of 3-5, is alkyl of 1-5 carbon atoms, alkenyl, cyclopropyl, a group --(CH2)p B wherein p is 0 or an integer of 1-3 and B is amino, alkyl-substituted amino, hydroxy, carboxy, carbamoyl, trifluoromethyl, sulfonic acid, sulfonic acid amide, alkylthio or cyano or, when m is 0, is alkyl of 1-5 carbon atoms, which may optionally be substituted by halogen, alkenyl, a group STR6 wherein R8 is hydrogen, alkyl of 1-4 carbon atoms or phenyl, or cyclopropyl, and a salt thereof.