7205-70-1

Usage

Synonyms

S-(+)-N-(1-ethylsulfinyl)-4-nitrobenzene

Category

Organic compound

Structure

Nitrobenzene derivative with a sulfinyl group attached to the ethyl group

Applications

Intermediate in the synthesis of pharmaceuticals and other organic compounds

Specific use

Production of esomeprazole, a proton pump inhibitor for treating stomach ulcers, gastroesophageal reflux disease, and Zollinger-Ellison syndrome

Physical state

Yellow crystalline solid

Melting point

29-31°C

Boiling point

121-124°C

Hazards

Mutagen and potential carcinogen

Safety precautions

Caution should be taken when handling this chemical

Upstream product

• 1849-36-1 para-nitrobenzenethiol 
• 13113-79-6 sodium 4-nitrobenzenethiolate 
• 7205-60-9 1-(ethylsulfanyl)-4-nitrobenzene 

Downstream Products

• 7205-81-4 1-(ethylsulfonyl)-4-nitrobenzene 
• 1223498-62-1 (R,S)-S-ethyl-S-(4-nitrophenyl)-N-(trifluoroacetyl)sulfoximide 
• 1223498-32-5 (RS)-S-ethyl-S-(4-{[4-{[(1R,2R)-2-hydroxy-1-methylpropyl]amino}-5-(trifluoromethyl)-pyrimidin-2-yl]amino}phenyl)sulfoximide 
• 1223498-39-2 (R,S)-S-[4-({5-bromo-4-[(1R,2R)-(2-hydroxy-1-methylpropyl)amino]pyrimidin-2-yl}amino)phenyl]-S-ethylsulfoximide 
• 851007-68-6 (R,S)-S-[4-({5-bromo-4-[(1R,2R)-(2-hydroxy-1-methylpropyl)amino]pyrimidin-2-yl}amino)phenyl]-N-(ethoxycarbonyl)-S-ethylsulfoximide 
• 851008-62-3 (R,S)-N-(ethoxycarbonyl)-S-ethyl-S-(4-nitrophenyl)sulfoximide 
• 1223498-67-6 (S)-S-cyclopropyl-S-(4-{[4-{[(1R, 2R)-2-hydroxy-1-methylpropyl]oxy}-5-(trifluoromethyl)pyrimidin-2-yl]amino}phenyl)sulphoximide 
• 1223498-69-8 (R)-S-cyclopropyl-S-(4-{[4-{[(1R, 2R)-2-hydroxy-1-methylpropyl]oxy}-5-(trifluoromethyl)pyrimidin-2-yl]amino}phenyl)sulphoximide 
• 1223498-83-6 C₁₈H₂₄F₃N₅O₂S 
• 1223498-82-5 C₁₈H₂₄F₃N₅O₂S 
• 1223498-81-4 C₁₇H₂₂F₃N₅O₂S 
• 1223498-78-9 C₁₇H₂₂F₃N₅O₂S 
• 1223498-63-2 (R,S)-S-(4-aminophenyl)-S-ethyl-N-(trifluoroacetyl)sulfoximide 
• 851008-74-7 (R,S)-S-ethyl-S-(4-nitrophenyl)sulfoximide 

Relevant academic research and scientific papers

SULFOXIMINE-SUBSTITUTED ANILINOPYRIMIDINE DERIVATIVES AS CDK INHIBITORS, THE PRODUCTION THEREOF, AND USE AS MEDICINE

The invention relates to sulfoximine-substituted anilino-pyrimidine derivatives of formula (I). methods of production thereof, and use thereof as medication for the treatment of various diseases.

ALKYNYLPYRIMIDINES AS TIE2 KINASE INHIBITORS

The invention relates to alkynylpyrimidines according to the general formula (I) in which A, R1, R2, R3, R4, R5, and R6 are as defined in the claims, to pharmaceutical compositions comprising said alkynylpyrimidines, to methods of preparing said alkynylpyrimidines, as well as to uses thereof for manufacturing a pharmaceutical composition for the treatment of diseases of dysregulated vascular growth or of diseases which are accompanied with dysregulated vascular growth, wherein the compounds effectively interfere with Tie2 and VEGFR2 signalling.

SULFOXIMINE-SUBSTITUTED PYRIMIDINES , THEIR PREPARATION AND USE AS DRUGS

The invention relates to sulfoximine-substituted pyrimidines of the general Formula (I) processes for the preparation thereof and their use as kinase inhibitors for treating for example cancer or inflammation.

Sulfoximine-substituted pyrimidines, processes for production thereof and use thereof as drugs

The invention relates to sulfoximine-substituted pyrimidines of the general formula I processes for the preparation thereof and their use as drugs.

Photooxidation of alkyl 4-nitrophenyl sulfides and sulfoxides. Observation of oxidative C-S bond cleavage and rearrangement reactions

Alkyl 4-nitrophenyl sulfides and sulfoxides undergo a self-photoinduced, singlet oxygen oxidation to produce a variety of products, including sulfonates and carbonyl compounds formed by the oxidative cleavage of the C-S bond of the sulfides and sulfoxides. Structural rearrangements are observed in the resulting carbonyl compounds formed in the oxidative cleavage of the C-S bond in the tert-amyl and 2-phenylethyl sulfides. An overall mechanism is proposed which involves the formation of peroxysulfoxides and peroxysulfones which undergo heterolytic C-S bond cleavage to form ion pairs which recombine to form persulfenates or persulfinates which then undergo photo- and/or thermallyinduced homolytic O-O bond cleavage to form alkoxy and sulfinyl or sulfonyl radicals. The alkoxy radicals undergo β-scission, disproportionation, or recombination with the sulfonyl radical to form the observed products. These C-S oxidative cleavage reactions have only been rarely observed in the earlier studies on the singlet oxygen oxidation studies of dialkyl sulfides, and are attributed, in part, to the presence of the 4-nitro group on the aromatic ring which greatly affects the susceptibility of the sulfur atom of the sulfides and sulfoxides toward nucleophilic attack, and on the reactivity of the peroxysulfoxides and peroxysulfones toward heterolytic cleavage of the O-S bond.