133228-21-4

Basic information

• Product Name: 1-(DiMethylsulfaMoyl)pyrazole
• Synonyms: 1-(DiMethylsulfaMoyl)pyrazole;1-(N,N-diMethyl-sulfaMoyl)pyrazole;N,N-dimethyl-1H-Pyrazole-1-sulfonamide
• CAS NO: 133228-21-4
• Molecular Formula: C₅H₉N₃O₂S
• Molecular Weight: 175.20886
• Mol File: 133228-21-4.mol
• Article Data: 17

Chemical Properties

• Melting Point: 118.5 °C
• Boiling Point: 287.4±23.0 °C(Predicted)
• Appearance: /
• Density: 1.35±0.1 g/cm3(Predicted)
• Storage Temp.: 2-8°C
• PKA: -2.65±0.12(Predicted)
• CAS DataBase Reference: 1-(DiMethylsulfaMoyl)pyrazole(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(DiMethylsulfaMoyl)pyrazole(133228-21-4)
• EPA Substance Registry System: 1-(DiMethylsulfaMoyl)pyrazole(133228-21-4)

Safety Data

• Hazardous Substances Data: 133228-21-4(Hazardous Substances Data)

Usage

General Description

1-(DiMethylsulfaMoyl)pyrazole, also known as DMSP, is a chemical compound with the molecular formula C5H10N2O2S. It is a sulfonylpyrazole derivative that is often used as a building block in organic synthesis. DMSP is known for its ability to chelate metal ions, particularly copper and zinc, and is thus used in various industrial applications, including as a corrosion inhibitor and a metal deactivator in fuels. It is also used as a stabilizer in polymers and as a component in pharmaceuticals and agrochemicals. Additionally, DMSP has been studied for its potential therapeutic effects, including its anti-inflammatory and antioxidant properties.

Upstream product

• 13360-57-1 dimethylamino sulfonyl chloride 
• 288-13-1 NH-pyrazole 

Downstream Products

• 959585-47-8 N,N-dimethyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole-1-sulfonamide 
• 1627211-49-7 N,N-dimethyl-5-(o-tolyl)-1H-pyrazole-1-sulfonamide 
• 1627211-50-0 5-(2-methoxyphenyl)-N,N-dimethyl-1H-pyrazole-1-sulfonamide 
• 1627211-51-1 5-(2-fluorophenyl)-N,N-dimethyl-1H-pyrazole-1-sulfonamide 
• 1627211-52-2 methyl 2-(1-(N,N-dimethylsulfamoyl)-1H-pyrazol-5-yl)benzoate 
• 1627211-53-3 C₁₁H₁₂N₄O₄S 
• 1627211-60-2 C₁₄H₁₉N₃O₂S 
• 1627211-61-3 C₁₂H₁₅N₃O₃S 
• 1627211-59-9 C₁₃H₁₆N₄O₃S 
• 1627211-45-3 3-(1-(N,N-dimethylsulfamoyl)-1H-pyrazol-5-yl)-N,N-diethylbenzamide 
• 1627211-48-6 5-(3,5-bis(trifluoromethyl)phenyl)-N,N-dimethyl-1H-pyrazole-1-sulfonamide 
• 1627211-46-4 5-(3-acetylphenyl)-N,N-dimethyl-1H-pyrazole-1-sulfonamide 
• 59843-69-5 3-(3-chlorophenyl)-1H-pyrazole 
• 1627211-44-2 5-(3-chlorophenyl)-N,N-dimethyl-1H-pyrazole-1-sulfonamide 

Relevant articles and documents

Sequential SNAr Reaction/Suzuki-Miyaura Coupling/C-H Direct Arylations Approach for the Rapid Synthesis of Tetraaryl-Substituted Pyrazoles

A rapid synthesis of 1,3,4,5-tetraaryl-substituted pyrazoles has been achieved through a sequence of SNAr reaction/Suzuki-Miyaura coupling/Pd-catalyzed direct arylations that used 3-iodo-1H-pyrazole as a scaffold. Pyrazoles with four different aryl groups were synthesized in a straightforward manner with no extra synthetic steps, such as protection/deprotection or the introduction of activating/directing groups, using readily available substrates and reagents. The developed synthetic approach enabled the structurally diverse synthesis of multiaryl-substituted pyrazoles without using a glovebox technique.

Selective palladium-catalyzed direct C-H arylation of unsubstituted N-protected pyrazoles

A highly selective C-5 arylation of N-dimethylaminosulfamoyl-protected pyrazole with aryl bromides is catalyzed by 2-5 mol% palladium in the presence of triphenylphosphine ligand and carboxylic acid additive. Selectivities up to 45:1 (C-5:C-4) can be achieved by running the reaction in non-polar solvents. A thorough study of scope and limitations shows good general tolerance of aryl bromide substitution. However, limitations on tolerance of ortho-subsitution and protic functional groups were established. Together with a telescoped deprotection step this method presents a viable alternative for the synthesis of C-3 arylated pyrazole building blocks.

HETEROCYCLIC COMPOUND

Provided is a compound useful for the prophylaxis or treatment of cancer. The present invention relates to a compound represented by formula (I): wherein each symbol in the formula is as defined in the specification, or a salt thereof or a prodrug thereof, which is useful for the prophylaxis or treatment of cancer.