53391-61-0

Basic information

• Product Name: 1H-Pyrrole, 2-(methylthio)-
• Synonyms: 2-(methylthio)pyrrole;2-Methylmercapto-pyrrol;2-methylsulfanyl-pyrrole;2-thiomethylpyrrole;1H-Pyrrole,2-(methylthio);2-methylthio-1H-pyrrole;2-(methylsulfanyl)-1H-pyrrole
• CAS NO: 53391-61-0
• Molecular Formula: C5H7NS
• Molecular Weight: 113.183
• Mol File: 53391-61-0.mol
• Article Data: 17

Chemical Properties

• Boiling Point: 60-65 °C(Press: 3 Torr)
• Density: 1.13±0.1 g/cm3(Predicted)
• CAS DataBase Reference: 1H-Pyrrole, 2-(methylthio)-(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-Pyrrole, 2-(methylthio)-(53391-61-0)
• EPA Substance Registry System: 1H-Pyrrole, 2-(methylthio)-(53391-61-0)

Safety Data

• Hazardous Substances Data: 53391-61-0(Hazardous Substances Data)

Upstream product

• 96-54-8 N-Methylpyrrole 
• 108279-49-8 1-methylthiopyrrole 
• 109-97-7 pyrrole 
• 67-68-5 dimethyl sulfoxide 
• 624-92-0 Dimethyldisulphide 
• 75-18-3 dimethylsulfide 
• 856702-61-9 tert-butyl 2-(methylthio)-1H-pyrrole-1-carboxylate 
• 130408-93-4 2-Thiocyanato-1-triisopropylsilanyl-1H-pyrrole 
• 57-06-7 N-allyl isothiocyanate 
• 74-88-4 methyl iodide 
• 87549-06-2 1-(2-Benzenesulfonyl-ethyl)-2-methylsulfanyl-1H-pyrrole 
• 80964-97-2 dimethyl(2-pyrrolyl)sulfonium chloride 
• 33577-16-1 methyl methylsulfinylmethyl sulfide 
• 66786-05-8 2-thiocyanato-1H-pyrrole 

Downstream Products

• 877305-37-8 1,9-bis(methylthio)-5-phenyldipyrromethane 
• 80965-03-3 2-(methylsulfonyl)-5-benzoylpyrrole 
• 83727-08-6 5-[2-(2-Benzoyl-5-methylsulfanyl-pyrrol-1-yl)-ethyl]-2,2-dimethyl-[1,3]dioxane-4,6-dione 
• 80965-16-8 [1-[3,3-(dimethoxycarbonyl)propyl]-2-(methylthio)-5-(4-fluorobenzoyl)]pyrrole 
• 83727-09-7 5-{2-[2-(4-Fluoro-benzoyl)-5-methylsulfanyl-pyrrol-1-yl]-ethyl}-2,2-dimethyl-[1,3]dioxane-4,6-dione 
• 80965-04-4 [1-[2-(4,6-dioxo-2,2-dimethyl-1,3-dioxan-5-yl)ethyl]-2-(methanesulfonyl)-5-(benzoyl)]-pyrrole 
• 80965-05-5 2-[2-(2-Benzoyl-5-methanesulfonyl-pyrrol-1-yl)-ethyl]-malonic acid dimethyl ester 
• 80965-06-6 [1-[3,3-(dimethoxycarbonyl)propyl]-2-methanesulfonyl-5-(4-fluorobenzoyl)]pyrrole 
• 90724-50-8 5-methylthio-1H-pyrrole-2-carboxaldehyde 
• 80965-01-1 2-(methylthio)-5-(4-fluorobenzoyl)pyrrole 
• 156210-67-2 1-(1-benzyl-5-(methylsulfonyl)-1H-pyrrol-2-yl)ethanone 

Relevant articles and documents

Methylthiolation for Electron-Rich Heteroarenes with DMSO-TsCl

DMSO-TsCl has been developed for direct methylthiolation of various electron-rich heteroarenes (more than 40 examples) with high regioselectivity in moderate to excellent yields (up to 96 %). Especially, pyrroles, furans, and thiophenes can be efficiently mono-methylthiolated. This practical method features scalable, metal-free, mild conditions and is compatible with air and moisture. Several applications of methylthiolated products were demonstrated for the first time. Based on controlled experimental results, a plausible mechanism was proposed with two key intermediates involved in the mechanism being detected by HRMS.

Structural reorganization of allyl isothiocyanate into pyrrole ring under superbase: A straightforward access to NH-2-(Alkylsulfanyl)-1H-pyrroles and N-Alkyl-2-(alkylsulfanyl)-1H-pyrroles

A novel and facile synthetic route to NH-2-(alkylsulfanyl)-1H-pyrroles and N-alkyl-2-(alkylsulfanyl)-1H-pyrroles is reported. This was achieved by deprotonation of allyl isothiocyanate with the superbasic pair lithium diisopropylamide and potassium tert-butoxide (1:1 molar mixture), followed by intramolecular ring closure, deprotonation of cyclic anion with a second equivalent of the superbase, and final sequential N-protolysis/S-alkylation or N,S-dialkylation of the formed N,S-centered pyrrol-2-ylsulfide dianion. Georg Thieme Verlag Stuttgart · New York.

MODULATORS OF CELLULAR ADHESION

The present invention provides compounds having formula (I): and pharmaceutically acceptable derivatives thereof, wherein R1-R4, n, p, A, B, D, E, L and AR1 are as described generally and in classes and subclasses herein, and additionally provides pharmaceutical compositions thereof, and methods for the use thereof for the treatment of disorders mediated by the CD11/CD18 family of cellular adhesion molecules (e.g., LFA-1).