14001-63-9

Basic information

• Product Name: 4-METHYL-2-(METHYLSULFANYL)PYRIMIDINE
• Synonyms: 4-METHYL-2-(METHYLSULFANYL)PYRIMIDINE;SPECS AR-527/42979548;4-METHYL-2-(METHYLTHIO)PYRIMIDINE;4-Methyl-2-Thiomethyl Pyrimidine;Pyrimidine, 4-methyl-2-(methylthio)- (6CI, 8CI, 9CI);4-Methyl-2-(methylthio)pyrimidine ,97%;Pyrimidine, 4-methyl-2-(methylthio)-;4-Methyl-2-(methylsulphanyl)pyrimidine
• CAS NO: 14001-63-9
• Molecular Formula: C₆H₈N₂S
• Molecular Weight: 140.21
• Product Categories: PYRIMIDINE;THIOL;Building Blocks;Heterocyclic Building Blocks;Pyrimidines;Heterocycle-Pyrimidine series
• Mol File: 14001-63-9.mol
• Article Data: 32

Chemical Properties

• Boiling Point: 78-80°/1mm
• Flash Point: 220 °F
• Appearance: Yellow power
• Density: 1.007 g/mL at 25 °C
• Refractive Index: n20/D 1.572
• Storage Temp.: 2-8°C
• PKA: 1.35±0.20(Predicted)
• CAS DataBase Reference: 4-METHYL-2-(METHYLSULFANYL)PYRIMIDINE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-METHYL-2-(METHYLSULFANYL)PYRIMIDINE(14001-63-9)
• EPA Substance Registry System: 4-METHYL-2-(METHYLSULFANYL)PYRIMIDINE(14001-63-9)

Safety Data

• Hazard Codes: Xn
• Statements: 22-37/38-41
• Safety Statements: 26-39
• WGK Germany: 3
• HazardClass: IRRITANT
• Hazardous Substances Data: 14001-63-9(Hazardous Substances Data)

Usage

Chemical Properties

Colorless to yellow to red liquid

Uses

4-Methyl-2-(methylthio)pyrimidine is used as a reagent to prepare pyrazolopyrimidines and pyrazolotriazines, both of which display potent activity against herpes viruses. 4-Methyl-2-(methylthio)pyrimidine is also used as a starting material to synthesize 4-substituted-2-aminopyrimidines (e.g. 2-amino-4-ethylpyridine [A609500]), novel c-Jun N-terminal kinase (JNK) inhibitors.

Upstream product

• 98276-75-6 4-methyl-2-(methylthio)pyrimidine-5-carboxylic acid 
• 6959-66-6 2-mercapto-4-methylpyrimidine hydrochloride 
• 4637-24-5 N,N-dimethyl-formamide dimethyl acetal 
• 35071-17-1 4-methyl-pyrimidine-2-thione 
• 74-88-4 methyl iodide 
• 156-81-0 2,4-diaminopyrimidine 
• 7234-25-5 4-methyl-2-methylsulfanyl-pyrimidine-5-carboxylic acid ethyl ester 
• 35071-17-1 2-mercapto-6-methylpyrimidine 
• 77-78-1 dimethyl sulfate 
• 823-09-6 2-(methylsulfanyl)pyrimidine 
• 917-54-4 methyllithium 
• 17119-73-2 4-chloro-6-methyl-2-methylthiopyrimidine 

Downstream Products

• 684283-62-3 4-hydroxy-benzenesulfonic acid-(4-methyl-pyrimidin-2-ylamide) 
• 127-73-1 N-[4-(4-Methyl-pyrimidin-2-ylsulfamoyl)-phenyl]-acetamide 
• 15231-48-8 4-methyl-1H-pyrimidin-2-one 
• 63170-77-4 2-hydrazinyl-4-methylpyrimidine 
• 77168-37-7 2-(2'-methylthiopyrimidin-4'-yl)malonaldehyde 
• 135645-65-7 4-Methyl-2-(methylsulfinyl)pyrimidine 
• 77166-01-9 4-Methyl-2-(methylsulfonyl)pyrimidine 
• 200801-88-3 2-(2-Methylsulfanylpyrimidin-4-yl)-1-(3-trifluoromethylphenyl)ethanone 
• 59215-36-0 1-(4-methyl-pyrimidin-2-yl)piperazine 
• 950525-75-4 1-[3-chloro-5-(trityloxy)phenyl]-2-[2-(methylthio)pyrimidin-4-yl]ethanone 
• 1241896-12-7 1-(3-methyl-5-(trityloxy)phenyl)-2-(2-(methylthio)pyrimidin-4-yl)ethanone 
• 1001922-31-1 1-(4-fluoro-3-methylphenyl)-2-(2-methylsulfanylpyrimidin-4-yl)ethanone 
• 616196-33-9 1-(3-bromophenyl)-2-(2-methylthiopyrimidin-4-yl)-ethanone 
• 1160624-74-7 2-(2-(methylthio)-4-pyrimidinyl)-1-(3-nitrophenyl)ethanone 

Relevant articles and documents

Synthesis and pesticidal activities of 5-(2-cyclopropylaminopyrimidin-4-yl)-4-(thiophenyl)thiazole derivatives

Pesticidal activities of 4-[5-(2-cyclopropylaminopyrimidin-4-yl)-4-(4-chloro-2-fluoro-phenyl)thiazol-2-yl]-1-methylpiperidine, designated as Comp I, have been determined against a mosquito larva, Culex pipiens pallens, and a phytopathogenic fungus, Phytophthora capsici. Comp I was used as the leading compound in this study. The compounds were synthesized by reacting them with two functional groups, 3-thiophenyl and 2-thiophenyl groups, instead of 4-chloro-2-fluorophenyl group in Comp I. Other functional groups such as 2-aminothiazole, 2-(1-methylpiperazin-4-yl)thiazole, and 2-(piperazin-4-yl)thiazole were also introduced instead of 2-methylpiperidin-4-yl-thiazole of Comp I. Compounds designated as XIII-6XV-7 were newly synthesized and their structures were confirmed by 1H- and 13C-NMR spectroscopy. Mosquito larvicidal activities of all the synthesized compounds against C. pipiens pallens were examined and Comp I among them showed the strongest larvicidal activity as 0.513 mM of LC50 value. The fungicidal activities of all the synthesized compounds against P. capsici were examined using the whole plant method. Among the XIII-6XV-7 chemicals, 5-(2-cyclopropylaminopyrimidin-4-yl)-4-(thiophen-2-yl)thiazol-2-amine (VIII-6) showed the most potent antifungal activity in vivo. While the EC50 value of the commercial fungicide dimethomorph was 4.26 ??M, EC50 of VIII-6 was 0.94 ??M. Therefore, thiazole derivatives can be considered as viable candidates for the control of mosquito larvae and plant diseases.

Chemically enabled synthesis of 2-amino-4-heteroarylpyrimidines

2-Amino-4-heteroarylpyrimidines were initially synthesized by microwave-induced SNAr reactions of primary alkyl amines and 2-methylsulfonylpyrimidines or 2-chloropyrimidines. Following this methodology, pendant piperidine functionality was elab

PYRAZOLE COMPOUNDS

The present invention is directed to compounds of Formula (I) and to pharmaceutically acceptable salts thereof, their synthesis, and their use as Raf inhibitors.