56035-29-1

Basic information

• Product Name: 2-methylsulfanyl-6-phenyl-1H-pyrimidin-4-one
• Synonyms: 2-methylsulfanyl-6-phenyl-1H-pyrimidin-4-one;2-(Methylthio)-6-phenylpyrimidin-4-ol;2-(Methysulphanyl)-6-phenylpyrimidin-4-ol, 2-(Methylsulphanyl)-6-phenylpyrimidin-4(1H)-one, 2-(Methylsulphanyl)-6-phenylpyrimidin-4(3H)-one;2-(Methylthio)-6-phenylpyrimidin-4(3H)-one;2-(Methylthio)-6-Phenylpyrimidin-4(3H)-One(WX687902)
• CAS NO: 56035-29-1
• Molecular Formula: C₁₁H₁₀N₂OS
• Molecular Weight: 218.28
• Mol File: 56035-29-1.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 377°Cat760mmHg
• Flash Point: 181.8°C
• Appearance: /
• Density: 1.26g/cm³
• Vapor Pressure: 6.99E-06mmHg at 25°C
• Refractive Index: 1.645
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 2-methylsulfanyl-6-phenyl-1H-pyrimidin-4-one(CAS DataBase Reference)
• NIST Chemistry Reference: 2-methylsulfanyl-6-phenyl-1H-pyrimidin-4-one(56035-29-1)
• EPA Substance Registry System: 2-methylsulfanyl-6-phenyl-1H-pyrimidin-4-one(56035-29-1)

Safety Data

• Hazardous Substances Data: 56035-29-1(Hazardous Substances Data)

Usage

General Description

2-methylsulfanyl-6-phenyl-1H-pyrimidin-4-one is a chemical compound with the molecular formula C12H10N2OS. It is a pyrimidine derivative with a methylsulfanyl group at the 2-position and a phenyl group at the 6-position. 2-methylsulfanyl-6-phenyl-1H-pyrimidin-4-one has potential pharmacological activities and has been studied for its potential as an antifungal and antitumor agent. Additionally, it has been investigated for its potential use in the treatment of diseases such as cancer and neurological disorders. Further research is needed to fully understand the potential uses and effects of this compound.

InChI:InChI=1/C11H10N2OS/c1-15-11-12-9(7-10(14)13-11)8-5-3-2-4-6-8/h2-7H,1H3,(H,12,13,14)

Upstream product

• 63204-39-7 5-benzyloxy-2-thioxo-2,3-dihydro-1H-pyrimidin-4-one 
• 74-88-4 methyl iodide 
• 94-02-0 ethyl 3-oxo-3-phenylpropionate 
• 36822-11-4 4-hydroxy-2-mercapto-6-phenylpyrimidine 
• 36822-11-4 2-mercapto-6-phenylpyrimidin-4(3H)-one 
• 14527-26-5 2-methylisothiourea sulphate 
• 36822-11-4 6-phenyl-2-thiouracil 

Downstream Products

• 107151-82-6 benzaldehyd-(6-oxo-4-phenyl-1,6-dihydro-pyrimidin-2-ylhydrazone) 
• 26032-72-4 2,4-dichloro-6-phenyl-pyrimidine 
• 56734-10-2 2-(methylsulfanyl)-4-phenylpyrimidine 
• 13036-50-5 2-chloro-4-phenylpyrimidine 
• 242475-06-5 3-oxo-2-[N'-(4-oxo-6-phenyl-1,4-dihydro-pyrimidin-2-yl)-hydrazino]-butyric acid ethyl ester 
• 242475-05-4 3-[N'-(4-oxo-6-phenyl-1,4-dihydro-pyrimidin-2-yl)-hydrazino]-pentane-2,4-dione 
• 242475-12-3 2-[N'-(4-oxo-6-phenyl-1,4-dihydro-pyrimidin-2-yl)-hydrazino]-acetamide 
• 242475-11-2 [N'-(4-oxo-6-phenyl-1,4-dihydro-pyrimidin-2-yl)-hydrazino]-acetic acid ethyl ester 
• 242475-10-1 [N'-(4-oxo-6-phenyl-1,4-dihydro-pyrimidin-2-yl)-hydrazino]-acetic acid 

Relevant articles and documents

Antitubercular 2-Pyrazolylpyrimidinones: Structure-Activity Relationship and Mode-of-Action Studies

Phenotypic screening of a Medicines for Malaria Venture compound library against Mycobacterium tuberculosis (Mtb) identified a cluster of pan-active 2-pyrazolylpyrimidinones. The biology triage of these actives using various tool strains of Mtb suggested a novel mechanism of action. The compounds were bactericidal against replicating Mtb and retained potency against clinical isolates of Mtb. Although selected MmpL3 mutant strains of Mtb showed resistance to these compounds, there was no shift in the minimum inhibitory concentration (MIC) against a mmpL3 hypomorph, suggesting mutations in MmpL3 as a possible resistance mechanism for the compounds but not necessarily as the target. RNA transcriptional profiling and the checkerboard board 2D-MIC assay in the presence of varying concentrations of ferrous salt indicated perturbation of the Fe-homeostasis by the compounds. Structure-activity relationship studies identified potent compounds with good physicochemical properties and in vitro microsomal metabolic stability with moderate selectivity over cytotoxicity against mammalian cell lines.

Synthesis of pyrimidine, thiazolopyrimidine, pyrimidotriazine and triazolopyrimidine derivatives and their biological evaluation

Pyrimidin-4-one-2-thione (3) was synthesized via the reaction of thiourea (1) with ethyl henzoylacetate (2) and was taken as a starting material for the present study via its reactions with the halogen-containing reagents 6a-d and 10a-c to give the corresponding thiazolopyrimidines 8, 9 and 12a-c. The 2-hydrazino derivatives 5 were synthesized either via the reaction of 3 or 4 with hydrazine hydrate. Compound 5 reacted with 6a-c and 10a-c to give the corresponding pyrimidotriazines 17a-c and 19 respectively. Also, compound 5 reacted with the active methylene-containing reagents 13 and 2a,b to give the corresponding 2-pyrazolopyrimidines 15 and 22a,b respectively. On the other hand, the triazolopyrimidines 21a,b and 30a,b were also obtained via the reaction of 5 with each of formic acid, acetic anhydride, ethyl chloroformate and carbon disulfide respectively. Some of the newly synthesized heterocyclic derivatives were tested for their biological activity.

REGIOSPECIFIC SYNTHESIS OF N-1 AND N-2 SUBSTITUTED PYRIMIDONES EMPLOYING A NOVEL 1,3-OXAZINE PREPARATION

Reaction of ethyl benzoylacetate with methylthiopseudourea resulted in expulsion of methylmercaptan to afford 2-amino-6-phenyl-4H-1,3-oxazin-4-one in good yield.This novel oxazine synthesis was exploited to secure N-1 and N-2 substituted pyrimidinones regiospecifically.