62260-39-3

Usage

Uses

Used in Pharmaceutical Industry:
4-HYDROXY-2-METHYL-6-PHENYLPYRIMIDINE is used as a building block for the synthesis of various pharmaceuticals and organic compounds. Its unique structure and properties make it a valuable chemical in the field of medicinal chemistry and drug development, contributing to the creation of new therapeutic agents.
Used in Organic Synthesis:
In the realm of organic synthesis, 4-HYDROXY-2-METHYL-6-PHENYLPYRIMIDINE serves as a key intermediate for the production of a range of organic compounds. Its versatility in chemical reactions allows for the development of novel molecules with potential applications across various industries.

InChI:InChI=1/C11H10N2O/c1-8-12-10(7-11(14)13-8)9-5-3-2-4-6-9/h2-7H,1H3,(H,12,13,14)

Upstream product

• 31301-40-3 N-(3-phenyl-1,2-oxazol-5-yl)acetamide 
• 7733-48-4 N-acetylbenzoylacetamide 
• 1780-26-3 2,4-dichloro-2-methylpyrimidine 
• 17551-52-9 2-methyl-4-hydroxy-6-chloropyrimidine 
• 98-80-6 phenylboronic acid 
• 2021-28-5 ethyl dihydrocinnamate 
• 124-42-5 acetamidine hydrochloride 
• 98-86-2 acetophenone 
• 36822-11-4 2-mercapto-6-phenylpyrimidin-4(3H)-one 
• 497944-67-9 4-isopropoxy-6-phenyl-2-phenylmethanesulfonyl-pyrimidine 
• 497944-64-6 2-benzylsulfanyl-4-isopropoxy-6-phenyl-pyrimidine 
• 62459-17-0 2-benzylsulfanyl-6-phenyl-3H-pyrimidin-4-one 
• 497944-94-2 4-isopropoxy-2-methyl-6-phenyl-pyrimidine 
• 2915-15-3 4-chloro-2-methyl-6-phenyl-pyrimidine 

Downstream Products

• 128266-66-0 5-bromo-4-chloro-2-methyl-6-phenyl-pyrimidine 
• 128266-68-2 N-(5-bromo-2-methyl-6-phenyl-4-pyrimidinyl)methanesulfonamide 
• 128266-72-8 7-Methanesulfonyl-2-methyl-4-phenyl-6-trimethylsilanyl-7H-pyrrolo[2,3-d]pyrimidine 
• 128266-75-1 6-Butyl-7-methanesulfonyl-2-methyl-4-phenyl-7H-pyrrolo[2,3-d]pyrimidine 
• 1579270-44-2 2-methyl-6-phenyl-5-(trifluoromethyl)pyrimidin-4(3H)-one 
• 2915-15-3 4-chloro-2-methyl-6-phenyl-pyrimidine 
• 1447910-54-4 dimethyl 2-methyl-6-oxo-4-phenyl-1,6-dihydropyrimidin-5-ylphosphonate 
• 901311-75-9 5-chloro-2,4-diphenylpyrimidine 
• 90185-67-4 N,N-dimethyl-2-(2'-methyl-6'-phenylpyrimidin-4'-ylthio)ethylamine 
• 90185-75-4 N,N-dimethyl-2-(2'-methyl-6'-phenylpyrimidin-4'-yloxy)ethylamine 
• 90185-71-0 N-(2'-dimethylaminoethyl)-2-methyl-6-phenylpyrimidin-4-amine 
• 151373-24-9 2-Bromomethyl-2'-methyl-6,6'-diphenyl-[4,4']bipyrimidinyl 
• 150651-46-0 2,2'-dimethyl-6,6'-diphenyl-4,4'-bipyrimidine 

Relevant academic research and scientific papers

Discovery of wtRET and V804MRET Inhibitors: From Hit to Lead

Oncogenic activation of RET kinase has been found in several neoplastic diseases, like medullary thyroid carcinoma, multiple endocrine neoplasia, papillary thyroid carcinoma, and non-small-cell lung cancer. Currently approved RET inhibitors were not originally designed to be RET inhibitors, and their potency against RET kinase has not been optimized. Hence, novel compounds able to inhibit both wild-type RET (wtRET) and its mutants (e.g., V804MRET) are needed. Herein we present the development and the preliminary evaluation of a new sub-micromolar wtRET/V804MRET inhibitor, N-(2-fluoro-5-trifluoromethylphenyl)-N′-{4′-[(2′′-benzamido)pyridin-4′′-ylamino]phenyl}urea (69), endowed with a 4-anilinopyridine structure, starting from our previously identified 4-anilinopyrimidine hit compound. Profiling against a panel of kinases indicated 69 as a multi cKIT/wtRET/V804MRET inhibitor.

Manganese(III)-mediated direct Csp2-H radical trifluoromethylation of coumarins with sodium trifluoromethanesulfinate

Mn(OAc)3-mediated direct Csp2-H radical trifluoromethylation of coumarins with CF3SO2Na (Langlois reagent) to afford selective 3-trifluoromethyl coumarins in moderate to good yields is described. This methodology can also be applied to the trifluoromethylation of quinolinones and pyrimidinones. The Royal Society of Chemistry 2014.

A facile synthesis of pyrimidin-4-ones

A facile synthesis of 2,6-disubstituted pyrimidin-4-ones and 2,5,6-trisubstituted pyrimidin-4-ones from commercially available materials with application of microwave technology in key steps is described.

Arylpiperazine-containing pyrimidine 4-carboxamide derivatives targeting serotonin 5-HT2A, 5-HT2C, and the serotonin transporter as a potential antidepressant

Pyrimidine usually has good pharmacokinetic properties as a drug substance and considerable efforts have been devoted to develop pyrimidine derivatives into drug candidates. Arylpiperazine-containing pyrimidine 4-carboxamide derivatives were synthesized and evaluated for binding to serotonin receptors and transporter. Pyrimidine derivatives showed good antidepressant activity in FST (forced swimming test) animal model and also displayed no appreciable inhibitory activity against hERG channel blocking assay. Herein SAR studies of pyrimidine derivatives targeting serotonin receptors and transporter will be disclosed.

PHARMACEUTICAL COMPOUNDS AS INHIBITORS OF CELL PROLIFERATION AND THE USE THEREOF

Disclosed are compounds of Formula I effective as cytotoxic agents. The compounds of this invention are useful in the treatment of a variety of clinical conditions in which uncontrolled growth and spread of abnormal cells occurs.

ANTIPROLIFERATIVE PYRIMIDYL, FUSED PYRIMIDYL AND PYRIMIDYL HYDRAZONES

The present invention is related to a novel series of pyrimidyl or fused pyrimidyl hydrazones. Compounds of Formula (I) wherein A is selected from the group consisting of Formulas (A1), (A2), (A3), (A4), (A5) are useful for the treatment and/or prevention of a proliferative disease.

Development of an efficient and straightforward methodology toward the synthesis of molecularly diverse 2,6-disubstituted 3,4-dihydropyrimidin-4(3H)-ones

A simple and efficient methodology toward the synthesis of highly molecularly diverse 2,6-disubstituted 3,4-dihydropyrimidin-4(3H)-ones of type 3 has been developed. The methodology is based on a selective O-alkylation reaction with i-PrOH under Mitsunobu conditions followed by a nucleophilic heteroaromatic ipso-substitution of sulfones 20 and subsequent acidic hydrolysis of the isopropoxy group.

SYNTHESIS OF SUBSTITUTED 2- AND 4-HYDROXYAMINOPYRIMIDINES

The reaction of 2- and 4-chlorine-containing alkyl(aryl)pyrimidines with hydroxylamine was studied.It was shown that, depending on the amount of hydroxylamine , N,O-dipyrimidinylhydroxyamides or the corresponding 2- and 4-hydroxyaminopyrimidines are formed together with 2- and 4-oxodihydropyrimidines.