13345-09-0

Basic information

• Product Name: 6-phenyluracil
• Synonyms: 6-phenyluracil;6-Phenyl-2,4(1H,3H)-pyrimidinedione;6-Phenylpyrimidine-2,4(1H,3H)-dione;2,4(1H,3H)-Pyrimidinedione, 6-phenyl-;Ai3-26585;Einecs 236-393-2;6-Phenyl-pyrimidine-2,4-diol
• CAS NO: 13345-09-0
• Molecular Formula: C₁₀H₈N₂O₂
• Molecular Weight: 188.18272
• EINECS: 236-393-2
• Mol File: 13345-09-0.mol

Chemical Properties

• Melting Point: 228-230 °C
• Boiling Point: 520.6°Cat760mmHg
• Flash Point: 268.6°C
• Appearance: /
• Density: 1.28g/cm³
• Vapor Pressure: 1.87E-11mmHg at 25°C
• Refractive Index: 1.587
• Storage Temp.: 2-8°C
• PKA: 8.53±0.10(Predicted)
• CAS DataBase Reference: 6-phenyluracil(CAS DataBase Reference)
• NIST Chemistry Reference: 6-phenyluracil(13345-09-0)
• EPA Substance Registry System: 6-phenyluracil(13345-09-0)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 13345-09-0(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
6-phenyluracil is used as a pharmaceutical intermediate for the synthesis of various drugs. Its unique chemical structure and properties make it a valuable component in the development of new medications.
Used in Cancer Treatment:
6-phenyluracil is used as a potential therapeutic agent in the treatment of various types of cancer. Its chemical properties may contribute to the inhibition of cancer cell growth and the enhancement of the effectiveness of existing cancer treatments.
Used in Antiviral Therapy:
6-phenyluracil is used as a potential antiviral agent, with the capacity to inhibit the replication of certain viruses. Its unique chemical characteristics may offer new avenues for the development of antiviral medications.
Used in Neurodegenerative Disease Treatment:
6-phenyluracil is used as a potential therapeutic agent in the treatment of neurodegenerative diseases. Its chemical properties may contribute to the protection of neurons and the slowing of disease progression.
Used in Medicinal Chemistry Research:
6-phenyluracil is used as a building block in medicinal chemistry research, providing a foundation for the development of new drugs and therapeutic agents. Its unique chemical structure and properties make it a valuable tool in the advancement of pharmaceutical science.
Used in Other Industrial and Scientific Applications:
Due to its unique chemical characteristics, 6-phenyluracil may have potential uses in various industrial and scientific applications beyond the pharmaceutical industry. Its versatility and chemical properties make it a promising candidate for further exploration and development in multiple fields.

InChI:InChI=1/C10H8N2O2/c13-9-6-8(11-10(14)12-9)7-4-2-1-3-5-7/h1-6H,(H2,11,12,13,14)

Upstream product

• 36822-11-4 6-phenyl-2-thiouracil 
• 6300-95-4 6-phenyldihydropyrimidine-2,4(1H,3H)-dione 
• 56035-29-1 2-methylthio-6-phenyl-3,4-dihydropyrimidin-4-one 
• 99469-87-1 2-ethylsulfanyl-4-chloro-6-phenyl-pyrimidine 
• 6340-72-3 2-amino-6-phenyl-5,6-dihydro-1H-pyrimidin-4-one 
• 614-16-4 Benzoylacetonitrile 
• 57-13-6 urea 
• 7446-08-4 selenium(IV) oxide 
• 64-19-7 acetic acid 
• 73921-19-4 5-benzoyl-2,2-dimethyl-1,3-dioxane-4,6-dione 
• 94-02-0 ethyl 3-oxo-3-phenylpropionate 
• 36822-11-4 4-hydroxy-2-mercapto-6-phenylpyrimidine 
• 591-51-5 phenyllithium 
• 179806-28-1 2,4-Bis-methanesulfonyl-6-phenyl-pyrimidine 

Downstream Products

• 42542-99-4 1,3-dimethyl-6-phenyluracil 
• 26032-72-4 2,4-dichloro-6-phenyl-pyrimidine 
• 61736-36-5 3-methyl-6-phenylpyrimidine-2,4(1H,3H)-dione 
• 61736-37-6 ethyl 2-(2,6-dioxo-4-phenyl-2,3-dihydropyrimidin-1(6H)-yl)acetate 
• 1373331-54-4 1-(7-chloro-1,5-diphenyl-1H-pyrimido[4,5-e][1,3,4]thiadiazin-3-yl)-2-phenyldiazene 
• 23956-86-7 5-bromo-2,4-dichloro-6-phenylpyrimidine 
• 16290-56-5 5-bromo-6-phenylpyrimidine-2,4(1H,3H)-dione 
• 1447910-55-5 dimethyl 2,4-dioxo-6-phenyl-1,2,3,4-tetrahydropyrimidin-5-ylphosphonate 
• 856153-30-5 (3-methyl-2,6-dioxo-4-phenyl-3,6-dihydro-2H-pyrimidin-1-yl)-acetic acid 
• 856153-29-2 (2,6-dioxo-4-phenyl-3,6-dihydro-2H-pyrimidin-1-yl)-acetic acid 
• 90767-48-9 5-chloro-6-phenyl-1H-pyrimidine-2,4-dione 
• 13036-50-5 2-chloro-4-phenylpyrimidine 
• 4252-31-7 N-formylbenzamide 
• 614-22-2 1-benzoylurea 

Relevant articles and documents

N-Hydroxyimides and hydroxypyrimidinones as inhibitors of the DNA repair complex ERCC1-XPF

A high throughput screen allowed the identification of N-hydroxyimide inhibitors of ERCC1-XPF endonuclease activity with micromolar potency, but they showed undesirable selectivity profiles against FEN-1. A scaffold hop to a hydroxypyrimidinone template g

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 modified uracil and cytosine nucleobases using a microwave-assisted method

Modified nucleobases and nucleic acids have found many biological and pharmaceutical applications. Here we report a microwave-directed synthesis of a variety of modified uracil and cytosine nucleobases with high yields under solvent-free conditions. The reaction yields were further improved by addition of Lewis acid. The crystal structures of 5-isopropyl-6-methyluracil and 6-phenyluracil were also determined.

Regioselective direct C-H arylations of protected uracils. Synthesis of 5- and 6-aryluracil bases

A new regioselective synthesis of 5- and 6-aryluracil bases based on direct C-H arylations of diverse 1,3-protected uracils has been developed. Benzyl-protected uracils were selected as the most practical in terms of stability during the arylation and fac

Microwave assisted one-pot synthesis of nitrogen and oxygen containing heterocycles from acyl Meldrum's acid

One-pot syntheses of biologically active nitrogen and oxygen containing heterocyclic compounds such as uracils and thiouracils and 1,4-benzothiazines, 4-methylcoumarins and 4H-1,4- dihydropyridines, using acyl Meldrum's acids are reported.

NOVEL SEH INHIBITORS AND THEIR USE

The invention is directed to novel sEH inhibitors and their use in the treatment of diseases mediated by the sEH enzyme. Specifically, the invention is directed to compounds according to Formula (I): wherein R1, R2, R3, R5a, R6a, A, B, K, L, M, Y, Z, x, a

NOVEL PYRIMIDINE COMPOUNDS, PROCESS FOR THEIR PREPARATION AND COMPOSITIONS CONTAINING THEM

The present invention provides new heterocyclic compounds, particularly substituted pyrimidines, methods and compositions for making and using these heterocyclic compounds, and methods for treating a variety of diseases and disease states, including atherosclerosis, arthritis, restenosis, diabetic nephropathy, or dyslipidemia, or disease states mediated by the low expression of Perlecan.

Microwave promoted efficient synthesis of substituted uracils and thiouracils under solvent-free conditions

Several substituted uracils and thiouracils were synthesized in good yields by one-pot condensation reaction of methyl or ethyl β-ketoesters and urea (or thiourea) in solvent-free conditions under microwave irradiation and in short time.

Aryl and heterocyclyl substituted pyrimidine derivatives as anti-coagulants

This invention is directed to aryl and heterocyclyl substituted pyrimidine derivatives selected from the following formulae: wherein Z1, Z2, R1, R2, R3, R4, R5and R6are defined herein. These compounds are useful as anti-coagulants.

New procedures for the synthesis of heterocyclic substituted and 2,4-difunctionalized pyrimidines

N-Tosyl-2-and -3-acetylpyrrols 1 or N-tosyl-2-pyrrolidone 5 were condensed with cyano compounds in the presence of triflic anhydride (Tf2O) to yield heteroarylpyrimidines. 2,4-Difunctionalized pyrimidines were obtained by reaction of the corresponding 2,4-bis(methylsulfonyl)pyrimidines with nucleophiles.