15761-83-8

Usage

Uses

Used in Pharmaceutical Industry:
5-PHENYL-2,4(1H,3H)-PYRIMIDINEDIONE is used as a building block in the synthesis of pharmaceuticals for its ability to contribute to the development of new drugs and medicinal compounds. Its unique structure allows for the creation of a variety of bioactive molecules with potential therapeutic applications.
Used in Organic Synthesis:
In the field of organic chemistry, 5-PHENYL-2,4(1H,3H)-PYRIMIDINEDIONE is utilized as a key intermediate in the synthesis of various organic compounds. Its reactivity and structural features make it a valuable component in the creation of complex organic molecules for a range of applications, including materials science and specialty chemicals.

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

Upstream product

• 116659-61-1 5-phenyl-2-thioxo-2,3-dihydro-1H-pyrimidin-4-one 
• 17838-69-6 ethyl 3-oxo-2-phenylpropanoate 
• 591-50-4 iodobenzene 
• 65505-76-2 C⁵-chloromercuri-2'-deoxyuridine 
• 22275-34-9 5-phenyl-2,4,6-pyrimidinetrione 
• 143-66-8 sodium tetraphenyl borate 
• 696-07-1 5-iodouracil 
• 98-80-6 phenylboronic acid 
• 54-42-2 5-Iodo-2'-deoxyuridine 
• 1431628-09-9 1-benzhydryl-5-phenyl-pyrimidine-2,4-dione 
• 1309609-19-5 1,3-dibenzyl-5-phenylpyrimidine-2,4(1H,3H)-dione 
• 685866-81-3 2,4-dimethoxy-5-phenylpyrimidine 
• 101-97-3 Ethyl 2-phenylethanoate 
• 83-13-6 diethyl 2-phenylmalonate 

Downstream Products

• 55377-22-5 1,3-dimethyl-5-phenylpyrimidine-2,4(1H,3H)-dione 
• 63558-77-0 2,4-dichloro-5-phenylpyrimidine 
• 132332-30-0 1-(2-acetoxyethyl)-5-phenylpyrimidine-2,4(1H,3H)-dione 
• 132332-28-6 1-acetyl-5-phenyl-2,4(1H,3H)-pyrimidinedione 
• 159042-24-7 5-phenyl-2,4-bis(trimethylsilyloxy)pyrimidine 
• 159042-28-1 1-(2-deoxy-2-fluoro-β-D-arabinofuranosyl)-5-phenyluracil 
• 107232-60-0 1-(2-deoxy-2-fluoro-β-D-arabinofuranosyl)-5-phenylcytosine 
• 159042-45-2 1-(2-deoxy-2-fluoro-β-D-arabinofuranosyl)-5-(p-aminophenyl)cytosine 
• 159042-32-7 1-(2-deoxy-2-fluoro-β-D-arabinofuranosyl)-5-(p-aminophenyl)uracil 
• 159042-41-8 1-(2-deoxy-2-fluoro-β-D-arabinofuranosyl)-5-(o-nitrophenyl)cytosine 
• 159042-35-0 1-(2-deoxy-2-fluoro-β-D-arabinofuranosyl)-5-(o-nitrophenyl)uracil 
• 159042-38-3 1-(2-deoxy-2-fluoro-β-D-arabinofuranosyl)-5-(p-nitrophenyl)uracil 
• 159042-27-0 1-(3,5-di-O-acetyl-2-deoxy-2-fluoro-β-D-arabinofuranosyl)-5-phenyluracil 

Relevant academic research and scientific papers

Direct Arylation of 5-Iodouracil and 5-Iodouridine with Heteroarenes and Benzene via Photochemical Reaction

A method for the direct arylation of 5-iodouracil and 5-iodouridine was found to proceed in moderate yields. By irradiating mixtures of 5-iodouracil or 5-iodouridine and a series of five-membered heterocycles such as 1H-pyrrole, furan, 2-methylfuran, 1-methyl-1H-pyrrole, thiophene, as well as benzene in MeCN/H2O with a Hg lamp, 5-aryluracils and 5-aryluridines were synthesized. The reaction proceeded smoothly without the requirement of adding any transition metals or ligands.

Ligand- and Base-Free Access to Diverse Biaryls by the Reductive Coupling of Diaryliodonium Salts

A ligand- and base-free, Pd-catalyzed protocol to access a wide range of symmetrical and unsymmetrical biaryls from stable diaryliodonium salts was developed. The reaction involved the use of an effective and recyclable Pd/polyethylene glycol-400 catalyst system to harness the aryl moieties of two diaryliodonium salts; the ensuing biaryls may be utilized to synthesize an array of useful compounds, including 5-aryluracils, carbazoles, chromenones, fluorenones, phenathridines, and boscalid analogues.

ACID CERAMIDASE INHIBITORS AND THEIR USE AS MEDICAMENTS

The present invention concerns, in a first aspect, compounds of Formula I as defined herein, pharmaceutically acceptable salts thereof and pharmaceutical compositions containing such compounds. The present invention also relates to compounds of Formula I

Improved microwave-assisted ligand-free Suzuki-Miyaura cross-coupling of 5-iodo-2′-deoxyuridine in pure water

A facile and efficient methodology for direct synthesis of 5-aryl-2′-deoxyuridines was developed through ligand-free Suzuki-Miyaura cross-coupling reactions starting from totally deprotected 5-iodo-2′- deoxyuridine and various boronic acids. Reactions wer

ACID CERAMIDASE INHIBITORS AND THEIR USE AS MEDICAMENTS

The present invention concerns, in a first aspect, compounds of Formula I as defined herein, pharmaceutically acceptable salts thereof and pharmaceutical compositions containing such compounds. The present invention also relates to compounds of Formula I

Discovery of a new class of highly potent inhibitors of acid ceramidase: Synthesis and structure-activity relationship (SAR)

Acid ceramidase (AC) is an intracellular cysteine amidase that catalyzes the hydrolysis of the lipid messenger ceramide. By regulating ceramide levels in cells, AC may contribute to the regulation of cancer cell proliferation and senescence and to the response to cancer therapy. We recently identified the antitumoral agent carmofur (4a) as the first nanomolar inhibitor of intracellular AC activity (rat AC, IC50 = 0.029 μM). In the present work, we expanded our initial structure-activity relationship (SAR) studies around 4a by synthesizing and testing a series of 2,4-dioxopyrimidine-1- carboxamides. Our investigations provided a first elucidation of the structural features of uracil derivatives that are critical for AC inhibition and led us to identify the first single-digit nanomolar inhibitors of this enzyme. The present results confirm that substituted 2,4-dioxopyrimidine-1-carboxamides are a novel class of potent inhibitors of AC. Selected compounds of this class may represent useful probes to further characterize the functional roles of AC.

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

Convenient synthesis of 5-aryl uracils

A convenient one-step synthesis of 5-aryl uracils has been developed. The procedure involves heating ethyl 3-hydroxy-2-arylpropenate with urea at 130°C, followed by base-catalyzed cyclization. The method is simple and high yielding. Copyright Taylor & Fra

The [2+2] photocycloaddition of uracil derivatives with ethylene as a general route to cis-cyclobutane β-amino acids

A three-step procedure, based on the [2+2]-photochemical reaction of uracils with ethylene followed by controlled degradation of the heterocyclic ring, has been developed for the synthesis of a range of C1 - and C2-substituted cis-cyclobutane β-amino acids, in good overall yield. Georg Thieme Verlag Stuttgart.

INDAZOLINONE COMPOSITIONS USEFUL AS KINASE INHIBITORS

The present invention provides compounds of formula (I): These compounds, and pharmaceutically acceptable compositions thereof, are useful generally as kinase inhibitors, particularly as inhibitors of PRAK, GSK3, ERK2, CDK2, MK2, SRC, SYK, and Aurora-2. Accordingly, compounds and compositions of the invention are useful for treating or lessening the severity of a variety of disorders, including, but not limited to, heart disease, diabetes, Alzheimer's disease, immunodeficiency disorders, inflammatory diseases, allergic diseases, autoimmune diseases, destructive bone disorders such as osteoporosis, proliferative disorders, infectious diseases and viral diseases.