56741-94-7

Basic information

• Product Name: 2-Amino-4-hydroxy-6-phenylpyrimidine
• Synonyms: BUTTPARK 44\01-63;2-AMINO-4-HYDROXY-6-PHENYLPYRIMIDINE;2-Amino-6-phenylpyrimidin-4-ol;2-amino-6-phenyl-4(3H)-Pyrimidinone;2-amino-6-phenyl-1H-pyrimidin-4-one;2-azanyl-6-phenyl-1H-pyrimidin-4-one;2-Amino-6-phenylpyrimidin-4(3H)-one;4(3H)-Pyrimidinone, 2-amino-6-phenyl-
• CAS NO: 56741-94-7
• Molecular Formula: C₁₀H₉N₃O
• Molecular Weight: 187.2
• Product Categories: Fluorobenzene;Pyrimidines
• Mol File: 56741-94-7.mol
• Article Data: 21

Chemical Properties

• Melting Point: 295 °C
• Boiling Point: 374.5 °C at 760 mmHg
• Flash Point: 180.3 °C
• Appearance: /
• Density: 1.33 g/cm³
• Vapor Pressure: 8.34E-06mmHg at 25°C
• Refractive Index: 1.671
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• CAS DataBase Reference: 2-Amino-4-hydroxy-6-phenylpyrimidine(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Amino-4-hydroxy-6-phenylpyrimidine(56741-94-7)
• EPA Substance Registry System: 2-Amino-4-hydroxy-6-phenylpyrimidine(56741-94-7)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 56741-94-7(Hazardous Substances Data)

Usage

Description

2-Amino-4-hydroxy-6-phenylpyrimidine is an organic compound with the molecular formula C10H9N3O. It is characterized by its pyrimidine ring structure, which is fused with a phenyl group. 2-Amino-4-hydroxy-6-phenylpyrimidine is of interest in the field of medicinal chemistry and biochemistry due to its potential applications in the development of novel therapeutic agents.

Uses

Used in Pharmaceutical Research:
2-Amino-4-hydroxy-6-phenylpyrimidine is used as a research compound for the investigation of 2-aminopyrimidines as potential non-natural nucleobase analogues. These analogues can be explored for their potential to modulate biological processes and target specific enzymes or receptors, which may lead to the development of new drugs with unique mechanisms of action.
Used in Chemical Synthesis:
In the field of organic chemistry, 2-Amino-4-hydroxy-6-phenylpyrimidine can be used as a building block or intermediate in the synthesis of more complex molecules. Its unique structure and functional groups make it a valuable starting material for the creation of novel compounds with potential applications in various industries, including pharmaceuticals, agrochemicals, and materials science.
Used in Biochemical Studies:
2-Amino-4-hydroxy-6-phenylpyrimidine may also be utilized in biochemical research to study the interactions between nucleobases and other biomolecules. Understanding these interactions can provide insights into the mechanisms of DNA and RNA function, as well as the development of new strategies for targeting these molecules in therapeutic applications.

InChI:InChI=1/C10H9N3O/c11-10-12-8(6-9(14)13-10)7-4-2-1-3-5-7/h1-6H,(H3,11,12,13,14)

Upstream product

• 593-84-0 guanidinium thiocyanate 
• 94-02-0 ethyl 3-oxo-3-phenylpropionate 
• 593-85-1 diguanidine carbonate 
• 113-00-8 guanidine nitrate 
• 56741-95-8 bropirimine 
• 98-80-6 phenylboronic acid 
• 98-88-4 benzoyl chloride 
• 124-46-9 guanidine hydrogen carbonate 
• 614-27-7 methyl 3-oxo-3-phenylpropionate 
• 93-58-3 benzoic acid methyl ester 
• 50-01-1 guanidine hydrochloride 
• 593-85-1 guanidine carbonate 
• 54806-92-7 4-ethoxy-6-phenyl-pyrimidin-2-ylamine 
• 6112-68-1 N-[(4-hydroxy-6-phenyl)pyrimidin-2-yl]cyanamide 

Downstream Products

• 154379-14-3 4,6-dioxo-8-phenyl-2,3,4,6-tetrahydro-1H-pyrimido<1,2-a>pyrimidine 
• 92519-10-3 2-amino-3-methyl-6-phenyl-4(3H)-pyrimidinoene 
• 72962-09-5 2-amino-5-chloro-6-phenylpyrimidin-4(3H)-one 
• 72943-43-2 2-amino-5-iodo-6-phenylpyrimidin-4(3H)-one 
• 56741-95-8 bropirimine 
• 36314-97-3 4-chloro-6-phenylpyrimidin-2-amine 
• 1097213-82-5 C₂₀H₁₂BrN₃O₃ 
• 1097213-84-7 C₂₀H₁₁Cl₂N₃O₃ 

Relevant articles and documents

An efficient microwave assisted synthesis of N′-aryl/(alkyl)-substituted N-(4-hydroxy-6-phenylpyrimidin-2-yl)guanidines: Scope and limitations

Treatment of N-[(4-hydroxy-6-phenyl)pyrimidin-2-yl]cyanamide with 1° alkyl or arylamines in isopropyl alcohol for only 10?min at 110–120?°C under microwave conditions gave the corresponding N′-alkyl(aryl)guanidine derivatives in excellent yields (65–84%). Isolated yields were greatest when >1.0?equiv. of amines were employed, but excellent results were also obtained when aryl and alkylamines were reacted with a more atom-economical loading (1.0?equiv.; 70% and 72% ave. yields, respectively). Arylamines with either highly electron withdrawing substituents (e.g. CO2H) or pi-deficient heterocycles (e.g. variously substituted aminopyridines) did not work well under these conditions, and reaction with ureas and/or amino acids did not give detectable products. Work-up was exceedingly simple, and involved simple collection and washing of product on a sintered glass funnel. Products were obtained in analytically pure form and required approximately 1?h to prepare, start to finish.

High-Performance Liquid Chromatographic Determination of 5-Halopyrimidinone Interferon Inducers

High-performance liquid chromatography with microparticulate, bonded, reversed-phase columns separates closely related 5-halopyrimidinones that are interferon inducers.A method was developed to a quantitate serum levels of 2-amino-5-bromo-6-phenyl-4(3H)-pyrimidinone, an important analogue of this new series.The method is, with minor modifications, suitable to measure other 5-halophenylpyrimidinone analoques.Results show that the quantitation of serum levels as low as 2 μg mL-1 is possible with ultraviolet detection at 235 nm.Protein precipitation and extraction prior to chromatography improve the daily sample throughput by removing interfering peaks with capacity factors greater than 45.Preliminary results indicate a species-dependent variation in the half-lives of elimination of the free compound after its administration, orally, to experimental animals.Rats clear the drug with a half-life of 4.5 h; cats clear the drug with half-lives ranging from 10 to 18 h depending on the dose administered.The differences in metabolic clearance may be relevant to observed toxicity differences between these species.

Controlling Keto-Enol Tautomerism of Ureidopyrimidinone to Generate a Single-Quadruple AADD-DDAA Dimeric Array

Units of ureidopyrimidinone (UPy) which dimerize via strong quadruple hydrogen bonding are widely used for the construction of supramolecular systems. This self-complementary system exists in the tautomerism equilibrium of 4[1H]-pyrimidinone dimer and pyrimidin-4-ol dimer, making generated supramolecular assembly systems essentially complicated. In this contribution, a rational but simple design concept is described for preorganizing the self-complementary quadruple hydrogen bonding of UPy via supramolecular strategy into a single-quadruple DDAA-AADD dimeric array. With this concept, the designed UPy derivatives form only 4[1H]-pyrimidinone dimer with a ketone configuration via intermolecular hydrogen-bonding interactions, both in the solid state as well as in solution, as is evident from single-crystal X-ray diffraction and 1H NMR spectroscopy. The single DDAA-AADD dimeric array provides defined noncovalent driving forces that can be used to generate constitutionally clear supramolecular structures that are vitally important in the fields of supramolecular chemistry and materials.

Synthesis of 6-arylisocytosines and their potential for hydrogen bonding interactions

Abstract The synthesis of a number of 6-arylisocytosines, including linked bis-isocytosines, from the reaction of guanidine with β-ketoesters is described. The compounds were investigated for their ability to form hydrogen-bonded structural networks, and for their potential interactions with the telomeric quadruplex forming sequence AGGG(TTAGGG)3.