85386-14-7

Basic information

• Product Name: ethyl 2-phenylpyrimidine-5-carboxylate
• Synonyms: ethyl 2-phenylpyrimidine-5-carboxylate;2-PHENYL-5-PYRIMIDINECARBOXYLIC ACID ETHYL ESTER;5-Carbethoxy-2-phenylpyrimidine
• CAS NO: 85386-14-7
• Molecular Formula: C₁₃H₁₂N₂O₂
• Molecular Weight: 228.24658
• Mol File: 85386-14-7.mol
• Article Data: 10

Chemical Properties

• Melting Point: 93-95 °C
• Boiling Point: 297.683°C at 760 mmHg
• Flash Point: 133.834°C
• Appearance: /
• Density: 1.167
• Vapor Pressure: 0.001mmHg at 25°C
• Refractive Index: 1.562
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: -0.60±0.22(Predicted)
• CAS DataBase Reference: ethyl 2-phenylpyrimidine-5-carboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: ethyl 2-phenylpyrimidine-5-carboxylate(85386-14-7)
• EPA Substance Registry System: ethyl 2-phenylpyrimidine-5-carboxylate(85386-14-7)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 85386-14-7(Hazardous Substances Data)

Usage

General Description

Ethyl 2-phenylpyrimidine-5-carboxylate is a chemical compound with the molecular formula C14H13N3O2. It is an organic ester with a pyrimidine backbone, and it is commonly used in pharmaceutical research and development. ethyl 2-phenylpyrimidine-5-carboxylate is known for its potential applications as a precursor or intermediate in the synthesis of various pharmaceutical drugs and active ingredients.

InChI:InChI=1/C13H12N2O2/c1-2-17-13(16)11-8-14-12(15-9-11)10-6-4-3-5-7-10/h3-9H,2H2,1H3

Upstream product

• 64-17-5 ethanol 
• 122773-97-1 2-phenylpyrimidine-5-carboxylic acid 
• 85386-15-8 2-phenylpyrimidine-5-carbonitrile 
• 122773-94-8 5-amidino-2-phenylpyrimidine hydrochloride 
• 24755-82-6 ethyl 4-chloro-2-phenylpyrimidine-5-carboxylate 
• 97430-37-0 2-(ethoxycarbonyl)-3-hydroxyacrolein 
• 618-39-3 benzamidin 
• 623-47-2 propynoic acid ethyl ester 
• 1670-14-0 benzamidine monohydrochloride 
• 92385-43-8 ethyl 3-(dimethylamino)-2-formylprop-2-enoate 
• 176240-36-1 N'-(tert-butoxycarbonyl)phenylamidine 
• 122774-00-9 2-phenylpyrimidine-5-carbonyl chloride 
• 122773-96-0 2-phenylpyrimidine-5-carboxylic acid amide 
• 77232-48-5 5-methyl-2-(phenyl)pyrimidine 

Downstream Products

• 122773-97-1 2-phenylpyrimidine-5-carboxylic acid 
• 122774-00-9 2-phenylpyrimidine-5-carbonyl chloride 
• 7431-45-0 2-phenylpyrimidine 
• 1604047-92-8 2-phenylpyrimidine-5-carbohydrazide 
• 1604047-95-1 N′-(4-(dimethylamino)benzylidene)-2-phenylpyrimidine-5-carbohydrazide 

Relevant articles and documents

cGAS ANTAGONIST COMPOUNDS

Disclosed are novel compounds of Formula (I) that are cGAS antagonists, methods of preparation of the compounds, pharmaceutical compositions comprising the compounds, and their use in medical therapy.

Characterization of amide bond conformers for a novel heterocyclic template of N-acylhydrazone derivatives

Herein we describe NMR experiments and structural modifications of 4-methyl-2-phenylpyrimidine-N-acylhydrazone compounds (aryl-NAH) in order to discover if duplication of some signals in their 1H- and 13C-NMR spectra was related to a mixture of imine double bond stereoisomers (E/Z) or CO-NH bond conformers (syn and anti-periplanar). NMR data from NOEdiff, 2D-NOESY and 1H-NMR spectra at different temperatures, and also the synthesis of isopropylidene hydrazone revealed the nature of duplicated signals of a 4-methyl-2-phenylpyrimidine-N-acylhydrazone derivative as a mixture of two conformers in solution. Further we investigated the stereoelectronic influence of substituents at the ortho position on the pyrimidine ring with respect to the carbonyl group, as well as the electronic effects of pyrimidine by changing it to phenyl. The conformer equilibrium was attributed to the decoplanarization of the aromatic ring and carbonyl group (generated by an ortho-alkyl group) and/or the electron withdrawing character of the pyrimidine ring. Both effects increased the rotational barrier of the C-N amide bond, as verified by the ΔG≠ values calculated from dynamic NMR. As far as we know, it is the first description of aryl-NAH compounds presenting two CO-NH bond-related conformations.

Pyrimidine carboxamides and related compounds and methods for treating inflammatory conditions

Compounds having utility as antinflammatory agents in general and, more specifically, for the prevention and/or treatment of immunoinflammatory and autoimmune diseases are disclosed. The compounds are pyrimidine- or pyrazine-containing compounds and, in one embodiment, are carboxyamides of the same. Methods are also disclosed for preventing and/or treating inflammatory conditions by administering to an animal in need thereof an effective amount of a compound of this invention, preferably in the form of a pharmaceutical composition.