164296-40-6

Basic information

• Product Name: 2-(2-PYRIMIDINYL)PROPANEDIOIC ACID 1,3-DIETHYL ESTER
• Synonyms: 2-(2-PYRIMIDINYL)PROPANEDIOIC ACID 1,3-DIETHYL ESTER;Diethyl 2-(pyriMidin-2-yl)Malonate;Diethyl 2-(pyrimidin-2-yl)
• CAS NO: 164296-40-6
• Molecular Formula: C11H14N2O4
• Molecular Weight: 238.25
• Mol File: 164296-40-6.mol

Chemical Properties

• Boiling Point: 314.8°C at 760 mmHg
• Flash Point: 144.2°C
• Appearance: /
• Density: 1.197g/cm³
• Vapor Pressure: 0.000456mmHg at 25°C
• Refractive Index: 1.501
• Storage Temp.: Sealed in dry,Room Temperature
• CAS DataBase Reference: 2-(2-PYRIMIDINYL)PROPANEDIOIC ACID 1,3-DIETHYL ESTER(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(2-PYRIMIDINYL)PROPANEDIOIC ACID 1,3-DIETHYL ESTER(164296-40-6)
• EPA Substance Registry System: 2-(2-PYRIMIDINYL)PROPANEDIOIC ACID 1,3-DIETHYL ESTER(164296-40-6)

Safety Data

• Hazardous Substances Data: 164296-40-6(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
2-(2-Pyrimidinyl)propanedioic acid 1,3-diethyl ester is used as a pharmaceutical intermediate for the synthesis of various drugs. Its unique chemical structure and reactivity make it a valuable component in the development of new pharmaceutical products.
Used in Organic Synthesis:
In the field of organic synthesis, 2-(2-Pyrimidinyl)propanedioic acid 1,3-diethyl ester serves as a key building block for creating a wide range of organic compounds. Its versatility and adaptability in chemical reactions contribute to the advancement of organic chemistry and the discovery of novel compounds with potential applications in various industries.

InChI:InChI=1/C11H14N2O4/c1-3-16-10(14)8(11(15)17-4-2)9-12-6-5-7-13-9/h5-8H,3-4H2,1-2H3

Upstream product

• 4595-60-2 2-bromopyrimidine 
• 105-53-3 diethyl malonate 
• 1722-12-9 2-chloropyrimidine 
• 31462-54-1 2-iodopyrimidine 

Downstream Products

• 940933-06-2 3-chloro-5-(4-chlorophenyl)-6-methyl-4-(2-pyrimidinyl)pyridazine 
• 940933-25-5 5-(4-chlorophenyl)-6-methyl-4-(2-pyrimidinyl)-2H-pyridazin-3-one 
• 63155-11-3 2-pyrimidine acetic acid ethyl ester 

Relevant articles and documents

Synthesis and RNA-Binding Properties of Extended Nucleobases for Triplex-Forming Peptide Nucleic Acids

Triple-helix formation, using Hoogsteen hydrogen bonding of triplex-forming oligonucleotides, represents an attractive method for sequence-specific recognition of double-stranded nucleic acids. However, practical applications using triple-helix-forming oligonucleotides and their analogues are limited to long homopurine sequences. The key problem for recognition of pyrimidines is that they present only one hydrogen-bond acceptor or donor group in the major groove. Herein, we report our first attempt to overcome this problem by using peptide nucleic acids (PNAs) modified with extended nucleobases that form three hydrogen bonds along the entire Hoogsteen edge of the Watson-Crick base pair. New nucleobase triples (five) were designed, and their hydrogen bonding feasibility was confirmed by ab initio calculations. PNA monomers carrying the modified nucleobases were synthesized and incorporated in short model PNA sequences. Isothermal titration calorimetry showed that these nucleobases had a modest binding affinity for their double-stranded RNA (dsRNA) targets. Finally, molecular modeling of the modified triples in PNA-dsRNA helix suggested that the modest binding affinity was caused by subtle structural deviations from ideal hydrogen-bonding arrangements or disrupted π-stacking of the extended nucleobase scaffolds.

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