22919-49-9

Usage

Derivative of thymine

1-Propylthymine is a modified form of the nucleobase thymine, which is one of the four nucleobases that make up DNA.

Propyl group attached

The modification involves the attachment of a propyl group to the nitrogen atom of thymine.

Medicinal chemistry application

1-Propylthymine is commonly used in the field of medicinal chemistry for the development of antiviral drugs.

Antiviral activity

Research has shown promising results in the use of 1-propylthymine as a potential treatment for herpes simplex virus infections, as it has demonstrated antiviral activity in vitro.

Potential use in treating other viral infections

1-PROPYLTHYMINE has been investigated for its potential use in treating other viral infections.

Tool for studying mechanisms of viral replication

1-Propylthymine has also been used as a tool for studying the mechanisms of viral replication.

Furthering understanding of viral infections

1-Propylthymine also has the potential to further our understanding of viral infections.

InChI:InChI=1/C8H12N2O2/c1-3-4-10-5-6(2)7(11)9-8(10)12/h5H,3-4H2,1-2H3,(H,9,11,12)

Upstream product

• 163084-89-7 benzyl (2S,4S)-2-(tert-butyl)-4-isobutyl-5-oxooxazolidine-3-carboxylate 
• 316352-62-2 3-benzoyl-1-(3-iodopropyl)thymine 

Relevant academic research and scientific papers

Synthesis by conjugate radical addition of new heterocyclic amino acids with nucleic acid bases in their side chains

N-(2-Iodoethyl) and N-(3-iodopropyl)pyrimidines and purines undergo stereoselective conjugate radical addition with an optically active oxazolidinone acceptor to give syn-adducts that can be converted into pyrimidine and purine amino acids.

Hydrogen-bonded complexes of diaminopyridines and diaminotriazines: Opposite effect of acylation on complex stabilities

The association behavior of several 2,4-diamino-s-triazines, 2,6-diaminopyridines, and their acylated derivatives with uracil derivatives was studied. In solution 1H-NMR and IR spectroscopy were used, and in the solid state as (co)crystals X-ray diffraction was used. Acylation of 2,6-diaminopyridine leads to an increase of the association constant in CDCl3 of the complexes with N-propylthymine from 84 to 440-920 M-1, whereas acylation of diamino-s-triazines leads to a dramatic fall in the association constant of the complexes with N-propylthymine from 890 to ca. 6 M-1. This phenomenon is related to different conformational preferences of these compounds. The amide groups in bis(acylamino)pyridines prefer a trans conformation, with the carbonyl group anti with respect to the ring nitrogen and coplanar with the aromatic ring. The amides of bis(acylamino)triazines, however, reside predominantly in a cis conformation. Repulsive secondary electrostatic interactions between the cis-amide and uracil carbonyl groups are thought to be responsible for the low association constant of complexes of bis(acylamino)triazines with uracils. The relatively high dimerization constants of bis(acylamino)triazines have been rationalized by the strong tendency to dimerize via quadruple hydrogen bonding.