133563-28-7

Basic information

• Product Name: 1-[(2-hydroxyethoxy)methyl]-6-(phenylsulfanyl)-5-propylpyrimidine-2,4(1H,3H)-dione
• Synonyms: 1-((2-Hydroxyethoxy)methyl)-6-(phenylthio)-5-propyluracil; 1-[(2-Hydroxyethoxy)methyl]-6-(phenylthio)-5-propyluracil
• CAS NO: 133563-28-7
• Molecular Formula: C₁₆H₂₀N₂O₄S
• Molecular Weight: 336.406
• Mol File: 133563-28-7.mol
• Article Data: 1

Chemical Properties

• Density: 1.32g/cm³
• Refractive Index: 1.622
• CAS DataBase Reference: 1-[(2-hydroxyethoxy)methyl]-6-(phenylsulfanyl)-5-propylpyrimidine-2,4(1H,3H)-dione(CAS DataBase Reference)
• NIST Chemistry Reference: 1-[(2-hydroxyethoxy)methyl]-6-(phenylsulfanyl)-5-propylpyrimidine-2,4(1H,3H)-dione(133563-28-7)
• EPA Substance Registry System: 1-[(2-hydroxyethoxy)methyl]-6-(phenylsulfanyl)-5-propylpyrimidine-2,4(1H,3H)-dione(133563-28-7)

Safety Data

• Hazardous Substances Data: 133563-28-7(Hazardous Substances Data)

Usage

Pyrimidine derivative

A compound based on the pyrimidine ring structure
Pyrimidine is a heterocyclic aromatic organic compound with the formula C4H4N2. This compound is derived from the pyrimidine structure, which is common in many biologically active molecules.

Propyl chain

A three-carbon alkyl chain (-CH2CH2CH3) attached to the 5th carbon atom
The propyl chain is an alkyl group that adds steric bulk and may influence the compound's properties and interactions with other molecules.

Phenylsulfanyl group

A phenylthio (C6H5S-) group attached to the 6th carbon atom
The phenylsulfanyl group is an arylthio group that adds aromaticity and may contribute to the compound's biological activity.

Hydroxyethoxy methyl group

A -CH2OCH2CH2OH group linked to the 1st carbon
This group adds hydrophilicity and may facilitate interactions with other molecules, such as proteins or nucleic acids.

Potential pharmaceutical or biological activity

The chemical structure suggests possible applications in the pharmaceutical or biological fields

Further studies

Additional research may be warranted to understand the properties and potential applications of this compound
Given its unique structure and potential for biological activity, further investigation into its properties, interactions, and possible applications could be valuable.

Upstream product

• 882-33-7 diphenyldisulfane 
• 137897-84-8 1-<<2-(tert-butyldimethylsiloxy)ethoxy>methyl>-5-propyl-2-thiouracil 
• 137897-87-1 5-propyl-1-<(2-hydroxyethoxy)methyl>-6-(phenylthio)-2-thiouracil 

Relevant articles and documents

Structure-Activity Relationships of 1--6-(phenylthio)thymine Analogues: Effect of Substitutions at the C-6 Phenyl Ring and at the C-5 Position on Anti-HIV-1 Activity

The effect of substitution on the pyrimidine moiety of 1--6-(phenylthio)thymine (HEPT) and 1--6-(phenylthio)-2-thiothymine (HEPT-S) on anti-HIV-1 activity was investigated by synthesizing a series of 5-methyl-6-(arylthio) and 5-substituted-6-(phenylthio) derivatives.Preparation of the 5-methyl-6-(arylthio) derivatives was carried out based on either LDA lithiation of 1-methyl>thymine (3) and 1-methyl>-2-thiothymine (4) followed by reaction with diaryl disulfides or an addition-elimination reaction of 1-methyl>-6-(phenylsulfinyl)thymine (31) with aromatic thiols.Preparation of the 5-substituted-6-(phenylthio) derivatives was carried out based on either C-5 lithiation of the 1-methyl>-6-(phenylthio)uracil (41) with LTMP or the LDA lithiation of 5-alkyl-1-methyl>-2-thiouracil derivatives 45-47.Substitution at the meta position of the C-6-(phenylthio) ring by the methyl group improved the original anti-HIV-1 activity of HEPT, and introduction of two m-methyl groups to the phenylthio ring further potentiated the activity -1-thymine (28), 0.26 μM; 6--1--2-thiothymine (30), 0.22 μM>.When the 5-methyl group was replaced by an ethyl or an isopropyl group, the anti-HIV-1 activity of HEPT was also improved remarkably -6-(phenylthio)-2-thiouracil (48), 0.11 μM; 5-isopropyl-1--6-(phenylthio)-2-thiouracil (50), 0.059 μM; 5-ethyl-1--6-(phenylthio)-2-thiouracil (54), 0.12 μM; 5-isopropyl-1--6-(phenylthio)-2-thiouracil (56), 0.063 μM>. 6--5-ethyl-1-thymine derivatives 51 and 57 and 6--5-isopropyl-1-thymine derivatives 52 and 58 inhibited the replication of HIV-1 in the nanomolar concentration range.