149819-46-5

Basic information

• Product Name: 1-[(2S,5R)-2-(hydroxymethyl)-1,3-oxathiolan-5-yl]-5-methylpyrimidine-2,4(1H,3H)-dione
• Synonyms: 2,4(1H,3H)-pyrimidinedione, 1-[(2S,5R)-2-(hydroxymethyl)-1,3-oxathiolan-5-yl]-5-methyl-
• CAS NO: 149819-46-5
• Molecular Formula: C₉H₁₂N₂O₄S
• Molecular Weight: 244.2676
• Mol File: 149819-46-5.mol
• Article Data: 2

Chemical Properties

• Density: 1.442g/cm³
• Refractive Index: 1.598
• CAS DataBase Reference: 1-[(2S,5R)-2-(hydroxymethyl)-1,3-oxathiolan-5-yl]-5-methylpyrimidine-2,4(1H,3H)-dione(CAS DataBase Reference)
• NIST Chemistry Reference: 1-[(2S,5R)-2-(hydroxymethyl)-1,3-oxathiolan-5-yl]-5-methylpyrimidine-2,4(1H,3H)-dione(149819-46-5)
• EPA Substance Registry System: 1-[(2S,5R)-2-(hydroxymethyl)-1,3-oxathiolan-5-yl]-5-methylpyrimidine-2,4(1H,3H)-dione(149819-46-5)

Safety Data

• Hazardous Substances Data: 149819-46-5(Hazardous Substances Data)

Usage

Molecular structure

The compound has a complex molecular structure consisting of a pyrimidine ring and a thiolane ring, as well as a hydroxymethyl group.

Stereochemistry

The compound has specific stereochemistry, with the 2S,5R configuration at the thiolane ring.

Functional groups

The compound contains a hydroxymethyl group, two carbonyl groups (one at position 2 and one at position 4 of the pyrimidine ring), and a methyl group.

Antiviral activity

It is commonly used as an antiviral medication, particularly in the treatment of HIV and hepatitis B infections.

Mechanism of action

The compound works by inhibiting the replication of the viruses, preventing them from spreading and causing further harm to the body.

Combination therapy

It has been proven to be effective in combination with other antiretroviral drugs in managing these viral infections.

Safety precautions

The chemical should only be handled and used by trained professionals, as it can be toxic if not used properly.

Upstream product

• 7288-28-0 2,4-bis(trimethylsiloxy)-5-methylpyrimidine 
• 65-71-4 thymin 

Relevant articles and documents

2-Substituted-4-substituted-1,3-dioxolanes and use thereof

Nucleoside analogues containing a 1,3-dioxolane structure are suitable antiviral agents, particulary for the treatment of the HIV infections in mammals, especially humans. Examples of the nucleoside analogues include: cis-2-acetoxymethyl-4-(thymin-1′-yl)-1,3,-dioxolane, cis-2-hydroxymethyl-4-(thymin-1′-yl)-1,3-dioxolane, cis-2-benzoyloxymethyl-4-(cytosin-1′-yl)-1,3-dioxolane, and cis-2-hydroxymethyl-4-(cytosin-1′-yl)-1,3-dioxolane. These compounds can be in the form of their racemates or their separate enantiomers.