CAS 143188-53-8

4-amino-1-[(2S,5R)-2-(hydroxymethyl)-1,3-oxathiolan-5-yl]pyrimidin-2-one; phosphoric acid

Description:

4-amino-1-[(2S,5R)-2-(hydroxymethyl)-1,3-oxathiolan-5-yl]pyrimidin-2-one, commonly known as a nucleotide analog, is characterized by its structural features that include a pyrimidine ring and an oxathiolane moiety. This compound exhibits properties typical of nucleoside analogs, which can interfere with nucleic acid synthesis and function. The presence of the amino group enhances its potential for hydrogen bonding, contributing to its biological activity. The hydroxymethyl group on the oxathiolane ring is significant for its interaction with biological targets, potentially influencing its pharmacokinetics and efficacy. Additionally, the compound is often associated with phosphoric acid, which can enhance solubility and stability in aqueous environments. This substance is of interest in medicinal chemistry, particularly in the development of antiviral and anticancer agents, due to its ability to mimic natural nucleotides. Its specific stereochemistry, particularly the (2S,5R) configuration, is crucial for its biological activity and interaction with enzymes involved in nucleic acid metabolism.

Formula: C₈H₂₀N₃O₁₅P₃S

InChI: InChI=1/C8H11N3O3S.3H3O4P/c9-5-1-2-11(8(13)10-5)6-4-15-7(3-12)14-6;3*1-5(2,3)4/h1-2,6-7,12H,3-4H2,(H2,9,10,13);3*(H3,1,2,3,4)/t6-,7+;;;/m1.../s1

Lamivudine Triphosphate Triethylamine Salt (90%)

Controlled Product

CAS: 143188-53-8

Stability Hygroscopic
Applications A metabolite of Lamivudine (L172500).
References Burgess, K., et al.: Chem. Rev., 100, 2047 (2000), Gallois-Montbrun, S., et al.: Biochem. Pharmacol., 68, 1749 (2004),

Formula: C₈H₁₄N₃O₁₂P₃SC₆H₁₅Nx

Purity: 90%

Color and Shape: Neat

Molecular weight: 469.2010119

Ref: TR-L172510

Lamivudine Triphosphate-15N2,13C Triethylamine Salt (90%)

Controlled Product

CAS: 143188-53-8, 2468151-40-6, 2699949-69-2, 2736455-56-2

Formula: C₇CH₁₄NN₂O₁₂P₃SC₆H₁₅N

Purity: 90%

Color and Shape: Neat

Molecular weight: 570.07155

Ref: TR-L172512