CAS 136846-20-3

Lamivudine Diastereoisomer

Description:

Lamivudine diastereoisomer, identified by the CAS number 136846-20-3, is a chemical compound related to the antiviral drug lamivudine, which is primarily used in the treatment of HIV and hepatitis B infections. This substance is characterized by its specific stereochemistry, which influences its biological activity and pharmacokinetics. As a nucleoside analog, it mimics the structure of natural nucleosides, allowing it to interfere with viral replication by inhibiting reverse transcriptase. The diastereoisomeric nature of this compound indicates that it exists in multiple stereoisomeric forms that are not mirror images of each other, which can lead to variations in potency and efficacy. Lamivudine diastereoisomer is typically a white to off-white solid, soluble in water, and exhibits stability under standard storage conditions. Its therapeutic applications are closely tied to its ability to disrupt viral processes, making it a crucial component in antiretroviral therapy regimens. As with many pharmaceuticals, understanding its chemical properties and behavior in biological systems is essential for optimizing its use in clinical settings.

Lamivudine EP Impurity B ((2S,5S)-Isomer)

CAS: 136846-20-3

Formula: C₈H₁₁N₃O₃S

Molecular weight: 229.26

Ref: 4Z-L-2018

2’-Epi-lamivudine

CAS: 136846-20-3

Ref: 7W-GN6148

2’-Epi-Lamivudine

Controlled Product

CAS: 136846-20-3

Impurity Lamivudine EP Impurity B
Applications 2’-Epi-Lamivudine (Lamivudine EP Impurity B) is an epimer of Lamivudine (L172500); an antiviral that inhibits HIV-reverse transcriptase.
References Lin, T. et al.: J. Med. Chem., 39, 1757 (1996); Schinazi, R.F. et al.: Antimicrob. Agents Chemother.,36, 672 (1992);

Formula: C₈H₁₁N₃O₃S

Color and Shape: Light Yellow Solid

Molecular weight: 229.26

Ref: TR-E588545

2'-Epi-lamivudine

CAS: 136846-20-3

2'-Epi-lamivudine is a chiral, racemic mixture of the two enantiomers of lamivudine. The synthesis and purification of 2'-epi-lamivudine is achieved by using a chiralpak column to separate the optical isomers from each other and then an immunoaffinity column to remove the undesired enantiomer (the S-enantiomer). The final product is a mixture of both enantiomers in a 1:1 ratio, which has been shown to have antiviral activity against HIV.
2'-Epi-lamivudine has been shown to be more potent than its parent compound lamivudine and is less toxic. This antiviral agent inhibits HIV replication by inhibiting reverse transcriptase, which is an enzyme that synthesizes viral DNA from viral RNA. It also has anti-inflammatory properties that may be due to inhibition of prostaglandin synthesis.

Formula: C₈H₁₁N₃O₃S

Purity: Min. 95%

Molecular weight: 229.26 g/mol

Ref: 3D-NE22731

2'-Epi-Lamivudine

CAS: 136846-20-3

Formula: C₈H₁₁N₃O₃S

Molecular weight: 229.25

Ref: ST-EA-CP-L3034