CAS 134678-17-4

Lamivudine

Description:

Lamivudine is an antiretroviral medication primarily used in the treatment of HIV/AIDS and chronic hepatitis B infection. It belongs to the class of nucleoside reverse transcriptase inhibitors (NRTIs) and functions by inhibiting the reverse transcriptase enzyme, which is crucial for viral replication. The chemical formula of Lamivudine is C8H11N3O3S, and it features a thiophenecarboxamide structure, which contributes to its pharmacological activity. Lamivudine is typically administered orally and is well-absorbed in the gastrointestinal tract, with a favorable safety profile. Common side effects may include headache, fatigue, and gastrointestinal disturbances. It is important to note that Lamivudine is often used in combination with other antiretroviral agents to enhance efficacy and reduce the risk of resistance. The substance is classified as a prescription medication and is included in various treatment guidelines for managing HIV and hepatitis B. Its effectiveness and safety have been well-documented in clinical studies, making it a vital component of antiviral therapy.

Formula: C₈H₁₁N₃O₃S

InChI: InChI=1S/C8H11N3O3S/c9-5-1-2-11(8(13)10-5)6-4-15-7(3-12)14-6/h1-2,6-7,12H,3-4H2,(H2,9,10,13)/t6-,7+/m0/s1

InChI key: InChIKey=JTEGQNOMFQHVDC-NKWVEPMBSA-N

SMILES: O=C1N([C@H]2O[C@@H](CO)SC2)C=CC(N)=N1

Synonyms:

• (-) 2'-Deoxy-3'-thiacytidine
• (-)-1-[(2R,5S)-2-(hydroxymethyl)-1,3-oxathiolan-5-yl]cystosine
• (-)-2¢ -Deoxy-3¢ -Thiacytidine
• (-)-Bch-189
• (-)Ngpb-21
• (2R-cis)-4-Amino-1-[2-(hydroxymethyl)-1,3-oxathiolan-5-yl]-2(1H)-pyrimidinone
• (2R-cis)-4-amino-1-
• 1,3-Oxathiolane, 2(1H)-pyrimidinone deriv.
• 2(1H)-Pyrimidinone, 4-amino-1-[(2R,5S)-2-(hydroxymethyl)-1,3-oxathiolan-5-yl]-
• 2(1H)-Pyrimidinone,4-amino-1-[2-(hydroxymethyl)-1,3-oxathiolan-5-yl]-,(2R-cis)-
• 2-Hydroxymethyl-5-(cytosin-1-yl)-1,3-oxathiolane
• 3'-Thia-2',3'-Dideoxcytidine
• 3TC
• 3¢ -Thia-2¢ ,3¢ -Dideoxycytidine
• 4-Amino-1-[(2R,5S)-2-(hydroxymethyl)-1,3-oxathiolan-5-yl]-2(1H)-pyrimidinone
• 4-amino-1-[(2R,5S)-2-(hydroxymethyl)-1,3-oxathiolan-5-yl]pyrimidin-2(1H)-one
• 4-amino-1-[(2S,5R)-2-(hydroxymethyl)-1,3-oxathiolan-5-yl]pyrimidin-2(1H)-one
• <span class="text-smallcaps">L</span>-SddC
• Epivir
• Epivir HBV
• Gr 109714X
• Gr109714X
• Hepitec
• Heptodin
• Heptovir
• Hiviral
• Lamidine
• Lamivir
• Virolam
• Zeffix
• Zefix
• cis(-)-2-Hydroxymethyl-5-(cytosin-1-yl)-1,3-oxathiolane
• β-<span class="text-smallcaps">L</span>-2′,3′-Dideoxy-3′-thiacytidine
• β-<span class="text-smallcaps">L</span>-3′-Thia-2′,3′-dideoxycytidine
• 3￠-thia-2￠,3￠-dideoxycytidine

Lamivudine-13C1,d2

Controlled Product

CAS: 134678-17-4

Stability Hygroscopic
Applications Lamivudine-13C1,d2, is the labeled analogue of Lamivudine (L172502). A reverse transcriptase inhibitor. Antiviral.
References Morris, D.M., J. Pharm. Biomed. Anal., 12, 255 (1944), Nevens, B.F., et al.: Gastroenterology, 113, 1258 (1997), Perry, C.M., et al.: Drugs, 53, 657 (1977),

Formula: C₇₁₃CH₉D₂N₃O₃S

Color and Shape: White Powder

Molecular weight: 232.26

Ref: TR-L172503

Lamivudine

Controlled Product

CAS: 134678-17-4

Applications Lamivudine is a potent nucleoside reverse transcriptase inhibitor. Antiviral. Lamivudine has been used for treatment of chronic hepatitis B.
References Morris, D.M., J. Pharm. Biomed. Anal., 12, 255 (1944), Nevens, B.F., et al.: Gastroenterology, 113, 1258 (1997), Perry, C.M., et al.: Drugs, 53, 657 (1977),

Formula: C₈H₁₁N₃O₃S

Color and Shape: White

Molecular weight: 229.26

Ref: TR-L172500

Lamivudine

CAS: 134678-17-4

Anti-viral; reverse transcriptase inhibitor

Formula: C₈H₁₁N₃O₃S

Purity: Min. 95%

Color and Shape: White Powder

Molecular weight: 229.26 g/mol

Ref: 3D-NL06295

Lamivudine - Bio-X ™

CAS: 134678-17-4

Lamivudine (commonly called 3TC) is a potent nucleoside analogue reverse transcriptase inhibitor. It is one of the front line treatments for HIV.  It is an analogue of cytidine, and can inhibit both types (1 and 2) of HIV reverse transcriptase as well as the reverse transcriptase of hepatitis B. It needs to be phosphorylated to its triphosphate form before it is active.

Formula: C₈H₁₁N₃O₃S

Purity: Min. 95%

Molecular weight: 229.26 g/mol

Ref: 3D-BL164607

4-Amino-1-((2R,5S)-2-(hydroxymethyl)-1,3-oxathiolan-5-yl)pyrimidin-2(1H)-one

CAS: 134678-17-4

Formula: C₈H₁₁N₃O₃S

Purity: 95%

Color and Shape: White to very pale yellow powder

Molecular weight: 229.25

Ref: 10-F227713

Lamivudine Dimer

Controlled Product

CAS: 134678-17-4

Applications Lamivudine Dimer is an impurity of Lamivudine (L172500); a potent nucleoside reverse transcriptase inhibitor and antiviral agent. Lamivudine has also been used for treatment of chronic hepatitis B.
References Morris, D.M., J. Pharm. Biomed. Anal., 12, 255 (1944); Nevens, B.F., et al.: Gastroenterology, 113, 1258 (1997); Perry, C.M., et al.: Drugs, 53, 657 (1977)

Formula: C₁₇H₂₂N₆O₆S₂

Color and Shape: Neat

Molecular weight: 470.523

Ref: TR-L172480