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Lamivudine

Catalog No. T0682   CAS 134678-17-4
Synonyms: GR109714X, BCH-189

Lamivudine (BCH-189) is a reverse transcriptase inhibitor and ZALCITABINE analog in which a sulfur atom replaces the 3' carbon of the pentose ring. It is used to treat HIV disease.

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Lamivudine Chemical Structure
Lamivudine, CAS 134678-17-4
Pack Size Availability Price/USD Quantity
50 mg In stock $ 53.00
100 mg In stock $ 79.00
500 mg In stock $ 189.00
1 mL * 10 mM (in DMSO) In stock $ 50.00
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Purity: 99.56%
Purity: 99.28%
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Biological Description
Chemical Properties
Storage & Solubility Information
Description Lamivudine (BCH-189) is a reverse transcriptase inhibitor and ZALCITABINE analog in which a sulfur atom replaces the 3' carbon of the pentose ring. It is used to treat HIV disease.
In vivo Lamivudine exhibits selective inhibitory activity against deoxycytidine kinase, an unusual substrate for the non-natural L-isomer of dNTPs preferred by HBV polymerase. The anti-HBV activity of PCV is attributed to the broad substrate specificity of deoxycytidine kinase and an unusual substrate preference of HBV polymerase for the non-natural L-conformation of dNTPs. The anti-HBV efficacy of PCV appears to rely on multiple factors, including optimal phosphorylation (sufficient for antiviral activity but not cytotoxicity), the extended intracellular half-life of PCV-TP, and the ability of PCV-TP to inhibit the initiation of HBV RT as well as its RT and DNA polymerase activities. Combined use of Lamivudine and Cidofovir synergistically inhibits replication of duck hepatitis B virus and is more effective in reducing the persistent covalently closed circular (CCC) DNA form of DHBV than when used separately. In PBMCs, Lamivudine inhibits HIV-1 p24 antigen production with ED50s ranging from 0.07 μM to 0.2 μM.
Synonyms GR109714X, BCH-189
Molecular Weight 229.26
Formula C8H11N3O3S
CAS No. 134678-17-4

Storage

store at low temperature

Powder: -20°C for 3 years | In solvent: -80°C for 1 year

Solubility Information

DMSO: 43 mg/mL (187.6 mM)

Ethanol: < 1 mg/mL (insoluble or slightly soluble)

H2O: 42 mg/mL (183.2 mM)

TargetMolReferences and Literature

1. Shaw T, et al. J Viral Hepat, 1999, 6(2), 89-106. 2. Colledge D, et al. Hepatology, 1997, 26(1), 216-225. 3. Merrill DP, et al. J Infect Dis, 1996, 173(2), 355-364. 4. Wu Y, Yang J, Duan C, et al. Simultaneous determination of antiretroviral drugs in human hair with liquid chromatography-electrospray ionization-tandem mass spectrometry[J]. Journal of Chromatography B. 2018 Apr 15;1083:209-221. 5. Herrmann A, Roesner M, Werner T, et al. Potent inhibition of HIV replication in primary human cells by novel synthetic polyketides inspired by Aureothin[J]. Scientific Reports. 2020, 10(1): 1-15. 6. Xie B, Sun D, Du Y, et al. A two-step lineage reprogramming strategy to generate functionally competent human hepatocytes from fibroblasts[J]. Cell research. 2019: 1.

TargetMolCitations

1. Xie B, Sun D, Du Y, et al. A two-step lineage reprogramming strategy to generate functionally competent human hepatocytes from fibroblasts. Cell research. 2019: 1. 2. Herrmann A, Roesner M, Werner T, et al. Potent inhibition of HIV replication in primary human cells by novel synthetic polyketides inspired by Aureothin. Scientific Reports. 2020, 10(1): 1-15 3. Wu Y, Yang J, Duan C, et al. Simultaneous determination of antiretroviral drugs in human hair with liquid chromatography-electrospray ionization-tandem mass spectrometry. Journal of Chromatography B. 2018 Apr 15;1083:209-221 4. Bao H, Yan J, Huang J, et al.Activation of endogenous retrovirus triggers microglial immuno-inflammation and contributes to negative emotional behaviors in mice with chronic stress.Journal of Neuroinflammation.2023, 20(1): 1-16.

Related compound libraries

This product is contained In the following compound libraries:
Inhibitor Library Drug Repurposing Compound Library Anti-Cancer Drug Library Anti-Cancer Clinical Compound Library EMA Approved Drug Library Anti-Cancer Approved Drug Library FDA-Approved Drug Library Hematopoietic Toxicity Compound Library Anti-Viral Compound Library Anti-Liver Cancer Compound Library

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Keywords

Lamivudine 134678-17-4 Microbiology/Virology Proteases/Proteasome HIV Protease Reverse Transcriptase Human immunodeficiency virus Hepatitis B virus susceptible HIV neurodegeneration GR109714X HBV BCH-189 HIV orally active BCH 189 CNS penetration,brain region BCH189 Inhibitor inhibit inhibitor

 

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