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Lamivudine (Standard)

CAT: 0804-HY-B0250R-01Size: 5 mgDry Ice: NoHazardous: No
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CAT#:0804-HY-B0250R-01Size:5 mg
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Description
Lamivudine (Standard) is the analytical standard of Lamivudine. This product is intended for research and analytical applications. Lamivudine (BCH-189) is an orally active nucleoside reverse transcriptase inhibitor (NRTI) . Lamivudine can inhibit HIV reverse transcriptase 1/2 and also the reverse transcriptase of hepatitis B virus. Lamivudine salicylate can penetrate the CNS[1][2].
CAS Number
134678-17-4
Product Name Alternative
BCH-189 (Standard)
UNSPSC
12352005
Target
HBV; HIV; Reference Standards; Reverse Transcriptase
Type
Reference Standards
Related Pathways
Anti-infection; Others
Applications
COVID-19-anti-virus
Field of Research
Infection; Cancer
Assay Protocol
https://www.medchemexpress.com/lamivudine-standard.html
Purity
99.85
Smiles
OC[C@H]1SC[C@@H](N2C(N=C(N)C=C2)=O)O1
Molecular Formula
C8H11N3O3S
Molecular Weight
229.26
References & Citations
[1]Colledge D, et al. Synergistic inhibition of hepadnaviral replication by lamivudine in combination with penciclovir in vitro. Hepatology. 1997 Jul;26 (1) :216-25. |[2]Olaniyan LW, et al. Lamivudine-Induced Liver Injury. Open Access Maced J Med Sci. 2015 Dec 15;3 (4) :545-50. |[3]Mdanda S, et al. Zidovudine and Lamivudine as Potential Agents to Combat HIV-Associated Neurocognitive Disorder. Assay Drug Dev Technol. 2019 Oct;17 (7) :322-329.
Shipping Conditions
Room Temperature
Storage Conditions
4°C, sealed storage, away from light and moisture
Scientific Category
Reference Standards
Clinical Information
Launched

Chemical Information

Lamivudine

Lamivudine is a monothioacetal that consists of cytosine having a (2R,5S)-2-(hydroxymethyl)-1,3-oxathiolan-5-yl moiety attached at position 1. An inhibitor of HIV-1 reverse transcriptase, it is used as an antiviral in the treatment of AIDS and hepatitis B. It has a role as an antiviral drug, a prodrug, an allergen, a HIV-1 reverse transcriptase inhibitor, an EC 2.7.7.49 (RNA-directed DNA polymerase) inhibitor and an anti-HBV agent. It is a primary alcohol, an oxacycle, a monothioacetal and a nucleoside analogue. It is functionally related to a cytosine.

CAS Number134678-17-4
PubChem CID60825
IUPAC Name4-amino-1-[(2R,5S)-2-(hydroxymethyl)-1,3-oxathiolan-5-yl]pyrimidin-2-one
Molecular FormulaC8H11N3O3S
Molecular Weight229.26
XLogP-0.9
Topological Polar Surface Area113
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count4
Rotatable Bond Count2
Heavy Atom Count15
Formal Charge0
Complexity331
SMILES
C1[C@H](O[C@H](S1)CO)N2C=CC(=NC2=O)N
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
InChIKey
JTEGQNOMFQHVDC-NKWVEPMBSA-N
Chemical Structure
2D Structure
2D structure of Lamivudine
CAS: 134678-17-4
CID: 60825
Formula: C8H11N3O3S
MW: 229.26
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight229.26
XLogP3-0.9
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count4
Rotatable Bond Count2
Exact Mass229.05211239
Monoisotopic Mass229.05211239
Topological Polar Surface Area113 Ų
Heavy Atom Count15
Formal Charge0
Complexity331
Isotope Atom Count0
Defined Atom Stereocenter Count2
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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