Compound Structure

Lamivudine

CAS Number: 134678-17-4

Molecular Mass: 229.26 g/mol

Formula: C8H11N3O3S

Smiles: O=C1N=C(N)C=CN1C2OC(SC2)CO

Synonymes: Lamivudine, 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)-, 1,3-Oxathiolane, 2(1H)-pyrimidinone deriv., 4-Amino-1-[(2R,5S)-2-(hydroxymethyl)-1,3-oxathiolan-5-yl]-2(1H)-pyrimidinone, (-)-BCH 189, GR 109714X, Lamivudine, BCH 189, (-)-, (-)-2′-Deoxy-3′-thiacytidine, β-L-3′-Thia-2′,3′-dideoxycytidine, Epivir, Zeffix, Heptovir, Epivir HBV, L-SddC, Zefix, Hepitec, β-L-2′,3′-Dideoxy-3′-thiacytidine, 3TC, Lamivir, Heptodin, Virolam, 2-Hydroxymethyl-5-(cytosin-1-yl)-1,3-oxathiolane, cis(-)-2-Hydroxymethyl-5-(cytosin-1-yl)-1,3-oxathiolane, Lamidine, 29: PN: WO2016077321 SEQID: 29 claimed sequence, Hiviral, MeSH ID: D019259

Bioactivity: Antiviral, treats HIV and Hepatitis B

Solubility in Different Solvents

Solvent Temperature [K] Crystal form Solubility [mg/mL] Reference
Ethanol 298.0 Form II 11.4 [1]
Ethanol 278.0 - 7.0 [1]
Ethanol 288.0 - 8.8 [1]
Ethanol 308.0 - 15.2 [1]
Ethanol 318.0 - 19.6 [1]
1-Propanol 278.0 Form II 4.1 [1]
1-Propanol 288.0 Form II 5.1 [1]
1-Propanol 298.0 Form II 7.2 [1]
1-Propanol 308.0 Form II 9.4 [1]
1-Propanol 318.0 Form II 13.3 [1]
Isopropanol 278.0 Form II 2.7 [1]
Isopropanol 288.0 Form II 3.8 [1]
Isopropanol 298.0 Form II 4.9 [1]
Isopropanol 308.0 Form II 6.4 [1]
Isopropanol 318.0 Form II 8.0 [1]
1-Butanol 278.0 Form II 2.9 [1]
1-Butanol 288.0 Form II 3.7 [1]
1-Butanol 298.0 Form II 5.4 [1]
1-Butanol 308.0 Form II 6.3 [1]
1-Butanol 318.0 Form II 8.8 [1]
(±)-2-Butanol 278.0 Form II 2.1 [1]
(±)-2-Butanol 288.0 Form II 3.0 [1]
(±)-2-Butanol 298.0 Form II 4.0 [1]
(±)-2-Butanol 308.0 Form II 5.6 [1]
(±)-2-Butanol 318.0 Form II 7.8 [1]
Ethyl acetate 278.0 Form II 0.019 [1]
Ethyl acetate 288.0 Form II 0.037 [1]
Ethyl acetate 298.0 Form II 0.057 [1]
Ethyl acetate 308.0 Form II 0.086 [1]
Ethyl acetate 318.0 Form II 0.128 [1]
Acetone 278.0 Form II 0.57 [1]
Acetone 288.0 Form II 0.74 [1]
Acetone 298.0 Form II 0.94 [1]
Acetone 308.0 Form II 1.52 [1]
Acetone 318.0 Form II 2.58 [1]
Acetonitrile 278.0 Form II 0.47 [1]
Acetonitrile 288.0 Form II 0.54 [1]
Acetonitrile 298.0 Form II 0.91 [1]
Acetonitrile 308.0 Form II 1.45 [1]
Acetonitrile 318.0 Form II 2.15 [1]
Water 278.0 Form I 37.8 [1]
Water 288.0 Form I 52.8 [1]
Water 298.0 Form I 84.9 [1]
Water 308.0 Form I 149.6 [1]
Water 318.0 Form I 360.0 [1]
Methanol 278.0 Form I 18.7 [1]
Methanol 288.0 Form I 22.8 [1]
Methanol 298.0 Form I 28.3 [1]
Methanol 308.0 Form I 35.8 [1]
Methanol 318.0 Form I 48.8 [1]
Acetonitrile 298.0 - 0.96? None

Thermodynamic parameters of solution

Solvent Temperature [K] Crystal form ΔHsol [kJ/mol] ΔSsol [J/mol/K] ΔGsol [kJ/mol] Reference
Ethanol 298.0 Form II 19.83 17.99 14.48 [1]
1-Propanol 298.0 Form II 20.92 19.66 15.1 [1]
Isopropanol 298.0 Form II 25.56 32.64 15.9 [1]
1-Butanol 298.0 Form II 20.33 - - [1]
(±)-2-Butanol 298.0 Form II 23.81 - - [1]
Ethyl acetate 298.0 Form II 34.48 - - [1]
Acetone 278.0 Form II 8.49 - - [1]
Acetone 298.0 Form II 28.12 - - [1]
Acetone 318.0 Form II 47.74 - - [1]
Acetonitrile 278.0 Form II 19.08 - - [1]
Acetonitrile 298.0 Form II 28.84 - - [1]
Acetonitrile 318.0 Form II 38.66 - - [1]
Water 298.0 Form I 23.93 38.49 12.51 [1]
Methanol 278.0 Form I 10.25 - - [1]
Methanol 298.0 Form I 17.61 - - [1]
Methanol 318.0 Form I 25.02 - - [1]
Acetonitrile 298.0 - - - 13.5 -