Lamivudine acid

CAS: 173829-09-9

Ref. 3D-NL34824

Product Information

• Name: Lamivudine acid
• Synonyms: (2R-cis)-5-(4-Amino-2-oxo-1(2H)-pyrimidinyl)-1,3-oxathiolane-2-carboxylic acidLamivudine EP Impurity A
• CAS: 173829-09-9

Description

Lamivudine acid is a synthetic orotate prodrug that is converted to the active form, lamivudine. It inhibits the synthesis of viral DNA by inhibiting the reverse transcriptase enzyme and has been used as a treatment for HIV infection. Lamivudine acid is soluble in organic solvents such as acetone and cyclohexane. The crystal structure of this compound has been determined using X-ray crystallography and exhibits a zwitterion structure with a hydrogen bond between the carboxylate group and the amide nitrogen atom of the molecule.

• Brand: Biosynth

Chemical properties

• Molecular weight: 243.24 g/mol
• Formula: C₈H₉N₃O₄S
• Purity: Min. 95%
• InChI: InChI=1S/C8H9N3O4S/c9-4-1-2-11(8(14)10-4)5-3-16-7(15-5)6(12)13/h1-2,5,7H,3H2,(H,12,13)(H2,9,10,14)/t5-,7+/m0/s1
• InChI key: InChIKey=PIIRVEZNDVLYQA-CAHLUQPWSA-N
• SMILES: Nc1ccn([C@@H]2CS[C@H](C(=O)O)O2)c(=O)n1