173602-25-0

Basic information

• Product Name: rac LaMivudine Acid
• Synonyms: rac LaMivudine Acid;cis-5-(4-AMino-2-oxo-1(2H)-pyriMidinyl)-1,3-oxathiolane-2-carboxylic Acid
• CAS NO: 173602-25-0
• Molecular Formula: C8H9N3O4S
• Molecular Weight: 243.24
• Product Categories: Amines;Anti-virals;Heterocycles;Impurities;Intermediates & Fine Chemicals;Pharmaceuticals;Sulfur & Selenium Compounds;Amines, Anti-virals, Heterocycles, Impurities, Pharmaceuticals, Intermediates & Fine Chemicals, Sulfur & Selenium Compounds
• Mol File: 173602-25-0.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 546.6±60.0 °C(Predicted)
• Appearance: /
• Density: 1.87±0.1 g/cm3(Predicted)
• PKA: 1.94±0.40(Predicted)
• CAS DataBase Reference: rac LaMivudine Acid(CAS DataBase Reference)
• NIST Chemistry Reference: rac LaMivudine Acid(173602-25-0)
• EPA Substance Registry System: rac LaMivudine Acid(173602-25-0)

Safety Data

• Hazardous Substances Data: 173602-25-0(Hazardous Substances Data)

Usage

Uses

An impurity of the anti-viral Lamivudine (L172500).

Upstream product

• 1346921-53-6 L-menthyl 5-cytosin-1-yl-1,3-oxathiolane-2-carboxylate 
• 134678-17-4 lamivudine 

Relevant articles and documents

5-(4-ammonio-2-oxopyrimidine-1(2H)-yl)-1,3-oxathiolane-2-carboxylate (lamivudine acid) Semihydrate: The six-fold symmetry created by hydrogen bond network

The title compound, C8H9N3O4S × 1/2(H2O), which is an impurity found in a drug lamivudine, crystallizes in the hexagonal space group P62 with a = 10.208(1) A and c = 18.073(2) A. Such a rare packing is constructed by the hierarchical network of hydrogen bonds, which connect the molecules into chains, then into pairs of chains, and neighboring chains, oriented at the angle of 60°, make the final packing mode. The molecule exists in the crystal as the zwitterion, with negative charged carboxylate and positive ammonio groups. The oxathiolane ring is close to an envelope conformation, and both pyrimidine and carboxylate substituent are in the equatorial positions.