173522-96-8

Basic information

• Product Name: Lamivudine salicylate
• Synonyms: (2r-cis)-4-amino-1-[2-(hydroxymethyl)-1,3-oxathiolan-5-yl]-2(1h)-pyrimidinone 2-hydroxybenzoate;lamivudine salicylate;2r-(Hydroxymethyl)-5(S)-Cytosin-1-Yl-1,3-Oxathiolanesalicycic Acid Salt;2R-(hydroxymethyl)-5(s)-cytosin-1-yl-[1,3]-oxathiolane salicylic acid salt (intermediate of lamivudine);2R-(HYDROXYMETHYL)-5(S)-CYTOSIN-1-YL-1,3-OXATHIOLANESALICYCIC ACID SALT (LAMIVUDINE SALICYLATE);2R-(HYDROXYMETHYL)-5(S)-CYTOSIN-1-YL-[1,3]-OXATHIOLANE SALICYLIC ACID SALT;2R-(hydroxymethyl)-5(S)-cytosin-lyl-1,3-oxothiolane salicylic acid salt (Lamivudine Salicylate);(2R, 5S) -2-(Hydroxymethyl)-5-(4-amino-2-oxo-1(2H)-pyrimidinyl)-1,3-oxathiolane salicylate
• CAS NO: 173522-96-8
• Molecular Formula: C₇H₆O₃*C₈H₁₁N₃O₃S
• Molecular Weight: 367.38
• EINECS: 1806241-263-5
• Product Categories: Organic acids;(intermediate of lamivudine)
• Mol File: 173522-96-8.mol

Chemical Properties

• Appearance: /
• Storage Temp.: 2-8°C
• CAS DataBase Reference: Lamivudine salicylate(CAS DataBase Reference)
• NIST Chemistry Reference: Lamivudine salicylate(173522-96-8)
• EPA Substance Registry System: Lamivudine salicylate(173522-96-8)

Safety Data

• Hazardous Substances Data: 173522-96-8(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
Lamivudine salicylate is used as an intermediate in the low-cost synthesis of Lamivudine, an antiviral drug. It plays a crucial role in making the production of Lamivudine more affordable and accessible, ultimately benefiting patients in need of antiviral treatment.
Used in Ophthalmology:
Lamivudine and its pharmaceutical salts, including Lamivudine salicylate, are used for treating age-related macular degeneration. This application takes advantage of the antiviral properties of Lamivudine to address the underlying viral causes contributing to the progression of this vision-impairing condition.

InChI:InChI=1/C8H11N3O3S.C7H6O3/c9-5-1-2-11(8(13)10-5)6-4-15-7(3-12)14-6;8-6-4-2-1-3-5(6)7(9)10/h1-2,6-7,12H,3-4H2,(H2,9,10,13);1-4,8H,(H,9,10)/t6-,7+;/m1./s1

Upstream product

• 147027-10-9 (1R,2S,5R)-2-isopropyl-5-methylcyclohexyl (2R,5S)-5-(4-amino-2-oxo-1,2-dihydro-1-pyrimidinyl)-1,3-oxathiolane-2-carboxylate 
• 69-72-7 salicylic acid 
• 134678-17-4 lamivudine 

Downstream Products

• 134678-17-4 lamivudine 

Relevant articles and documents

Synthetic method for lamivudine

The invention provides a synthetic method for lamivudine. The synthetic method comprises the following steps: cheap easily-available dihaloacetic acid is used as a raw material, the dihaloacetic acidand L-menthol are subjected to condensation, hydrolysis is performed to obtain menthyl glyoxylate, the menthyl glyoxylate and 2,5-dihydroxy-1,4-dithiane are subjected to condensation, halogenation isperformed, the halogenated product and silanized cytosine are subjected to coupling, reduction is performed, the reduced product and salicylic acid are subjected to salt formation to obtain the a salicylate, and finally recrystallization is performed to obtain the optically-pure lamivudine. According to the method provided by the invention, the raw materials used in the whole synthetic process arecheap and easy to obtain, the synthetic process is simple, the synthetic conditions are mild, so that the synthetic costs of the lamivudine are greatly reduced; the raw material utilization rate andreaction selectivity are high, so that the yield of the obtained lamivudine is higher; and at the same time, a chiral substrate is easily removed during the synthesis, three waste (waste water, wastegas and solid waste) generated in the method are less, and the method is suitable for industrialized large-scale production of the lamivudine.

PROCESS FOR THE PREPARATION OF SUBSTITUTED 1,3-OXATHIOLANES

The present invention relates to a process for the preparation of substituted 1,3-oxathiolanes. The present invention specifically relates to a process for the preparation of lamivudine.

CRYSTALLINE FORM I OF LAMIVUDINE AND ITS PREPARATION

The present invention relates to a stable crystalline Form I of lamivudine. The present invention further relates to a process for the preparation of the stable crystalline Form (I) of the stable crystalline Form (I) of lamivudine.

PROCESS AND INTERMEDIATES FOR THE PREPARATION OF SUBSTITUTED 1, 3-OXATHIOLANES, ESPECIALLY LAMIVUDINE

The present invention relates to process and intermediates for the preparation of substituted 1,3-oxathiolanes. The present invention specifically relates to a process for the preparation of lamivudine.

CRYSTALLINE FORM I OF LAMIVUDINE AND ITS PREPARATION

The present invention relates to a stable crystalline Form I of lamivudine. The present invention further relates to a process for the preparation of the stable crystalline Form (I) of the stable crystalline Form (I) of lamivudine.

PROCESS FOR THE PREPARATION OF SUBSTITUTED 1,3-OXATHIOLANES

The present invention relates to a process for the preparation of substituted 1,3- oxathiolanes. The present invention specifically relates to a process for the preparation of lamivudine.