64638-13-7

Basic information

• Product Name: Thymidine, 3'-azido-3'-deoxy-, 5'-(4-methylbenzenesulfonate)
• CAS NO: 64638-13-7
• Molecular Formula: C17H19N5O6S
• Molecular Weight: 421.434
• Mol File: 64638-13-7.mol
• Article Data: 10

Chemical Properties

• CAS DataBase Reference: Thymidine, 3'-azido-3'-deoxy-, 5'-(4-methylbenzenesulfonate)(CAS DataBase Reference)
• NIST Chemistry Reference: Thymidine, 3'-azido-3'-deoxy-, 5'-(4-methylbenzenesulfonate)(64638-13-7)
• EPA Substance Registry System: Thymidine, 3'-azido-3'-deoxy-, 5'-(4-methylbenzenesulfonate)(64638-13-7)

Safety Data

• Hazardous Substances Data: 64638-13-7(Hazardous Substances Data)

Upstream product

• 30516-87-1 3'-azido-2',3'-deoxythymidine 
• 104-15-4 toluene-4-sulfonic acid 
• 98-59-9 p-toluenesulfonyl chloride 

Downstream Products

• 106060-85-9 2,5'-anhydro-3'-azido-3',5'-dideoxythymidine 
• 108441-50-5 5-methyl-3'-azido-2',3'-dideoxyisocytidine 

Relevant articles and documents

Sugar-thioacetamide backbone in oligodeoxyribonucleosides for specific recognition of nucleic acids

The amide linkage being shorter than the natural phosphate linkage, an additional atom is introduced into oligodeoxyribonucleosides (ODNs) with sugar-thioacetamide backbone that show very good RNA recognition properties. The Royal Society of Chemistry 200

Antibacterial AZT derivative regulates metastasis of breast cancer cells

Antimicrobial peptides (AMP) with anticancer activity have drawn remarkable attention in modern treatments. However, long peptide length and protease instability are the most addressing factors, which hampers their further development as therapeutic agents. In view of this, herein, we designed and synthesized a series of AZT-based cationic small molecule incorporating a variety of hydrophobic groups and cationic charges, including amine and guanidine groups to mimic the amphipathic structure of AMPs. These compounds were evaluated for their antibacterial activity against Gram-positive and Gram-negative bacteria. Through an extensive structure activity relationship study (SAR), we identified ADG-2e as the most potent antibacterial agent, which exhibited remarkable potency against drug resistant bacterial strains such as MRSA and MDRPA. Further, ADG-2e was examined for their anti-metastatic ability by investigating the cancer cell migration and invasiveness through scratch wound-healing assay and transwell invasive assay, respectively. In addition, time-lapse cell tracking analysis also performed for analyzing the cell movement pattern. Treatment of ADG-2e against metastatic breast cancer cells (MDA-MB-231) suppressed tumor cell migration by multi-directional lamellipodium formation, indicating their anti-metastatic potential. Thus, our cationic AZT based small molecules may evolve as an appealing class of antibacterial agents with anti-metastasis potential.

The Reaction of 2'-Deoxynucleosides with N-(2-Chloro-1,1,2-trifluoroethyl)diethylamine: Mechanisns of O2,3'-Anhydro-2'-deoxynucleoside and By-product Formation

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