1616484-38-8

Basic information

• Product Name: C₁₈H₁₇N₇O₂
• CAS NO: 1616484-38-8
• Molecular Weight: 363.379
• Mol File: 1616484-38-8.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: C₁₈H₁₇N₇O₂(CAS DataBase Reference)
• NIST Chemistry Reference: C₁₈H₁₇N₇O₂(1616484-38-8)
• EPA Substance Registry System: C₁₈H₁₇N₇O₂(1616484-38-8)

Safety Data

• Hazardous Substances Data: 1616484-38-8(Hazardous Substances Data)

Upstream product

• 1616484-20-8 ethyl 2-(4-amino-5-iodo-7H-pyrrolo[2,3-d]pyrimidin-7-yl)acetate 
• 163622-50-2 4-amino-5-iodo-7H-pyrrolo[2,3‐d]pyrimidine 
• 1616484-30-0 ethyl (E)-2-(4-(((dimethylamino)methylene)amino)-3-ethynyl-1H-pyrazolo[3,4-d]pyrimidin-1-yl)acetate 

Relevant articles and documents

Synthesis and photophysical characterisation of new fluorescent triazole adenine analogues

Fluorescent nucleic acid base analogues are powerful probes of DNA structure. Here we describe the synthesis and photo-physical characterisation of a series of 2-(4-amino-5-(1H-1,2,3-triazol-4-yl)-7H-pyrrolo[2,3-d]pyrimidin-7- yl) and 2-(4-amino-3-(1H-1,2,3-triazol-4-yl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl) analogues via Sonogashira cross-coupling and [3 + 2]-cycloaddition reactions as the key steps in the synthesis. Compounds with a nitrogen atom in position 8 showed an approximately ten-fold increase in quantum yield and decreased Stokes shift compared to analogues with a carbon atom in position 8. Furthermore, the analogues containing nitrogen in the 8-position showed a more red-shifted and structured absorption as opposed to those which have a carbon incorporated in the same position. Compared to the previously characterised C8-triazole modified adenine, the emissive potential was significantly lower (tenfold or more) for this new family of triazoles-adenine compounds. However, three of the compounds have photophysical properties which will make them interesting to monitor inside DNA.