14432-09-8

Basic information

• Product Name: 1-deazaadenosine
• Synonyms: 1-deazaadenosine;7-Amino-3-(β-D-ribofuranosyl)-3H-imidazo[4,5-b]pyridine;3H-IMidazo[4,5-b]pyridin-7-aMine, 3-b-D-ribofuranosyl-;3-beta-D-Ribofuranosyl-3H-imidazo[4,5-b]pyridin-7-amine
• CAS NO: 14432-09-8
• Molecular Formula: C₁₁H₁₄N₄O₄
• Molecular Weight: 266.25326
• Mol File: 14432-09-8.mol
• Article Data: 0

Chemical Properties

• Melting Point: 263-264 °C (decomp)(Solv: water (7732-18-5))
• Boiling Point: 674.6°Cat760mmHg
• Flash Point: 361.8°C
• Appearance: /
• Density: 1.9g/cm³
• Vapor Pressure: 4.05E-19mmHg at 25°C
• Refractive Index: 1.834
• PKA: 13.21±0.70(Predicted)
• CAS DataBase Reference: 1-deazaadenosine(CAS DataBase Reference)
• NIST Chemistry Reference: 1-deazaadenosine(14432-09-8)
• EPA Substance Registry System: 1-deazaadenosine(14432-09-8)

Safety Data

• Hazardous Substances Data: 14432-09-8(Hazardous Substances Data)

Usage

Description

1-Deazaadenosine is a modified form of the natural nucleoside adenosine, characterized by the replacement of the oxygen atom at the 1-position of the ribose ring with a nitrogen atom. This alteration results in a deaza compound with unique chemical properties, making it valuable for a range of medicinal and biochemical applications. Its structural similarity to adenosine, along with its potential as an antiviral and anticancer agent, positions 1-deazaadenosine as a promising candidate for the development of novel pharmaceuticals and biochemical tools for therapeutic and research purposes.

Uses

Used in Pharmaceutical Development:
1-Deazaadenosine is used as a precursor in the synthesis of various nucleoside analogs for the development of antiviral and anticancer drugs. Its unique chemical properties allow for the exploration of new therapeutic agents with improved efficacy and reduced side effects.
Used in Biochemical Research:
1-Deazaadenosine is used as a substrate for the enzyme tRNA-guanine transglycosylase, enabling researchers to study the enzyme's function and mechanism. This application aids in understanding the role of nucleoside modifications in RNA biology and their impact on cellular processes.
Used in Medicinal Chemistry:
1-Deazaadenosine is used as a structural template for the design and synthesis of novel adenosine-based compounds. Its unique chemical properties facilitate the investigation of structure-activity relationships, providing insights into the development of more potent and selective adenosine receptor agonists and antagonists for various therapeutic applications.
Used in Drug Discovery:
1-Deazaadenosine is used as a lead compound in drug discovery programs, leveraging its antiviral and anticancer potential. Its unique chemical structure serves as a starting point for the optimization of new therapeutic agents with improved pharmacokinetic and pharmacodynamic profiles.

InChI:InChI=1/C11H14N4O4/c12-5-1-2-13-10-7(5)14-4-15(10)11-9(18)8(17)6(3-16)19-11/h1-2,4,6,8-9,11,16-18H,3H2,(H2,12,13)/t6-,8-,9-,11-/m1/s1

Downstream Products

• 175545-39-8 7-(benzoylamino)-N³-(β-D-ribofuranosyl)-3H-imidazo<4,5-b>pyridine 
• 175545-42-3 7-(4-methoxytriphenylmethylamino)-N³-<5-O-(4-methoxytriphenylmethyl)>-(β-D-ribofuranosyl)-3H-imidazo<4,5-b>pyridine