21017-05-0

Basic information

• Product Name: 5'-CHLORO-5'-DEOXYINOSINE
• Synonyms: 5'-CHLORO-5'-DEOXYINOSINE
• CAS NO: 21017-05-0
• Molecular Formula: C10H11ClN4O4
• Molecular Weight: 286.67
• Mol File: 21017-05-0.mol
• Article Data: 5

Chemical Properties

• Melting Point: 180 °C (decomp)
• Boiling Point: 639.1 °C at 760 mmHg
• Flash Point: 340.3 °C
• Appearance: /
• Density: 2.03 g/cm³
• Vapor Pressure: 3.29E-17mmHg at 25°C
• Refractive Index: 1.846
• PKA: 8.92±0.70(Predicted)
• CAS DataBase Reference: 5'-CHLORO-5'-DEOXYINOSINE(CAS DataBase Reference)
• NIST Chemistry Reference: 5'-CHLORO-5'-DEOXYINOSINE(21017-05-0)
• EPA Substance Registry System: 5'-CHLORO-5'-DEOXYINOSINE(21017-05-0)

Safety Data

• Hazardous Substances Data: 21017-05-0(Hazardous Substances Data)

Usage

Description

5'-Chloro-5'-deoxyinosine is a chemical compound derived from the nucleoside inosine, featuring a chlorine atom attached to the 5' carbon of the sugar ring. This modification endows it with distinct chemical and biological properties, making it a candidate for pharmaceutical applications and a valuable research tool for studying the impact of chlorine substitution on nucleoside structure and function.

Uses

Used in Pharmaceutical Applications:
5'-Chloro-5'-deoxyinosine is utilized as a precursor in the synthesis of nucleic acid analogs, which are essential for developing new therapeutic agents. Its unique structure aids in exploring the structure-activity relationships of nucleosides, potentially leading to the discovery of novel treatments.
Used in Research:
As a research tool, 5'-Chloro-5'-deoxyinosine is employed to study the effects of chlorine substitution on the structure and function of nucleosides. This helps scientists understand how such modifications can influence the properties and potential applications of nucleoside-based compounds in various fields, including medicine and biotechnology.

InChI:InChI=1/C10H11ClN4O4/c11-1-4-6(16)7(17)10(19-4)15-3-14-5-8(15)12-2-13-9(5)18/h2-4,6-7,10,16-17H,1H2,(H,12,13,18)/t4-,6-,7-,10-/m1/s1

Upstream product

• 58-63-9 Inosine 
• 892-48-8 5'-deoxy-5'-chloroadenosine 
• 662131-88-6 5'-chloro-5'-deoxy-2',3'-O-sulfinyladenosine 

Relevant articles and documents

Studies of phosphorylation. II. Reaction of 2',3'-O-isopropylideneinosine and -guanosine with phosphoryl chloride.

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S-Adenosyl Methionine Cofactor Modifications Enhance the Biocatalytic Repertoire of Small Molecule C-Alkylation

A tandem enzymatic strategy to enhance the scope of C-alkylation of small molecules via the in situ formation of S-adenosyl methionine (SAM) cofactor analogues is described. A solvent-exposed channel present in the SAM-forming enzyme SalL tolerates 5′-chloro-5′-deoxyadenosine (ClDA) analogues modified at the 2-position of the adenine nucleobase. Coupling SalL-catalyzed cofactor production with C-(m)ethyl transfer to coumarin substrates catalyzed by the methyltransferase (MTase) NovO forms C-(m)ethylated coumarins in superior yield and greater substrate scope relative to that obtained using cofactors lacking nucleobase modifications. Establishing the molecular determinants that influence C-alkylation provides the basis to develop a late-stage enzymatic platform for the preparation of high value small molecules.

The fluorinase from Streptomyces cattleya is also a chlorinase

(Chemical Equation Presented) Choices choices: The fluorinase enzyme from Streptomyces cattleya (catalyzes the formation of a C-F bond from fluoride ions) also has the capacity to utilize a chloride ion although it has a clear preference for the fluoride ion. The enzyme mediates a nucleophilic chlorination reaction, which is an unusual mechanism for enzymatic chlorination.