1147-23-5

Basic information

• Product Name: 5-Iodocytidine
• Synonyms: 1-BETA-D-RIBOFURANOSYL-5-IODOCYTOSINE;5-IODOCYTIDINE;1-D-Ribofuranosyl-5-iodocytosine;5-Iodo-D-cytidine;iodocytidine;5-IODOCYTIDINE,99+%;5-IC;4-amino-1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-5-iodopyrimidin-2-one
• CAS NO: 1147-23-5
• Molecular Formula: C₉H₁₂IN₃O₅
• Molecular Weight: 369.11
• EINECS: 2017-001-1
• Product Categories: 5-FOA;Bases & Related Reagents;Nucleotides
• Mol File: 1147-23-5.mol

Chemical Properties

• Boiling Point: 565.461 °C at 760 mmHg
• Flash Point: 295.78 °C
• Appearance: White to Off-white/Crystalline or Powder
• Density: 2.527 g/cm³
• Vapor Pressure: 3.85E-15mmHg at 25°C
• Refractive Index: 1.85
• Storage Temp.: -20°C
• Solubility: DMSO (Slightly), Methanol (Slightly), Water (Slightly)
• PKA: 13.48±0.70(Predicted)
• Sensitive: Light Sensitive
• Stability: Light Sensitive
• CAS DataBase Reference: 5-Iodocytidine(CAS DataBase Reference)
• NIST Chemistry Reference: 5-Iodocytidine(1147-23-5)
• EPA Substance Registry System: 5-Iodocytidine(1147-23-5)

Safety Data

• Safety Statements: 24/25
• Hazardous Substances Data: 1147-23-5(Hazardous Substances Data)

Usage

Uses

Used in Research Applications:
5-Iodocytidine is used as a research intermediate for studying the interactions between nucleic acids and proteins. Its application is crucial in understanding the fundamental mechanisms of genetic information transfer and regulation within biological systems.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 5-Iodocytidine is utilized as a key component in the development of drugs targeting nucleic acid-related diseases. Its role in this industry is to facilitate the creation of novel therapeutics that can potentially treat various genetic disorders and conditions influenced by nucleic acid-protein interactions.
Used in Diagnostics:
5-Iodocytidine is also employed in the development of diagnostic tools and techniques that rely on the detection and analysis of nucleic acids. Its application in this field aids in the early identification and monitoring of diseases at the molecular level, contributing to more accurate and timely medical interventions.

InChI:InChI=1/C9H12IN3O5/c10-3-1-13(9(17)12-7(3)11)8-6(16)5(15)4(2-14)18-8/h1,4-6,8,14-16H,2H2,(H2,11,12,17)/t4-,5-,6-,8-/m1/s1

Upstream product

• 65-46-3 CYTIDINE 

Downstream Products

• 65-46-3 CYTIDINE 
• 83866-19-7 5-phenyl-cytidine 

Relevant articles and documents

A DNA-inspired synthetic ion channel based on G-C base pairing

A dinucleoside containing guanosine and cytidine at the end groups has been prepared using a modular one-pot azide-alkyne cycloaddition. Single channel analysis showed that this dinucleoside predominantly forms large channels with 2.9 nS conductance for the transport of potassium ions across a phospholipid bilayer. Transmission electron microscopy, atomic force microscopy, and circular dichroism spectroscopy studies reveal that this dinucleoside can spontaneously associate through Watson-Crick canonical H-bonding and π-π stacking to form stable supramolecular nanostructures. Most importantly, the ion channel activity of this G-C dinucleoside can be inhibited using the nucleobase cytosine.

Preparation method of novel nucleoside derivatives

The invention aims at providing a synthetic method of fluorescent nucleoside derivatives obtained by a reaction with 4-substituted phenylacetylene and 5-iodocytidine as raw materials in the catalysis of palladium dichloride/CuI. The method is characterize

ALTERNATIVE NUCLEIC ACID MOLECULES AND USES THEREOF

The present disclosure provides alternative nucleosides, nucleotides, and nucleic acids, and methods of using them.

ALTERNATIVE NUCLEIC ACID MOLECULES AND USES THEREOF

The present disclosure provides alternative nucleosides, nucleotides, and nucleic acids, and methods of using them.

Alternative nucleic acid molecules and uses thereof

The present disclosure provides alternative nucleosides, nucleotides, and nucleic acids, and methods of using them.

Highly efficient method for C-5 halogenation of pyrimidine-based nucleosides in ionic liquids

A novel, highly efficient, convenient, and benign methodology for C-5 halogenation of pyrimidine-based nucleosides has been developed using N-halosuccinimides as halogenating reagents without using any catalyst in ionic liquid medium. The ionic liquids were successfully recovered and reused for all the reactions. Georg Thieme Verlag Stuttgart.

Microwave-assisted C-5 iodination of substituted pyrimidinones and pyrimidine nucleosides

Direct microwave-assisted iodination of several pyrimidinones and pyrimidine nucleosides with N-iodosuccinimide to give the corresponding 5-iodo derivatives is described. Application of this reaction to polymer-bound pyrimidinones was also investigated.

The synthesis of 5-iodocytidine phosphoramidite for heavy atom derivatization of RNA

The synthesis of an RNA phosphoramidite of 5-iodocytidine is reported. This heavy atom cytidine derivative was incorporated into four RNAs. Oligoribonucleotides with 5-iodocytidine will be useful for solving the X-ray crystallographic phase problem and for photochemical cross-linking studies.

Synthesis and Physicochemical Properties of 6-O-Cyclopyrimidine Nucleosides

Cyclization of 5-iodo-1-(β-D-xylofuranosyl)uracil and -cytosine with sodium methoxide afforded 6,3'-O-cyclouridine (IIa) and -cytidine (IIc), respectively.The rate of cyclization of 5-iodopyrimidine nucleosides is greatly dependent on the ring size formed