114748-57-1

Basic information

• Product Name: 5'-Iodo-2',3'-dideoxycytidine
• Synonyms: 5'-Iodo-2',3'-dideoxycytidine;2',3'-Dideoxy-5-iodocytidine;5-I-ddC;5-Iodo-2',3'-Dideoxy-D-Cytidine
• CAS NO: 114748-57-1
• Molecular Formula: C₉H₁₂IN₃O₃
• Molecular Weight: 337.11435
• Mol File: 114748-57-1.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 487.8°Cat760mmHg
• Flash Point: 248.8°C
• Appearance: /
• Density: 2.22g/cm³
• Storage Temp.: Hygroscopic, -20°C Freezer, Under inert atmosphere
• Solubility: Acetonitrile (Slightly), DMSO (Slightly), Methanol (Slightly), Water (Slightly)
• PKA: 14.44±0.10(Predicted)
• CAS DataBase Reference: 5'-Iodo-2',3'-dideoxycytidine(CAS DataBase Reference)
• NIST Chemistry Reference: 5'-Iodo-2',3'-dideoxycytidine(114748-57-1)
• EPA Substance Registry System: 5'-Iodo-2',3'-dideoxycytidine(114748-57-1)

Safety Data

• Hazardous Substances Data: 114748-57-1(Hazardous Substances Data)

Usage

Description

5'-Iodo-2',3'-dideoxycytidine, also known as 2'',3''-Dideoxy-5-iodocytidine, is a synthetic nucleoside analog with potent antiviral and antibacterial properties. It is characterized by the presence of an iodine atom at the 5' position and the absence of two hydroxyl groups at the 2' and 3' positions of the cytidine molecule. This unique structure allows it to interfere with the replication and transcription processes of certain pathogens, making it a valuable compound in the field of medicine.

Uses

Used in Pharmaceutical Industry:
5'-Iodo-2',3'-dideoxycytidine is used as an antiviral agent for the treatment of various viral infections, particularly those caused by retroviruses. Its ability to inhibit viral replication makes it a promising candidate for the development of new antiviral drugs.
Used in Antibacterial Applications:
5'-Iodo-2',3'-dideoxycytidine is used as an antibiotic, particularly effective against Mycobacterium species, which are responsible for tuberculosis and other related diseases. Its potent antibacterial activity can help in the development of new treatments for drug-resistant strains of these bacteria.

Upstream product

• 7481-89-2 2`,3`-dideoxycytidine 

Downstream Products

• 114748-58-2 5-(3-Trifluoroacetamido-1-propynyl)-2',3'-dideoxycytidine 
• 114748-58-2 N-{3-[4-Amino-1-((S)-5-hydroxymethyl-tetrahydro-furan-2-yl)-2-oxo-1,2-dihydro-pyrimidin-5-yl]-prop-2-ynyl}-2,2,2-trifluoro-acetamide 

Relevant articles and documents

Cyanine dye activating group with improved coupling selectivity

Activating groups for cyanine dyes used to label chain terminators in nucleotide sequencing, based on N-hydroxyphthalimide, are disclosed. From these activating groups, activated dyes of the present Invention are prepared which react with the derivitized nucleotide chain terminators to give a labeled chain terminator of the present Invention. The activating groups of the present Invention allow the dye-chain terminator reaction to occur at a much higher yield and with much greater selectivity for the mono-substituted product, compared with the prior art.

Method of gene mapping

The method described characterizes each DNA segment to be mapped by cleaving it to produce DNA fragments which are then end labeled with a reporter(s) specific to the end nucleotides of each fragment. The labeled fragments are again cleaved to produce short fragments which are separated according to size. The short fragments are analyzed as to report identify and size which is indicative of the character of each fragment. By derivatizing the cleaved ends of the primary cleaved fragments, the labeling may be delayed until the second cleavage. Prior to the labeling the derivatized fragments, all underivatized fragments are removed, the derivatized fragments being immobilized.

The Use of Heterocyclic Chemistry in the Synthesis of Natural and Unnatural Products

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