4753-04-2

Basic information

• Product Name: 2'-CHLORO-2'-DEOXYURIDINE
• Synonyms: 2'-CHLORO-2'-DEOXYURIDINE;2-CHLORO-2-DEOXYURIDINE;NSC 526746
• CAS NO: 4753-04-2
• Molecular Formula: C₉H₁₁ClN₂O₅
• Molecular Weight: 262.65
• Mol File: 4753-04-2.mol
• Article Data: 9

Chemical Properties

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• Appearance: /
• Density: 1.67g/cm³
• Storage Temp.: -20°C
• CAS DataBase Reference: 2'-CHLORO-2'-DEOXYURIDINE(CAS DataBase Reference)
• NIST Chemistry Reference: 2'-CHLORO-2'-DEOXYURIDINE(4753-04-2)
• EPA Substance Registry System: 2'-CHLORO-2'-DEOXYURIDINE(4753-04-2)

Safety Data

• Hazardous Substances Data: 4753-04-2(Hazardous Substances Data)

Usage

General Description

2'-Chloro-2'-deoxyuridine is a synthetic nucleoside analog that is used as a research tool in the development of antiviral and antineoplastic drugs. It is structurally similar to thymidine, a natural component of DNA, and is incorporated into the DNA of replicating cells, where it inhibits DNA synthesis and causes chain termination, leading to the disruption of normal cellular function and ultimately cell death. 2'-Chloro-2'-deoxyuridine has been studied for its potential use in the treatment of various viral infections and cancers, and it has shown promising results in preclinical studies. It is also used as a molecular probe to study DNA replication and repair processes in cells. Overall, 2'-Chloro-2'-deoxyuridine has a wide range of potential applications in biomedical research and drug development.

Upstream product

• 58-96-8 uridine 
• 34627-72-0 5'-O-acetyl-2'-chloro-2'-deoxyuridine 
• 3736-77-4 2,2'-Anhydrouridine 
• 10190-39-3 3',5'-Di-O-acetyl-2'-chloro-2'-deoxyuridine 

Downstream Products

• 951-78-0 2'-deoxyuridine 
• 184296-92-2 Thiocarbonic acid O-[(2R,3R,4R,5R)-2-(tert-butyl-dimethyl-silanyloxymethyl)-4-chloro-5-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl] ester O-phenyl ester 
• 3736-77-4 2,2'-Anhydrouridine 

Relevant articles and documents

Method for preparing 2'-deoxyuridine

The invention discloses a method for preparing 2'-deoxyuridine shown in a preparation formula (IV) (please see the formula in the description). The method comprises the following steps that uridine shown in the formula (I) (please see the formula in the description) and a dehydrating agent are mixed in a solvent according to the following chemical equation, and uridine dehydrated matter shown in the formula (II) (please see the formula in the description) is generated under the catalyzing action of inorganic alkali; halogen hydride is added, and uridine halide shown in the formula (III) (please see the formula in the description) is generated through a halogenation reaction; hydrogen is introduced, and 2'-deoxyuridine shown in the formula (IV) is generated through a reduction reaction. According to the method for preparing 2'-deoxyuridine shown in the formula (IV), little harm is generated to the environment and the human body, and generated waste can be recycled; in addition, the one-pot preparation method is adopted, operation is easy, the labor cost is low, equipment investment is low, the production cycle is significantly shortened, and the method is suitable for industrialized mass production.

Facile synthesis of 2′-O-cyanoethyluridine by ring-opening reaction of 2,2′-anhydrouridine with cyanoethyl trimethylsilyl ether in the presence of BF3·Et2O

In this Letter, a facile method for the synthesis of 2′-O-cyanoethyluridine, which is a key intermediate in the synthesis of fully and partially 2′-O-cyanoethylated oligoribonucleotides as well as unmodified oligoribonucleotides, was developed by the ring

Nucleic acid related compounds. 91. Biomimetic reactions are in harmony with loss of 2'-substituents as free radicals (not anions) during mechanism-based inactivation of ribonucleotide reductases. Differential interactions of azide, halogen, and alkylthio

The initial step in the mechanism-based inactivation of ribonucleotide reductases by 2'-chloro-2'deoxynucleotides is abstraction of H3' by a proximal free radical on the enzyme. The C3' radical is postulated to undergo spontaneous loss of chloride, and th