ChemicalBook > Product Catalog >Biochemical Engineering >Nucleoside drugs >Deoxynucleotides and their analogs >3'-Deoxycytidine

3'-Deoxycytidine

3'-Deoxycytidine Structure
CAS No.
7057-33-2
Chemical Name:
3'-Deoxycytidine
Synonyms
3-DC;antiviral agent;3'-DEOXYCYTIDINE;3’-deoxy-cytidin;3'-Deaxycytidine;3'-DEOXYCYTIDINE;3'-Deoxy-D-cytidine;Cytidine, 3'-deoxy-;3'-deoxyribicytidine;Pafolacianine Impurity 1
CBNumber:
CB6371476
Molecular Formula:
C9H13N3O4
Molecular Weight:
227.22
MOL File:
7057-33-2.mol
Modify Date:
2024/7/2 8:55:14

3'-Deoxycytidine Properties

Melting point 230-232 °C
Boiling point 497.6±55.0 °C(Predicted)
Density 1.73±0.1 g/cm3(Predicted)
storage temp. 2-8°C
pka 14.01±0.60(Predicted)
form Solid
color White to light yellow
InChI InChI=1S/C9H13N3O4/c10-7-1-2-12(9(15)11-7)8-6(14)3-5(4-13)16-8/h1-2,5-6,8,13-14H,3-4H2,(H2,10,11,15)/t5-,6+,8+/m0/s1
InChIKey ZHHOTKZTEUZTHX-SHYZEUOFSA-N
SMILES OC[C@H]1O[C@@H](N2C=CC(N)=NC2=O)[C@H](O)C1

SAFETY

Risk and Safety Statements

RTECS  HA3830000
HS Code  29389090

3'-Deoxycytidine Chemical Properties,Uses,Production

Uses

3'-Deoxycytidine is an inhibitor of nucleolar RNA synthesis but does not affect the appearance of mRNA. Displayed inhibitory properties against the replication of hepatitis C virus-like RNA template.

Biological Activity

3'-Deoxycytidine is a pyrimidine analog of cordycepin. The structures of cordycepin and 3'-deoxycytidine resemble adenosine and cytidine except for the altered 3' position in the ribose moiety, where hydrogen is substituted for the hydroxyl group. 3'-deoxycytidine affects similar to that of cordycepin on nucleolar RNA formation and has approximately the same level of activity as the adenosine analog. 3'-deoxycytidine, like cordycepin, enters cells and is phosphorylated by the appropriate enzymes. 3'-Deoxycytidine shares with cordycepin the ability to inhibit nucleolar RNA synthesis, but it does not affect the appearance of mRNA. Neither compound affects heterogeneous nuclear RNA (HnRNA)[1].

References

[1] Herbert T. Abelson, Sheldon Penman. “Messenger RNA formation: Resistance to inhibition by 3′-deoxycytidine.” Biochimica et Biophysica Acta (BBA) - Nucleic Acids and Protein Synthesis 277 1 (1972): Pages 129-133.

3'-Deoxycytidine Preparation Products And Raw materials

Raw materials

Preparation Products

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3-DC 3’-deoxy-cytidin 3'-DEOXYCYTIDINE 3'-deoxycytidine free base 3'-Deoxy-D-cytidine 3''-Deoxycytidine (and/or unspecified salts) 1-(3-Deoxy-β-D-erythro-pentofuranosyl)cytosine 4-amino-1-[(2R,3R,5S)-3-hydroxy-5-(hydroxymethyl)oxolan-2-yl]pyrimidin-2-one 4-amino-1-[(2R,3R,5S)-3-hydroxy-5-methylol-tetrahydrofuran-2-yl]pyrimidin-2-one 4-azanyl-1-[(2R,3R,5S)-3-hydroxy-5-(hydroxymethyl)oxolan-2-yl]pyrimidin-2-one 4-Amino-1-((2R,3R,5S)-3-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)pyrimidin-2(1H)-one antiviral agent 3'-deoxyribicytidine Cytidine, 3'-deoxy- 3'-DEOXYCYTIDINE USP/EP/BP 3’-Deoxycytidine, antiviral agent 3'-Deaxycytidine 3'-DEOXYCYTIDINE 3’-Deoxy-3’-flluoro-3-deazauridine Pafolacianine Impurity 1 Sodium phosphatidylcholine impurity 26 7057-33-2