Page last updated: 2024-12-07
3-deazacytidine
Description
3-Deazacytidine, also known as 3-deaza-2'-deoxycytidine, is a synthetic nucleoside analog that exhibits significant biological activity, particularly as an inhibitor of DNA methylation. Its synthesis typically involves a multi-step process that begins with the construction of the deazapurine ring followed by the attachment of the sugar moiety. 3-Deazacytidine has shown promising effects in various research areas, including cancer therapy, immunomodulation, and gene editing. The compound's mechanism of action revolves around its ability to act as a substrate for DNA methyltransferases (DNMTs), leading to the incorporation of the analog into DNA. This incorporation results in the inhibition of DNMT activity, thereby causing a decrease in global methylation levels. The significant reduction in DNA methylation levels through 3-deazacytidine has been linked to a variety of biological effects, including reactivation of silenced genes, induction of differentiation, and inhibition of cell growth. Due to its potent methylation inhibitory properties, 3-deazacytidine has emerged as a promising therapeutic agent in the treatment of various cancers, especially hematologic malignancies. It has also been investigated as a potential therapy for autoimmune diseases and viral infections. Furthermore, the compound is being explored as a tool for epigenetic research and gene editing. 3-Deazacytidine's potential for therapeutic and research applications continues to drive ongoing studies investigating its safety, efficacy, and mechanisms of action.'
3-deazacytidine: structure [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]
Cross-References
ID Source | ID |
PubMed CID | 97577 |
CHEMBL ID | 1231969 |
MeSH ID | M0040810 |
Synonyms (13)
Synonym |
CHEMBL1231969 |
28307-19-9 |
3-deazacytidine |
DB04385 |
CTD , |
4-amino-1-[(2r,3r,4s,5r)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]pyridin-2-one |
nsc 133115 |
2(1h)-pyridone, 4-amino-1-beta-d-ribofuranosyl- |
1-(beta-d-ribofuranosyl)-4-amino-2-pyridone |
2(1h)-pyridinone, 4-amino-1-beta-d-ribofuranosyl- |
4-amino-1-beta-d-ribofuranosylpyridin-2(1h)-one |
Q63390506 |
PD059302 |
Bioassays (5)
Assay ID | Title | Year | Journal | Article |
AID100633 | In vitro inhibition of L1210 leukemia cell growth | 1990 | Journal of medicinal chemistry, Jul, Volume: 33, Issue:7
| Synthesis, antitumor activity, and antiviral activity of 3-substituted 3-deazacytidines and 3-substituted 3-deazauridines. |
AID98149 | Compound was tested for its inhibitory activity against L1210 lymphoid leukemia | 1987 | Journal of medicinal chemistry, Feb, Volume: 30, Issue:2
| Synthesis and antitumor activity of fluorine-substituted 4-amino-2(1H)-pyridinones and their nucleosides. 3-Deazacytosines. |
AID216254 | The minimum cytotoxic concentration (MCC) reducing cell viability on WISH cells | 1990 | Journal of medicinal chemistry, Jul, Volume: 33, Issue:7
| Synthesis, antitumor activity, and antiviral activity of 3-substituted 3-deazacytidines and 3-substituted 3-deazauridines. |
AID200196 | The minimum inhibitory concentration (MIC) required to inhibit rhinovirus type 34 induced cytopathic effect (CPE) on WISH cells | 1990 | Journal of medicinal chemistry, Jul, Volume: 33, Issue:7
| Synthesis, antitumor activity, and antiviral activity of 3-substituted 3-deazacytidines and 3-substituted 3-deazauridines. |
AID227703 | The antiviral index is defined as MCC/MIC | 1990 | Journal of medicinal chemistry, Jul, Volume: 33, Issue:7
| Synthesis, antitumor activity, and antiviral activity of 3-substituted 3-deazacytidines and 3-substituted 3-deazauridines. |
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023] |
Research
Studies (7)
Timeframe | Studies, This Drug (%) | All Drugs % |
pre-1990 | 5 (71.43) | 18.7374 |
1990's | 2 (28.57) | 18.2507 |
2000's | 0 (0.00) | 29.6817 |
2010's | 0 (0.00) | 24.3611 |
2020's | 0 (0.00) | 2.80 |
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023] |
Study Types
Publication Type | This drug (%) | All Drugs (%) |
Trials | 0 (0.00%) | 5.53% |
Reviews | 0 (0.00%) | 6.00% |
Case Studies | 0 (0.00%) | 4.05% |
Observational | 0 (0.00%) | 0.25% |
Other | 7 (100.00%) | 84.16% |
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023] |