ChemicalBook >> CAS DataBase List >>2'-DEOXY-5-FLUOROCYTIDINE

2'-DEOXY-5-FLUOROCYTIDINE

CAS No.
10356-76-0
Chemical Name:
2'-DEOXY-5-FLUOROCYTIDINE
Synonyms
FCDR;FdCyd;5--F-dC;NSC 48006;Ro 5-1090;5-F-2'-dC;5-Fluoro-2;5-F-2'-deoxycytidine;5-fluorodeoxycytidine;5-fluor-desoxycytidin
CBNumber:
CB1122369
Molecular Formula:
C9H12FN3O4
Molecular Weight:
245.21
MDL Number:
MFCD00077348
MOL File:
10356-76-0.mol
MSDS File:
SDS
Last updated:2023-10-19 16:57:28

2'-DEOXY-5-FLUOROCYTIDINE Properties

Melting point 196 °C
Boiling point 465℃
Density 1.82
refractive index 70 ° (C=1, H2O)
Flash point 235℃
storage temp. Keep in dark place,Inert atmosphere,2-8°C
solubility DMSO: >20mg/mL
form powder
pka 14.03±0.60(Predicted)
color white to off-white
Stability Stable for 2 years from date of purchase as supplied. Solutions in DMSO may be stored at -20° for up to 1 month.
CAS DataBase Reference 10356-76-0(CAS DataBase Reference)
NCI Dictionary of Cancer Terms 5-fluoro-2-deoxycytidine; FdCyd
FDA UNII KUA4693H5W
NCI Drug Dictionary 5-fluoro-2-deoxycytidine
EPA Substance Registry System 5-Fluoro-2'-deoxycytidine (10356-76-0)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H302-H315-H319-H332-H335
Precautionary statements  P261-P280-P305+P351+P338
Hazard Codes  Xn
Risk Statements  22
WGK Germany  3
RTECS  HA3850000
HS Code  2940.00.6000
NFPA 704
0
2 0

2'-DEOXY-5-FLUOROCYTIDINE price More Price(22)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich F5307 5?Fluoro?2′?deoxycytidine ≥98% (HPLC), powder 10356-76-0 5mg $43.2 2024-03-01 Buy
Sigma-Aldrich F5307 5?Fluoro?2′?deoxycytidine ≥98% (HPLC), powder 10356-76-0 25mg $419 2024-03-01 Buy
TCI Chemical D3642 2'-Deoxy-5-fluorocytidine >98.0%(HPLC)(T) 10356-76-0 1g $274 2024-03-01 Buy
TCI Chemical D3642 2'-Deoxy-5-fluorocytidine >98.0%(HPLC)(T) 10356-76-0 5g $822 2023-06-20 Buy
TRC F590803 5-Fluoro-2''-deoxycytidine 10356-76-0 5mg $60 2021-12-16 Buy
Product number Packaging Price Buy
F5307 5mg $43.2 Buy
F5307 25mg $419 Buy
D3642 1g $274 Buy
D3642 5g $822 Buy
F590803 5mg $60 Buy

2'-DEOXY-5-FLUOROCYTIDINE Chemical Properties,Uses,Production

Description

5-Fluoro-2-Deoxycytidine is an antimetabolite consisting of a fluorinated pyrimidine analog with potential antineoplastic activity. As a prodrug, 5-fluoro-2-deoxycytidine is converted by intracellular deaminases to the cytotoxic agent 5-Fluorouracil (5-FU). 5-FU is subsequently metabolized to active metabolites including 5-fluoro-2-deoxyuridine monophosphate (FdUMP) and 5-fluorouridine triphosphate (FUTP). FdUMP binds to and inhibits thymidylate synthase, thereby reducing the production of thymidine monophosphate, which leads to depletion of thymidine triphosphate. This inhibits DNA synthesis and cell division. FUTP competes with uridine triphosphate for incorporation into the RNA strand thus leading to an inhibition of RNA and protein synthesis. Other fluorouracil metabolites also get incorporated into both DNA and RNA, thereby further hampering cellular growth.

Uses

5-Fluoro-2''-deoxycytidine is a mechanism-based DNMT inhibitor.

Uses

5-fluoro-2'-deoxycytidine has been used in trials studying the treatment of Neoplasms, Lung Neoplasms, Breast Neoplasms, Head and Neck Neoplasms, and Urinary Bladder Neoplasms, among others.

General Description

Fine white powder.

Air & Water Reactions

2'-DEOXY-5-FLUOROCYTIDINE is probably light and air sensitive.

Health Hazard

ACUTE/CHRONIC HAZARDS: When heated to decomposition 2'-DEOXY-5-FLUOROCYTIDINE emits toxic fumes of fluoride ion and NOx.

Fire Hazard

Flash point data for 2'-DEOXY-5-FLUOROCYTIDINE are not available. 2'-DEOXY-5-FLUOROCYTIDINE is probably combustible.

Pharmacology

5-Fluoro-2'-deoxycytidine (FdCyd), a fluoropyrimidine nucleoside analog, has a short (10-minute) half-life and is rapidly degraded in vivo by cytidine deaminase. However, coadministration with tetrahydrouridine (THU), an inhibitor of cytidine/deoxycytidine deaminase, has been shown to increase the AUC of the parent compound more than 4-fold. Increased FdCyd exposure allows it to be taken up intracellularly and converted to its triphosphate, which is incorporated into DNA and inhibits the action of the enzyme DNA methyltransferase (DNMT). Inhibition of DNMT, and in turn DNA methylation, can result in the re-expression of tumor suppressor genes.
Primary objective:
-Determine progression-free survival (PFS) and/or the response rate (CR + PR) of FdCyd administered 5 days per week for 2 weeks, in 28-day cycles, by intravenous infusion over 3 hours along with THU in patients with breast cancer, head and neck cancer, non-small cell lung cancer, and urothelial transitional cell carcinoma.
Exploratory objectives:
Evaluate whether treatment with FdCyd and THU alters DNA methylation patterns in tumor biopsy samples before and during treatment by LINE-1 analysis.
Evaluate the safety and tolerability of FdCyd (100 mg/m(2)) + THU (350 mg/m(2)) administered 5 days per week for 2 weeks, in 28-day cycles, by intravenous infusion over 3 hours.
Measure changes in the number of CTCs following treatment with FdCyd plus THU.

Clinical Use

A DNA methyltransferase inhibitor currently in clinical trials for breast cancer and other solid tumors. Like 5’-Azacytidine and decitabine, 2’-Deoxy-5-fluorocytidine is a pyrimidine analog that integrates into chromatin to inhibit DNA methylation. It blocks proliferation in colon cancer-derived HCT116 cells by activating DNA response pathways. It inhibits various strains of pathogenic avian influenza viruses in vitro and in vivo.

References

1) Ren?et al. (2011),?DNA hypermethylation as a chemotherapy target; Cell Signal,?23?1082 2) Gowher?et al. (2004),?Mechanism of inhibition of DNA methyltransferases by cytidine analogs in cancer therapy; Cancer Biol. Ther.,?3?1062 3) Zhao?et al. (2002),?Inhibition of cancer cell proliferation by 5-fluoro-2′-deoxycytidine, a DNA methylation inhibitor, through activation of DNA damage response pathway; Springerplus,?1?65 4) Kumaki?et al. (2001),?In vitro and in vivo efficacy of fluorodeoxycytidine analogs against highly pathogenic avian influenza H5N1, seasonal, and pandemic H1N1 virus infections; Antiviral Res.,?92?329

2'-DEOXY-5-FLUOROCYTIDINE Preparation Products And Raw materials

Raw materials

Preparation Products

Global( 152)Suppliers
Supplier Tel Email Country ProdList Advantage
Hebei Mojin Biotechnology Co., Ltd
+8613288715578 sales@hbmojin.com China 12471 58
Hebei Yanxi Chemical Co., Ltd.
+8617531190177 peter@yan-xi.com China 6008 58
Henan Tianfu Chemical Co.,Ltd.
+86-0371-55170693 +86-19937530512 info@tianfuchem.com China 21689 55
career henan chemical co
+86-0371-86658258 sales@coreychem.com China 29914 58
Yunbio Tech Co.,Ltd.
+86-010-60605551 +86-18046518538 yunbiochem@126.com China 321 58
Nanjing Baifuli Technology Co., Ltd.
+86-15335185688 sales@unisyn.cn CHINA 332 58
Chongqing Chemdad Co., Ltd
+86-023-61398051 +8613650506873 sales@chemdad.com China 39916 58
Alchem Pharmtech,Inc.
8485655694 sales@alchempharmtech.com United States 63711 58
Antai Fine Chemical Technology Co.,Limited
18503026267 info@antaichem.com CHINA 9641 58
Hefei TNJ Chemical Industry Co.,Ltd.
0551-65418671 sales@tnjchem.com China 34572 58

View Lastest Price from 2'-DEOXY-5-FLUOROCYTIDINE manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
2'-Deoxy-5-fluorocytidine pictures 2023-10-19 2'-Deoxy-5-fluorocytidine
10356-76-0
US $30.00-10.00 / kg 1kg 0.99 10 tons Hebei Yanxi Chemical Co., Ltd.
2'-DEOXY-5-FLUOROCYTIDINE pictures 2023-10-11 2'-DEOXY-5-FLUOROCYTIDINE
10356-76-0
US $0.00 / KG 1KG 99% 50000KG/month Hebei Mojin Biotechnology Co., Ltd
2'-Deoxy-5-fluorocytidine pictures 2023-09-06 2'-Deoxy-5-fluorocytidine
10356-76-0
US $30.00-10.00 / KG 50KG 99% 500000kg Hebei Guanlang Biotechnology Co., Ltd.
2'-DEOXY-5-FLUOROCYTIDINE 2’-deoxy-5-fluoro-cytidin 5-FLUORO-2'-DEOXYCYTIDINE 5-fluor-desoxycytidin 5-fluorodeoxycytidine 5--F-dC 2′-deoxy-5-fluoroCytidine\5-Fluoro-2′-deoxycytidine 4-AMino-5-fluoro-1-((2R,4S,5R)-4-hydroxy-5-(hydroxyMethyl)tetrahydrofuran-2-yl)pyriMidin-2(1H)-one Cytidine,2'-deoxy-5-fluoro- FCDR FdCyd 5-F-2'-deoxycytidine 5-Fluoro-2 NSC 48006 Ro 5-1090 5-F-2'-dC 2'-Deoxy-5-fluorocytidine> -Deoxy-5-fluorocytidine 5-Fluoro-2'-deoxycytidine 2'-Deoxy-5-fluorocytidine 10356-76-0 Biochemistry Nucleosides and their analogs Nucleosides, Nucleotides & Related Reagents Nucleosides-5-F Nucleosides