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2'-DEOXY-5-FLUOROCYTIDINE

2'-DEOXY-5-FLUOROCYTIDINE Structure
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
MOL File:
10356-76-0.mol
MSDS File:
SDS
Modify Date:
2024/5/30 19:23:35

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)
EPA Substance Registry System 5-Fluoro-2'-deoxycytidine (10356-76-0)

SAFETY

Risk and Safety Statements

Symbol(GHS) 
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(3)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich(India) F5307 5−Fluoro−2′−deoxycytidine ≥98% (HPLC), powder 10356-76-0 5MG ₹10857.48 2022-06-14 Buy
Sigma-Aldrich(India) F5307 5−Fluoro−2′−deoxycytidine ≥98% (HPLC), powder 10356-76-0 25MG ₹42325.75 2022-06-14 Buy
TCI Chemicals (India) D3642 2'-Deoxy-5-fluorocytidine 10356-76-0 1G ₹9900 2022-05-26 Buy
Product number Packaging Price Buy
F5307 5MG ₹10857.48 Buy
F5307 25MG ₹42325.75 Buy
D3642 1G ₹9900 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 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.

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

Raw materials

Preparation Products

Global( 156)Suppliers
Supplier Tel Country ProdList Advantage Inquiry
A.J Chemicals 91-9810153283 New Delhi, India 6124 58 Inquiry
CLEARSYNTH LABS LTD. +91-22-45045900 Hyderabad, India 6351 58 Inquiry
TCI Chemicals (India) Pvt. Ltd. 1800 425 7889 New Delhi, India 6778 58 Inquiry
Hebei Mojin Biotechnology Co., Ltd +86 13288715578 +8613288715578 China 12447 58 Inquiry
Hebei Yanxi Chemical Co., Ltd. +86-17531190177; +8617531190177 China 5873 58 Inquiry
NewCan Biotech Limited +86-0571-86912261 +8613735419629 China 9980 58 Inquiry
Henan Tianfu Chemical Co.,Ltd. +86-0371-55170693 +86-19937530512 China 21667 55 Inquiry
career henan chemical co +86-0371-86658258 +8613203830695 China 29888 58 Inquiry
Yunbio Tech Co.,Ltd. +86-010-60605551 +86-18046518538 China 321 58 Inquiry
Chongqing Chemdad Co., Ltd +86-023-6139-8061 +86-86-13650506873 China 39916 58 Inquiry
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