2'-DEOXY-5-FLUOROCYTIDINE

Product Name: 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
Formula Weight: 245.21
MOL File: 10356-76-0.mol

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2'-DEOXY-5-FLUOROCYTIDINE Property

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)

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Safety

Hazard Codes: Xn
Risk Statements: 22
WGK Germany: 3
RTECS: HA3850000
HS Code: 2940.00.6000

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H332Harmful if inhaled

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: F5307
Product name: 5?Fluoro?2′?deoxycytidine
Purity: ≥98% (HPLC), powder
Packaging: 5mg
Price: $43.2
Updated: 2024/03/01

Sigma-Aldrich

Product number: F5307
Product name: 5?Fluoro?2′?deoxycytidine
Purity: ≥98% (HPLC), powder
Packaging: 25mg
Price: $419
Updated: 2024/03/01

TCI Chemical

Product number: D3642
Product name: 2'-Deoxy-5-fluorocytidine
Purity: >98.0%(HPLC)(T)
Packaging: 1g
Price: $274
Updated: 2024/03/01

TCI Chemical

Product number: D3642
Product name: 2'-Deoxy-5-fluorocytidine
Purity: >98.0%(HPLC)(T)
Packaging: 5g
Price: $822
Updated: 2023/06/20

TRC

Product number: F590803
Product name: 5-Fluoro-2''-deoxycytidine
Packaging: 5mg
Price: $60
Updated: 2021/12/16

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2'-DEOXY-5-FLUOROCYTIDINE Chemical Properties,Usage,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

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2'-DEOXY-5-FLUOROCYTIDINE Suppliers

Americas 1 Canada 2 China 112 Europe 1 Germany 2 India 3 Japan 1 The Netherlands 1 United Kingdom 10 United States 17 Global 150

J & K SCIENTIFIC LTD.

Tel: 010-82848833 400-666-7788
Fax: 86-10-82849933
Email: jkinfo@jkchemical.com
Country: China
ProdList: 96815
Advantage: 76

Meryer (Shanghai) Chemical Technology Co., Ltd.

Tel: 4006608290; 18621169109
Fax: 86-21-61259102
Email: market03@meryer.com
Country: China
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3B Pharmachem (Wuhan) International Co.,Ltd.

Tel: 821-50328103-801 18930552037
Fax: 86-21-50328109
Email: 3bsc@sina.com
Country: China
ProdList: 15848
Advantage: 69

Hongene Biotech Corporation

Tel: 021-64757213
Fax: 86-21-64700613
Email: info@hongene.com
Country: China
ProdList: 672
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TCI (Shanghai) Development Co., Ltd.

Tel: 021-67121386
Fax: 021-67121385
Email: Sales-CN@TCIchemicals.com
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Energy Chemical

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Capot Chemical Co., Ltd

Tel: +86 (0) 571 85 58 67 18
Fax: 0086-571-85864795
Email: sales@capotchem.com
Country: China
ProdList: 18217
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Adamas Reagent, Ltd.

Tel: 400-6009262 16621234537
Fax: 021-64823266
Email: zhangsn@titansci.com
Country: China
ProdList: 14113
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Shandong Xiya Chemical Co., Ltd

Tel: 13355009207 13355009207
Fax: 0539-6365991
Email: 3007715519@qq.com
Country: China
ProdList: 18739
Advantage: 57

BEST-REAGENT

Tel: 400-1166-196 18981987031
Fax: 028-84555506 800101999
Email: cdhxsj@163.com
Country: China
ProdList: 11726
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View Lastest Price from 2'-DEOXY-5-FLUOROCYTIDINE manufacturers

Hebei Yanxi Chemical Co., Ltd.

Product: 2'-Deoxy-5-fluorocytidine 10356-76-0
Price: US $30.00-10.00/kg
Min. Order: 1kg
Purity: 0.99
Supply Ability: 10 tons
Release date: 2023-10-19

Hebei Mojin Biotechnology Co., Ltd

Product: 2'-DEOXY-5-FLUOROCYTIDINE 10356-76-0
Price: US $0.00/KG
Min. Order: 1KG
Purity: 99%
Supply Ability: 50000KG/month
Release date: 2023-10-11

Hebei Guanlang Biotechnology Co., Ltd.

Product: 2'-Deoxy-5-fluorocytidine 10356-76-0
Price: US $30.00-10.00/KG
Min. Order: 50KG
Purity: 99%
Supply Ability: 500000kg
Release date: 2023-04-04

10356-76-0, 2'-DEOXY-5-FLUOROCYTIDINERelated Search:

N(4)-Pentyloxycarbonyl-5'-deoxy-5-fluorocytidine Dmt-2'-f-dc(ac) amidite N-(3,4,5-Trimethoxybenzoyl)-5'-deoxy-5-fluorocytidine Gemcitabine 2'-Fluoro-N4-Acetyl-5'-O-DMT-2'-deoxycytidine 5-Fluorocytidine 2'-Deoxy-2'-fluorocytidine Hydrate,2'-DEOXY-2'-FLUOROCYTIDINE(2'-FLUORO-2'- DEOXYCYTIDINE, 2'-FC),2''-DEOXY-2''-FLUOROCYTIDINE,99+%,2'-DEOXY-2'-FLUOROCYTIDINE 2'-Fluoro-N4-Benzoyl-5'-O-DMT-2'-deoxycytidine N4-Acetyl-2'-Fluoro-2'-deoxycytidine 2'-DEOXY-5-FLUOROCYTIDINE 5'-DEOXY-5-FLUOROCYTIDINE,5''-DEOXY-5-FLUOROCYTIDINE (5''-DFCR) N4-Benzoyl-2'-Fluoro-2'-deoxycytidine 2',3',5'-TRI-O-BENZOYL-5-FLUOROURIDINE-13C,15N2 5-Fluoro-2',3'-O-isopropylidene-D-cytidine 5'-DEOXY-5-FLUOROCYTIDINE-13C,15N2 2',3'-DI-O-ACETYL-5'-DEOXY-5-FLUOROCYTIDINE 3'-Deoxy-3'-fluorocytidine 5'-O-(4,4'-Dimethoxytrityl)-N-acetyl-2'-deoxy-2'-fluorocytidine

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&gt

-Deoxy-5-fluorocytidine

5-Fluoro-2'-deoxycytidine

10356-76-0

Biochemistry

Nucleosides and their analogs

Nucleosides, Nucleotides & Related Reagents