ChemicalBook >> CAS DataBase List >>5'-Deoxy-5-fluorocytidine

5'-Deoxy-5-fluorocytidine

CAS No.
66335-38-4
Chemical Name:
5'-Deoxy-5-fluorocytidine
Synonyms
5'-DFCR;4-aMino-1-((2R,3R,4S,5R)-3,4-dihydroxy-5-Methyltetrahydrofuran-2-yl)-5-fluoropyriMidin-2(1H)-one;5-F-5'-dC;[2H2]-5-DFCR;Capecitabine-1;Capecitabine Imp.A;Deoxy fluorocytidine;Capecitabine USP RC A;Capecitabine USP IMp.A;Capecitabine Impurity 1
CBNumber:
CB0258261
Molecular Formula:
C9H12FN3O4
Molecular Weight:
245.21
MDL Number:
MFCD07369278
MOL File:
66335-38-4.mol
MSDS File:
SDS
TDS File:
TDS
Last updated:2026-05-27 17:36:52
Product description Number Pack Size Price
Capecitabine impurity A European Pharmacopoeia (EP) Reference Standard Y0001643 5 mg $241
Capecitabine Related Compound A certified reference material, pharmaceutical secondary standard PHR2849 50 mg $576
Capecitabine impurity A European Pharmacopoeia (EP) Reference Standard Y0001643 Y0001643 $218
5'-Deoxy-5-fluorocytidine >98.0%(HPLC)(T) D4342 1g $41
5'-Deoxy-5-fluorocytidine >98.0%(HPLC)(T) D4342 5g $125
More product size

5'-Deoxy-5-fluorocytidine Properties

Melting point 196-198°C
Boiling point 437.9±55.0 °C(Predicted)
Density 1.84±0.1 g/cm3(Predicted)
storage temp. Keep in dark place,Sealed in dry,Room Temperature
solubility DMSO (Slightly), Methanol (Slightly)
pka 13.65±0.70(Predicted)
form Solid
color White to Light Beige
Stability HYGROSCOPIC
Major Application pharmaceutical small molecule
InChI 1S/C9H12FN3O4/c1-3-5(14)6(15)8(17-3)13-2-4(10)7(11)12-9(13)16/h2-3,5-6,8,14-15H,1H3,(H2,11,12,16)/t3-,5-,6-,8-/m1/s1
InChIKey YSNABXSEHNLERR-ZIYNGMLESA-N
SMILES FC1=CN(C(=O)N=C1N)[C@@H]2O[C@@H]([C@H]([C@H]2O)O)C
CAS DataBase Reference 66335-38-4(CAS DataBase Reference)
FDA UNII 8RWB05I6ON
UNSPSC Code 41116107
NACRES NA.24

SAFETY

Risk and Safety Statements

Symbol(GHS)  Health Hazard (GHS08)
GHS08
Signal word  Danger
Hazard statements  H360-H350
Precautionary statements  P261-P305+P351+P338
Hazard Codes  Xn,Xi
Risk Statements  20/21/22-36/37/38
Safety Statements  26-36-37/39-24/25
WGK Germany  WGK 3
HS Code  29349990
Storage Class 11 - Combustible Solids
NFPA 704
0
2 0

5'-Deoxy-5-fluorocytidine price More Price(68)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich Y0001643 Capecitabine impurity A European Pharmacopoeia (EP) Reference Standard 66335-38-4 5 mg $241 2026-04-30 Buy
Sigma-Aldrich PHR2849 Capecitabine Related Compound A certified reference material, pharmaceutical secondary standard 66335-38-4 50 mg $576 2026-04-30 Buy
Sigma-Aldrich Y0001643 Capecitabine impurity A European Pharmacopoeia (EP) Reference Standard 66335-38-4 Y0001643 $218 2023-06-20 Buy
TCI Chemical D4342 5'-Deoxy-5-fluorocytidine >98.0%(HPLC)(T) 66335-38-4 1g $41 2026-04-30 Buy
TCI Chemical D4342 5'-Deoxy-5-fluorocytidine >98.0%(HPLC)(T) 66335-38-4 5g $125 2026-04-30 Buy
Product number Packaging Price Buy
Y0001643 5 mg $241 Buy
PHR2849 50 mg $576 Buy
Y0001643 Y0001643 $218 Buy
D4342 1g $41 Buy
D4342 5g $125 Buy

5'-Deoxy-5-fluorocytidine Chemical Properties,Uses,Production

Chemical Properties

White Solid

Uses

A metabolite of Capecitabine.

Definition

ChEBI: 5'-Deoxy-5-fluorocytidine is a N-glycosyl compound.

Synthesis

Capecitabine

154361-50-9

5'-Deoxy-5-fluorocytidine

66335-38-4

1. Pentyl (1-((2R,3R,4S,5R)-3,4-dihydroxy-5-methyltetrahydrofuran-2-yl)-5-fluoro-2-oxo-1,2-dihydropyrimidin-4-yl)carbamate (capecitabine, 4.5 g, 12.5 mmol) was suspended with potassium carbonate (8.8 g, 63.77 mmol) in methanol (250 mL) and N,N- dimethylformamide (DMF, 10 mL). The mixture was heated to reflux for 24 hours. Upon completion of the reaction, the reaction solution was cooled and concentrated to dryness under reduced pressure at below 45 °C. The residue was dissolved in hot methanol, filtered and washed with hot methanol. The filtrate was pre-adsorbed on silica gel and purified by fast column chromatography using 50% methanol/ethyl acetate as eluent to afford 1-[3,4-dihydroxy-5-methyltetrahydrofuran-2-yl]-4-amino-1H-pyrimidin-2-one (3.0 g, 90% yield). 2. The above product (3.0 g) was suspended in chloroform (125 mL) and heated to 50 °C. The product (3.0 g) was added to the mixture. Acetic acid (2 mL, 34 mmol) and acetyl chloride (20 mL, 206 mmol) were added sequentially and stirred at 50 °C for 7 hours, followed by continued stirring at 20 °C for 72 hours. At the end of the reaction, ether (100 mL) was added, the solid was collected by filtration and washed with ether to afford 1-[3,4-diacetoxy-5-methyltetrahydrofuran-2-yl]-4-amino-1H-pyrimidin-2-one hydrochloride (4.0 g, 90% yield). 3. The above hydrochloride (2.07 g, 5.7 mmol) was dissolved in pyridine (1.4 mL, 17.4 mmol) and dichloromethane (DCM, 15 mL) with 5-nitrothiophen-2-ylmethanol (1.47 g, 9.3 mmol). A 2M toluene solution of phosgene (3.6 mL, 7.2 mmol) was slowly added at 0 °C and stirred for 2.5 h. After 2.5 h, the same amount of phosgene solution was added again and stirring was continued for 2 h at 0 °C, followed by 18 h of refrigeration. The reaction solution was partitioned with ethyl acetate and brine, the aqueous phase was extracted with ethyl acetate, the organic phases were combined, dried and concentrated under reduced pressure. The residue was purified by silica gel column chromatography with 2% methanol/DCM as eluent to give an off-white foamy product (400 mg, 14% yield). Thin layer chromatography (TLC) showed Rf=0.45 (2% methanol/ethyl acetate as unfolding agent). Liquid chromatography-mass spectrometry (LC-MS) analysis showed a retention time of 4.68 min (TFA 20-50% gradient) and a mass m/z of 201/159/143. nuclear magnetic resonance hydrogen spectra (1H NMR, 500 MHz, DMSO-d6) δ 11.20 (1H, broad single peak, NH), 8.3 (1H, broad peak, NCH=CF). 8.05 (1H, single peak, HarH), 7.30 (1H, single peak, HarH), 5.80 (1H, single peak, NCHO), 5.42 (3H, multiple peaks, HarCH2OCONH, CHOAc), 5.15 (1H, single peak, CHOAc), 4.05 (1H, multiple peaks, OCHCH3), 3.45 (2H, multiple peak, 2×CHOAc), 2.48 (3H, single peak, OAc), 2.05 (3H, single peak, OAc), 1.37 (3H, single peak, OCHCH3) ppm.

References

[1] Patent: WO2006/32921, 2006, A1. Location in patent: Page/Page column 37-38

154361-50-9
66335-38-4
Synthesis of 5'-Deoxy-5-fluorocytidine from Capecitabine
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View Lastest Price from 5'-Deoxy-5-fluorocytidine manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
5'-Deoxy-5-fluorocytidine pictures 2026-08-07 5'-Deoxy-5-fluorocytidine
66335-38-4
1kg 99% 100kg WUHAN FORTUNA CHEMICAL CO., LTD
5'-Deoxy-5-fluorocytidine pictures 2026-03-20 5'-Deoxy-5-fluorocytidine
66335-38-4
$10.00 100KG 99% 100 mt Hebei Chuanghai Biotechnology Co., Ltd
5'-Deoxy-5-fluorocytidine pictures 2025-05-26 5'-Deoxy-5-fluorocytidine
66335-38-4
$5.00 1kg 0.99 10000 Hebei Fengjia New Material Co., Ltd

5'-Deoxy-5-fluorocytidine Spectrum

5'-Deoxy-5-fluoro-D-cytidine 5''-DEOXY-5-FLUOROCYTIDINE (5''-DFCR) 5-Fluoro-5’-deoxycytidine, 5’-DFCR Capecitabine Related Compound A (10 mg) (5'-deoxy-5-fluorocytidine) 5'-Deoxy-5-fluorocytidin CAPECITABINE related substance USP A Deoxy-5-fluorocytidine-D2 4-aMino-1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-Methyloxolan-2-yl]-5-fluoro-1,2-dihydropyriMidin-2-one Capecitabine USP IMp.A 5-F-5'-dC Capecitabine USP RC A 5-DFCR (Deoxy-5-fluorocytidine) 5-DFCR-D2 (Deoxy-5-fluorocytidine-d2) 5'-DFCR (5'-Deoxy-5-fluorocytidine) Capecitabine-1 Capecitabine EP Impurity A (USP RC A) Cytidine, 5'-deoxy-5-fluoro- Capecitabine EP Impurity A Capecitabine Impurity A(USP) Capecitabine Impurity 1 Capecitabine EP Impurity A (5'-DFCR) Deoxy fluorocytidine [2H2]-5-DFCR 5'-Deoxy-5-fluorocytidine> Capecitabine Imp.A 5'-Deoxy-5-fluorocytidine USP/EP/BP 4-Amino-1-((2R,3R,4S,5R)-3,4-dihydroxy-5-methyltetrahydrofuran-2-yl)-5-fluoropyrimidin-2(1H)-one (Capecitabine Impurity) Capecitabine EP Impurity A/ Capecitabine Related Compund A Capacitabine USP Related Compound A 5-Deoxy-5-fluoroucytidineQ: What is 5-Deoxy-5-fluoroucytidine Q: What is the CAS Number of 5-Deoxy-5-fluoroucytidine Q: What is the storage condition of 5-Deoxy-5-fluoroucytidine Q: What are the applications of 5-Deoxy-5-fluoroucytidine Capecitabine Related Compound A (5''-deoxy-5-fluorocytidine) (1090717) 5’-Deoxy-5-fluorocytidine,Capecitabine related compound A Capecitabine USP Related Compound A 5'-Deoxy-5-fluorocytidine,98% 5'-Deoxy-5-fluorocytidine 5-Fluoro-5'-deoxycytidine 4-Amino-1-(5-deoxy-beta-D-ribofuranosyl)-5-fluoropyrimidin-2(1H)-one (5'-Deoxy-5-fluorocytidine) 5'-Deoxy-5-fluorocytidine 4-Amino-1-(5-deoxy-beta-D-ribofuranosyl)-5-fluoropyrimidin-2(1H)-one (5'-Deoxy-5-fluorocytidine) Capecitabine EP Impurity A(Capecitabine USP Related Compound A) 4-aMino-1-((2R,3R,4S,5R)-3,4-dihydroxy-5-Methyltetrahydrofuran-2-yl)-5-fluoropyriMidin-2(1H)-one 5'-DFCR 66335-38-4 82104-74-6 C9H12N3O3F C9H12O4N3F C9H12FN3O5 C9H12FN3O Heterocycles Bases & Related Reagents Nucleotides