5'-Deoxy-5-fluorocytidine

Basic Information

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CAS Number

66335-38-4

Molecular Formula

C9H12FN3O4

Molecular Weight

245.21 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

Basic Chemical Raw Materials Organic Chemicals Ethers

Basic Chemical Raw Materials Organic Chemicals Amines

Basic Chemical Raw Materials Organic Chemicals Heterocyclic Compounds

Pharmaceutical Chemicals Pharmaceutical Intermediates Heterocyclic Intermediates

Fine Chemicals Dyes and Pigments Organic Dyes

Fine Chemicals Specialty Chemicals UV Stabilizers

Agricultural Chemicals Pesticides Herbicides

Basic Physical Properties

Physical State

Powder

Melting Point

203.0 to 210.0 deg-C

Boiling Point

437.8°C at 760 mmHg

Density

1.8±0.1 g/cm3

Flash Point

218.6±31.5 °C

Refractive Index

1.7

SMILES

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CC1C(C(C(O1)N2C=C(C(=NC2=O)N)F)O)O

InChI

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

LogP

-1.3963000000000005

Topological Polar Surface Area

110.6 Å²

Hydrogen Bond Donor/Acceptor

4 / 7

Complexity

411

Safety Information

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Hazard Statement

H315 Causes skin irritation
Skin corrosion/irritation

H319 Causes serious eye irritation
Serious eye damage/eye irritation

H335 May cause respiratory irritation
Specific target organ toxicity, single exposure; Respiratory tract irritation

Synonyms & References

English

AKOS015896907
5'-Dfcr
4-amino-1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-methyloxolan-2-yl]-5-fluoropyrimidin-2-one
Q27149675
DTXSID00216543
YSNABXSEHNLERR-ZIYNGMLESA-N
MFCD07369278
SCHEMBL331944
66335-38-4
EN300-396607
PD053791
AS-15620
5-Fluoro-5'-deoxycytidine
Cytidine, 5'-deoxy-5-fluoro
UNII-8RWB05I6ON
5'-Deoxy-5-fluoro Cytidine
8RWB05I6ON
4-Amino-1-(5-deoxy-beta-D-ribofuranosyl)-5-fluoropyrimidin-2(1H)-one (5'-Deoxy-5-fluorocytidine)
5'-Deoxy-5-fluorocytidine (5'-DFCR)
AC-4244
4-Amino-1-((2R,3R,4S,5R)-3,4-dihydroxy-5-methyltetrahydrofuran-2-yl)-5-fluoropyrimidin-2(1H)-one
CHEBI:80627
5'-Deoxy-5-fluorocytidine
CHEMBL3244492
5`-Deoxy-5-fluorocytidine
Cytidine, 5'-deoxy-5-fluoro-
4-aMino-1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-Methyloxolan-2-yl]-5-fluoro-1,2-dihydropyriMidin-2-one
AKOS015840076
5'-Deoxy-5'-Fluorocytidine
5’-Deoxy-5-fluoro Cytidine
5-deoxy-5-fluorocytidine

MDL Number

MFCD07369278

Customs Code

2934999090

FAQ

What are the physical and chemical properties of 5'-Deoxy-5-fluorocytidine (CAS: 66335-38-4)?

5'-Deoxy-5-fluorocytidine is a crystalline compound with a molecular weight of approximately 272.93 g/mol. It has poor water solubility and higher solubility in organic solvents like DMSO. Chemically, it is highly reactive towards nucleophilic substitution and is resistant to hydrolysis. It decomposes at temperatures above 150°C.

How is 5'-Deoxy-5-fluorocytidine (CAS: 66335-38-4) typically synthesized?

5'-Deoxy-5-fluorocytidine is typically synthesized via a six-step process starting from cytosine. The key steps involve fluorination of cytosine to form 5-fluorocytosine, followed by coupling with 5'-deoxyribose. Commonly used catalysts include palladium(II) acetate for the coupling reaction, and the overall yield is around 70-80%.

What industries use 5'-Deoxy-5-fluorocytidine (CAS: 66335-38-4)?

5'-Deoxy-5-fluorocytidine is primarily used in the pharmaceutical industry for its antitumor properties. It is also explored in the polymer industry for its monomer potential, and in the semiconductor industry for its use in photoresists. Some applications include drug development and material science.

What precautions should be taken when handling 5'-Deoxy-5-fluorocytidine (CAS: 66335-38-4)?

When handling 5'-Deoxy-5-fluorocytidine, wear appropriate personal protective equipment (PPE) including gloves, goggles, and a lab coat. Work in a well-ventilated area or fume hood. Store it in a cool, dry place away from direct sunlight. In case of spill, clean up with care and follow the Material Safety Data Sheet (MSDS) guidelines for disposal.