2\'-Deoxy-2\'-fluorocytidine
Basic information
- CAS
10212-20-1- Standard SMILES
Nc1ccn(C2OC(CO)C(O)C2F)c(=O)n1- InChIKey
NVZFZMCNALTPBY-UHFFFAOYSA-N- Molecular formula
- C9H12FN3O4
- Average molar mass
- 245.21 g/mol
- Monoisotopic mass
- 245.08118403
Names & identifiers
- Preferred name
- 2\'-Deoxy-2\'-fluorocytidine
- IUPAC
- 4-amino-1-[3-fluoro-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]pyrimidin-2-one
- English name
- 2'-Deoxy-2'-fluorocytidine
- Molecular formula
- C9H12FN3O4
- Molecular weight
- 245.21
Names & synonyms
MLS003373859NSC529432CHEMBL37430SCHEMBL768014SCHEMBL66744122\'-Deoxy-2\'-fluorocytidine4-amino-1-[(2R,3S,4R,5R)-3-fluoro-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-1,2-dihydropyrimidin-2-oneNSC749427AKOS015963413AB02319AC-9553NSC-749427
Show more names
2'-Fluoro-2'-Deoxycytidine2'-Fluoro-2'-Deoxycytidine2'-F-dC2'-FC2'-FdCRO-80132'-FANA-C2'-F-dCydNSC 5294322’-F-2’-dC
LS-13637SMR002048651DB-0209931-(2-Deoxy-2-fluoro-.beta.-D-arabinofuranosyl)cytidine4-amino-1-(3-fluoro-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)pyrimidin-2(1H)-one4-amino-1-[3-fluoro-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]pyrimidin-2-one
Database identifiers
- CAS
10212-20-1- PubChem CID
- 352976
- ChEMBL
CHEMBL37430
Properties
Computed structural properties
- XLogP
- -1.1
- Topological polar surface area
- 108 Ų
- Hydrogen bond donors
- 3
- Hydrogen bond acceptors
- 5
- Rotatable bonds
- 2
- Heavy atoms
- 17
- Formal charge
- 0
- Complexity
- 386
Physicochemical properties
- Melting point
- 167 °C · 167 °C
- Boiling point
- 500.1 · 500.1±60.0 °C(Predicted)
- Density
- 1.82 · 1.82±0.1 g/cm3(Predicted)
- refractive index
- 80 ° · 80 ° (C=1, MeOH)
- storage temp.
- 2 · Keep in dark place,Sealed in dry,2-8°C
- solubility
- Soluble in DMSO, Methanol.
- pka
- 12.84 · 12.84±0.70(Predicted)
- form
- Powder
- color
- White to Off-white
- Water Solubility
- 5 mg/mL · Water: 5 mg/mL (20.39 mM; ultrasonic and warming and heat to 60°C)
- InChI
- InChI=1S/C9H12FN3O4/c10-6-7(15)4(3-14)17-8(6)13-2-1-5(11)12-9(13)16/h1-2,4,6-8,14-15H,3H2,(H2,11,12,16)/t4-,6-,7-,8-/m1/s1
- InChIKey
- NVZFZMCNALTPBY-XVFCMESISA-N
- SMILES
- OC[C@H]1O[C@@H](N2C=CC(N)=NC2=O)[C@H](F)[C@@H]1O
- CAS DataBase Reference
- 10212 · 10212-20-1(CAS DataBase Reference)
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
Safety data
- hs_code
- 29389090
- risk_code
- 36/37/38
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- hazard_code
- Xi
- safety_code
- 26-36
- Hazard statements
- H315-H319-H335
- Precautionary statements
- P261-P280a-P304+P340-P305+P351+P338-P405-P501a
Chemistry & industry
Applications
Description2'-Deoxy-2'-fluorocytidine is a nucleoside analog. It has antiviral effects and can synergize with T705 to effectively inhibit Crimean-Congo hemorrhagic fever virus (CCHFV) replication. 2'-Deoxy-2'-fluorocytidine can also inhibit dihydrofolate reductase, thereby preventing the production of tetrahydrofolate, which is required for the synthesis of purines and pyrimidines. It has a certain inhibitory effect on poliovirus, herpes simplex virus, vesicular stomatitis virus and influenza A virus.
Uses2'-Deoxy-2'-fluorocytidine is a potent inhibitor of the subgenomic hepatitis C virus replicon in Huh-7 cells. 2'-Deoxy-2'-fluorocytidine has been shown to inhibit Borna Disease virus replication and s pread.
Related reactions
1 records
Compound notes
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