CAS 784-71-4 1-(2-Deoxy-2-fluoro-beta-D-arabinofuranosyl)uracil (HCID 352500)

Names & identifiers

Preferred name: 1-(2-Deoxy-2-fluoro-beta-D-arabinofuranosyl)uracil
IUPAC: 1-[3-fluoro-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]pyrimidine-2,4-dione
English name: 2'-Fluoro-2'-deoxyuridine
Molecular formula: C9H11FN2O5
Molecular weight: 246.19

Names & synonyms

NSC-6785152'-Deoxy-2'-fluoro-L-uridine2'-Fluor-uridine622785-69-71-(2-Deoxy-2-fluoro-.beta.-D-arabinofuranosyl)uracilCHEMBL26330SCHEMBL2105489UIYWFOZZIZEEKJ-UHFFFAOYSA-NNSC526645NSC678515AKOS015963394AB07616

Show more names

2-FdU2′-Deoxy-2′-fluorouridine2'-FU2'-FUDR2'-F-2'-dUFioluridine-Fluoro-2'2'-FLUORO-D-URIDINE2'-Fluoro-2'-deoxyur2'-F-2'-deoxyuridine

AB08547AC-1670NSC-526645NCI60_028123DB-0209941-[3-fluoro-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]pyrimidine-2,4-dione

Database identifiers

CAS: 784-71-4
PubChem CID: 352500
ChEMBL: CHEMBL26330

Properties

Computed structural properties

XLogP: -1
Topological polar surface area: 99.1 Å²
Hydrogen bond donors: 3
Hydrogen bond acceptors: 6
Rotatable bonds: 2
Heavy atoms: 17
Formal charge: 0
Complexity: 374

Physicochemical properties

Melting point: 147 to · 147.0 to 153.0 °C
Density: 1.63 · 1.63±0.1 g/cm3(Predicted)
refractive index: 53 ° · 53 ° (C=0.3, H2O)
storage temp.: 2 · under inert gas (nitrogen or Argon) at 2-8°C
solubility: Soluble in methanol.
form: Powder
pka: 9.39 · 9.39±0.10(Predicted)
color: White to Off-white
optical activity: 20 · α20/D +53°±3°, c = 0.3 in water
Water Solubility: soluble in water
InChI: InChI=1S/C9H11FN2O5/c10-6-7(15)4(3-13)17-8(6)12-2-1-5(14)11-9(12)16/h1-2,4,6-8,13,15H,3H2,(H,11,14,16)/t4-,6-,7-,8-/m1/s1
InChIKey: UIYWFOZZIZEEKJ-XVFCMESISA-N
SMILES: OC[C@H]1O[C@@H](N2C=CC(=O)NC2=O)[C@H](F)[C@@H]1O
CAS DataBase Reference: 784 · 784-71-4(CAS DataBase Reference)
FDA UNII: 2 YC903QW8 · Y2YC903QW8
Symbol(GHS): 7 · GHS07,GHS08
Signal word: Warning
Hazard statements: 315 · H315-H319-H335-H341b
Precautionary statements: 201 · P201-P202-P261-P264b-P271-P280i-P302+P352-P304+P340-P305+P351+P338-P308+P313-P332+P313-P362+P364-P403+P233-P501c
Hazard Codes: Xn
Risk Statements: 20 · 20/21/22-40
Safety Statements: 22 · 22-36/37/39
HS Code: 29389090 · 29389090

Safety & regulation

Safety data

hs_code: 29389090
risk_code: 20/21/22-40
Signal word: Warning
Symbol(GHS): GHS07,GHS08
hazard_code: Xn
safety_code: 22-36/37/39
Hazard statements: H315-H319-H335-H341b
Precautionary statements: P201-P202-P261-P264b-P271-P280i-P302+P352-P304+P340-P305+P351+P338-P308+P313-P332+P313-P362+P364-P403+P233-P501c

Chemistry & industry

Applications · 3 items

Description2'-Deoxy-2'-fluorouridine is a nucleoside analog that inhibits the replication of wild-type viruses by binding to the viral RNA. 2'-Deoxy-2'-fluorouridine has been shown to inhibit the replication of resistant mutants in vitro, and this inhibition can be reversed by increasing the concentration of 2'-deoxy-2'-fluorouridine. 2'-Deoxy-2'-fluorouridine also binds to duplexes of dsDNA with high affinity and specificity.

Uses2'-Fluoro-2'-deoxyuridine is used as a component incorporated into therapeutic oligonucleotides to combat prostate and breast cancer.

UsesA component incorporated into therapeutic oligonucleotides to combat prostate and breast cancer.

Upstream & downstream products

Upstream raw materials

2'-Deoxy-5'-O-DMT-2'-fluorouridine Uridine, 2'-deoxy-2'-fluoro-3',5'-bis-O-(tetrahydro-2H-pyran-2-yl)-3',5'-Di-O-acetyl-2'-deoxy-2'-fluorouridine Uridine, 3',5'-bis-O-[bis(4-methoxyphenyl)phenylmethyl]-2'-deoxy-2'-fluoro-Methanol COPPER ATOMIC SPECTROSCOPY STANDARD

Suppliers100 total

北京华美互利生物化工010-56205725 · [email protected]

梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]

上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]

INTATRADE GmbH+49 3493/605464 · [email protected]

北京颖喏生物医药科技有限公司15600141006 · [email protected]

Related reactions

20 records

New reaction record

HRID 125844As reactantTraining data from https://doi.org/10.1039/C8SC04228D (2/10)

HRID 152646As reactantTraining data from https://doi.org/10.1039/C8SC04228D (9/10)

HRID 201769As reactantTraining data from https://doi.org/10.1039/C8SC04228D (6/10)

HRID 212645As reactantTraining data from https://doi.org/10.1039/C8SC04228D (6/10)

HRID 282369As reactantTraining data from https://doi.org/10.1039/C8SC04228D (8/10)

HRID 300601As reactantTraining data from https://doi.org/10.1039/C8SC04228D (8/10)

HRID 308237As reactantTraining data from https://doi.org/10.1039/C8SC04228D (8/10)

HRID 308684As reactantTraining data from https://doi.org/10.1039/C8SC04228D (8/10)

Compound notes

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Basic information