Responsive image

Common name


Floxuridine

IUPAC name


5-fluoro-1-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-1,2,3,4-tetrahydropyrimidine-2,4-dione

SMILES


OC[C@H]1O[C@H](C[C@@H]1O)N1C=C(F)C(=O)NC1=O

Compound class


Antineoplastic Agents; Immunosuppressive Agents; Antimetabolites, Antineoplastic;

Therapeutic area


For palliative management of gastrointestinal adenocarcinoma metastatic to the liver, when given by continuous regional intra-arterial infusion in carefully selected patients who are considered incurable by surgery or other means. Also for the palliative management of liver cancer (usually administered by hepatic intra-arterial infusion).

Common name


Floxuridine

IUPAC name


5-fluoro-1-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-1,2,3,4-tetrahydropyrimidine-2,4-dione

SMILES


OC[C@H]1O[C@H](C[C@@H]1O)N1C=C(F)C(=O)NC1=O

INCHI


InChI=1S/C9H11FN2O5/c10-4-2-12(9(16)11-8(4)15)7-1-5(14)6(3-13)17-7/h2,5-7,13-14H,1,3H2,(H,11,15,16)/t5-,6+,7+/m0/s1

FORMULA


C9H11FN2O5

Responsive image

Common name


Floxuridine

IUPAC name


5-fluoro-1-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-1,2,3,4-tetrahydropyrimidine-2,4-dione

Molecular weight


246.192

clogP


-0.074

clogS


-0.189

HBond Acceptor


5

HBond Donor


3

Total Polar
Surface Area


104.55

Number of Rings


2

Rotatable Bond


2

Drug ID Common name Structure CAS SMILE Frequency
FDBF00493 (2R,3S)-2-(hydroxymethyl)tetrahydrofuran-3-ol Responsive image C(O)C1OCCC1O 0.0021
FDBF00494 (3S)-tetrahydrofuran-3-ol Responsive image O1CCC(C1)O 0.0031
2 , 1